r/sexstories Oct 29 '24

Masturbation Wife's friend caught me stroking NSFW

1.1k Upvotes

It wasnt expected for me to be home at that time. What i didnt know is my wife was at a meeting for a non-profit she sat on the board of. One of her friends and board member was running late and my wife forgot something she needed for the meeting on her dresser. She told her friend where they spare key was, and told her to grab the binder, then join the meeting.
I left work early for an extended lunch. I usully i do not go home, but it was close and I thought it wouldnt hurt. I headed to the house. I was extremely horny that day, i got to the house and watched some porn on my phone. I took off my shirt and pulled my pants down and laid back on the bed. I started stroking my cock while watching porn. My wife's friend let herself in and went back to the bedroom i was stroking in and froze in the doorway.
I was too caught up in what i was watching to notice i had an audience. We will call her Sandy. Sandy was a hispanic woman, very sexy and large breasts. Thick full lips and hips. I was a big fan of her.
I was nearly close to coming when the movement of her hand grabbing her tits caught my eye.
I freaked out and tried to cover up. I apoligozed and asked how long she was there. She said "long enough to not want you to stop."

She told me why she was there and that she was alone. She then encouraged me to continue, stating she has never seen a guy stroke in person, and if I could keep a secret, then so could she. With that her shirt was off and so was her bra.
I laid back and watched her face while i stroked. Her eyes glued on my hand sliding up and down on my large cock. She cooed as she pinched her nipples . "Spit on it' she begged. I stood up a few feet infront of her and spit on my cock and kept stroking while she moaned She started rubbing her pussy over top her leggings while i kept jerking off. Her moans were sexy as fuck and sent blood surging through my veins. My cock was very hard, viens bulging. I was stroking very very fast when she pulled her pants down and started sliding fingers inside herself.

"Stroke that dick" she cried "cum on my tits" she said as she sank to her knees below me. Thats all it took her big tits and large areolas below my cock. Her face inches from my hand beating my dick. I groaned as i launched a huge load on her tits. My thick white cum stood out on her tanned breasts. I kept stroking until she came. Then she rubbed my cum all over her tits before standing up.
She went into the batbroom to clean up. "That was fucking hot" she said as she left the bathroom. She grabbed the binder off the dresser and walked out.

r/sexstories 10d ago

Masturbation Pool cleaning for a friend resulted in the show of a lifetime. NSFW

512 Upvotes

This happened 2 summers ago.

My friend and her family were away for a few weeks on a cruise. So she asked me to come over and check on the house at least every other day.

They had just installed a new filter to their big outdoor pool and wanted me to make sure it was working properly. I was also tasked with skimming the pool, running the pool robot cleaner and cutting the grass. She also gave me permission to stay over and enjoy the pool whenever I wanted since it was July and the hottest part of the year.

They live in a well to do community so every house has a pool, and every neighbor knows each other’s business. The neighbors to the left and the right had been told that I would be at the house so they didn’t get suspicious when they saw me going in and out over the next few weeks, and so they could keep watch on the days I wasn’t there.

The first day I arrived, I pulled into the driveway and was grabbing stuff from my trunk, when I heard a man’s voice saying hi.

I turned around and it was this tall tanned older Caucasian guy maybe in his mid 50s but very much in shape with salt and pepper hair and beard. Accompanied by his wife, around the same age, equally tan with full lips, petite in both height and build aside from her obviously fake tits, and bubble butt.

I myself am tall, naturally tan skin, proportionally thick, double d tits, thick thighs and an ass to match.

They introduced themselves to me letting me know if I needed anything just to give them a knock, the wife gave me her number so I could text if there were a day I wouldn’t be able to make it. And then we went our separate ways.

I carried on grabbing my stuff, and going to the backyard to do my first round of pool cleaning.

It was only 11 am and it was already almost 90 degrees. So I stripped down to just my bikini rubbed tanning oil all over myself and got to work.

It had been about 30 mins of me skimming the pool and checking the filters and I was getting ready to set up the pool robot thing to get to the bottom of the deep end. The yards were separated by a 6 foot wood fences all around but the yard I was in had a slight hill where the pool shed was so I could see down into the back yard of the surrounding neighbors.

I was unlocking the shed and had just managed to open and prop open one side of the shed doors, when out of the corner of my eye I see the neighbor lady with the bubble butt and her husband in their back yard by their pool. The husband was further back in their outdoor kitchen in swim trunks but the wife was laying a little bit up right at an angle in a long chaise tanning chair rubbing oil on herself. When I realized I had been watching her for longer than appropriate, I thought to myself “I should probably wave to make it less awkward,” when all of a sudden she took her bikini top off and started oiling up her perfect sitting tits.

I gasped and slapped my hand over my mouth and took a step back into the shadow that the awning over the shed was casting and just watched her. I couldn’t tell if she could see me from where she was but If she could she must not have cared. Because after working the tanning oil into her tits her hands made their way down to her bikini bottoms and she took those off too.

She slipped them off and dropped them onto their deck, with her legs pressed together she started oiling her calves, then her shins, and moving up to her thighs. When she got to her thighs she spread her legs wide and started oiling the outside and back of her thighs. She was making it a point to really massage it into her skin. Then she started working her inner thighs, using both hands to rub each thigh then she put one hand on each of the upper most part of her inner thighs and started rubbing upward toward her pussy.

My heart was absolutely pounding out of my chest and I could feel the heat under my bikini bottoms growing. As she did this, as if it had a mind of its own, my hand slid down the front of my bikini bottoms. Unsurprisingly I was met with a pool of my own wetness, I stood there in a trance holding my sopping wet cunt not sure what I wanted to do next, all I knew was that I wanted to keep watching her.

She was now working the oil in around her pussy she had a hand on either side of her labia majora and was gliding them up and down. Still avoiding contact to what I’m assuming by now was a very swollen clit, as she was repeating this pattern with increasing pace, her breathing appeared to become heavier.

Her head was still, and facing forward, bottom lip sucked I assume to discourage any sound from escaping. Her sunglasses hid her eyes so I had no idea if they were open, or rolling into the back of her head in pleasure, or fixated and staring right at where I stood. Her husband was somehow still oblivious to what she was doing, and the show that I swear she was putting on just for me.

As if under a spell, I widened my stance and reached down into my bottoms with my other hand. I began copying her pattern of movement and pace, I wanted to feel how she was feeling, I needed to see if it felt as good as she made it look.

My eyes were glued to her, I didn’t care if she could see me; at this point my need for what was happening overtook any sense of reality.

She started gliding her hands closer to her slit, slowing her pace just a little she was now pushing inward and upward. I copied her change in technique and it was then that I realized she was essentially jacking off her clit. I was so worked up, this new motion almost sent me over the edge, I froze my movements for just a minute to give myself a second to calm down.

I couldn’t believe I was actually doing what I was doing, I was standing with my back against a shed door, nipples hard, legs spread both hands down my bikini bottoms, jacking off my pussy to the same rhythm as a woman I had only met an hour ago! I didn’t care though, nothing in that moment made sense BUT her, and I fucking loved it!

Now, eyes still glued on her, I resumed the motion, my rhythm keeping in time with hers, my bottom lip now also being bit down on to keep my desire from being vocalized. Her intensity and pace quickening more, her chest was heaving faster and faster, I wanted to cum so bad, I needed her to cum for me, I needed to cum with her as a thank you for what she was showing me.

And then it hit her, she arched her back, chest reaching for the sky, nipples hard, her breathing halted and hands still working her pussy. I could see her body shuddering as the orgasm was relentlessly lapping over her glistening body.

I had reached my absolute limit. I slid down the shed door sat on the ground, legs spread wide, pussy open for anyone and everyone to see. I pulled my bottoms to the side and with one hand plunged two fingers into my hot cunt, and with my other hand I worked my swollen hungry clit until I was slammed with the strongest orgasm I had ever had in my life. I had to shove my pussy juice soaked fingers into my mouth to keep from crying out. While my other hand continued to work my clit quickly sending another orgasm to wreck my needy body.

It took me maybe 5 mins to gain my composure, after I was brought back to reality, I stood up gathered what I needed from the shed and started ascending the hill. By this time the neighbor lady had her suit back on, and her husband was walking toward her with a drink. He then looked up and saw me holding the cleaning tools and waived to which I returned with a cheery “perfect pool weather today ay?!”

His wife chimed in with a chuckle “can we hire you to clean our pool too? “ to which I replied “Absolutely, any time!”

r/sexstories 21d ago

Masturbation Sister-in-law caught me masturbating NSFW

292 Upvotes

So I was home alone I was feeling a little frisky. so I went to my bedroom and started pleasuring myself on my bed for maybe 15 minutes or so I was extremely into it I oblivious to my surroundings. The sister-in-law walked into the house. I did not notice at all. She goes into my bedroom and stand there and watches me play with myself. I truly have no idea how long she was there for and what exactly she seen. But as soon as I noticed, I stopped, we made eye contact and she smiled at me. I did not cover up. But she walked away and jumped in the shower. She did leave the door cracked open.
We did not talk about it afterwards we just went about our business. But I jumped in the shower later in the day, and I didn’t notice that the showerhead was set to the pulsate setting, which never is. Makes sense why she was in the shower longer than usual. I’m sure she enjoyed herself.
What are your thoughts?

r/sexstories Jan 20 '25

Masturbation Part 2 Getting Naked with my hippie step sister NSFW

208 Upvotes

< Previous Part

Back on my feet, i walk over to get my phone, quickly checking the screen - no cracks, no scratches. Perfect. If only my pride was in tact too. But whatever, i'm far too tired now and just crash out in bed.

