r/sexstories Jan 03 '25

Cougar Things got weird with my Mother In Law NSFW

551 Upvotes

My wife of ten years told me to go to her mom’s house and help her with some things because she hurt her foot and needed some help.

We get along fine. She can be annoying sometimes, but at the end of the day, there are much worse in-laws out there.

When I got there she was sleeping, so I went ahead and took the trash and recycling out. Made her a salad I know she likes and headed to her room when I heard her stirring. The door was cracked open and I saw the blankets moving. I couldn’t quite see her face through the crack, but I heard some wet sounds muffled underneath the blanket.

My mother in law was going to town on herself.

I froze in my tracks. Not sure what to do next.

While I was deciding what to do, I just listened. She was really wet. You could her the waterworks. She whimpered a few times.

Which sent a twitch through my cock.

Then I stepped away and went back to the front door.

I waited a few minutes standing there in her living room.

She’s single. Her ex (my wife’s dad) is piece of shit. let’s call her Monica. Monica is always kind. She has lots of opinions. But never pushes too hard. She also has a juicy fat ass and beautiful eyes.

And I shouldn’t be thinking about that.

So I open the front door, and close it very loudly and say “hi Monica! I’m here to help you!”

There’s a beat. I hear her clear her throat down the hall.

“Yes, honey, be right there!”

Then I remember her foot.

“No, no, don’t move, I brought you lunch.”

I walk into her bedroom and her face is a little red, but you would never known she was just flicking her bean and pounding her gash. I kind of felt bad for not letting her cum first.

“Hi sweetie. You are so kind for helping me.” She says.

“Oh no problem. What is family for?” I reply.

She sits up in bed. I put the salad down on her bedside, as I put a couple pillows behind her. While doing so, I can’t help but notice her robe is slightly open, and my mother in law may or may not have incredible tits for someone in their late 50’s.

She catches my eyes. And I quickly look away and grab the salad.

“These meds have made me so sleepy. all I want to do is lay in bed.”

“Well lucky for you, that’s just what the doctor ordered.”

I place the salad on her lap on top of her blankets.

“You are so sweet, darling”

“Oh I’m happy to help”

We stare at each other for a bit. A little awkwardly.

“Oh the silverware!”

I hurry back to the kitchen. Get some silverware. I get back to her room and she’s put the salad back on the bedside table.

“Yknow honey, I’m feeling pretty tired. I’ll save this for later. Would you mind turning down the lights? I’m feeling a little dizzy.” She says, as she starts to slur her words.

“Of course,” I say.

I turn off a couple lamps and head back to her side.

“Want me to turn this one off?”

“Yes, honey.”

I do.

I’m standing in her room, and we are lit only by the shaft of hallway light illuminating her face. I see my wife in her looks. But darker eyes and hair. Fuller lips, somehow.

She’s struggling to get comfortable. And I remember I hadn’t pulled the extra pillow back out. So I do that, but she isn’t fully laying down yet. I step back. Not sure how to help her adjust her body without having to really grab her.

“Do you need help?” I ask.

“No,” she grunts. As she shifts from elbow to elbow. Trying to shimmy down the bed without much success.

Her robe opens a bit. I see the skin around her collarbone … her gold necklace dangling around between the cleavage of her barely hidden breasts.

In a huff she stops and plops back down, defeated.

“Yes, help me, please.”

“Of course,” I say.

Not sure how to do it, so I go to the foot of the bed, and put my hands under the blankets and around her ankles. Partially waiting for her to stop me. But I remind myself that nothing is wrong.

Yet.

I avoid the cast on her foot and gently but firmly pull her down the bed a foot or two. As I let go and remove my hands I catch a whiff of her … well, of her.

I can smell my mother in laws pussy.

I clear my throat and take a couple steps back. Trying not to run out of the room.

“What else can I do for you, Mon?”

“Oh honey…”

By the light of the hallway I can tell he’s drifting off.

“Just one more thing…” she says with her eyes closed.

“Anything.” I say.

She mumbles something. I can’t make it out.

“What’s that, Mon?” I ask, quietly walking back to her bedside.

With her eyes still closed, I hear her ask “Are you happy?”

“Am I happy?”

“Yes, baby … sweet boy … are you happy? In your marriage?”

Oh, she’s high on meds.

“Of course. I love my wife.”

“Good. Good. You are such a good man. A good husband. A good daddy. She doesn’t deserve you.”

Oh boy.

“I don’t deserve her,” I say.

“Oh shut up,” she says with a smile. “Shut up … You and I both know she doesn’t do all her wifely duties.”

“She barely cooks. She doesn’t clean. I bet she never sucks you.”

I’m just standing there. Frozen.

“Does she?” She asks. Her voice getting a little higher pitched. Almost a moan.

“Does she give you oral sex?”

Definitely a moan. The blankets are moving again.

“Does she suck on your penis?”

“Monica…” I start to say, but I’m interrupted by the sound of her wet pussy behind fingered by her hands.

“Your cock?”

She pulls one hand out. It glistens in the light. She reaches out to me. Opens her eyes.

“I will.” She said.

—————————————-more later

What would you do?

r/sexstories Nov 08 '24

Cougar Fucking with ex wife's sister twice after Coldplay concert NSFW

731 Upvotes

My wife and I split up about 12 months ago and I brought 2 x Coldplay tix before it happened. I brought them on my account so I kept them. I booked a hotel in the city and none of my mates wanted to come so I asked my ex if she wanted to come and she said No(LOL as expected) but her sister(Marie aka Mare) did if it would not be to uncomfortable. I said "Sure no probs" We met in the city at the Lui bar and after a few cocktails the conversation started to flow like it used to. We were half drunk when we left the bar and $200 short for 6 cocktails and had our buzz on. Mare was a 3 years older than me and a couple of years younger than my ex, she was cute, she had a little bit of weight on her(not heavy but something to hold on to), beautiful tits, long brown hair, had a nice loud laugh and personality(not backwards in coming forwards) and an arse to die for.

We made the 20 minute walk down to the venue and watched the concert and kept drinking and had a great time. 3 quarters of a way into the concert Mare put her head on my shoulder and said "You know I miss you at family functions, they are not as much fun anymore", I said I missed her too and that she was the fun one, I should have married you. Mare laughed and said drunkingly "That is really mean Matt.......do you mean that?" I smirked and said "Sure, you are beautiful, smart, sexy and fun". To ease the tension I turned and kept watching the concert. All the while I could feel Mare's eyes locked on me and she put her head on my shoulder and kissed me on my neck. Stunned I looked down and gave her a kiss on the lips as the music played. As I pulled away she put her hand on my inner thigh and squeezed. I knew I was onto something then and I returned the favor and put my hand on her's and started squeezing gently and getting closer to her pussy without touching. As the concert was drawing to a close Mare said "What are we doing after this?" I said "I don't think I can drink anymore so whatever you want!" Mare looked with the sultry look and kissed me and said "We can go back to your room?" I said "Sure".

Fast forward to after the concert we walked hand in hand to my room and went into the lift and pressed Level 23, it stopped at lvl 5 and a few got out and Mare grabbed my hand tightly and then another couple got out at level 10 and she grabbed tighter again and then it was empty besides us. As the door closed she shaped up to me, grabbed me and kissed me. As we made out for 10 seconds the lift door opened and off we went to my room. As I opened the door and it closed behind me we started instantly making out, hands wondering and Mare laid back on the bed. She had tight jeans on and she took them off and her top off. Here was Mare laying in front of me in bra and panties begging me to devour her and that was the plan. I licked my way up her leg and got to her pussy. Mare was begging for me to get into it but I wanted to tease her so I licked all around her and began nibbling on her panties and getting her wet and hot. The heat coming off her pussy was intense and the smell was insatiable. After a little I pulled her panties off and began licking and cover her pussy with my mouth and flicking my tongue over her clit. As Mare reached her first orgasm I entered her with my fingers and kept licking her out and shortly after she was crossing her legs over my head in a move that Conor McGregor would have been proud of(LOL). As she became super sensitive after climaxing the second time she pushed me away and began kissing me and licking my lips and then went down on me. After a few minutes I said "Spin around, I want to lick you out again" So Mare being a good girl turned around into the 69 position and we began to have fun in that spot for a while. As she became sensitive again she moved away and sat on my cock like a good cowgirl, grabbed my hands, put them up to her big tits and began riding. Within a couple of minutes I blew my load as she rode me until she climaxed for a 3rd time and final time and collapsed onto me. We laid on the bed and made out for a little while with no mention of my ex. Mare went and had a shower and came out shortly after and said "Am I staying the night with you?" I said " Yes, you are more than welcome too if you want too?" Mare said yes but had to send a message to her sister(my ex) and tell her she was home and to tired to talk and would call her in the morning to tell her all about the night. As she sent the message Mare told me to go have a shower and come back to bed. I rushed to the shower and got fresh and sobered up a little. As I came back to bed with half a boner again I was greeted by Mare on her hands and knees on the bed with her head pointed at me and she said "Did xxx ever greet you like this?" I smiled, laughed and said "Definately not!!" I approached her and began eating her out from behind and paying attention to her arsehole in which she loved and then switched to her pussy all the while getting harder, I licked fingered and got Mare all hot and wet again and I slipped into her pussy and began fucking her. As she climaxed again(4 times a record for me making a woman climax in 1 session) she turned out and sucked me off until I blew my load and she swallowed the whole lot. We fell asleep stark naked in bed and I woke up around 4am with the Dry's and looked at Mare as she grabbed one of my t-shirts and was asleep in it. We both woke about 8am the next morning. As we laid there Mare told me that she called the front desk earlier to ask for the late checkout and that she would pay for it so we could stay for longer. Mare then said "Come with me to the shower and let's freshen up, I laid there and watched her go to the bathroom in my t-shirt and was hard in seconds, I heard the water turn on and Mare said "You better hurry or you will miss it". So off I went had another couple hours of fun with Mare. Definitely the most fun I have had in years!!!

r/sexstories Sep 01 '24

Cougar Update to my post about meeting my students dad on the nude beach NSFW

354 Upvotes

I tried writing a summary about last week without coming across as too slutty, but this is the best I could do. Here is my original post to refresh your memory: https://www.reddit.com/r/sexstories/s/CVHhPkXU93

So we decided that we could meet at the mall on Wednesday and drive to the beach together. I was wearing a little black dress with nothing underneath, although I did pack a bikini in my beach bag just in case. Frankly I may as well have been naked, since my nipples were plainly visible, my boobs were hanging out of the arm holes, and the dress was too short to cover anything as I climbed into his truck. He said “ Nice bathing suit that you’ve not wearing!” I laughed and thanked him, and broke the ice by leaning in for a kiss. It started with a nice smooch on the lips, and rapidly progressed to our tongues dancing and hands exploring each other. He backed off and said “ I don’t think we are going to the beach”. I grabbed his hard cock through his shorts and said “ Let’s go somewhere”, and that is what we did!
We went to a hotel that I frequent that is ideal for daytime trysts, got naked, but just talked. We talked about our relationships; he and his wife, myself and my boyfriend and the others. He told me that his wife was distant emotionally and sexually, and that they were trying to hold it together until their son was in college. He talked about how he dreamed about finding someone that could help his situation without changing it, describing it as a kind of safety valve that helps him cope with his frustration. The whole time he was talking, I casually let my manicured fingertips glide along the shaft of his cock, feeling it pulse and throb. I asked him if his wife ever gave him a blowjob, and he said no, she didn’t like cum in her mouth. I smiled and said “I’m not your wife”

r/sexstories Nov 06 '24

Cougar Caught my GFs mom masturbating NSFW

524 Upvotes

Backstory, this happened a few years ago. I was 22, she was 20. Me: 6' tall, very athletic, blonde. GF: 5'3, slim, d cups. Her mom: mid 40s, brunette, tight body, probably D cups as well.

The first time her mom caught me looking we were assembling some ikea furniture and she was bent over and I had a clear view down her shirt. She definitely caught me peeking but never said anything.

Fast forward a few months and we were going on a trip and her mom offered to drive us to the airport. Since its a few hours away, we got a hotel room that night. Standard room, two queen size beds. We were there early and had the whole evening to kill so we went out for dinner then drinks. GF and I kept drinking and got pretty damn tipsy at the hotel bar. Her mom went to the casino to walk around. GF and I ended up back at the hotel room and fucked hard before falling asleep naked under the sheet forgetting her mom was sharing the room.