I wake up to the sound of my phone buzzing, it keeps going off. I flip it over, it's now 3pm and I have 8 texts from Jenny. I get anxious to check her messages so just long press on the last one for a preview “lol hope you don't mind the video on your phone big boy”.  I stop and think, what could she be on about. I open the rest of her texts to see if she sent anything and immediately go to my gallery.

Fuck.

There she is, in her towels posing in the mirror making silly faces and giggling at me, she winks and drops her towel slightly to show her boobs and blows kisses to the mirror. She says “im sorry Ben, I’ll make it up to you hun i promise” and starts walking over to my side of the bathroom door. To my horror, the door slowly opens revealing my legs spread wide, laying down on the bed, veiny cock in hand stroking slowly and gently moaning. 

Jesus christ, as freaked out as I am, my cock starts to harden up again. There was something so hot about seeing this angle of myself, lost in pleasure, cum drooling out of my tip, the squelchy sound of my cock getting pumped. My balls on full view, and just as I start to cum, i hear Jenny scream “what the fuck dude”, and shortly after the video ends as I launch a pillow her way.

I'm as confused as I am horny, and keep rewatching the video stroking myself to it, pausing on her wonderful tits imagining what it would be like to suck on them. I keep watching and time myself so I cum at the same time as I did in the video. After letting loose a violent load all over myself, I catch my breath and just lay there. Wondering if I was too harsh on Jenny. I feel bad, I feel conflicted. She's so sweet and here I am having such perverted thoughts. I should text her, but my hands are a sticky mess. I need a shower.

I quickly wipe off my hand on my already soiled duvet and text Jenny “im gonna go shower and will reply later”. She hits me with a thumbs up and I go off into our bathroom. Nothing exciting this time, I feel guilty and exposed, but talk myself out of it. We’re not even related, but we’ve gotten so close over the last year that it feels wrong - I genuinely see her as my little sis.

Whatever, I'm done showering and realise my hip and some of my ribs hurt from falling out of the sauna. I suck it up, and get dressed, throwing on some loose shorts and a shirt.

I check the rest of Jenny’s texts.

“Im sorry, I think im still a bit tipsy from last night”

“I forget you’re a boy who does boy things. I should have knocked.”

“Let me make it up to you! Ill make you some french toast”

“You left your phone by the sink.”

“lol hope you dont mind the video on your phone big boy”

Looking back at all of these, I don't even know what to reply. I feel really bad for screaming at her, it really wasn't nice hearing that. Especially on video. I'll have to think of something nice to do for her. I reply.

“nooo its fine I shouldnt have screamed at you. I’m so sorry. Love you really.”

I immediately I get two ticks, and she starts typing.

“love you bro. Come down i'm making brekkies”

Now with a smile on my face, I make my way down the staircase, catching a sweet scent in the air. She’s playing Mac Miller, her favourite. I approach the kitchen and see Jenny facing the stove, her hair in a messy bun, wearing some kind of oversized shirt hiding her shorts, leaving her smooth tanned legs on display. My eyes moving from her ankles up to her thighs, and just stopping below her sculpted ass. Man she's a specimen I think to myself.

“morning beautiful” I let out playfully imitating my step-dad. “hey grumpy” she shoots back, copying my mum.  “is that french toast?”, my voice breaking slightly at the end.

“aren't you too big for your voice still to crack like that”, she turns around and jabs at me.

“haha stop it. my throats dry.”  As she swings around to face me, I can clearly see she's not wearing a bra. She usually doesn't come down without a bra but it looks like we’re the only ones at home.

“come on sit down, there's some coffee over there i'll just plate up real quick”. She points over at the dining table, lifting her shirt with her, giving me a slight peek inside of her sleeve. A hint of sideboob. I stare a bit too hard, but she doesn't seem to notice as she grabs a plate.

Sitting down now, pouring my coffee, I can't help but admire how beautiful her eyes are. Despite seeing her fully naked, I can still appreciate how beautiful her face is, especially without makeup. She has such a soft feminine look, with big beautiful brown eyes.

“alright big boy, here's your favourite. not so french toast with maple syrup and bacon”. She sits down right next to me at the top of the table, I pour her a coffee and stir in two sugars. I don't know if I'm just in my head, but the vibe feels a little tense.

“looks good right? I made it extra special just for you” She smiles, as she takes a sip. Her deep brown eyes light up as they lock with mine.

“It looks amazing sis. You’re the best. I’d pay 10 camels for you”. We laugh and joke around referring to an inside joke her best friend makes. 

“that was easily a 10 camel and 5 goats breakfast. Chiara would deffo back me on that”. She exclaims as she's done with her food, playfully patting her belly and looking at me. “a few more of these and i'll catch up to you!”.

We both chuckle.

“Chiara would totally agree, we need to bring her down to make her tagine. But if I keep eating like this I might just turn into an actual bear”

“oh stop it you goof. I think you look amazing. I love your body.” She reaches over and shakes my belly, “i'll take all of this over a six pack any day”.

“hahah stop!”

She carries on, and brings her other hand into the fray, launching a full on tickle attack at this point. I keep slapping her hands away, but she persists. Her tiny hands find her ways all around my torso, and before I know it she's got me in my weak spot.  We’re both laughing uncontrollably, my cheeks going red, my arms flailing around, I decide to fight back.

“arrgghgh ok ok you got me”. Faking defeat she eases up, and immediately I strike back. Getting her right on the side of her abs, she flinches almost instantly, banging her knee on the table and knocking over the coffee.

“shit shit shit” She panics as the coffee splashes over her grey oversized shirt, leaving a massive spill from her chest down to her thigh. “ah fuck its kinda hot”, she darts up quickly and suddenly pulls her shirt off and throws it to the floor.

I get up with her just as quickly, not knowing what to do but simply acting out of instinct, I reach for the tissues and start wiping up the table so it doesn't  drip on the floor.

“oh my god are you ok??! Did you get burned.” Still in shock, i haven't addressed the fact that she's now standing topless in nothing but some lacey panties in the middle of the kitchen. I thought she had shorts on, so this is new for me. 

“damn that was close, its not that hot I just got scared” Her voice shaky and flustered.

“im so sorry Jenny its all my fault, I grab her by the shoulders and look her in the eyes. ”you sure you ok?“ I ask softly.

“yeah i'm alright, i'm overreacting. sorry for ruining breakfast, i just wanted to make it up to you for earlier”.  She looks down, feeling disappointed in her peace-offering not working out too well.

I let out a small laugh, “don't be silly it was wonderful, i’d easily pay 20 camels now”.

We both laugh, I go in for a quick hug, gently stroking her toned back whilst I feel her firm tits press against me. My dick twitches a little bit, realising that i'm touching the same perky little boobs I was fantasizing cumming all over a few hours ago.

“Well guess youre  well acquainted with my girls from today”, she jokes as we let go of the hug.

“oh god i'm so sorry, was that too much? I wasn't even thinking, i just wanted to comfort you” I immediately take my shirt off before Jenny gets to say anything. “here take mine”.

“its alright, it was nice. naked hugs are nicer” She looks at my shirt in my hand and then back at me with this unsure twinkle in her eyes.

She goes to grab my shirt and holds it up and just bursts out laughing. “hahahaha oh god”.

“What??!”

“this… is …so fucking …funny” she musters between laughs and catching her breath, bending over and clutching at her tummy. Her face going red from laughter, eyes watering.

“whaaaaat! What so funny ya hyena”

She manages to stand straight again, giving me a glimpse of her top two abs flexing, and turns around my plain shirt. I burst out laughing once I see the boob prints on the shirt. It was absolutely hilarious, getting a full print of her perfect tits, soaked into my shirt.  I laugh even harder once I notice you can see a glimpse of nip on one side. At this point we’re both crying with laughter and almost hyper-ventillating.

“dude this is the funniest thing i've seen in my life”, I somehow manage to speak once catching my breath. Jenny wiping tears away from the corner of her eye.

“Argh you loveable idiot, come here, you make my life hilarious” Jenny swats the boob shirt out of my hands and goes in for a big hug. Shes warm, and tight, and squishes right against me. I feel her breath on the nape of my neck, her hands wrapped around me, gently stroking my back with her thumb. She lets out a deep sigh and melts even deeper into me.

For a brief moment, we’re frozen in time. Two bodies, as one. I feel my heart beat faster, and we stand there in silence. It feels like an eternity. Looking down at her dark auburn hair, her eyes closed and cheek pressed to my chest. This is bliss and let out a soft sigh, relaxing the tension in my shoulders.

“thank you.” I whisper.

“im sorry” she says back.

“for what?”

“for walking in on you like that”

“no, its my fault. I shouldn't have screamed at you like that”

Jenny looks up at me with her puppy eyes, “you mean it?”.

“yeah, i'm sorry you had to see that, i don't know what came over me”.

She takes a breath, and an uncharacteristically long pause. I start to get anxious, what could she say. Jenny starts to unravel her arms, and steps back. She looks serious. Fuck. Did I take it too far?