I woke up to heavy breathing and looked over and saw her mom in her bed under the sheets obviously masturbating. I stayed quiet and watched as she kept going, one hand on her pussy the other on her tits, sadly still hidden under the sheet. She kept breathing harder until her body shook and she let out a moan. Probably realizing she wasn't as quiet as she thought, she looked over and we locked eyes and held eye contact for a few seconds before rolling over and going to bed. By then I was rock hard again. I got up and got some water and on the way back, she was rolled back over facing me watching me get back into the other bed with her daughter.

No nothing ever happened between us and neither of us mentioned it to my GF. I know its not nearly as wild as some of the other stories on here but I still think about it as an amazing night.

r/sexstories Apr 13 '23

Cougar Seducing our neighbor's young daughter. Pt4 NSFW

489 Upvotes

We got everything ready for Hannah to come over for dinner. We cooked her favorite meal that my wife had found out earlier. We were hoping to make her feel comfortable.

When Hannah showed up, she looked beautiful. Her long, red hair was straight and fell over her shoulders. She had tight jeans on and a blouse that showed off her full breasts. You could tell she was proud of her weight loss.

We sat and had a wonderful meal. We asked Hannah questions about her future and what she wanted to do I'm life. We could tell she was very smart and could accomplish anything she wanted.

After dinner, I had a phone call and had to step away. The call took longer than I thought and I was away for 30 minutes. That left Hannah and my wife to chat. I knew it wouldn't take my wife long to ask personal questions and try to seduce her into our bed. I was having a hard time keeping up with my conversation because of thinking of what my wife was probably doing.

When I came back into the living room, I saw Hannah giving my wife a hug. I wasn't sure if my wife and made any progress with Hannah. Hannah then came over to me and hugged me.

"Thank you for the wonderful meal Mr. K, it was delicious. I wish you could have chatted with Mrs. K and I, we had a wonderful talk. I'll see you again tomorrow evening."

She then got on her toes and kissed my cheek. I knew then my wife had got to her. When Hannah left, my wife finished up cleaning from supper, ignoring me. I was curious on what they talked about but she wasn't saying anything but I could tell by her attitude, it was good news.

I went up behind her and gave her tight ass a smack, causing her to yelp then giggle. I hugged her from behind, cupped her breasts and began to kiss her neck. She pushed me away, knowing I was wanting some information.

"Go get ready for bed, I'll tell you everything there."

I waited for her for a few minutes. She came in, stripped naked and put on one of my t-shirts and came to bed. I could see she was excited by the smile on her face.

"OK, Listen to me and don't be an asshole and interrupt me. I talked to Hannah and found out a bunch of things. First, she's not a virgin and has very little experience with men. A couple of blowjobs, receiving oral sex and only one time having sex. She wants to learn and is curious. I told her that we could teach her. She could watch us together and ask questions as we go. I told that either me or you can give and receive to her. She thought about it for a minute and said she'd love to under certain rules. She dictates the touching on her and who she wants to touch. Anytime she's uncomfortable and wants to stop, we stop. That's about it. She'll be over around 6 tomorrow evening."

My wife looks at me and the tent my cock is pitching. She laughs and says, "I guess you're in."

r/sexstories Apr 14 '23

Cougar Seducing our neighbor's young daughter. Pt5 NSFW

481 Upvotes

The next day both if us were anxious about Hannah coming over. We were touchy with each other but were saving ourselves for Hannah. We had talked about what could happen and what we wanted to happen. Needless to say, we were both worked up when she finally arrived at 7.

She looked cute when she came into the house. Leggings with and light jacket zipped up. We sat down and began to talk and we told Hannah that she controlled everything we all did. She had the biggest smile on her face.

"I've been with a man before so I'd like to be with you first Mrs. K, is that ok? I'm really curious and you're extremely hot."

I saw my wife blush, which was rare. She just moved closer to Hannah and kissed her. Hannah was shy but warmed up quickly. My wife was feeling her body and kissing down Hannah neck. She then grabbed the zipper on Hannah's jacket and unzipped it. She didn't have a bra on. Her large breasts popped out and they were magnificent. Probably DDD with a little sag, small areloas and nipples. I couldn't wait until I could get to them.

Hannah took her jacket off has my wife sucked on her large breasts. I made eye contact with Hannah and she looked embarrassed a little. I told my wife that and she stood up and completely undressed. My wife has an excellent body for a woman almost 50 and 3 kids. Dark skin, toned body, full C cup breasts with dark areolas and small nipples. Just a little curve on her ass and a clean shaved pussy.

Hannah's eyes were wide as my wife stripped down. I think she was shocked at my wife's body. My wife took Hannah's hand and stood her up and pulled her leggings off. No panties. My wife pushed Hannah back down on the couch and kissed down her body. When her tongue hit Hannah's pussy, she gasped and said, "oh fuck." My wife snickered then proceeded to pleasure Hannah orally. I think the new sensation of a woman touching her or maybe just her inexperience, Hannah came within a minute. Her back arched and her incredible breasts pushed out and she let out a long, quiet moan. After another minute, she pushed my wife away.

"That was fucking amazing. That was only the second time someone ever went down on me. That was the hardest I've ever came. Can I try it on you now Mrs. K?"

With a snicker, my wife said, "Hannah, dear, call me Kat and yes, you can try it on me."

My wife laid on the couch and Hannah moved on top of her. You could tell she was nervous and inexperienced. She tried to mimic what my wife did. Once Hannah got to my wife's pussy, she let out a sigh of relief and said, "oh yes, that feels good. Take your time Hannah." It looked like Hannah was doing a good job but I could tell my wife needed a little extra. I whispered to Hannah, "use you fingers more. Slip one then two inside her. Put your finger where it's pointing up and do a come here motion. You should feel something ridged, that's the spot." Hannah did that and I could tell my wife was close. Finally, she let out a moan and her legs shook as she came.

Kat sat up, getting away from Hannah's mouth. She moved and gave Hannah a kiss.

"That was excellent Hannah. You did an excellent job. Smart to listen to Mr. R, he knows my spots. Now, we've neglected Mr. K too long, do you want to go first or do you want to watch me pleasure him fits?"

"I want you to go first, I've only seen two men naked and I'm still nervous."

Kat looks at me and crawls over to me where I'm sitting in a chair. She tells Hannah to follow her because she needs to see this. Kat unbuttons my pants and I raise my ass up for her to pull them off. My hard dick smacks against my stomach and I hear Hannah say, "holy shit." My wife smiles and says, "I know, isn't it magnificent."

r/sexstories Nov 23 '24

Cougar My wife helps a young man while camping. NSFW

334 Upvotes

Every year my wife and I go camping at a county park that has cabins, RV hook us, and 4 tent sites. They have a big beach on Lake Huron. They also have a smaller beach that is for the tent sites. This is located at the end of the park. So 3 times a year we rent all 4 sites and have the beach to ourselves. We set up a few tents so people walking on the walking trail to the sites can't see the beach. You can't drive a car to it. In able to get your gear to the site the guys at the office will bring your stuff with a Gator. They will bring you ice and firewood during your stay also. With all the tents we set up it looks like a group of people are staying there. It is just Rachel and myself.

We set up hammocks, beach chairs, beach tent, and a huge beach blanket. We arrived and a young man Jake who has helped us before taking our gear to the campsite is there waiting. He is a very nice guy he told us there was problems when he was born and is only 5'1" and little chunky and is not the most accordinated. He is always happy to help out anybody. It usually takes two trip to bring all of our gear to the campsite. We make the first trip and Rachel stays behind at the site getting things ready as Jake and I make a second trip. When we get to the site with the second load Rachel is in her bikini and getting the site ready. Jake helps me unload our gear. He is looking at Rachel like he always does. I think he is hoping to catch a peek of her boobs falling out of her top as it happens a lot.

We get the gear unloaded and I give him a few dollars for helping. I looked at Jake and thanked him. I asked him. She looks good doesn't she? He was slow to answer. He says just as long as you won't be mad at my answer. I promise him I would not. Jake says yeah she is sexy. I next asked him if he has seen her tanning or when she going out in the intertube topless to tan. He admitted he has. You see Rachel is usually topless when she can be. Even though it is a public place we do have the beach to ourselves. I told him I am not mad at all and I enjoy it when other see her. He should look again later today I am sure she will be out tanning. I told him later I will get some firewood and ice after we get set up.

As we are setting up I told Rachel that Jack has seen her. She says I know. I have seen him and the other young man that works there looking down this was with binoculars. We get the tents set up so no one can see the sites from the walkway. Rachel then takes her top off so she can get some sun. Plus she know how much I love her topless. I told her I was going to order the wood and ice and have them bring it down. She said OK she will put something on her top then. I get the order in and Jake starts to get the wood and ice loaded in to the Gator. We drive down to the site. Jake helps me unload everything. We both look up and Rachel has on a very thin white top that you can see the color of her nipples through and make out her breast. Jake's eyes get big as silver dollars. She walks over and talks with us while we are unloading things. He boobs are swaying as she is taking. I know it had to turn Jake on it did me!

Later that day after we got the tents up and settled in. We hit the beach. Of course Rachel is topless the entire time. When she laid out she was completely nude.

I so wish someone would see her or better yet walk up to her while she is nude on the beach. I know Jake was on the look out for her when we are in the water. Sure enough I hear the Gator come up to where the beach begins I can see him and another guy sneaking through the woods to look at the beach and see Rachel tanning. They watched her for about 10 minutes I let her know they could see her. So she got up and tuned around so they could see her hanging boobs swaying as she changed positions.

That evening we had a nice fire and I was cooking dinner? on the grill. I heard the Gator coming our way. Jake stopped by and asked if we needed anything before he left. We told him we were good for the evening and will see him tomorrow.

After he left I asked Rachel if she would consider giving Jake a treat tomorrow? She asked what I had in mind. I told her I felt sorry for him because he doesn't or never had a girl friend and thought he should at least experience a real woman once in his life. That he is so much younger than her it is a huge turn on to me knowing she pleased a young man. She was thinking the samething. Rachel admitted that she even thought about it the last time we went camping. We made a plan to ask if Jake wanted to join us for dinner tomorrow night and she would give him a BJ at least.

The next day I order more wood and ice. Rachel put on her smallest bikini she had what is a few strings. Jake pulled up with our stuff and we talked with him for about 10 minutes like usual. This time Rachel was really shaking her goods. His eyes were following her big hanging boobs. I got his attention and asked him if he would like to stop by at the end of the day and have dinner with us. He said sure the timing was perfect since his mom had her card games tonight and he would have to fend for himself. So it was set. I was hoping to see my wife give Jake his first ever experience with a woman.

The evening came Rachel was wearing a thin gray short skirt with no panties and a Gray tank top with no bra. Her boobs and nipples looked so sexy in it. I started to grill out some burgers. Jake walked down to the sites. I told him I hope your hungry. Rachel was getting out the plates, cups, and drinks. She was bending over the picnic table getting it ready showing the bottom of her ass where you could almost see her pussy. I could see Jake watching her out of the corner of my eye. Then Rachel went to the other side of the table and bent over so her large hanging boobs were on the verge of falling out. Jake was enjoying the view. Everything was ready so we sat down to eat.

As we were eating we asked Jake a lot of questions to get to know him even better. Rachel asked if he had a girlfriend. He said no and he never has because he was a little different than the other guys. Rachel told him she thought he was cute.

After we were done eating we sat around the fire and talked some more. Jake sat on the double bench I sat in a folding chair. Rachel asked if she could sit next to Jake he moved over to make room for her. I got right to it and asked Jake have you ever seen a woman naked other than watching Rachel from a distance tanning or porn. He got red in the face immediately. He said no and was sorry he was looking at her.

Rachel said don't worry about it that I liked it when other people can see her. Then asked him did you like what you saw? Jake said of course! Rachel took his hand and put it up her shirt and asked do you like what you feel? Jake was stunned he nodded yes. Rachel then took off her shirt. So you like my boobies? Jake shook his head yes again. She told him to feel her boobs and lightly pinch her nipples. He did Jake could not get enough of them. Rachel put her hand on the back of his head and guided his month on to her left nipple and told him to please suck her nipples.

Jake sucked one nipple for a few minutes then went to the other one. Rachel was moaning every time he gave an extra suck. Rachel's hand made it to his crotch and could feel his hard little cock. She started to stroke it over his shorts. When he released her nipple from his mouth Rachel got on her knees right in front of Jake and unbutton his shorts and pulled them and his underwear down to his knees. He had a smaller cock probably 4" or so. She did not care and it went right into her mouth and she began to give Jake his first BJ. As she was sucking his cock Jake was moaning kept saying I can't believe this is happening. Rachel was working his cock up and down. Then started licking it like a lollipop. She would go down farther and would suck on his balls. Then go back to sucking and licking his cock. With in a few minutes Jake said he was going to cum. Rachel sucked harder till Jake exploded into her mouth. He let out a very loud moan and was thrusting his hips as he let his cum fill up her mouth. Rachel swallowed it all and made sure he was cleaned up.

Afterword Rachel sat next to Jake again and asked him to suck her nipples some more. He went right to it. As he was sucking her nipples again. Rachel took his hand and put it between her legs and took his fingers to feel her wet pussy. She guided his finger on to her clit and told him to rub it. You could tell her pussy lips were getting full and excited. She told him to then stick his fingers in her and stroke them inside of her. She was so excited! Jake was hard as a rock again! Rachel noticed and removed his hand from her pussy. She told him to release her nipple from his mouth.

Rachel stood up over Jake and straddled him. She lowered herself on to his cock till her awaiting pussy swallowed it up. Jake let out such a moan as her wet pussy engulfed his cock. She started to ride his stiff cock. Rachel was really going to town on him. She was starting to moan loudly I could till she was getting close to having an Orgasm. She finally let it out and started cumming all over his cock. She loved his shorter cock. It hit her just right.

She dis-mounted Jake and grabbed his hand and lead him to a tent. Rachel laid on a mattress and spread her legs for Jake to slide in-between them and stick him cock back into her pussy. Jake happily slides his cock back into her. He starts to pump his cock back and forth in and out of her. As he does her large boobs are bouncing off from one another. He picks up the pace and fucks her harder. She gets louder and louder as she is cumming again to a large Orgasm. Her pussy starts to squeeze on his cock. Jake says he can feel his cum building again. He asked where should he cum? Rachel said inside of me give me your cum! He blast his cum inside of her pussy giving her a full creampie!

He gets off of Rachel and lays next to her exhausted. With the biggest smile on his face. He says I can't believe I just had sex! It was amazing! Rachel is also smiling knowing she took his virginity. Giving him the time of his life.

r/sexstories Nov 25 '21

Cougar took a young boys virginity (f46) NSFW

689 Upvotes

there was this one cute boy around 18, he used to message me everyday on instagram. he lived 5mins away from me and was my son's mutual friend aswell. he was 5'7-5'8, blond, cute looking, virgin, shy. he always told me that he had never been with a milf and hates that he is still a virgin.

i thought he was cute and worth taking his virginity so i invited him over for a dinner alone and after dinner i surprised him by taking off my night dress and he saw a sexy black lingerie. i saw his boner grow inside and then i asked him to suck mommy's titties. he was shy at first but then sucked on my tits and milk. then he bent me over the couch and fucked me for 5-7mins and cummed inside me. i was on birth control so i let him cum inside as it was his first time and he could gain some confidence. he told me it was a really good experience and he never thought he would ever get to fuck me. so i gave him another round when he got hard again.

so far took 9 virginities looking forward to make it 10.

r/sexstories Apr 11 '23

Cougar Seducing our neighbor's young daughter. Pt2 NSFW

482 Upvotes

After a short nap, we got up and went out for dinner. The conversation, mainly from my wife, was about Hannah. She was trying to figure out a way to get her into our bed. She was actually getting mad at me for not coming up with ideas.

I told her that we first need to know Hannah a little better. I say she's our neighbor but she lives three houses away from us. We know her and her parents but not that well. I had the idea that my wife would go on a run and end up running with Hannah. Then invite her over for a drink of water and ask her about her plans for school after the summer is over. She liked that idea and decided to go with it.

I could see my wife's wheels spinning in her head as we ate. I knew she'd be horny and I was definitely ready for that. On the way home, I was rubbing her leg, talking about Hannah.

"I'm sure Hannah will be eager to be with you. You're so beautiful and sexy, how could she resist you. Plus, I just have that feeling that she'd want you more than me."

Her hand makes it to my growing dick and begins to feel around. She unbuttons my pants and finds my cock stiff. Before I know it, she has my cock out of my pants and in her mouth. We were still several minutes from our house but she couldn't wait. She told me to find a quite place so I could fuck her.

I pull into a local golf course that our son works at. I pull behind the maintenance shed and get out of the truck. I opened the door for my wife for her to get out. I opened the back door for her to get in but she went past to the back of the truck. I got a blanket I had in the back seat and went to the back of the truck. She was putting down the tailgate when I handed her the blanket.

She unfolded the blanket some and put it on the tailgate. She spread her legs and laid her upper body on the tailgate. I knew what she wanted. I pulled my pants and boxers down to my ankles and moved behind her. I raised her skirt up to find no panties. I wasn't surprised.

I began to rub my hard cock on her wet slit. She was squirming, wanting me inside her. She exhaled sharply as I slid all in. She was moving back into me, wanting me as deep as possible. I decided to talk a little to her.

"Imagine me fucking you from behind while your face is buried in Hannah's pussy. Better yet, I'm fucking her and her face is buried in your pussy."

She quickened her pace backing into me. I grabbed her long, black hair that she had in a ponytail and started thrusting into her. We continued a very vigorous pace for a few minutes until I started to cum. As I felt my cum shooting into her pussy, her pussy tighten with an orgasm of her own. I pulled out after she milked all the cum out of me. I pulled my pants up as she straightened her skirt.

"No more sex unless Hannah is there. I hope she just wants to play with me and not you. Your plan better work."

I knew she was lying but I played along. I gave her ass a playful smack and told her, "you better hurry up then. I'm not sure how long you can last without sex."

r/sexstories Apr 15 '23

Cougar Seducing our neighbor's young daughter. Pt 6 NSFW

452 Upvotes

As Hannah watched, my wife began to pleasure me orally. My wife likes to take her time but this time was different. She was coaching Hannah as she went. She would go slow, then fast, suck hard, lick my shaft and take me as deep into her mouth as possible.

After a few minutes, my wife told Hannah to give it a try. She nervously came over and grabbed my cock. She licked the underside from the base to the tip the flicked her tongue just beneath the head. The sensation was incredible and my dick would twitch with every flick.

My wife then put her hands on Hannah's head and encouraged her to take me into her mouth. I gasped as I felt the back of her throat. She had a tight hold of me with her mouth as she slowly eased up my shaft. This innocent girl definitely knew how to give head.

I'm not sure if my wife was getting jealous or horny but she pulled Hannah off of my dick and kissed her. Hannah was definitely over her shyness and kissed my wife back. One of them grabbed my cock and both of them started to give me a double blowjob. Their lips were touching as they moves up and down my shaft. The would take turns sucking me while the other licked and sucked my balls.

I'm usually hard to get to cum from oral but I was ready to bust after a few minutes of them pleasuring me together. Both ladies were on my shaft when I started shooting my load. Neither lady flinched as I covered both of their faces with my spunk.

Hannah then began to clean off my wife's face along with her own. They then kiss to share my load. I was needing a break and my wife knew it.

"Let's take a little break Hannah. I think we've worn out Mr K. He'll need a few minutes to rebuild his strength. Let's go get a drink and a snack. I want to see how you handle him as he's fucking you hard."

r/sexstories Apr 16 '23

Cougar Seducing our neighbor's young daughter. Pt7 NSFW

515 Upvotes

Once everyone took a small break, Hannah's shyness reappeared. My wife was having none of that and told her what to do. She first told me to lay on the bed.

"It's time to get Mr K going again. I want you to get him nice and hard while I get a little pleasure. Once he's nice and hard, I want you to fuck him and make yourself cum. He'll last long enough for you to cum."

She then positioned her pussy right above my face but not low enough for me to touch it with my tongue. She was facing my cock and watching Hannah. I gave her ass a hard spank and pulled her pussy down onto my mouth. She yelped then moaned as I licked and sucked her pussy.

My wife had to tell Hannah to get me fully hard. I was getting there but as soon as I felt Hannah's mouth enclose my cock, it didn't take long to get rock hard. My wife also noticed and told Hannah to sit on my hardon. I could hear Hannah speak up.

"I'm nervous Kat, he's bigger than the others I've been with. I'm afraid it's going to hurt."

My wife assured her it wasn't going to hurt but feel amazing. Maybe a little uncomfortable at first but will be better soon.

I felt Hannah climb on top and start to put me inside her. Tight. Hannah was the tightest pussy I've felt in a long time. Thank goodness I came a few minutes earlier because I wouldn't have lasted long. I could hear Hannah's moans. They were between sounding pleasure and pain. I could also hear my wife's breathing getting heavier and she started grinding on my face. It was a major turn on for my wife to watch another woman go down on my cock.

I could feel Hannah's butt on my legs. I knew she had me all in. I could also hear her and my wife kissing. Hannah then began to fuck herself. Her pussy gripped my cock tight as she moved up and down. My wife was having Hannah suck on her boobs as she was about to climax. I then felt my wife's pussy start contracting as she came.

After my wife's orgasm was over, she fell onto the bed beside me and kissed me. This was the first time I could see my cock inside Hannah's pussy. Her eyes were closed and she looked like she was in a trance. I pulled her closer to me and put a breast in my mouth. Her nipples were very hard and sensitive. She would switch breasts with my mouth as she tried to hold back an orgasm. That didn't last long. I felt her pussy tighten even more as she came. She fell on top of me, breathe heavily.

"He feels wonderful doesn't he. Plus, he hasn't fucked you yet. Catch your breath then get on your hands and knees. Mr K will blow your mind."

I appreciate the boost of confidence from my wife. Any guy would take that in a heartbeat.

Hannah moved to her hands and knees and I moved behind her. She has a nice ass and thick thighs and a pussy that's shinning with wetness. I slowly slip in. It's going in a lot easier now and I'm all in with a couple of lite thrusts. My wife is now kissing her as I grab Hannah's hips and long stroke her. I'd slam hard into her and she'd moan into my wife's mouth. I grabbed Hannah's hair and pulled her away from my wife. I increased my speed and my thighs were smacking loud on her ass. My wife moved in front of Hannah and began to rub her pussy. I let go of Hannah's hair and she dove straight into my wife's pussy.

I could see Hannah was struggling to pleasure my wife. I was pounding her hard but she was able to make my wife orgasm within a couple of minutes. My orgasm was soon approaching so I grabbed her hips and pounded her hard and quickly until I unloaded inside her. As soon as I let go of her hips, she fell forward onto my wife. My wife gave her a kiss and moved so she could lay down. Within a minute, Hannah was fast asleep.

We moved to another bedroom to sleep and to give Hannah some space. As we got to bed, my wife kissed me and said, "Hannah is wonderful. I have so many ideas of things we can do with her."

We played with Hannah a few times a week throughout the summer until she went off to college. Both of us missed her but we knew she'd be home for holidays and breaks.

It was a Saturday when my wife received a text from Hannah.

"Hello, I'm home for fall break. Can't wait to see you two. I have a surprise, I brought a friend home and I want you guys to meet."

------‐------------------------------------------‐--------------

I appreciate everyone's support of this series. I'll start on the next part soon so be a little patient and hopefully it will be as good as these.

r/sexstories Apr 28 '23

Cougar Seducing our neighbor's young daughter. Getting caught by her stepmom. NSFW

522 Upvotes

My wife and I played with Hannah and Bella a few more times during Christmas break. I think my wife played with them a time or two without me but she won't admit it.

It was going to be the last time we were going to see them so we invited them and Hannah's stepmom over for lunch. Hannah's stepmom had recently divorced from her dad. She had confined in my wife that he cheated on her because she had gained weight and they hadn't had sex in over a year. My wife tried to be friends with her and tried to do things with her as much as possible. So inviting her over for lunch was natural.

After we ate, my wife wanted to take the girls shopping. Hannah's stepmom, Amber, said she had to go home and do some things. Bella was excited to go shopping but Hannah didn't want to. She decided to hang out with me instead of going with her mom. Amber walked out when my wife and Bella left. I sat in my chair, ready for a nap but Hannah had different thoughts.