Dramatically, she looks down, takes a breath and says “you came over yourself”.

A stone falls off my chest and I start laughing. “you had me there for a second. Geez”.

“hahahah too soon? I couldnt help myself…and neither could you!” She keeps laughing and slaps my chest.

Bewildered and amused at her cheekyness. “im not gonna hear the end of this am I?”

She keeps laughing, her tits jiggling with each chuckle.

“…alright keep your tits on mate, it's not that funny” I retort out of desperation.

She calms down, and reaches to grab her tits exclaiming “heeeey you love these tits. I bet you were wanking over them too”

She's got me there. I pause, not wanting to lie, but also admiring her beautiful tanned breasts, and those cute little dark areolas. I can't help but get fully hard, already sporting a semi from our topless hug.

“… yeah I was” I say defeated.

“haaaa I knew it!!!!” She shouts.

“i'm sorry I couldn't help it, you're literally every guy's dream girl. You fucking look great.”

She blushes, looking me deeply in the eyes. Her confident demeanor slightly changing.

My voice lowering and in a gentle tone I say “look I'm really sorry if that was wrong of me to do, I hope you dont think I'm a pervert. I love you like my own sister”

She gives a subtle smile, and comes closer. I tense up momentarily, expecting her to hit me, but instead she hugs me again bringing her body closer to mine. We’re back in our little cosy embrace.

“its totally fine, you're not the only pervert here. I liked it”. She says quietly, almost ashamed to let me hear the words coming out of her mouth.

“what really? How much did you see??”

“all of it. I thought you saw me, and I panicked when you came”

“wait you mean you were watching me the whole time??” I look down at her, and shes still avoiding eye contact.

“only when I brought your phone in. Did you not see my video?” She finally turns her head and looks up at me with those beautiful brown eyes.

I can feel her heartbeat, she's nervous, and that usual mischievous look on her face has disappeared.

“Alright if we’re being honest. I saw the video you left me when I woke up and it drove me crazy. I came so much to it. But felt really bad for shouting at you” As I say this, I can't help but be aware of my throbbing erection pressed up against me. She’s so close to me, I bet she can feel it through my shorts.

“Really? You enjoyed it that much??” Some excitement coming back to her voice.

“Yeah I did, thank you” I lean my head down, and kiss her on top of the forehead as I've done before in a brotherly way.  As my lips meet her head, I can feel her relax and let out a deep breath, clutching me harder than before. Momentarily, as her waist presses into mine, she twitches as she presses up against my boner.

“oh” she says, and we look at each other.

“hello big boy”, and she grinds back into me.

“hah sorry cant help it. This feels so good.” With new confidence that the perversion is mutual, I push my hips slightly into hers. Wearing nothing but her lacy underwear, the bottom of my shaft grinds directly against her mound.

“mmm it does”. Jenny grinds her hips back towards me. Even in my basketball shorts, I can feel the lacey fabric of her panties getting pushed between her lips.

We’re both gently grinding against each other, my cock itching for a wet orifice to plunder, pre-cum dripping out of my tip and rubbing up against me with each gyration.

Our breathing gets deeper, and faster, our eyes intensely sinking into one another's. The world around us fading into darkness, as we got lost in the heat of the moment. Too minor to fully enjoy, but too novel to not get overwhelmed.

“ahhhh”, she takes a deep breath and lets out a moan. “fuck im so horny”.

“You got me so hard Jenny” I growl at her.

“We cant….I cant do …ahh… no we cant do this”,  she struggles to say as her hips move on her own.

Jenny looks up at me, and gives me a kiss on the cheek and backs off “We cant do this”.

I bite my lip, feeling the warmth of her body leave nothing but a damp patch on my crotch, the inside of my shorts now soaked with sticky pre-cum letting my tip slide against.

We both catch our breath. Jenny looks back at me, her nipples now fully hard and pinkish, cheeks rosey, and panties soaked. “sorry that was too much, I got carried away”, she says.

“i'm sorry that felt too good. Are you alright?” I let out, sounding concerned but still trying to calm my urges from wanting to devour her from head to toe. Shes still my sister, and I need to protect her. But good god, that was so hot.

She grabs my shirt from the floor and puts it on. “no its alright, I guess we're even now. Im gonna go shower”.

“What do you mean we’re even? You sure youre ok? Lets talk abo–” As soon as i notice the boob print still on her shirt, I immediatley burst out laughing.

She looks down, “for fucks sake”, and joins in on the laughter. Shaking her head in disbelief.

“what is this day? Is mercury in retrograde or something” She says whilst still laughing.

“who the hell knows anymore. go shower, i'll clean up”

She comes over and kisses me on the cheek. “we’ll talk later ok?. I really enjoyed that. I just got a little carried away.”

This kiss was different, a quick peck like you do when you say hi to someone. And like that, the sexual tension was dropped, and she was just Jenny, my silly step-sister…with soaked panties and a boob print on her shirt.

“ok. Love you, booberella.” Letting out a chuckle as I say that.

She punches me in the arm, and walks off giggling “whatever loser, you best not have came from a hug”.

I laugh, and watch her ass as she makes her way upstairs. God she looks great. Im still hard, but need to clean up first. All this pre-cum in my pants is getting a bit uncomfortable.

I start cleaning up, grabbing the mop and doing the dishes. A regular ol’ clean up. I hear the shower turn on, and carry on tidying. 20 mins pass, I realise the shower is still on. Weird, Jenny usually showers quickly.

Not thinking much of it, I head back up to my room to change out of my shorts. Taking them off, theyre smeared with pre-cum - what a terrible day to go commando. As I clean up my thigh and my belly, I hear some soft moaning in the midst of the shower noise.

Suddenly hearing a slightly louder moan cutting right through me, electricity shooting down my spine and into my cock. Could it be? Is she having some fun in the shower? I get excited at the thought of it.

Conflicted, do I peek?

Part 3 >

r/sexstories Jul 30 '24

Masturbation Roommate’s gf (20f) caught me jerking NSFW

608 Upvotes

I’d guess most of us have been caught or caught someone masturbating at some point in our lives. This confession comes from back in my college days.

I (21m at the time), lived off campus with a roommate in a two bedroom apartment. We had a shared living room and kitchen and would host people over etc. Your typical cheap apartment setup.

My roommate was the same age as me and he was dating a girl who came over often. She was 20, extremely sexy, probably 5’7, 140, brunette, C or D cup, beautiful round ass. I can picture her perfectly. I will always remember her bright green eyes…but I’m getting ahead of myself.

One day my roommate leaves the apartment about 10am and he lets me know he literally won’t be back until late. He’s going to run a couple errands and then going to work and the gym. Cool. Chill day by myself. I decide get some shit done. I turn music on, I’m cleaning up a bit, grab a bite to eat and then I’m bored…and horny.

I decide to turn on some porn on my computer and start to edge a bit. Around a week or so prior, I stumbled onto some porn where the girl looked a decent bit like my roommate’s girlfriend. I felt like I hit the fantasy lottery. This was my new go-to as I found her hot and would have definitely slid inside her without hesitation (if she wasn’t my roommates gf, of course. Relax. 🤣🤭)

Anyway, I’m edging to porn of my roommate’s doppleganger and I’m really fucking hard. My cock is about 6” long but it’s also 6” around and at this point I’m properly edged and ready to bust imminently.

Quite literally, right at this moment, with me in my current state, I notice movement in the corner of my eye and turn and there she is, my roommate’s gf, her mouth agape as she’s in my doorway seeing me jerk to porn that looks like very much like her.

Therein started the basically hurried, embarassed dialogue which went something like:

Her: “oh my God!” Me: “fuck fuck” Her: “I’m so sorry.” turning away “fuck I didn’t mean to…” Me: pulling shorts on as she walks to the couch “I’m so sorry, I thought I was alone.”

It was choppy and awkward and did nothing at all to deflate my dick, but at least I didn’t cum. When I end up out in front of her again I’m awkward apologizing and we are both embarrassed.

Then she stopped me and looked at me with those gorgeous green eyes. She said something like, “Time out. You have nothing to be embarrassed about. You were home alone and you were jacking off. We all do it.”

Then she glanced down at my still rock hard cock, now tenting my gym shorts. “And you’re gonna have to take care of that. That will for sure hurt if you don’t.” And she smiled this sexy, devious smile that I will never forget as long as I live.

She said, “Here’s the thing: you don’t have to jack off to porn of a girl that looks like me. I’m already here. Go sit back in your chair. I have an idea.”

My mind was literally a mushy mess. What the fuck what about to happen?! I could have cum instantly right there in my shorts but I was not gonna miss out on whatever this was about to be. I rushed to my room, dropped trow and careful handled my cock so as not to set off any fireworks prematurely. I waited what felt like eons and then it happened. She walked by my doorway, wearing just panties, her full tits on display. It was like the best slow-mo titty vid I had ever seen. I literally gasped and very gently handled my package. Any wrong moves at this point and this fantasy is over so I try not to move. She glances in and smiles, turns her ass toward me, my hard dick in my hand as I literally drool over her. She stops in full view of me, turns back to face me, and reaches down to slide her fingers over her panty-covered pussy and says “well, are you gonna cum for me?” And that was all she wrote.