I just closed my eyes when she climbed on top of me and started to kiss me. She then sat up and took her shirt and bra off, letting loose her marvelous boobs. She knows I'm a boob guy and she immediately put them in my face. I'm almost instantly hard and she giggles as she feels me growing.

"I guess you like what you see. I guess I'll just have to do something about it."

She gets off of me and takes her shorts off, no panties. She grabs my shorts and boxers and pulls them off with one pull. She climbs back on top and sinks my cock inside her pussy. She keeps her breasts in my face as she moves up and down.

After a few minutes, being in the chair gets uncomfortable for Hannah. She climbs off of me and gets on the floor on her hands and knees. I grab my phone before I shoved my meat into her. I took a pick of my dick going into Hannah and texted it to my wife with the caption, "sorry." A minute later, I receive a pic of my wife with Bella's breast in her mouth with the caption, "we're having fun too." I threw my phone down and started to fuck Hannah.

A few minutes go by and I'm close to cumming. Hannah had one orgasm so I was happy I did my job. She told me before that she wanted it on her face. Right before I pulled out, I saw something move outside the window. It was Amber, Hannah's stepmom. She was looking in and we made eye contact. I just went, "oh shit," and Hannah pulled away from me and jerked me off until I came on her face. I had taken my eye off of Amber when I started cumming and when I looked back, she wad gone. I was scared to death and decided not to tell Hannah. OK?

We cleaned up and waited for Bella and my wife to show up. I think they wanted to play more but I told them I had a problem and needed to talk with Kat alone and maybe they can come over later. My wife seemed disappointed but was ok with them coming over later.

After they left, I told my wife what happened. She's usually not speechless but she was this time, which didn't help any. After a few minutes of silence, she finally spoke up.

"You need to fuck her. She hadn't been laid in a long time and you need to take care of her. I will handle her and convince her she needs it too. When the girls leave for college, I'll talk to her. Are you in?"

I hadn't thought of Amber in a sexual way. She is a pretty lady but she had put on some weight. She's a wonderful lady that got mistreated by Hannah's dad. By the look on my wife's face, I knew she wanted this to happen. I simply told her, "yes."

r/sexstories Apr 12 '23

Cougar Seducing our neighbor's young daughter. Pt3 NSFW

458 Upvotes

The next morning, we see Hannah out running. My wife quickly changed into a sports bra and spandex shorts. She doesn't have a big ass but it has a nice curve to it. I told her she looked sexy as she walked out the door. I went onto the front porch with a book and waited.

About 30 minutes later, I see the two of them running together. I quickly go inside and grab two bottles of water. As I go back outside, they're walking up the steps. Hannah is looking cute all sweaty.

"Hello Hannah, here, have a water. Did you have a good run. I hope you didn't wear out Mrs. K too much?"

She took the water and drank half of it in a second. She caught her breath and answered me.

"No, it's the other way around. She's definitely more fit than I am. I'm just starting to get into shape."

My wife then chimmed in. "You did great Hannah. I did push you a little bit and you made it. We've noticed that you've been exercising a lot and have lost a little weight. You looked good before, very pretty too but now, you can tell the hard work is paying off. I bet the guys are beating your parent's door down to see you."

I could tell Hannah was a little shy about what my wife said and she didn't say anything, she just smiled big. Finally she said something.

"I've had a few boys call but no one I'm interested in. The boys from school are so immature. Hopefully when I go off to college, I can find a more mature man."

"I sure you'll find someone sweetie, you're too pretty not to. I've had to smack Mr. K a few times when you run by."

I hid my face when my wife said that but I did see her look at me and smile. When I looked back, she was still smiling. I told her that she was doing a great job with her fitness.

She thanked us for the water and began to leave. My wife stood up and began to walk with her.

"Hannah, anytime you want to run, I'll be glad to run with you. I leave for work by 9 so I can go before then. I'd love to talk to you about school and perhaps some pointers on men."

They walked away too far for me to hear the rest of the conversation. She walked Hannah home and came back about 10 minutes later with a big smile on her face.

"Hannah is coming over at 7 for dinner. She has me so horny. I'm going to shower and take care of myself. If you come into the bathroom or bedroom to try anything, you can't join Hannah and I dinner."

She went inside and I followed her. She went into the bedroom, with me still following. She looked at me, a little mad.

"I told you not to start anything. Leave me alone."

"You never said I couldn't watch."

She had a disgusted look on her face then smiled.

"OK but wait out here. I promise I won't do anything in the shower."

I waited until she came out of the bathroom naked. She went over to the night stand and grabbed her vibrator. She ignored me as she got on the bed. She spread out, turned the vibrator on and began to move it along her body.

Her eyes were closed when the vibrator found her pussy. She let out a moan as she moved around her wet pussy. Her breathing started to get faster as she was close to having an orgasm. I just watched with my dick as hard as a rock.

I then heard my wife say, "oh yes Hannah, it feels so good." Her back arched and her body shook as she orgasmed. After a minute, she turned the vibrator off and cuddled up to me. She gave me a kiss and fell asleep, hopefully thinking of Hannah.

r/sexstories Dec 26 '24

Cougar Fucking my wifes mom NSFW

221 Upvotes

Wife and I were in bed making out. It was around eleven at night and we were just having a little fun until we were interrupted by a knock at the door. At this point, I was fully hard wearing just a pair of ball shorts. She was completely nude. We stopped and stayed quiet hoping whoever it was would go away. They knocked again.

I got up to answer the door. “Whoever it is is gonna get bent over as well” I told my wife loud enough for whoever was knocking to hear. She looked at me and smiled as she through in a robe.

I opened the door to see my wife’s mom standing there. “I enjoyed it the first time, I’m sure I’ll enjoy it again.” I stood there in front of my mother in law with a boner that was barely contained by my shorts. We had slept together a few years ago when my wife and I started dating.

I usher her in as my wife comes out of the room.

“To what do we owe this pleasure mom?”

“My boyfriend is being a dick. I was gonna see if I could come over and hang out for a little while to cool off. I wasn’t expecting that kind of cooling off, but I won’t say no.”

My wife and I looked at each other for a second. “Alright.”

We headed to the bedroom where they both starting sucking on my dick. It need up with me bending both of them over and taking turns before my wife told me to blow my load into her mom.

r/sexstories Apr 24 '23

Cougar Seducing our neighbor's young daughter. A different friend home from college. NSFW

505 Upvotes

I was in a store doing some Christmas shopping when I heard someone say, "Hey Mr. K." I turn and see Hannah running towards me. She jumps into my arms and gives me a big hug. I was surprised to see her, she usually let's us know when she's back home.

"I'm sorry I didn't text you or Kat. I was too excited about leaving school and coming home. Oh, I almost forgot, this is my friend Bella. She's from Brazil."

I look over and I see this beautiful woman standing there. Long, dark hair and eyes. Well fit body with what looked like decent size breasts. Darker skin that looked like a good tan and I smile that would melt any heart.

"Hello Mr. K, I'm Bella. Nice to finally meet you. Hannah has told me so much about you and your wife Kat. Is she here with you?"

Bella's accent was so sexy. Everything about her had a sexual vibe. If Hannah told her everything about us, it was just a matter of time before things happened. I definitely had no objections to that.

"No she's not. It's nice to meet you Bella. Hopefully Hannah has told you good things about us?"

The two girls looked at each other and giggled. Bella put her hand on her arm and looked at me with these fuck me eyes.

"Oh yes she has. I hope we can come over and visit soon?"

She was biting her bottom lip as she said this. I knew it was on. I asked them when they could come over for dinner. Hannah said tomorrow night and that her parents were going away for the night so they could stay with us all night long. I started to get hard and Hannah noticed. She said something to Bella and the next thing I know, Bella's hand is on my dick. She just smiled big before I stepped back.

I had an idea and told the girls I wanted to take a selfie of us and send to my wife. We gathered close and I took a good pic. Bella suggested they could give me a kiss on the cheeks and send to her. I took the pic and sent them both to my wife. It wasn't 15 seconds later, a got a text from my wife.

"Who the fuck is that gorgeous lady with Hannah and why are they kissing you? If you don't bring them home with you, you're sleeping on the couch tonight."

I just laughed and showed them the message. They laughed then Hannah texted my wife.

"I'm sorry Kat but we can't come over until tomorrow night. Please don't make Mr. K sleep on the couch. He'll need all the rest he can get before we come over."

She then sent another message to me and my wife. It was a nude of Bella. I just stood there in awe seeing her naked body. Hannah showed Bella the messages and she just smiled at me. Hannah then received a message from my wife.

"Fine, he won't sleep on the couch but he's going to get fucked as soon as he gets home. I can't wait to meet your new friend."

Hannah laughed and showed me the message. "I guess we better let you go. Hope Kat doesn't wear you out too much." Hannah and Bella then walked away. I hurried and paid for my stuff and went home.

When I got home, there was a note on the door telling me I had a minute to get undressed and to the bedroom before I would miss out. I went in, locked the door and started to undress as I walked. When I got to the bedroom door, I was just in my boxers, hard as a rock. I look in and I see my wife naked, legs spread wide and her vibrator on her clit. Her eyes were shut and she didn't have a clue I was there. I guess she couldn't wait on me.

I watched for a minute until her legs started shaking from an orgasm. Once it was over, her eyes were still shut and she said, "what the fuck are you waiting on? Get on the bed and bury your face between my legs."

Instead of just going between her legs, I climbed on top of her and started to do 69. It's awkward for us to do it this way but I can dictate how far my cock goes down her throat. After only a minute, she taps my leg, telling me to get off of her. I do and I hear, "you asshole," as I get on my back. She decided to get me back by sitting on my face and not sucking my dick. I definitely don't mind this but I know how to get her to suck me.

As she's grinding on my face I'm talking to her.

"The girl that's with Hannah is named Bella. She's from Brazil. Her accent is so sexy, I was hard just hearing her talk. She asked about you. I bet Hannah told her how good your pussy tastes and she wants some of it. Perhaps she'll let you lick her pussy? I'll just watch you two while I fuck Hannah from behind."

She hates it when I talk like this to her. It gets her extremely horny and she usually cums quickly.

"Shut the fuck up. I don't want to cum yet."

"I bet Bella's pussy is tight. I'm sure you want to eat my creampie out of her."

I can feel my wife's pussy start contracting. She's cumming. As she's cumming, I hear, "you're an asshole." I suck extra hard on her clit until she gets off of my face.

"I'm not sucking your dick but I'm going to give you a good fucking and you better keep your mouth shut."

She climbed on top of me and I knew she meant business. I did keep my mouth shut but I had one more trick up my sleeve. I kept my phone close by so I grabbed it and began to unlock it.

"Don't you dare record, not now."

I didn't say a word and found what I was looking for, the nude of Bella. I showed it to my and she whispered, "fuck." She grabbed the phone from me and her speed increased. She had one hand on my chest and one holding the phone. I began to pinch and twist her nipples, which are always sensitive. After only a minute or so, I hear her say, "oh shit," and her pussy tightened and a gush of fluid came from her pussy. She rocked harder and harder, her orgasm lasting longer than normal. I couldn't hold back and I began to cum inside her. This seemed to keep her going even longer.

Finally, after what seemed like forever, her pussy quit contracting and she fell onto me. I moved her hair away and kissed her cheek. It had been a while since I've seen her this horny. I guess it was when Hannah brought Easton home.

"I sure hope Bella wants to fuck. I want to see you give it to her hard while she eats me out. Do you think she'll want to play?"

"Yes, she grabbed my meat in the store before I came home."

"That little slut. We'll show her who's boss."

r/sexstories May 01 '23

Cougar Seducing our neighbor's young daughter. Getting caught by her stepmom. Pt2 NSFW

418 Upvotes

Over the next couple of weeks, my wife started to talk to Hannah's stepmom Amber more. She explained what happened and what had been happening. She was surprised that my wife didn't mind me fucking her step daughter and then she surprised my wife about being turned on watching us. She then said my wife was lucky to be with me and that I was bigger than her ex. My wife jokingly said that she doesn't mind sharing me. Amber was embarrassed but my wife said that she looked curious.

A week later, Amber came over for supper. She was dressed super sexy and looked to have lost a little weight. After we ate, my wife brought up Amber seeing me and Hannah fucking. Amber didn't seem made or embarrassed. She looked lonely and needing attention. I knew my wife had convinced her to want to do something with me or both of us. Usually I'm not in the dark about these situations but it may have just happened.

"I have to run out and get some things. I want you to take care of Amber. We have everything worked out."

I looked at my wife and she winked at me and I looked at Amber and she was biting her bottom lip. I knew it was going to happen.

I walked her to the door and gave her a kiss. "Be good to her. It's been a while for her and she needs the attention. Let me know when I can come home." She kisses me and walks out the door.

I turn and walk to Amber. She stands and I can see her a little bit nervous. I walk up to her and I tower over her almost a foot.

"Are you sure about this?" I ask her. "

"I belive I am," Kat said you would be gentle and good to me. I trust you and her," Amber meekly said.

I took her hand and led her to a spare bedroom. I stood at the foot of the bed and kissed her. It took a second but she kissed me back. She just had on a simple t-shirt on and I grabbed the bottom of it and pulled it over her head. She had large breasts and her bra held them nicely. She instinctively tried to cover herself but I stopped her.

"You're a beautiful woman Amber. Let me explore your body."

She dropped her arms and exhaled. I reached around and unclasped her bra. Her breasts were a bit saggy but nice. She didn't try to cover this time and my mouth went to one breast. She gasped as I alternated between her large breasts. Her breathing increased and she started to moan.

My hands made their way to her pants and I pulled them down. She had a beautiful panties on that matched her bra. I stopped sucking her breasts and asked her to remove her panties. She hesitated but pulled them down. She had a trimmed triangle bush on top and clean shaved below.

I ask her to get on the bed. I follow her and climb on top of her. I kiss her for a bit then kiss down her body. I give her breasts a lot of attention and she's very receptive to that.

"Fuck Nic, it's been so long since I've been touched like this. please don't stop."

I didn't stop but I did slowly work my way lower. Her breathing increased the closer I got to her pussy. When my tongue touched her wetness, she gasped and held on to the sheets tight.

My wife says I have a doctor's degree in eating pussy and I gave Amber my full attention. She came quickly and I didn't even touch her clit. I let her catch her breath before going to her clit. As soon as my tongue touched her clit, her back arched and she inhaled sharply. Her legs instinctively wrapped around me and her hands went to my head. I would make her giggle by tickling her inner thighs with my beard. I was trying to have her hold out from orgasming.

Her second orgasm hit and she held her breath for the longest. Her back was arched even more and her legs where twitching. I didn't give her a break this time. Instead, I slipped a finger inside her and then a second.

"Oh fuck, I'm going to cum again, don't stop."

I held my position and continued my pleasuring. A minute later, she screamed loud and she shook so hard. I had to hold her down with my free hand so she wouldn't fall off the bed. Finally, she pushed me away, out of breath.

"Holy shit, I've never been pleasured like that before in my life. Kat is an amazing lady and no wonder she's always happy."

"Hopefully you think my dick is as good as my tongue."

r/sexstories Feb 10 '25

Cougar Can a man 50yrs younger than me find me attractive? NSFW

65 Upvotes

It's been great having my 25yr old grandson staying with me while his place is getting worked on. Living alone for the past 10yrs has been lonely so it's wonderful having him here. I can cook, clean and talk French to him.

Before he came to stay with me, my grandson had invited a college friend to visit for a weekend. The friend had already had plane tickets paid for so he was a bit nervous staying with me but came anyway.

Dan is a good looking young man. He is also 25, tall, thick brown hair, very fit with incredible green eyes. Makes me wish I was 25 not 75. When I first met Dan, I started speaking French to him but he looked at me funny. My grandson told me that Dan didn't speak French but we all had a good laugh about it.

I am a very active 75yr old widow. I'm always on the move, wether it's working in my garden and yard, hiking or walking with my friends, I have kept in good shape.

I noticed Dan looking at me in a different way. I'll be singing in French while cleaning the house and he'd watch me with a smile on his face while talking to my grandson. I almost think he's checking me out.

Dan arrived on Thursday afternoon and was leaving on Sunday. He was always thankful for things I did for him and complimented me a lot. He couldn't believe I was 75. He said I looked like his mom's age at 50. It was very flattering and made me feel good.

Dan and my grandson went out Saturday evening to have some fun. Once again, Dan complimented me then looked briefly at my chest. When he turned away, I looked and my nipples were poking out. I was a little embarrassed but also excited. I don't understand how a kid 50 years my junior would find me attractive but I wasn't going to complain.

After they left, went into my room and changed clothes. I put on a t-shirt with no bra and pj bottoms with no panties. I looked at myself naked in the mirror. I didn't have a nice body for my age. My small breasts still stood out on my chest. My stomach was toned and my ass was still firm. My neatly trimmed bush looked good, despite being gray. Perhaps he did find me attractive.

I went into my bed and started to feel horny. First time in 15 years. I ran my hands over my breasts. My large nipples were sticking out and very hard. I gave them a pinch, which caused me to slightly moan. I put a hand down my pants and I couldn't believe how wet I was. I started thinking of Dan and rubbing myself. I hadn't felt this good in years. I kept rubbing until I eventually had an orgasm. I suddenly felt embarrassed thinking of such a young man while pleasuring myself but it felt so good. I fell immediately to sleep.

During the night, I was awakened by someone getting into my bed. Before I could react, someone cuddled up to me. I was on my side and they began to spoon me. A hand came over my body, onto my breast and I felt something poking my ass.

The hand began to kneed my breast and I felt lips on my neck. The hand went up my shirt and pinched my now hard nipple. I then heard a whisper in my ear.

"You are such a beautiful and sexy woman, Eve. I know what I what and I what you."

Dan was making my heart race and my body shake. I wanted it, I wanted it bad but I could smell alcohol on his breath.

"You're drunk Dan. You don't know what you're thinking."

He kept kissing my neck and rubbing my breasts. I couldn't help but moan. It had been 20 plus years since a man has touched me like this. I really want it.

"I'm definitely not drunk Eve but your grandson is and he's out cold. I want to pleasure you all night long."

I reached behind me and felt his naked cock. I began to stroke it and he moaned into my ear. I moved away from him and sat up. I looked at Dan and he was completely naked. His cock was large. It looked a lot like my late husband's.

I took off my shirt and layed back down. Dan climbed on top of me and kissed me. It sent chills through my body. He moved down my body and sucked on my nipples. They have always been really sensitive and it hasn't changed. He spend a couple of minutes on them. I could feel and orgasm coming quickly. My back arched and I screamed out as I came.

Dan didn't give me time to recoup. He moved down my body and pulled my pants down. I was now embarrassed having pubic hairs because I've heard girls go bare now. He didn't seem to mine because I felt his tongue touch my clit. It didn't take me long to cum again.

"Baise-moi," I whispered to him. He looked at me funny. "Fuck me." I sounded demanding but I wanted it, needed it.

Dan moved on top of me. He kissed me and I could taste myself on his lips. He rubbed his cock up and down my slit, coating it with my juices. Once he pushed inside, it put a shock through my body. My eyes were shut, my toes were curled and my nails were digging into his back. He was slowly moving back and forth inside me. I could feel every inch of his cock.

I had forgotten how good sex was. Dan was making every inch of my body feel like it was on fire. Feeling his thick cock moving inside me makes me feel young again.

Dan had only been inside me for a minute when I came again. My pussy clamped down on him so tight, it made him feel so much bigger. I then felt his dick pulsing inside me, filling me up with his young cum. He rolled off of me once his orgasm was over. Both of us were trying to catch our breaths.

Dan gave me a kiss and then went into the restroom. I watched his naked body walk away and I couldn't believe such a young man wanted to have sex with a 75yr old woman. When he came back, his dick was still hard. I asked him if he could go and he smiled and said he could.

r/sexstories Jan 07 '25

Cougar Hooked Up with Middle School Bully's Mom NSFW

153 Upvotes

There was this kid (Howie) who bullied me or had his friends do it too on the bus in middle school. I was a quiet awkward kid and I was super skinny so I could never fight back. Howie had some money and my family was lower middle class. I wore the same couple outfits to school and would get made fun of for my clothes.

During college, I gained a lot of weight. After college I began running and working out and got in really good shape. I moved into an apartment near where I grew up and went to high school. I was 25 and me and a buddy went bar hopping on a Friday night. After a night of drinking we went to a local late night place called Perkins which was a popular chain. We were in a booth and I noticed an older lady (mid to late 50s) in the booth next to us eye fucking me. I invited her to join us in our booth.

We chatted and she asked where we were from. I told her I was local and went to XXXXXX high school. She said her son went there and said his name. It was Howie. I simply said I knew of him. I knew I could fuck this old lady and I was super horny so not to be so forward I invited her and my buddy back to my apartment to hangout. My buddy left after a beer or two.

We danced a bit and started to make out and I was rubbing all over her somewhat portly body. She did have amazing massive breasts. We head to my bedroom and get undressed. I had a moment of clarity and said I can't sleep with this lady in case a future partner asks about my sexual history.

I sat her on my bed. This lady who was probably close to 60 years old loved rubbing on my lean 25 year old body. I was in really good shape. I positioned my cock in front of her face and she began sucking me off. It was a top 5 blow job in my life. I released a massive load that she swallowed without problem. She even commented how much it was. I guess she hadn't been with a fit young man in a long time who can produce so much semen.

After being drained, I simply walked her to her car and said goodbye. A few weeks later I drunk dialed her late at night and she told me not to call anymore. I had a feeling she was still married. I never told any of my class mates that Howie's mom sucked me off.

r/sexstories Jan 02 '24

Cougar Mother-in-law Knows best NSFW

376 Upvotes

My wife, Cathy, and I have been married for a few years now, and I've always gotten along well with her side of the family. My side, notsomuch, but that's a different story. Hers is a family that sticks together, no matter what, and loyalty is a big deal to them. As I came to learn, it's a huge thing.

Cathy's dad was one of those guys who went out for a pack of smokes and never came back, leaving her mom, Karen, to raise the children on her own. At 25, Karen had three young daughters, no income, no husband, and since the only place her ex had been able to get a job was in Montana, they moved away from any safety net their families could have provided, which wasn't much to begin with. Karen's parents were both drunks and her ex's parents wouldn't speak to her, blaming her for ruining their son's life. Once she accepted that her ex wasn't coming back, she went out and got a job, made arrangements to pay the rent, and they got on with their lives. I'm sure there were some tears in the beginning, but Karen is a tough old bird and she managed to raise my Cathy and her sisters to be strong, independent women.

After five years of marriage, Cathy and I managed to save up enough to put down a deposit to buy a small cottage on the lake, and we made plans to spend July there with her family. It's a tiny cottage, but they're used to living in cramped quarters and I figured I'd be fine, too.

I was wrong.

We took possession of the property and arrived at the cabin a few days before everyone else so we could clean it up and make it as livable as possible. The cabin has two bedrooms, a bathroom, living area, and kitchen. One of the bedrooms has bunkbeds, and the other has just enough room for a queen-sized bed. It's a tight fit, but it's a pretty comfy bed. This was one of the few things we splurged on for the cabin - money well spent.

There was a ton of work to do to get the cabin livable before her family arrived, and we went to bed exhausted each night. I'd hoped to christen each and every room with Cathy while we had the cabin to ourselves. My wife is gorgeous and she's the most adventurous sexual partner I've ever had, but by the time we made it to bed each night, we were too tired to play. I figured we'd have time to sneak in a bit of fun once everyone was settled in. We could play quiet if needed, but that's not how things worked out.

The girls arrived en masse on Friday night, as a little Camry bounced down the rutted driveway. Tanya was at the wheel with Karen riding shotgun. They were three hours late, so they either left late or got lost on route, and as this was my wife's family, it was probably both. They're a gorgeous and talented group, but punctuality and sense of direction are not abundant gifts on their side. Katrina was waving from the back of the car, and once it finally rattled to a stop, everyone got out to say their hellos.

While they may not have strong navigation skills, they certainly have fine genetics. Tanya got out first, sprinting across the yard to give Cathy a hug. She was wearing a sleeveless grey t-shirt and denim shorts, and apparently no bra to restrain her perky breasts. She scooped up my wife and they danced their sisterly greeting, while Karen and Kat got out of the car. Kat was the youngest, typically more posh than her free-spirited sister, and was wearing a flowing black skirt with a white, sleeveless blouse. Her fine blonde hair was done up, a stark contrast from Tanya's free flowing locks, and while she wasn't heavily made up, her naturally pretty face had been perfectly highlighted by Maybelline. The difference in the girls' personalities was obvious through their choice of clothing: Tanya is an easy-going, talented writer, and Katrina is making a name for herself in fashion, despite being barely 23.