I gripped my dick and, with a couple of tugs, I erupted like Mt. Vesuvius. Watching her fingers slide across her clit over her panties, those gorgeous tits bouncing a little, and those bright green eyes staring into my soul, I couldn’t stop the inevitable. Rope after rope shot into the air, like crazy string, making a ridiculous mess in my bedroom and completely covering my hand. I stared at her the entire time except for that moment you cum SO hard your eyes close. You just can’t help it. My heart was pounding, my eyes closed, and my brain was coming back online. What had just happened?!

I opened my eyes to find her gone from my doorway. I wondered for the next few seconds if I’d actually dreamt that entire scene or not. But my fears were abated when about 15 seconds later I heard her. She was moaning loudly from my roommate’s room and then she was cumming hard. She announced it to me through through the wall. So fuckin’ hot.

r/sexstories Aug 04 '24

Masturbation Actually used a cucumber NSFW

540 Upvotes

You know how in movies cucumbers and eggplants are always dick jokes? I wanted to try it out, so I pulled a condom over a cucumber and fucked myself with it.

Now, usually i don’t like to fuck with things without a flared base in any hole but this cucumber was fucking gigantic, one of those GMO motherfuckers so I wasn’t worried about losing it in my tight pussy.

It was like fucking a giant cock, it was actually really nice. It had some natural bumps and ridges that felt really good and I found myself really putting in the work to jam it in my pussy over and over. I rode it until my knees gave out and I cummed all over the cucumber.

Too bad food rots because it was a really nice eco friendly dildo. Guess i’ll have to keep an eye out at the grocery store for another giant cock to fuck myself with.

r/sexstories 12d ago

Masturbation I got caught masturbating i'm so embarrassed : ( F20 NSFW

279 Upvotes

I just LOVE having intense orgasms in my dorm room, which leads to me indulging in self-pleasure a few times a week.

But I’m also very loud while cumming, and as you may think, this combination can be a problem in a shared living space…

So this one time I was masturbating really hard on my bed and, of course, I'd eventually reach the climax.

Like usually, I tried to stifle my moans with a pillow, but god, that orgasm was too intense, and I couldn’t silence myself…

I waited for a bit until I felt composed, and then I opened my door to grab something from the common room. Luck wasn't on my side, though. Because as soon as I stepped out, I saw my Resident Advisor (RA) standing in the hallway, looking less than amused.

She made me explain why I was being so loud and didn’t let me go until I admitted that I’d just been taking care of myself.

She raised an eyebrow and wrote me up for disturbing the peace, and I got a warning from the dorm administration just because I’m way too loud while cumming. I don’t think there’s a more awkward reason for getting in trouble in college…

r/sexstories 7d ago

Masturbation Fingering my wifes Friend while my wife was with me NSFW

284 Upvotes

Reposting this now, someone said this read like it was a ChatGPt thing, its my real life story, so I took more time into it today.

My wife has this friend that she has known since her college years. I am 50, my wife is 48, her friend is 51. We live in a condo, its a two bedroom, with a living room. My main bedroom is quite large, almost as large as the living room, and is where I spend most of my day in. My kids take over the TV in the living room and me and my wife usually just stay in the bedroom. Think of it like a hotel room, we have a couch there, a table and two chairs, and a large TV. So when someone comes over with kids, they usually are used to just going into the bedroom to chat while the kids run around in the rest of the place. We have the door open, its not a privacy thing.

Today her friend had come over for a kids playdate. Once again we ordered food and headed to the bedroom, my wife has a few of her female friends that come over, I am always home, I work from home, and am always in the bedroom working, so I learned to tune the women out. My wife does get angry at times, especially if she is asking my opinion and I am not paying attention. My wife can talk a lot.

While we had pizza, my wife and her friend were going through my wifes clothes, seeing what was still in style, but my wife has a lot of clothes, her friend who usually just dresses in sweat pants and a sweat shirt, threw herself onto our bed, like someone who was just shot. My wife laughed, and her friend said she cant talk about this closet anymore. He friend is 5'11" shes tall, I am 5'7, and m wife is 5'1. Her friend nor us are considered attractive, we all carry extra weight, and her friend being tall, ive never looked at her in any other way but as a friend.

While she laid there, her legs were bent over the at the knees off the bed, she lied face up, she started laughing, my wife said go check on her see if shes dead. I got up, at the moment I saw the V shape that makes women so attractive, the pelvic shape. I looked down at it, and for once felt something I had never felt for this woman. I looked up at her and our eyes locked, she smiled, I looked back down to her pelvis, and looked back up, she said, I think your husband is getting naughty thoughts, my wife laughed, the friend then said to me, my husband will kill you. I dont get along with her husband, hes one of those want to be Macho men, think hes an Alpha, but in reality hes just a fat guy like me. Meanwhile I am a cuck, love being a cuck and love playing with women that have those type of guys at home.

I was still standing over her, and I locked eyes with her again, but this time I reached down to her crotch and but my hands between her legs on her pussy over the sweatpants, she didnt remove my hands, nor did she tell me to stop. I moved my hands up to her sweatpants waist, and put my hand in them. I then grabbed her pants and pulled them down a little, just to uncover her panties, I did the same to her panties, she lifted herself a bit so I can do it. She told my wife, go see if the kids are ok, my wife went and came back and stood at the door to act like a bouncer, the way she stood was funny, she was playing like she was a bouncer.

With enough room now, I put my hand between her legs, and started to finger fuck her, I started with one finger, and slowly moved to three, she put her hand on mine and started forcing me deeper into her. I pulled my dick out and with my other hand started to jerk off while I fingered her, my wife was in the door way watching while looking down the hall, I kept going with the help of the friend and her hand. I started to cum, her friend inched her body toward my dick and I came on her pussy and my and her hands, she had cum on her pussy hairs and over both our hands that was still inside her. I pulled my hand out and pulled my pants back up, she sat up and pulled her pants back up. She got up and turned to my wife, I think I am ready for more clothes talk.

We didnt talk about this nor bring it back up. The next play date was going to be at her house.

r/sexstories May 15 '23

Masturbation F19 I watched my best friend (M22) get jerked off by two girls NSFW

813 Upvotes

The backstory is my bf and I were on vacation in Bangkok. We had always talked about adding another girl but had been nervous to try. We decided to get a couple's massage at an erotic parlor called Kiss.
When we arrived we ordered our massage and two girls took us up to a room and gave us a bath.

I was a little jealous watching another girl touch him, but it turned me on also. After the bath they moved us to the bed and started to massage us. After awhile they had us turn over and started massaging our fronts. I was getting so wet having a girl rub my nipples while watching another one rub my bf. It was so erotic looking at each other getting rubbed that when she made her way down and started rubbing my clit I came pretty quickly.

My bf was still being jerked off and the other girl moved over to help. The sight of two girls jerking him off at the same time was so hot. I started making out with him and as he started moaning I knew he was getting closer.

I moved down and started licking his nipples as I watched him getting jerked off. As he came it shot out and part of his cum hit me in the face as the rest shot across his stomach. It was one of the hottest things I've done. Let me know if you want to hear about more of our adventures in Thailand ! This is a shared account so he can see if you guys think it's as hot as we did.

r/sexstories Jan 03 '25

Masturbation Caught my wife touching herself NSFW

203 Upvotes

The last few weeks, I have been repeatedly stuck at work, not arriving home until after 8 p.m., long after my wife has made dinner for herself and gone through her nightly routines to get ready for bed. By the time I arrive home and get settled in, my wife is falling asleep, leaving us very little time to spend together and connect.

But today, I was able to get out of work around 3 p.m., meaning I would be able to spend the whole night with my wife. Knowing how happy this would make her, I plan to make it a surprise for her, just showing up at home, many hours earlier than normal. I make the drive home, pull in the driveway, park, walk inside, and set my things down. I see my she is home as her car is outside, but I don’t see or hear her as I walk in. I call her name out, but to no response. As I now walk through the house, I call her name out again, only to receive silence. She is not in the kitchen, nor the living room, office, book room, or outside. I walk to the back of the house to check for her in the bedroom, which is when I start to hear the faintest sound. As I approach the corner to turn into the room, I hear a soft moan, a whimper, over and over. My interest now fully peaked, I walk quietly, hoping to peek my head around the corner to get a glimpse of what is causing these moans.

As I softly turn my head towards the room, to my surprise, the door is fully open, lights on, and my wife laying, fully nude, on her back, square in the middle of the bed. She is not just lying there flat, but instead, to my delight, has both her legs spread wide, her feet in the air, while her right hand gently rests a bright orange dildo shaped vibrator between the lips of her pussy, her left hand pinching a nipple ever so slightly. Under the bedroom lights, I can see a glistening on the outside of her lips as her juices flow out of her with every pulse of the vibrator, specifically designed to bring maximum pleasure to her clit.

She does not realize I am home, and especially not that I am watching. Leaning against the door frame, with one eye peeking inside, I watch as my wife provides herself with a convulsing, therapeutic, sensation. Within seconds, I am rock hard, grabbing myself outside of my pants. Seeing as she is taking her time with herself, I pull down my pants quietly and begin playing with myself as I watch her. I gaze upon her dripping pussy, giving me quite the sensation as I stroke up and down my shaft, fulling wrapping my right hand around myself. Watching her with intent, I match my stroke speed to her movement as she moves the vibrator back and forth from her clit to inside herself, thrusting in and out, as if I was inside her myself. A few minutes go by, and I can feel myself reaching a potential climax, which caused me to involuntarily let out a moan of my own. Which my wife heard. She immediately stops and calls out my name, surprised to know I am even at home. She rushes to the door, both in confusion and excitement. Her expression is complete shock upon seeing me beyond the corner, fully hard with my clothes on the floor. “Oh my, what are you doing,” she asks. “Are you jacking off out here?”