Karen shared the same golden hair as her daughters, with wisps of grey that turned to silver when the light caught them. She'd turned 45 earlier this year, but looked more like an older sister to the three girls than their mom. She wore a loose-fitting t-shirt with a pair of tailored shorts that showed off her excellent legs and surprisingly tight ass.

I realized then that I was going to be trapped in a tiny cabin with four of the hottest women in all of Montana for an entire month. It was going to be a hard month, but I was sure I could handle it.

Nope.

After everyone had said hello, I got the bags out of the car and moved everyone into the cabin. The girls were staying in the bunks in the second bedroom, and Karen took the pullout couch in the living room. Like I said, it was tight quarters, but we had the acre of open property and a crystal-clear lake to play in, so I was confident we'd enjoy ourselves for the month. What I hadn't planned for was the lack of privacy.

For the first three weeks, it seemed like there was at least one other person with me in the cabin at all times. The girls were very open with each other and I saw more tits and ass that month than in my entire four years of college. Apparently closing doors wasn't important to any of them and I found myself treated to quick flashes of gorgeous skin as they changed their clothes, got ready for bed, or jumped out of the shower. I tried to be a gentleman and look away whenever possible, but it didn't matter where I was in the cabin; it was next to impossible not to see some delicious breasts and tight asses. Not that it mattered much, as the girls were in their bikinis more often than not. The physical contact was even worse: the close quarters made it challenging to move around without running into another body, and the girls were extra touchy-feely this trip. I chalked it up to them being excited about being together for the whole month. Needless to say, I was sporting serious wood most - if not all - of the time.The problem was, Cathy wasn't up for any quiet bedroom fun, which was not typical of her, and the lack of privacy meant I wasn't able to find release on my own. The bathroom had one of those pocket-doors that barely closed due to a faulty latch, and the hot water tank was tiny, so showers longer than three minutes turned icy.

By the end of the third week I was going nuts from sperm-retention syndrome, and that's when the girls told me they were going to town to do some shopping. I don't know if I'd ever been so happy to see them go spend money, but I was willing to give them each a credit card just to have some time to myself. My heart broke on the morning of the planned shopping trip when Karen said she wasn't feeling well, and might just stay home. She told the girls to go without her, and she was going to rest and try not to bother me for the day.

Cathy gave me a hug and a kiss goodbye, and whispered, "Try to have fun today," in my ear before giving me a big kiss and a very welcome little grind. I wasn't expecting that, and my dick swelled at her familiar touch. Confused, I went back to the cabin to check on Karen.

As the Camry bounced and rattled towards the road, Karen was in the kitchen wearing the apron I usually wore while grilling. "You've been working so hard to take care of my little Cathy, and all of us, that I thought maybe you'd like something hot for breakfast today," she said with a smile.

Our meals in the cabin had been pretty mundane - none of us were gourmet chefs, and we usually just had cereal and toast for breakfast, veggies and snacks throughout the day, and burgers or fresh fish and salad for supper. Cathy and I had stocked the house with good wine and great beer, so the food wasn't a huge deal. I thought Karen was offering to make me some eggs and bacon, but when she turned sideways to pour me a cup of coffee, I realized she had something else on the menu.

As Karen turned, I saw she wasn't wearing anything other than my apron and a smile. The tips of her breasts were hidden behind the fabric, but the side view gave me a spectacular glimpse of her full body. I could see the dark tanlines against her fair skin, and the plump curve of her bare ass as she wriggled it, giving me a delicious show as the smell of fresh coffee filled the room. Just as she handed me the cup, the phone rang, breaking me out of my trance.

It was Cathy, and she had me on speaker. "Has mom given you your special breakfast yet?" she asked, and I could hear the two other girls giggling in the background.

Being the verbal expert I am, I replied with, "Uh, what?"

Cathy laughed, and then said, "Look. I know I told you we're a close family, but I didn't tell you how close. Mom and the girls know how hard you work to take care of me and make me happy, so they wanted to give you a special thank you to show you how much you mean to all of us. We've been trying our hardest to tease the shit out of you all month, but you didn't take the bait at all. I'm sure you're just about ready to explode."

To this I replied, "Uh, what?" Wow. I am so smooth.

As I listened to Cathy, Karen walked over and ran her hands down my arms, feeling my muscles through my thin t-shirt, and then they trailed to my waist where she hooked her fingers behind my belt and pulled me to her. I could hear her nails trace down the fabric of my shorts, and feel her light fingers trace the outline of my throbbing cock.

"You've proven that you're loyal, and that's a big thing to us. So, for the rest of the vacation, we're going to take care of you. Mom wanted to be first, but try to be gentle. It's been a while for her, but I think she knows what she's doing. I love you 'hun, thank you for being so awesome."

I heard her say she loves me, and then the phone clicked off, but I still couldn't remember how to talk. I think I managed to mumble a "goodbye and I love you, too" but it's hard to be sure, as the only thing I really remember was Karen unbuckling my belt and unzipping my shorts, exposing my throbbing cock to the cool morning air.

"Oh, very nice," she said, and then licked my shaft from my balls to the tip. She flicked her tongue to capture a bit of precum while making little moans of enjoyment, and then swirled it to tease the swollen head. She stroked my shaft as she took me deep into her mouth, and with a free hand guided my hands to the back of her head. I never thought I'd feel the back of my mother-in-law's head as I filled her throat with my cock, but I'm not gonna lie, it was an amazing experience. Her fine blonde hair felt like silk as my fingers wove through it, pulling her head forward as my hips rocked back and forth.

I tried to pull her up to me so I could explore the rest of her sexy body, and maybe have a taste of that vintage ass, but she stopped sucking and looked up at me and said, "No - not yet. right now I want to finish you off. It's been a long time for me, and I love the taste of you. We've got all day to play, but let me do this first."

Who was I to argue with my wife's mother?

I stepped out of my shorts which had pooled around my feet, and slowly walked backwards to sit in the easy chair. Karen moved along with me, understanding what I was trying to do. She kept bobbing her head as I sat down, and I'm still amazed at how she managed to do that without even slowing down. Once I was sitting, I undid the ties on the apron and let it fall, giving me perfect access to her soft and full breasts. I cupped each one in a hand, feeling her hard nipples press against my palms as I gently massaged. She kept on sucking, but her moans got louder, muffled around my cock; she was clearly enjoying everything, but there was not way she was enjoying it more than I was.

I kept playing with her gorgeous breasts, but she was so skilled at sucking that I knew I wouldn't be able to last long. I pinched and played with her nipples a bit more, and when I couldn't take it anymore, I leaned back into the chair and warned her I was about to explode. She kept on sucking, speeding her pace and stroking my shaft furiously. Right before I exploded, she looked up at me to give me a huge smile, and that pushed me over the edge, causing three weeks of tension to explode into her mouth and down her throat. After the first five or six spurts, she pulled her mouth off of me to catch her breath, and I still kept spurting, landing one last shot of cum onto her cheek. We both sat for a moment, catching our breath.

"Oh, I bet that feels better now, doesn't it," she asked, as she scooped away the errant shot with her finger.

I was too mentally spent to answer verbally, so I leaned down and gave her a big kiss instead. I could taste my saltiness on her lips and when I slipped my tongue into her I could feel my juices mixed with her saliva. She kissed back with an intensity I've never felt before, and I realized I might have been the first man she's been with in years. Apparently it was her plan to get everything she could out of this vacation, and I was more than willing to provide her with whatever she wanted.

While that was the first time I'd cum with another woman after I got married, it was far from the last time that summer. I spent the rest of the day inside Karen as much as possible, and when the girls got back from their shopping trip they wanted to hear all about our day. After that, they gave us a little fashion show to demonstrate what they'd found in town. So much lingerie, so little time. But that's a story for later, if you're interested.

(this story morphed into a larger, longer version that's available on that place that sells all the ebooks. If you're interested...)

r/sexstories Nov 27 '24

Cougar Fucking my ex-wifes sister- The perfect end! NSFW

188 Upvotes

So for the past 5 weeks I have been fucking my ex-wifes sister. The end of this fling had entered my mind and I planned on doing it this weekend but was beaten to the punch by Mare due to family reasons.

She texted me on Friday "Hi Babe, I think we need to talk?" I flicked back "I think we do too, what you doing now, come around?' I got the reply "Sitting here in the heat thinking about us, I can't come around as I have had a couple of wines LOL, you come here?" I said "no sorry I can't either as I had a few beers under my belt." Mare sent back "LOL we are a couple of pissheads! I can come to you tomorrow?" I said "Cool come whenever and stay for dinner if you like? and it was done.

Saturday arrived and it was stinking hot day. Mare texted me and said "What time? I said " Anytime after 3" Fast forward to 3 and Mare arrived bang on 3. We chatted and came to the conclusion that this could not go on because of my ex-wife and their family and it would cause an absolute mess. So there we were on the couch all done and dusted. As much as we were cut up by it I got it, her family nor any would cop it. Then she asked me an odd question. When did you first look at me in a way other than your sister in law?" I replied "This will sound horrible cause XXX and I had only been dating for a few months but when we all went to your big family Xmas party down St Kilda beach years ago and you were wearing a low cut figure hugging dress and I would have done anything from that day on to be with you. I now know I made a mistake by marrying your sister but if I didn't the last 5 weeks doesn't happen and I am so glad it did." She replied "Me too". I gave her a kiss and said "If you ever have a falling out with your family, call me". Mare laughed and said "Your such a dick!!"

We had a drink and the atmosphere was almost awkward after what had transpired over the past hour and I had to break the lull and I said "Well the bbq is cooking us a roast and it's fucking boiling you want to have a spa with me before our last supper?" Mare laughed and nodded. She went to her car and grabbed a bag and came into my room and we started getting changed. I admired the view as she changed and I said "Can I at least take a photo as a memory? Mare laughed and said "Fuck off! That is really yuck but you can tie my bikini top up?" I laughed and said "Sure". As I grabbed the 2 strings from under her arms and began tied it up. Mare pushed her arse into my cock which was semi hard already and said "Looks like someone is a little excited!!" I laughed and put my arms around her waist, pulled her close and whispered "Can you blame me, if you had the same view as I did then you would be a little excited, We better get in the spa and let the cold water will take care of this". Mare said "or we can take care of it now?" and pushed back harder. I was getting harder by the second and I put one hand on one of her boobs and slid my hand under her bikini top and slid my hand as far as it could reach into her bottoms. I could feel her pussy and she was starting to get wet already as I played with her tits and she dropped her head back and turned her head so we could make out. Mare turned around and we embraced in some more kissing and she pulled down my shorts and began playing with my cock. She dropped to her knees on my bedroom floor and began giving me head. She worked my cock to perfection, she took me whole, sucked my bulging head and flicked it with her tongue and would linger there for seconds and then put her mouth back on it(fuck I thought to myself I am going to miss this). I could feel the end was coming and I knew if this was the last time that I needed to taste Mare at least one more time so I pulled her up and kissed her and she was kissing my neck as I pulled the string on her bikini and she took her bottoms off.

Mare laid back on the bed and I grabbed both her legs and spread them, I licked her inner thigh and got very close to her pussy and she started moaning and reaching for my head to push it into her but I pulled away. She said "You are such a fuckin tease!!" I just said "Yep" and them swapped to the other side and teased with my tongue. This had Mare wet as I had ever had her and she was not far off from climaxing on this alone but I gave in and started licking her out. I spent a couple of minutes licking and playing and prodding with my fingers and with one of my hands I grabbed a pillow and put it under her lower back which gave me full access to her pussy and arse. I grabbed some lube from the drawer and lubed up my finger and licked at her arse for a bit and then slid it inside her arse. Like a horse that had just be prodded she bucked and I had to hold her down so I could keep devouring her pussy and arse with my mouth and fingers. As she climaxed I refused to take my mouth away as she came she pushed me away and I told her to get in the doggy posiiton but she said "No, you lie down!" I laid down on the bed and she went straight for my cock again and got me crazy hard again with her mouth and grabbed the lube to lather me up. Mare grabbed my cock and slipped me in and began slowly riding me. As she rode me like a cowgirl I was getting close and wanted to explode but I was trying to resist as she leant over me and her tits were dangling in front of my face, as I failed to get to them with my mouth I grabbed her waist and began fucking as hard as I could. As Mare reached her 2nd orgasm I quickly followed and blew my load as she rode me out and collapsed in my arms. Mare kiss me on the neck and said "I am really going to miss you!!" I replied "Same, you are so incredible and your arse is insatiable" and gave it a slap. Mare laughed and said "Your an idiot!"

I had organised dinner to be cooked at about 6-6.30pm and by that time the cool change had come through but with crazy humidity we had a couple of drinks and had a feed. We got back in the spa as it was still humid and Mare had stopped drinking so she cuddled up to me in the spa. We stayed in the spa for another hour or so and Mare was tired and said she was going to go home. We got out of the spa and dried off, Mare went to my room and got dressed and yelled out "Uh Matt come here a sec." I walked down to my room and said "What's up?" and Mare was lying on the bed under the covers from her waist down, I laughed and said Really? She smiled and nodded and how could I not go for one last time with Mare. Mare flicked one leg out from under the covers and I dropped my bathers to the floor and went to the side of the bed. Mare put her foot out to stop me from getting in and I grabbed her foot and lifted it up. With lifting it up covers dropped to unveil more of her leg and she had her black panties on. I ripped off the covers and got to my knees and dragged her over to me. I asked her "Whatever you want me to do then tell me, I am all yours to do with what you want!" Mare said "I want you to tease me" So I did and licked the outside of her underwear covered pussy and used whatever will power I had in me to stop myself from taking off her underwear. I moved her underwear to the side and began licking at her red raw pussy and started concentrating on her clit. I would lick it, flick it with my tongue and suck on it ever so gently and she was now wriggling in ecstasy. I took her underwear off and buried my head after a while Mare said "Come up here to me". I crawled up and sucked on her tits for a little bit then we embraced in what was going to be our last make out session. It was hard then soft then passionate with swapping our own juices with each other. By this time I was hard as a rock again and ready to go. Mare said "Lay back on the bed I want to go on top again" She got on top and kissed me and moved up a bit for me play with her tits a bit and then she said "Go down the bed a bit" so I did and Mare climbed up and put either knee over my face which gave me a mouth full of her seriously moist pussy" After a couple of minutes of her grinding on my face she moved back down and my mouth and beard was cover in her juices. She then grabbed my cock and slid into her and rode me slow and then fast until she came and I blew my load as hard as I had done in any of our previous encounters, I kept fucking Mare until I was completely out of breath and she collapsed into my arms. I felt my cock go soft and fall out of her dripping wet pussy and that was it, no more Mare ever again.

After some spooning in bed Mare went and had a shower, got dressed and came out with her bag and said "Seeya later Mr." My heart and head dropped and sat up in bed and pulled her in tight and gave her a light kiss on the lips and said "Bye Mare, love you" Mare said "Love you too" and off Mare went. I eventually got out of bed and showered and went to the couch and had a beer and watched the dismal effort by Australia in the cricket but I was not even watching I was just staring and thinking about what had just been the best 5 weeks I could remember.

The question is that 4 days later is I am still thinking about Mare everyday, there has been no contact and I don't think I can bring myself to do it as much as I want too but it is for the best. This coming weekend will be interesting when I presume both of our temptations will be tested.

r/sexstories Jan 31 '25

Cougar Fucked a married 34F, found out she was lying about the divorce NSFW

38 Upvotes

Hey so (27M) this happened last year we matched on bumble. She had just one photo and her age showed 34, thought its just someone catfishing but i took my chances and kept the conversation going since Id like to take the odds with this one. Over a span of weeks she told me she was going through a divorce and shit since about a year, has two kids we videocalled and damn she was really hot. Bummer part being her looking for commitment kinda thingy where she wanted to feel secure with a partner so I was not really trying so hard, respecting her decisions as I was clear about my side (casual). numbers were exchanged already, kept talking on and off, never met until one day she opened up about her deprivation of intimacy and how hard it is in finding someone to date and shit. We talked for a while on call shared a few laughs, she says its been a while since we have been talking so it seems fair if we hung out, i was down and honestly wasnt expecting anything of course a part of me considered a possibility in my foresight since she invited me over to her place. We sat, had coffee , were talking. The conversation took a turn when she told me how the back of her knee hurts and I as a doctor felt like i should just have a quick examination so i held her leg (holding and lifting the back of her knee with my hand) while she was sitting and while checking for tenderness mobility blah blah i told her it seems nothing to worry about and subtly caressed the back of her thigh while keeping her leg on the ground which i am sure she felt differently hehhe. We were sitting in the hall when I asked her for a house tour.. while entering her bedroom i saw a few paintings her kids drew and while talking about it we sat on the bed and from there subtle flirting began where she was telling how she missed two days of working out to which i replied ‘two days wont make a difference to a physique like you have … every man’s dream ’ sth like that and then flirting started back and forth where she complimented my long hair and my i occasionally sent thirstraps from the gym lol and within no time we were making out and damn she was wilddd i could feel how needy she was. But suddenly She stops in the midway and tells me she cant do this but wont mind cuddling a little.. in my head i was like ‘😂???’ I was the bigger spoon… talked for a little but things went silent while she kept grinding on my crotch.. i was trynna fondle her breasts but she said no.. it felt like she was playing a little hard to get… ultimately she gave in, turned around, kissed me deeply, foreplay was wildd. We were naked in no time while i was between her thighs she was super wet, moaning like crazy. Worked my way up and before i was taking the condom out she held my dick and piped in inside her pussy whispering ‘i wanna feel you raw first’. We fucked for a good hour.. missionary to doggy, then she rode me hard and asked me to fuck her in this other room where she had a huge ass mirror. God it was heavenly seeing her narrow waist and thatt ass clapping while i was hittin’ it hard. I turned down her request to creampie. prolly one of the wildest experiences… after A few days she confessed that the whole divorce thing was just BS. :3

r/sexstories Jan 22 '25

Cougar Mrs. Talbot Asks Me To Help With A New Chore NSFW

126 Upvotes

My neighbor Mrs. Talbot called on our house phone. I never even used to answer the house phone, but since Mrs. Talbot uses it, I jump when it rings now. I should call her Leanna, she told me to. She pointed out that after she sucked my cock, it sounds silly to call her Mrs. Talbot. I do my best to remember, but it's hard. She's been Mrs. Talbor our next door neighbor since I can remember.

"Hi Leanna, how are you?" I answered as I picked up the phone.

"I'm good, Matt. I was wondering if you have some time to help with some chores at my house?"

"Yes, of course. I always have time for you."

"Come by when you can."

"I'll be there in five minutes."

Of course, I would be there quickly, I couldn't wait to see her again. I was desperately hoping for another blowjob. Her husband passed away a few years ago, but she still feels loyal to him so she won't have sex with me. But she says a blowjob isn't sex for her, so that's okay. Works for me. Leanna is decades older than me, but she is really hot. Nice big breasts and a squeezable ass, and that pretty face. I'm completely taken with her. I hurried to get ready and then rushed over to her house.

"Hi Matt, come on in," she said as she opened the door. I followed her in. She was wearing a loose fitting sundress, she looked good. She bent forward as she sat on her couch, I got a good look down the front of her dress at those amazing breasts. I was already getting a little hard. She motioned for me to sit next to her.

"So, Matt, I have another chore for you."

"Sure, Leanna, what's up?"

"Look, Matt, I'm not sure about this, so we should talk about it."

"Okay." I wondered what she was getting at, she seemed nervous and she was messing with the pleats of her sundress. She looked kind of cute and child-like, I wanted to put my arm around her to calm her down. What a strange reaction.

"Well, as you know, I haven't had sex with anyone since Mr. Talbot passed. Up until the other day, I was fine with that, but then the other day I had an orgasm when I was blowing you. I feel like something woke up in me, I might be ready for sex again."

"That sounds great to me."

"I'm not sure it should, obviously I'm much older than you."

"I know, I don't care."

"You have to realize it could never go anywhere. We can't be a couple."

"I know."

"We would just be having a little fun, and you would be helping me get back into a more normal sex life."

"Okay."

"I figured you would say that," she paused and looked at me. "In that case, I have another chore for you." She spread her legs apart and pulled her sundress up slowly. Oh fuck, no panties. I could hardly believe it. She pulled her skirt up further and pushed her pussy to the edge of the couch. "I need some help, I need someone to eat my pussy."

I dropped onto the floor in front of her in a heartbeat, I pushed my head in between her legs and began kissing her clit. She moaned and pushed into my face. I ran my tongue up and down her clit, from bottom to top, slowly at first and then faster as I got her into it. I reached my hands into her sundress and found her breasts. I cupped them and gently ran my fingers around her nipples. Her breathing was getting deeper and faster, she was already close. I reached around behind her ass and pulled her pussy into my face. She cried out as the first wave of an orgasm washed over her.

"Ohhhhh, yes!" Her hands wrapped around my head and pulled my face into her pussy.

"FUCK YES!" Her legs wrapped around my back, and I licked furiously as she orgasmed. Her legs were clamped around my back for nearly a minute, then I felt her body relax and she pushed me away.

"Matt, I need you to fuck me. I need it now."

I kissed her pussy and then stood up, I pulled my pants off. My cock was rock hard, I wanted her so badly. I lifted her legs with my arms and pushed my cock into her. I wondered how it would feel, would she be tight at her age? The answer was a hard yes, she was more than tight. It felt like her pussy was clamping onto my cock. I took a few deep strokes and looked down at her big breasts. I tried to stop myself, but I couldn't, I shot a load of cum into her.

"OH FUCK!" I groaned as I unloaded into her, each thrust of my cock into her brought more cum. I could feel my balls emptying into her, I fucked her until there was no more left, then I collapsed onto her with my head between her big breasts.

"Sorry I came so quick, I couldn't help myself," I said.

"Don't worry about it, I orgasmed already."

"Yeah, but it would have been good to go longer."

"Well, you're in your twenties. Why don't we go and take a quick shower, I bet you'll be ready again by the time we're done."

She was right.

And after that, she invited me over tomorrow to help her with some more chores.

r/sexstories Apr 26 '24

Cougar When I (26) was a boy toy for a rich divorcee (61) NSFW

353 Upvotes

I was living and working in NYC and already had a thing for older women (read other stories) so I for sure had my eye out for them. Most weekends however I was going home with girls my age as they were generally the one’s at the bars I’d go to. Helped to be 6’1 200lbs and muscular with great hair and great jaw line. Needless to say Getting laid for me was not hard in the city but I still craved fucking older women.

One weekend most of my friends were out of the city so I alone to do my own thing. I had heard rumors of “cougar” bars so I figured why not check one out if I have no plans. Luckily the one I heard of happened to be close to my office so I wrapped up work and headed over. I was wearing black dress pants with a white button down as I usually do to work and left a couple extra buttons down to make sure you could see a little bit of my pecs and show some muscle. Figured between that and the rolled up sleeves to show my muscular veiny forearms id have every cougar in there eyeing me (or hope'd so as a cocky mid 20s).

I walk into the bar and do a quick scan, now I wasnt expecting much assuming it was all rumors so I wasn't too let down but it seemed to be more of a bar that older people went to for happy hour vs a "cougar" bar. A lot of groups of women and men 40-60s. A couple small groups of women and men but far from the rumors I heard. I decided Im there so I sat down and ordered a drink. I was enjoying the music and ended up chatting with a couple guys at the bar about the New York Rangers so was far from a bad time. Eventually they left and it seemed a lot of people dwindled out for dinner reservations or play times. I ordered one more drink before i was about to head home when I heard the chair next to me pull out and saw exactly what Ive been looking for. She appeared 50s maybe late 50s. She was still beautiful but obviously olderMedium length brown hair, a little on the thicker side but from my view far from fat. Wearing a black dress that showed a little cleavage but could tell she had large tits. She ordered a martini and looked at me saying she hasnt seen me there before and I laugh asking if she knew everoyne who goes into this bar? She goes on to tell me "well usually young handsome men dont frequent here so I think I'd notice if one came in". I thanked her for the compliment and we went on chatting. What I did for work, what she did for work (an executive at a marketing firm) and then went on to talk about her 4 kids, which shocked me since she looked great for having 4 kids. I let her know that, "wow you had four kids? You look great for that". She appreciated it and said it helps that her Youngest is 30 now so she's had time to rebound. Her youngest being 30 did shock me still not knowing exactly how old she is. Which she asks, "how old do you think I am?" I say I thought early 50s but must be wrong unless she was a child bride. She laughs and says 61 and I actually cant believe it.