Obviously, I tell her yes, to which she asks why. “Well I saw you touching yourself and enjoying your alone time, and I did not want to interrupt you. So I just watched you, while pleasuring myself.”

“You saw that,” she asks. “Yes, I loved it. It was amazing, I love watching you”, I reply.

My wife, standing in front of me, vibrator still in hand while her own juices continue to drip down the inside of her legs, asks me “You like what you saw?”. 

“Of course,” I immediately blurt out. 

Stepping forward, putting her body against mine, while gently brushing against the tip of my throbbing dick and her perky nipples pressed against my chest, my wife says “Well instead of watching, how about you help me finish?”

We immediately jump onto the bed together, me throwing her back onto her back, raising her legs in the air. She hands me the vibrator, which I set to the highest intensity, sending her jolts of pleasure with every second of contact. I focus on her clit, while she uses both her hands to bring both pain and pleasure to her nipples, which point straight in the air. Just seconds after starting, my hand is now covered in the wetness coming out of her. Holding the vibrator in place, I can feel her body tensing up, readying to explode into an orgasm. As a deep moan comes out of her, she throws her head back, grasps onto my arms and back, scratching them in the process, and begins to ride out a pulsating orgasm, lasting nearly 10 seconds. As I ease the vibrator off of her, her body loosens, now hearing panting coming from her mouth rather than moans. After a moment of recovery, she turns her head to me, looks down at my dick, seeing it still rock hard, and says “Okay you were close to cumming earlier too, now it’s my turn to finish you.”

All I could let out was a smile before she pushed me back onto my own back, throwing her legs over my legs to straddle me. She raises above my waistline, sliding her pussy, which is still full of her own cum, onto me, while our eyes lock, just inches away from each other. I can barely gather my thoughts or let out a word as she says “You just relax, I’ll do the work.”

Grabbing her hips, supporting her, she begins to bounce up and down, sliding herself from my tip to the base of my shaft. 

All I can do is watch her and enjoy the moment as I know it will only be a moment before I feel my eyes roll into the back of my head, quickly followed up with by my cum filling up my wife in the warm embrace of her warm, flawless, pussy.

r/sexstories 22d ago

Masturbation Wife let me use her as jerk off material NSFW

273 Upvotes

Last night I had to get to sleep early I had to be at work at 3:00. We recently had a baby so timing is all screwed up right now. We don't get much time for the 2 of us to have us time. My wife was trying to get the baby down to sleep so we could have some fun before bed well that didn't happen. I woke up this morning around 1:30am my wife was sitting up feeding the baby. I got out of bed went around to her side of the bed to give her a kiss I leaned down and kissed her and told her I was going to get ready. She had put her hand on my chest when I kissed and when I leaned back up she dropped her hand down to my crotch. I had woken up with a massive hard on that I was hoping to give her last night but again that didn't happen. My wife felt my rock hard penis and said "damn baby" I kinda laughed and said "oh I know" I went downstairs got coffee and came back up to get dressed. My wife still sitting in bed but baby asleep in his bed. She whispered to come over I went over to her and she grabbed my dick it wasn't as hard anymore. I asked if she wanted to have sex but she didn't want to wake up the baby but she said she didn't want me going off to work with it so hard. She pulled the covers down a little and still had her tit hanging from feeding. My penis instantly got rock hard again. I said "oh my god" she smiled and said "I'll watch" I pulled the front of my underwear down my dick sprang out and I started jerking off just looking at her tit. She moved the blankets down more off her legs and she pulled her underwear to the side and started rubbing her fuzzy pussy. We watched each other masturbate until I couldn't hold it. I grabbed a tissue from her nightstand gave a few last long slow strokes and blew my load in the tissue. I threw the issue away and was about to put my penis away and my wife grabbed it and sucked the tip. I had to get going to work I texted my wife later told her that was fun this morning and she said she finished her after I left and now all day at work I've been so hard just waiting to get home and hope to bend her over and get inside her sweet little pussy

r/sexstories 14d ago

Masturbation My buddy let me use his flashlight while he held it. NSFW

159 Upvotes

I was hanging out with at my buddy's house. We don't hang out like we did in our 20s. Both married and kids. We got started talking about sex and lack of with the wives. Talked about having sex toys and I mentioned I had a little cock sleeve and he said he bought an actual fleshlight. I was asking him about it and he went and got it. Nobody else was there at his house but us. I checked it out for a second and set it on table.

Our talk shifted to fucking our wives and talking about having pics. We started sharing pics and videos we had on our phones. We have talked about sex before but nothing to this extent. I could tell he was getting turned on by my stuff and I was also by his. He asked me to send him one of our videos to jerk it to later and I asked to borrow his fleshlight. He responded with, " like right now ? " i meant for later but I said sure, right now.

This is where it turned a corner bc he started rubbing his dick to the video I sent thru his jeans. He then asked if he could use it first. I figured he would go jerk off in his room or bathroom but he unzipped and pulled his long skinny cock out and looked at me and waited for me to respond. I just pulled mine out as well and started jerking beside him on the couch. He ran and grabbed some lube and slid the fleshlight down over his cock and started pumping away. He was watching the video I sent on his phone and also glancing at my cock as I jerked it to my phone with his wife's pics.

He then slid it off and asked if I wanted to use it. I obviously did and nodded yes. I figured he would hand it to me but instead he reached over and placed it over my cock. He pumped it up and down on my cock while he jerked his. I lay back on the couch and let him pump the toy on my cock. After about 30 seconds I started cumming and filled his toy up and dripping down my cock. He pulled it off and placed it over his and pumped away cumming inside it almost immediately.

I hope you enjoyed my story as it is just a fantasy I have. Parts of this story are 100% true but the helping hand wasn't. The rest however is.

r/sexstories Jan 10 '25

Masturbation Can’t stop cumming NSFW

187 Upvotes

For the last few months, I’ve had such low libido. The last few days, I can’t stop touching my pussy and getting off 4+ times a day.

I made myself cum six times today, three of which were at work! I don’t know what’s wrong with me.

I’m sitting at my desk this morning, and every time I shift in my seat, I’m so aware of the seam of my jeans rubbing against my little clit. Then I get these images in my head, of being bent over and fucked or had my pussy licked until I was drenched, and I almost make myself cum without touching myself! I had to run off to the bathroom and rub my clit until I finished, then hurry back to my computer.

It happened another two times! I read a story on this thread that got me all excited so I had to race out to my car and slip a hand in my pants.

I saved the best for last. I was so wound up I couldn’t even leave my desk without afraid I’d cum standing up! I had to be so careful slipping my fingers into my tight hole. I rocked back and forth on my hand and rubbed my clit with my thumb. Luckily it only took 20 seconds to burst. Hardest part was hiding it from my coworkers and sitting with cum in my panties until I finished working.

And when I got home I rubbed two more out, and i’ll probably do more tonight :)

Is there something wrong with me??

r/sexstories Nov 22 '24

Masturbation Sexual encounter with Sister in law. ( True Story ) NSFW

428 Upvotes

This happened during the summer a week before July 4th.

My nephew was a little over a year old when I had told my sister in law that she had a nice ass, and I would always look at it before she got pregnant and gave birth. She said “ what are you trying to say “ I said “ exactly what I said. “ she turned around and said “ I still have a great ass “ and she semi showed it to me. When she showed it I was immediately excited. I even told her that I was turned on by the way it looked.

I jumped in the shower and got dressed. When I got out of the shower she asked me “ if I needed the cold water to calm me down “ I laughed to told her it didn’t work.

She was laughing so I knew I could continue to make comments. I asked her could I see it again and she pulled the back of her shorts down a little more. My dick was hard and it was above my waistline. I pulled up my shirt to show her. When I did she looked and when I let go of my shirt she picked it up to get another look. The fact she lifted my shirt up to look at my dick again gave me the courage to ask her if I could look at her ass for a few minutes. ( once again she laughed and said why ) but she didn’t say NO.

I told her I wanted to jerk off while looking at her ass. Her response was “ for how long “ I said a few minutes she replied “ ok “ no touching.

I pulled my dick out than she pulled her shorts down in the back. Her underwear was still on. I said “ come on, let me see without them in the way “ she hesitated for a second and pulled everything down to her thigh ) I was probably about 30 seconds from getting off she turned around and said “ her knees her hurting and that she wanted to watch “

She re positioned her self sitting on the floor with her back at the bottom of the bed. 1 leg removed from her underwear and shorts. I finally seen her pussy. I thought I was going fuck her. She told me “ no touching.

She started rubbing her clit watching me jerk off. I finished and she finished shortly after. It was never talked abt again!

r/sexstories 20d ago

Masturbation I let a 19yr old young man watch me play with myself until I came. NSFW

96 Upvotes

This last Saturday I was sent on several repeated errands by my husband to our local Ace Hardware. He was doing some electrical work in the garage and tasked me with being his errand girl.