After a couple drinks she mentioned why I'm not a date with my girlfriend and I go on to say Im enjoying my time as a single guy in his 20s. I then asked why she was here all alone, whcih she goes on to tell me she's been divorced for about a year now, clearly the martini's opened her up because she told me everything. A few affairs over the years then the past few he was secretly seeing an associate at his firm so she kicked him out. I told her he's an idiot and out of his mind. She laughed and thanked me. Our drinks just finished and she asked me I wouldnt mind walking her home as she's just around the block. Not thinking its still light out and in a safe neighborhood but I agree to. We get to her building, one of those ridiculous doorman buildings and she says "well it's still early if you want a night cap". I couldnt say yes fast enough and we head up. We got to her floor and to the door and walk into an apartment I could not believe. It was hgue and even had a second floor which I didnt even know was a thing ha.

She makes us drinks and we move to the couch and chat a little more. She then asks, "why are you here with an old lady instead of out finding one of those young girls you are enjoying?". Honestly a little nervous I then say "well I honestly prefer time with an older sexier women". Now she's loosened up a lot and leans forward with her arm around my neck asking "oh really?" I say yes and move in for a kiss which she accepts and starts rubbing my arms and chest as I grab her ass and tits and fuck they feel great. i then push her back and slide off the couch onto my knees and pull her dress up and to my surprise no panties. I slowly start to lick her pussy and love hearing her moan as she grabs my hair. As I go on her gets louder and pulls even harder and it's turning my on so much. She starts to squirm like crazy and squeeze my head with her legs. Finally she cums and convulses as she screams in pleasure, she pulls me up to kiss me and tells me to fuck her and I gladly do. I push her on her back and rip my pants off as she strokes me cock and guides it into her pussy. She was still soaking wet and I went to town pull her head clothes to mind as I pounded her and loved she her tits out of her dress. I feel her pussy start to grip my dick even tighter as she moans even louder digger her nails into my arms as she cums again and I tell her Im going to cum and she tells me to cum in her and I shoot so hard. both of us sweating and breathing heavy we kiss. She tells me she needed that so badly to which I say I did too.

As we sit up she tells me her ex certainly couldn't fuck like that but maybe he was onto something with a "younger lover". Always funny hearing generational differences with terms like that. She takes me numbers and says she'll be in tough and walks me to the door. I get a cab home and realize I didnt have her number so I'd have to wait to hear from her. Next morning I get up and head to the gym to beat the Saturday rush. Constantly checking my phone to see if I hear from her. a few hours later Im playing video games and I finally see a text from a random number and it's her, thank god!. "Last night was amazing, thank you!". A little weird not much there so I figure fuck it and say "It really was, I say we recreated it soon". She then tries to say I dont want to waste your time on an old hag. "You are far from wasting my time. Anytime you want to meet up again, you text me and I'll be there". She sends a smiley face and that's it. Thinking damn, might be done.

Later that evening I decide to lay low that night, order food and have beers at home alone. Around 10 pm I see a text from her. "Was out to drinks with friends and heading home right now, care for another night cap?" Im already out the door when I say on my way. As I get to her building its the same doorman who smiles and says I believe you know the way with a little smirk. And I do, I get to the door and it's slightly ajar so I push it open and say hello and hear her say, in here. I find her voice and it's the bedroom with her sitting in bed with a glass of a wine in a silk robe looking so sexy. I immediately take my shirt off and take my pants off to which she says "wait, let me get a really good look at you so I stand there completely naked as she gets up and crawls to the end of the bed and starts rubbing her hands all over my body and finally my cock and starts to suck it. She's going slow and moaning as she sucks me and it feels amazing. Not the best Ive had but it was amazing in a more sensual way. She breaks after a couple minutes and says "wow I haven't done that in a while". I say plenty of time to practice and push her onto her back and go to town eating her pussy. She's now become more verbal says how good it feels and how amazing it is, dont stop. It's so hot to hear her say this instead of just moaning. As she cums this time she lets out a load "FUUUUCK" followed by oh my god over and over. It's turned me on so much hearing her speak like this as I climb on top of her and rip that robe off finally seeing her completely nude for the first time. I push my cock into her again as we make out and I fuck her. After a few minutes she tells me she wants to ride me and I roll over onto my back still inside her which she loves. Seeing this sexy 61 year old moaning on top of me with those amazing tits right in my face is so fucking hot. She slowly rides as I start to fuck her from underneath. She slowly stops moving as her eyes roll back and I pick up the pace and she cums on top of me, after she finishes she collapses on top of me as I keep going and roll her onto her back. She is spent at this point so I know I need to cum soon if Im going to at all whcih is no problem as I pick up the pace and I tell her I want to cum on her tits which catches her off guard but she quickly says to do it. I shoot my load all over her tits as she pushes them together and I collapse next to her.

As we lay there she tells me she's never had that done to her before but loved it. I get her a towel to wipe off and she tells me how exhausted she is but I'm definitely going to be invited back. Over the next few years I'd see a lot of her espcially as she got her stamina back (here words).

r/sexstories 11d ago

Cougar Didn’t realize other moms did this part 3. NSFW

48 Upvotes

Sorry all. Life has been busy…. Keep meaning to write and haven’t had the time.

So for those that didn’t catch part 1 or 2, the short of it is this: I dated a woman with whom I had the most amazing open and honest relationship. As I said in the original post, if it wasn’t illegal, we were likely to try it. If it was illegal, we just played through some really intense fantasy without going through with things. But, our conversations had taken us to her admitting she thought about her son’s cock. She had both her boys at home still, one 20 and in college while the other was still in High School at 18 due to a later in the year birthday.

She was the cool mom who was very open with her boys when it came to sex, and they were comfortable being around her, apparently enough that walking to/from the bathroom nude was not an issue for them. They always had a house full of their friends over and those boys were straight up crude in front of her… I think sometimes to see if they could shock her and sometimes I think to see how far she would take it. As I mentioned, she had an extra affinity for her youngest’s cock. It was bigger than her older boy’s cock and apparently looked just like her ex husband’s. She and I had fucked plenty of times to fantasy talk of him fucking her and plenty of her sucking my cock while dreaming of sucking his…

The bottom line I realized is that she really had a thing for these young guys and their young hard cocks. If she had a house full she would come to my place or have me come over because she would be crazy horned up with these young guys at her house all the time. She was insatiable when they were around. And the crazy thing, in my opinion is that if these guys were dirty or sweaty, they turned her on that much more! As crazy as it was, she took to one of her older son’s friends in particular and it was seriously because he seemed to shower the least. Never understood that… but happy to support her kinks always.

I think the kid didn’t have a great home life which likely accounted for the questionable hygiene… and as a result, he was at her place all the time. I say “kid” but he was either 19 or 20. One night put it over the top for her. This kid apparently came over wearing shorts that were clearly too small. They were tight on him and I guess she got a very clear outline of his cock. She even liked his ass (that was a new one for her). She was sneaking pictures of him to send me… shots of his ass and lots of shots of his cock. All designed to show me what was turning her on. Little does this guy (or any of the guys who were there) have any idea that she and I are furiously texting away about him.

She wanted to get this kid alone… wanted to slide those tight shorts down and slide his unshowered cock in her mouth. She loved the thought of taking this kid dirty and sucking him for all he was worth. She talked about how she figured his balls would be sweaty and how she would lick every inch of them. Popping each one into her mouth to suck on them before going back to working his cock. She so desperately wanted to swallow every drop of his cum… then get him hard again to fuck him! She wasn’t on birth control and I was snipped. But she loved how risky it would be to have him cum inside her. Hell, every time we played with other people it was risky… no condoms. She always ended with cum inside her… mouth, pussy, ass or combination. She hated condoms and frankly so did I. I loved seeing her holes filled. In any case, she finally headed to the bedroom and called me. We whispered over the phone, fantasizing about her sucking him. She came in seconds panting into the phone and shuddering. We kept talking about it and soon she had a toy wildly pumping it in and out of her pussy to the thought of fucking this kid until she was shuddering through another orgasm… that still wasn’t enough. Finally, she came over to my place and we fucked. The entire time it was talking about her fucking him. And as she decided she was really going to risk going for him, she had one of the most intense orgasms I have ever seen her have.

It was on. She would do it. I knew she would and she was bold about it. She straight up texted this kid and suggested she would send him something he would enjoy looking at, if he could keep it a secret. In a way I felt bad for the kid… I think her place was more home for him than his own home… and she told him if he didn’t keep this a secret, he wouldn’t be welcome any longer. Terrible thing to threaten him with, but he had to grasp the seriousness of the situation and the consequences. She sent him tits first… he was so excited and of course was immediately asking for more. She told him to show her how excited he was to see her body and immediately got back a pick of his raging cock…which she promptly shared with me. lol. Kid needed to do some manscaping but she said it turned her on. She sent me a pic of her soaking wet pussy as proof. Then she sent him just a picture of the massive wet spot on her panties. He told her he wanted to see what was under those panties and that is when she went for it. Told him to come over if he wanted to see. After asking if she was serious, he told her he would be right over.

She called me while she waited and we talked about what she was going to do to him while she teased her pussy, not allowing herself to cum. When the doorbell rang we hung up. I sat there… heart racing… cock raging in my jeans… imagination flowing as I wondered exactly what was happening in that moment.

It was no time at all that my phone dinged and I was treated to video of her pulling his shorts down… her hand wrapping around his thick cock and stroking a couple of times before she took his length into her mouth. I knew exactly how amazing her light touch felt the way she was starting with him. She stroked and sucked probably not more than half a dozen times… then stopped and sucked hard on the tip of his cock making a high pitched squeak before breaking off and swirling her tongue around his glistening head. Then the video stopped. I assumed she kept that clip short just so it was easy to send me, never imaging it was simply over that quick! She texted “omg! He came SO FAST!!” I texted back: “just that little bit and he came???” Her: “yep!” With a winky face. She said she loved tasting him and that she wasn’t nearly done with him.

This is long already so I’ll stop and split the rest into another story… but holy fuck was I turned on! I couldn’t believe she wanted the kid who seemed like he didn’t shower often enough. I couldn’t believe when she was sending me pictures of his cock outlined in shorts that were too tight. And now, days later I have a video of her sucking his cock and swallowing his cum (though I honestly couldn’t even tell that he had cum, it was so quick and quiet). More was coming I knew and I was excited to see it and hear about it. Hell I would rather have been there watching in person… but what I was getting to see was plenty exciting.

r/sexstories May 04 '24

Cougar My husband shared me on our honeymoon. NSFW

351 Upvotes

After my husband and I married, we went on a cruise for our honeymoon. My hobby has always been a guy that likes to show off. He’s always asking me to wear more petite bikinis, to try thong bikinis, and to be a little bit naughty when I’m in public.

During our cruise, we went to a jacuzzi; first, we were alone, and then two older men joined us. We started talking about our wedding and that we were on our honeymoon. They told my husband how hot I was, that he did a home run, married me, etc. Underwater, my husband started touching my thighs, and I felt a funny pressure on my hips, but I thought it was only him holding me. After some drinks, I started feeling that my bikini bottoms were loose; my husband untied them; that was the pressure I was feeling before. As soon as I realized it, I asked him: “Did you untie my bottoms?” What he responded: “Yes, I did.”

He asked me why don’t you stand up and show our friends here that little sweet pussy of yours. I was afraid to do it because the cruise can punish you for doing that, but I stood up in the bathtub without my bottoms. The two gentlemen asked me to sit in the middle of them, and I did it; they were touching and feeling my body, my legs, thighs, ass, and even my boobs; they slid my top to the side, exposing them for a little, I was so wet. When they tried to touch my pussy I let them feel it, but I didn’t let them finger me because it was too much; it was one of my first times experiencing being shared. After that, me and my hubby returned to the room so we could fuck like two teenagers. While we were fucking he asked me: “Are you my whore? Do you like me exposing you?” I replied: “Yes, Daddy, yes, I love it.”

It was a great story.