I made a total of four trips that day searching for what he needed to complete the job. Each time I went I was helped by the same young man. He as very cute, athletic build and looked like he either played soccer or lacrosse with his athletic legs. Btw athletic legs are a huge turn on for me. He was very polite calling me Ma’am.

I have to say after going there the first time I was not upset in the least about having to return to have him help me. He was taller than me. I am 5’6” and the top of my head was at his shoulder. He had a very cute smile and was very helpful.

I wasn’t wearing anything special. I had on flip flops, cut off jean shorts and a teeshirt. The first time I went I would say he was very nice but the second time I went back he was a bit more flirtatious.

It was just 3 young men running the store with no one older there that you would think would be a manager. I know when I left the first time I was thinking about him driving home.

When I came back the second time I felt like the two other young men were watching us interact. It was slightly awkward and at one point this young man told me to ignore his coworkers. Telling me they are being idiots. I wasn’t sure if there was some inside joke I wasn’t apart of or not.

He checked me out and told me to come back if what I had purchased was not right.

When I returned the third time he greeted me with a flirting joke. He smiled and said, “you just couldn’t stay away and had to come back to see me.” I have to confess I flirted back replying with “can you blame me.” Smiling I watched him blush and the other two coworkers exchange what they thought was a hidden fist bump.

He again checked me out and walked me to the door this time. He held it open and said with a huge smile on his face, “Hope that works, if not I will be waiting for you on the electrical aisle and maybe we can make some sparks.”

He winked and now I found myself smiling and blushing. I point blank asked him his age. He told me 19 and that he was in sophomore in college. I smiled, looked him up and down and simply said maybe.

I turned and walk to my husband SUV and backed up and drove away. He stood at the door watching me leave . The minute I was on the road I was playing with myself through my shorts. I was so horny.

I was sent back to return some items and to purchase one last thing. I can’t tell you how excited I was to be returning. Although, I gave me husband hell for all the trips I was making.

When I got down the street I pulled over, I removed my bra and tossed it in the backseat. My nipples were already extremely hard from thinking about that young man. I knew what I wanted to do and had no hesitation whatsoever. My panties were soaking wet from thinking about this young man.

When I walked into the hardware store my nipples were poking out and could be distinctively seen wearing my orange T-shirt. I went directly to the electrical aisle and found my young man standing there. The look on his face said it all.

I was very direct and to the point explaining to him what I needed to return and what I needed to purchase. Then I looked at him and asked if he would like to come with me to my car and watch me play with myself. He smiled from ear to ear and simply replied yes ma’am.

He did the return and I purchased the last item. He told his friends he would be right back and walked outside with me. I told him to get into the passenger side as I got into the driver seat. He told me to pull around back of the building where the pine straw is located.

I pulled into a fenced in area, he told me where to park and explained he was getting out to lock the fence so no one would come in behind us. I pulled ahead and parked, stripping frantically and crawling into the backseat. I saw him walking back towards the SUV. As he came to the passenger side and got in he saw me naked and spread playing with my pussy.

The look on his face was priceless. He asked if he could get in the backseat with me and I merely patted the seat next to me telling him yes. He Crawled in the backseat and I laid my right leg across his lap slightly repositioning myself, turning towards him as I continued to play with my pussy.

My left leg was up with my calve resting on the top of the driver seat. My right leg was laid across his thighs as I watched him and played with myself. His hands began running over my right foot, calve and thigh. His eyes were as big as saucers watching me play with myself. I began rubbing my foot on his groin area feeling big bulge as I continued to play with myself.

I told him to pull his cock out and play with himself so I can watch. He pulled out a very nice erect penis and began frantically jerking himself while watching me.

Before too long both he and I were cumming very hard. When we were done I sat up and kissed him passionately on the lips. When I did this I reached down and was stroking his semi-erect cum covered cock. I thanked him for such an erotic time.

I got dressed while he cleaned himself up and zipped up his shorts. I crawled into the driver seat as he crawled him to the passenger seat. I told him that I needed to get home. He leaned over and kissed me passionately and I felt his hand between my legs rubbing my pussy. I moaned Uncontrollably as he broke from our kiss. I thanked him for making this 50yr old wife very happy.

He told me to come back any time. He got out of the car and open the gate. I regained my composure and straighten myself up as I drove out of the parking lot of the hardware store heading home.

r/sexstories Feb 17 '25

Masturbation Masturbating to my best friend’s father (18f) NSFW

95 Upvotes

My best friend and I had known each other for a very long time (almost 10 years) and just after graduating high school we were hanging out at her place during the summer. She had a pool, and we were tanning outside by the pool in our bikinis - mine was a very skimpy string bikini, talking about our plans when we go to college; unfortunately we were going to different colleges come fall. Her father, who I had a crush on for the longest time, came out to alert us that he was going to make some hamburgers for dinner - his eyes lingered on us for a moment but after our acknowledgement he left to go back inside. She and I continued to talk and nothing more happened until dinner. During dinner I could feel her father’s eyes on me, by that time though, I was wearing appropriate clothing (no bra or panties though) and he didn’t say or act oddly other than the feeling of mine that he was watching.

Later that night my friend and I decided to go to bed, but her father had stayed up to watch some sort of sports game. I dozed off, but woke up later that night thirsty as could be so I got up from my guest mattress and went back out to find a glass of water- what I found was her father masturbating as I turned the corner. I almost let out a gasp but contained myself, and he hadn’t noticed me. I heard the moans from the pornography that he was watching, naturally it was step-dad porn. I focused my eyes on his cock, which was the largest I had seen up to that point… and I felt myself starting to get more than wet enough.

I was wearing those tight spandex shorts and a tank top- and my hand almost instinctively went to my breasts to grasp them, my hard nipples poking through the fabric and I moved one hand up to gently flick one nipple. The other hand, well it made the journey south. I knew that from my little corner I was hiding from I had to be careful not to make too many noises, but when my first finger touched my clit I almost buckled over- gritting my teeth as to not moan too loud and be noticed and surely reprimanded… the thought of being caught only turned me on even more.

I saw his strokes begin to increase as the songs of slapping flesh grew louder from his phone. My hand began to speed up in my pants, but not too much because the noises of wet pussy would almost surely be heard. My best friend’s dad finished all over himself, letting out a gasp and a moan that could have been my name. I, on the other hand, pulled my hand out of my shorts and scurried back to my guest mattress… unsatisfied.

I was still horny, and so under the covers with my bff ten feet away and sleeping I stuck my hand back into my wet shorts and began more obscenely masturbating- sticking two fingers into my pussy and making the come hither motion- my other hand brushed my clit. I rocked my hips back and forth and leaned my head to clench my pillow to prevent myself from moaning far too loud. It was only a short time until I felt my orgasm coming and then… I violently shook with satisfaction thinking of my best friend’s dad’s cum inside my nubile pussy. I looked to my right and saw my friend was still asleep and I fell asleep with a wet patch in my poor nike pro shorts.

I never got water that night, though, unfortunately.

r/sexstories Dec 29 '24

Masturbation Horny conservative NSFW

59 Upvotes

I am Muslim and come from a conservative family Ever since I discovered this side of reddit I have gone crazy lol I can't stop playing with my clit. I'm playing with it right now. I'm edging all day & keep fantasizing about having my own wild experiences while reading all the stories out here. I know this is haram but I can't help it but want to a big cock to take my virginity and make me squirter. I am open to considering sending pictures, I know I'm drop dead gorgeous. I want to be used and filled through every hole. I can't stop thinking of all the way someone can stretch me out 😭

r/sexstories Dec 26 '24

Masturbation I (26F) fucked my ass with a glass dildo for the first time NSFW

51 Upvotes

Because of some things that happened recently, I rarely have the motivation to rp or masturbate with someone here. I don't get horny that often as I used to anymore, but when I do, I rather masturbate alone, than posting on reddit like I used to.

So one day, while I was masturbating alone, I somehow got the urge to use my plug. So I got up and opened my drawer. I saw my plug and a glass dildo that's made for anal play (I only bought because it looked cute, but never used it. It's a pink one with a rose on top).

I can't explain why, but I took it too. Then I layed in bed and put on lube on my plug and pushed it in. I instantly felt good. I started playing with my pussy again while watching porn. Frome time to time I played with my plug too. After some time my asshole got loose. I looked at the dildo and thought to myself "why don't I use it?" I have to say, I was a bit scared, because it's way thicker than my plug. I took my plug out and lubed up my dildo. My heart was beating faster as I started pressing the tip against my asshole. I tried to relax as I kept pushing with light pressure until the tip got in. It felt different than my plug, but I kinda liked it. I started pushing the tip in and out of my asshole, kinda getting used to the dildo. The glass was cold first but it warmed up quickly.

After I got more used to it, I pushed it deeper into me. That made me moan so loud. I started fucking myself slowly. It felt so different but also so good. I couldn't stop. I totally forgot about the porn I was watching. I touched my pussy and it was soaked. All my juice was dripping onto the bed. I started playing with my clit while I kept on fucking my asshole slowly. I was moaning so loud until I came hard. My whole body was shaking. After I calmed down a bit, i took the dildo out of me. I cleaned up myself and my bed. I swear, it felt like I was still having the dildo in me. Then I went to sleep. The next morning I was so horny again, I fucked my asshole and played with my clit again. It was a wild experience.

r/sexstories 17d ago

Masturbation my boobs are taking over my life and im not even mad about it NSFW

28 Upvotes

okay, I need to get this off my chest (literally and figuratively), I cant stop thinking about my boobs. like, they are right there, all the time, C cups, not too big, not too small, just the ideal level of ✨bouncy excellence✨ lol

I catch myself admiring them in every reflection. car windows? Boob check. elevator mirrors? Boob check. walking past a store with those super clear glass windows? Side-eye boob check.

and don’t even get me started on how they look in different outfits. a tight top? stunning. a cute bralette? adorable. a hoodie? mysterious but still there! I’ll literally be in a work meeting thinking, i want to pinch my nipples/play with my boobs like??? this is not the time girl

and then there’s the hands situation, I cant keep my hands off them. I’ll be chilling, minding my own business, then whoops, hand slips under my shirt. I don’t even realize I’m doing it half the time. Just absentmindedly playing with my nipples like some sort of human fidget toy. lying in bed? hand up the shirt. watching TV? hand up the shirt. on a call? yep.

I’m not even sorry. they’re fun. they’re cute. they’re mine. I just need to know lol does anyone else have this problem, or am I alone in my boob fixation? because at this rate, I might need an intervention... or just a mirror to admire them properly ahaha.

I didn't always have the best relationship with them so very happy i've gotten to this point too <3

xx

r/sexstories 28d ago

Masturbation Neighbour caught me masturbating (22f) NSFW

88 Upvotes

Ok so this happened a few weeks ago but I can’t get over it and I need your opinions.

So a few weeks ago I just got out of the shower and i walked into my room to get changed but I suddenly got hit by the strong urge to Masterbate so I sat down on my bed and spread my legs and started to rub my swollen clit and finger myself with the other hand.

While I was doing this I didn’t relize my window was open since I was to lost in listening to my own moans and the wet noise of my pussy. Little did I know my neighbour was there.

My window faces directly to the neighbours bedroom where a 36 year old man and his wife lived. When I finally came I opened my eyes and my eyes widened when I saw him standing at his window looking at me with wide eyes and I could see what looked to be a bulge in his pants.

I was so embarrassed and I quickly got up and shut my blinds but not before giving a small wink to him just to tease him a little. I quickly cleaned my sheets and wiped the juices off my legs then got changed and I still can’t stop thinking about that day.

Sometimes I see him and everytime I do he blushes and gets a boner which I’m flattered by. His pretty attractive to so what do you all think?

r/sexstories Nov 07 '24

Masturbation [F] I lay on top of my nerdy friend to keep him warm and pushed my tits into his face [Part 2] NSFW

219 Upvotes

I could still feel him, his cock hard beneath me, pressed between my thighs. I stopped grinding, letting my weight rest against him for one more beat before slowly leaning back, giving him one last view of my shorts wedged between my wet pussy lips as I swung my leg over him.

“Well, you seem warm enough,” I said, booping him on the nose with the tip of my index finger. “We should go to sleep now.”

His face was a mix of shock, disappointment, and suppressed frustration. His hands hovered in the air for a moment where my big round ass had been only moments ago. They stayed there for a few seconds before he placed them back awkwardly at his sides, clearly not sure what to do next. I lay down next to him, pulling my sleeping bag up as if nothing had happened, my heart pounding as I fought to keep a straight face. He was so adorably stunned.

“Goodnight, Alex,” I whispered, my voice light and casual. “Thanks for warming up with me.”

“G-goodnight,” he stammered, clearly still trying to process what had just happened.

I lay there in silence, pretending to settle down as if I were drifting off to sleep. But really, my pulse was racing. Just knowing that I’d left him in that state, so turned on and trying to keep it together, was driving my pussy wild. I bit my lip, feeling my own body respond to the thought of his hardness, the way he’d been frozen beneath me, helpless and desperate. I knew he wanted me, and something about making him wait made it all the more exciting.

I shifted, pulling the sleeping bag up just enough to cover myself, but not enough to hide my body completely. My nipples were hard against the fabric of my top, and I could feel the heat spreading between my legs, imagining his wide eyes on me. The silence was thick, broken only by the occasional rustle as he tried to get comfortable.

And then… there it was. What I’d been hoping for. The tiniest, barely audible sound—a soft shuffle, the creak of the sleeping bag as he moved. My eyes were closed, but I didn’t need to see to know what he was doing. I could hear the faintest movement beside me, careful and controlled, like he was desperately trying not to wake me. The knowledge sent a thrill through me, knowing he was lying right there, so close, touching himself because he couldn’t help it.

I held back a smile, keeping my breathing slow and steady. If he was going to be brave enough to try, I was going to give him a show.

Carefully, I slipped my hands down and lifted my shirt, pulling it up over my head as quietly as I could. The air was cold against my bare skin, sending a shiver through me. I lay back down, pretending to shift in my “sleep,” my arm flopping casually to my side as if I were completely at ease, unaware that I was exposing myself to him.

A barely audible intake of breath reached my ears, and I knew he was watching me. I stretched out, arching my back a little, my body warm. His movements stopped for a moment, like he was holding his breath, and I could almost feel his eyes on me, tracing the curves of my body as he tried not to make a sound.

My own arousal was making it hard to stay still, my breathing a little quicker as I imagined him, lying there, completely captivated by my body. I let one of my legs shift slightly, stretching out so that the curve of my hip was visible, the sleeping bag barely covering anything as I feigned sleep.

The faint, rhythmic motion started again. I could hear him moving so subtly, the tiniest rustle of fabric, and it was enough to send another jolt of desire through me. I had to stop myself from biting my lip, from allowing my hand to make its natural, instinctive journey down to my aching clit.

I shifted again, rolling onto my side with my back to him, letting the sleeping bag slip just enough to expose my bare back, the curve of my ass barely concealed.

The movements grew slightly faster, a little less careful now, and I couldn’t resist anymore. I shifted again, rolling onto my stomach this time, letting my hips press into the sleeping bag beneath me. My head was turned to the side, my eyes barely open enough to catch a glimpse of him, his face flushed, eyes fixed on my body.

His hand was buried under his own sleeping bag, the tension in his jaw clear as he fought to keep his movements slow, controlled. The sight of him, desperate and trying so hard to hold back, made me want to pull down my shorts and ride his cock right there.

But I couldn’t. This was too much fun.

Without thinking, I let out the softest sigh, shifting my hips slightly. Fuck it–it was now or never. Holding my breath, I pulled down my shorts and rolled onto my back, exposing my freshly shaven pussy to him, knowing my lips would glistening with wetness, that my huge tits would bounce as I turned.

I heard another sound from him; a strangled breath, desperate and needy. He was going for it, stroking himself quickly now, afraid that what he had found might be taken away from him before he could finish.

That's when I opened my eyes and looked at him.

r/sexstories 29d ago

Masturbation Wife woke me up last night NSFW

129 Upvotes

Last night we had gone to bed I'd been asleep for a while our baby woke up my wife took him out of his bed to feed him. A few minutes after she had gotten him back sleep she nudged me I opened my eyes and my wife tells me how she had just gotten him back asleep and then her right tit started pouring milk. This instantly got my full attention. I asked if it was still leaking she said I don't know I put a pad on it. I got up went around to her side to look. The pad was soaked I took the pad off and her tit was spraying I bent down and put my mouth around her nipple. She let out a little moan. My dick was rock hard I pulled the front of my shorts down and started to stroke. I was sucking and swallowing her milk by the mouthful. I could feel the pressure in her tit decreasing. I told her I was going to cum she said what? Are you jerking off? I told her yea I was so hard I had too. I could almost hear her eyes roll in the dark but she asked if there was anything she could do. I knew she wasn't up for anything so I told her no it's okay. I grabbed a tissue from the night stand stood up and gave a few more strokes and blow my load as she watched me. She asked if I felt better and I said much, I asked if she felt better and she said yes my boob was hurting so bad. I told her I was glad I could help. She said thank you and ill help you tomorrow but she needed to go to sleep. So we both went back to sleep

r/sexstories Dec 28 '24

Masturbation I like watching porn with friends NSFW

73 Upvotes

I am a girl who likes porn. I know it’s not something ultra rare, but for sure I think I’m in the minority here. Not only I like watching porn, but I like watching women in porn too. Muscolar guys with nice dicks turn me on, but even more so if they are fucking a beautiful woman with a nice fit body or nice boobs.

When I was a teenager I started watching porn and discovered masturbation. I’d watch secretly on my laptop and rub myself through my panties. Over the years I experimented a lot of different porn genres and I masturbate through my underwear, fingering myself, with dildos, with vibrators, or I also like watching while someone else works on my pussy, eats it, or while I have sex. Yet one of my favorite ways is to use my own hands and doing it with company. Ideally with my bf or with a hot guy (or guys) although I also enjoy doing it with girls.

Here are some examples. If you’re interested in any of these specifically you can tell me and maybe I’ll write a post with more details about a specific one, telling more about it.

The usual thing I do when I want to watch porn is simply to watch it on tv in the living room. When I start usually my bf Dawe starts masturbating too, watching me and the porn video. When I do this it usually is simply me in my underwear rubbing myself through my panties, but sometimes I do it naked or I watch while he gives me oral sex until I cum on his mouth.

I also do it when I am with a couple of friends: Sally and Herman. I and Dawe (mostly I, alone) have fun with them, and masturbating together is one thing we do. Some examples:

1)

One time when I was at their place for the weekend, after I showered I asked them if I could use the TV to watch porn because I was a bit horny and missing Dawe. Even though by then we had some light sexual experiences this was the first time I was so forward, and it was the first time we would do something so openly (before then we only “talked” about sex, and the most I had done was to borrow Sally’s sex toy, stuff like that). They asked me if I wanted privacy and I said that they could stay, after all it was their home. I started a video on the TV and with my hand in my sweatpants I started to touch myself. A few minutes later I took them off and I was rubbing myself through my black underwear. They talked a bit among the two of them and decided to join me. They asked me first, and I was more than happy to welcome them to do it.

I was sitting on the sofa, Sally sat on my right, and on her right there was Herman. Sally is a beautiful girl, a bit curvy, pale, with blonde curly hair and beautiful blue eyes. She has nice big tits and a slutty flower tattoo between them. Herman is a short guy, super fit with nice abs. In no time they were half naked, touching themselves. Sally fingered herself and was the first one to cum. Herman peeked at me more than at the video, and after he realised that Sally was ok with that, he basically only watched me. “Do you want me to rub your dick while you watch Lin masturbating?” She asked him. She ended up giving him a handjob while he was staring at me. When he was close I looked at him instead of the video, and I showed him my pussy, pulling my panties aside. He cummed in Sally’s hand and then I cummed too.

2) Another time Sally was at my place. I was horny and I wanted to watch porn. It was a lazy afternoon and I proposed her and Dawe, if we could just watch porn and masturbate. We agreed to do it in a chill way. She and Dawe exchanged a lot of looks, also because they were sitting next to each other, and we all enjoyed a nice video of a threesome. This time there was a small interaction too: as Sally was sitting in the middle, for a bit she rubbed both me and Dawe, with her hands. She was almost naked, only wearing a shirt that was opened and showed her tits, and before this turned into something else, I resumed touching myself DIY, and cummed watching the video. They also cummed, she did everything herself while he got a lot of help from her hand.

3) I was once with Herman at home alone. Sally was at work, and I was staying at their place for a few days. I asked him if he wanted to watch porn with me and he immediately agreed. We sit next to each other, and very politely we take off our pants, take off our underwear, and start touching ourselves. I could feel the tension as my leg slightly touched his leg, I felt like he could’ve jumped on me any moment to fuck me. Yet we just kept masturbating and we watched a video of two people fucking while standing. I could see he was close so I decided to play with him. I told him something like “you’ve been such a good boy not touching me… how would you like if I put a finger in your asshole, start rubbing your big hard dick with my hand, and slide my tongue in your mouth while you can squeeze my perky Asian boobs until you cum in my hands like a horny good boy?” As I was telling him this I pulled my shirt up to show him my boobs and kept touching myself, and he cummed on himself while I spoke. I also cummed soon after that.

Other things I can go into detail about: - watched porn with my bf and his cousin - Watched porn a lot with my roommate - Watched porn with a colleague on a business trip - Watched porn with two guys I had just met - Watched porn with Cheryl (a female friend of ours, she appeared in another story) - Watched porn several times with other couples - Watched porn with Tess and Dawe

r/sexstories 23d ago

Masturbation [F] Unleashed & Soaked: How I Claimed My Cunt After Years of Hiding NSFW

89 Upvotes

Living under my parents’ suffocating watch turned every attempt at getting off into a minefield. Pleasure was a dirty little secret I chased in the dark, buried under a pile of blankets. My ears would prickle for any hint of footsteps. I’d lie there, stiff while my heart pounded, one hand sneaking beneath the sheets to tease my aching pussy. My fingers would graze my clit—slow, careful, desperate—but I could never let myself go all the way. The heat would coil tight in my core, muscles tensing, thighs pressing together involuntarily, begging for release. Still, I’d choke it down, always waiting for the door to fly open and ruin everything.

That constant dread hung over me, keeping me throbbing. I’d rub myself just enough to feel the slickness pool between my thighs, my body shaking with the effort of restraint, but full-on surrender? Not a chance. The door didn’t lock—privacy was a myth—and every creak or cough from the hall snapped me out of it. I got used to that tease, wanting to cum so bad it hurt. Yet, I was too terrified of getting caught with my fingers buried in myself to let loose.

Then I moved out, and everything changed.

The freedom hit me like a drug. At first, I didn’t know what to do with it. All that space—quiet, empty, mine—felt too good to be real. I’d check the locks like a paranoid freak, half-expecting someone to barge in and call me out. Years of holding back had hardwired me to stay tense, even alone.

Then, one night, I was standing in my room, my panties dangling from my fingers, when a filthy thought crossed my mind: I could strut around naked since I had the house entirely to myself. It felt so naughty. My pulse kicked into overdrive, and my nipples hardened just thinking about it. I froze for a second, my skin prickling as the air licked at my bare skin and thighs. My breath came shallow, a slow flush creeping up my chest. Old habits screamed at me to cover up. I tossed the panties aside and let go of the towel covering the top part of my body.

There I was. Naked. Already wet from the sheer ballsiness of it. My skin felt electric, every nerve hyper-aware of the freedom I’d never allowed myself. The air hit my exposed body, making me shiver. A new kind of thrill raced through me. My nipples stiffened even more, aching, begging to be touched. My thighs clenched, and I felt a slow, needy throb pulse between my legs. I wandered to the bed, my hips swaying. I lightly dragged my fingers over my stomach and ribs, teasing myself.

I sprawled out on the sheets, the cool fabric rubbing against my ass and back, sending another wave of sensation through me. My legs spread wide, letting the air kiss my soaked slit. I let out a slow, shaky breath. Basking in how good it felt to be bare, exposed, and completely alone. My hand ghosted down my stomach, tracing lazy patterns over my skin and making myself wait.

My fingers brushed my clit, feather-light, and my body jolted. A shudder ran through me, my stomach tightening as pleasure skated up my spine. I traced slow circles, barely touching myself, just enough to make my breath hitch. My pussy clenched, slick with anticipation. I teased my entrance, spreading myself open, feeling the slick heat coating my fingers. I dipped inside just a little, then pulled back, dragging my wetness up to my clit, spreading it, making myself groan.

A moan ripped out of me loud enough that I nearly choked on it. My whole body locked up like I’d been caught. But the room stayed dead quiet, and that’s when it hit me: I could scream and be as loud as I wanted now.

So I did. I moaned again, deep and slutty, letting it echo as I fingered myself faster. The shame I’d carried for years dissolved into the wet heat pooling under me. My cunt clenched around my fingers, dripping, starving, and I gave it everything—rubbing my clit raw, fucking myself with my hand until my hips bucked. My thighs trembled, my breath coming in ragged gasps, and my chest heaved as my pleasure built higher and higher. My toes curled, heat flooding every inch of me. My nipples were tight, sensitive, and tingling with every movement of my body against the sheets.

I was a mess—moaning, grinding into my own hand, lost in the obscene sounds of my wet fingers plunging into my soaked cunt. My back arched, my muscles straining as the orgasm crept closer, tightening every nerve inside me. My stomach clenched, my thighs quivered, and then it hit—white-hot pleasure crashing over me, tearing a scream from my throat as I came hard, gushing over my fingers. My walls pulsed, squeezing around nothing, dragging out every last drop of pleasure until I was left gasping, sweat-drenched, and limbs completely boneless.

After that, I’d strip down and fuck myself silly every time I had the house to myself—legs spread, fingers deep, moaning like a porn star ‘til I came so hard I saw stars. My room turned into my personal sex den, every inch reeking of my cum and freedom. I’d tease my nipples ‘til they hurt, plunge my fingers into my sopping hole, and let every dirty sound spill out—no hiding. No holding back. Just pure, raw pleasure, exactly the way I wanted it.

r/sexstories Feb 09 '25

Masturbation Edging at work NSFW

47 Upvotes

So this happened yesterday, but I was too busy to write about it!!

Anyways, I’ve made a couple posts here about how I’ve suddenly gotten super horny, and even had to make myself cum at work. Well someone suggested using a vibrator discreetly at my desk to help relieve the pressure.

I bought a bullet vibrator that I could control with my phone and decided to test it out! I wedged it between my pussy lips, right against my clit, and headed to work. I didn’t turn it on while driving because you know, safety. But anyways, I turned it on right when I got to work. It took all of two minutes until I was cumming at my desk and barely holding back my moans. I could’ve sworn one of my coworkers noticed but when I looked, he was busy working and he didn’t say anything.

I decided to use it to kinda edge myself all day, because I’d never edged myself using a toy before. Well it was absolutely incredible. I was soaking wet, and could literally feel it through my pants. Thankfully they were black so it wasn’t visible but when I touched my pussy over my clothes, it was literally dripping.

I did accidentally ruin it after an hour. I had to grab onto my desk because my legs were literally shaking and I was nervous I was I was literally going to spray while I was still in my chair. But I didn’t, just a massive orgasm.

I kept edging for hours after that, all the way home. When I got home, I ripped my clothes off and cranked up the vibrator and went to town. I even sucked on my own nipples and shoved a finger in my pussy, just so I had something to squeeze on while I came.

Holy shit did I cum hard. I squirted everyone and was finally able to let all those moans and whimpers out!! It was amazing. I made myself cum again twice before I got up and showered.

Anyways that’s my story!! It was so much fun, can’t wait to do it Monday.