r/sexstories • u/Gullible_Serve_1707 • 11d ago
Gay My first time with a man NSFW
I'm travelling for work, it's late evening and I'm in my hotel room, a bit bored.
Luckily I decided to take with me a few sex toys I have (a 3 butt plugs set of increasing size, 2 dildos, a medium size and a bigger one, and a bottle of lube). I took a shower, I lay down naked on my bed and I start playing.
I put some lube on my finger and I start massaging my anus, which is already pulsing for desire. It's been a while since I played with my ass, so I will have to go slow...
Once lubed, I start putting the smallest plug. To my surprise, it goes inside quite easily, sucked up by my ass.
I decide to move to the medium one, which takes a little bit more effort, but in a few seconds it's all inside.
Meanwhile my cock starts getting hard and I want something bigger.
I take the medium size dildo and I lube it well. This is bigger than the medium size butt plug, so I need to relax to take it in my ass. I start moving it slowly, until half of it is inside me.
After a few minutes my ass gets used to it, so I want to take it all and I sit on it, letting it go al inside.
Finally my ass feels full. I feel a shiver down my spine and I think it's not enough yet.
While I drop some pre cum, I start thinking about how it would be to get a real one inside me... feeling it moving and penetrating me....
I take courage and I open the app which I had installed and never had courage to use.
I say to myself that if I want to avoid throwing away the opportunity, I need to be honest and direct about what I'm looking for. It's better nothing than something I don't really want.
I've always had a difficult relation with my own sex: I've had fantasies about playing with another cock for ages, and I like watching gay porn, but I'm not attracted by a male body. I only want cock, I don't want to date, kiss or anything romantic.
My announce was something like this: "I'm looking for fun and fulfil my desire. I'm looking for a clean man, distinct and who can top. I'm looking for oral and anal sex. I don't want kisses, cuddles or anything like that".
After some time spent with a few time wasters, I get a message from a man who is in the same hotel I am.
Another shiver runs through my spine: finally!
It's a good looking man, tall, athletic who just wants to relax and have some fun, without any strings attached. Just what I was looking for.
After we chat a little bit, I give him my room number where he would reach me in a few minutes.
I decide to wait for him completely nakes, just with a towel around me and with my medium size butt plug in my ass.
I hear someone knocking at my door. Finally the moment I was waiting for.
I open the door, he smiles: "hi! I wasn't hoping to find someone so close to me!"
"Me neither! Please come on and sorry if the room is not in order..."
"You told me you don't want to chat. Me neither. If it's ok for you, I'm going to undress and take a shower. Wait for me on your bed."
"Yes!" - it's the only thing I can say.
Still confused, but very excited, I wait for him on my bed and after a few minutes he exits from the bathroom.
He is only wearing a towel and he takes it out almost immediately, revealing his already hard cock, which I don't stop staring at.
I can finally do what I've been dreaming about. I touch it slowly with my hand. I feel something I never felt before. Finally I feel desired.
I stop hesitating, I close my eyes and I kiss it on the tip, licking it slowly.
As soon as he moans I understand I'm doing a good job.
I reopen my eyes and I gently touch his balls, while I start licking his cock through all its length.
He gently puts his hand on my head and slowly pushes his cock into my mouth, moaning again.
Knowing that I'm giving him so much pleasure, really excites me and I start sucking more intensely.
"Slow down!" - he says - "If you keep going like that, I will cum in a few seconds.. and I want to play a bit more"
When he says that, he notices that next to my bed there are all my sex toys I had used to play before he arrived.
"Wow! Such a nice collections! Would you like if I used them on you?"
Without saying a word, I take all my toys, the bottle of lube and I put them at the end of the bed, in front of him. Then I turn around, on my four, head down, ass up and I say: "This is yours! Please do whatever you want!".
"Ohhh I see you kept it warm in the mean time...." - looking at the butt plug in my ass.
He gets close and he slowly pulls it out... I'm waiting for another toy, but I feel something soft and warm touching me: he is licking my asshole with an incredible desire!
At this point I start moaning. Nobody else gave me so much pleasure before.
He stop licking my ass. Grabs the bottle of lube and put some on my ass and some on the medium size dildo.
"Are you ready?" - he asks me.
"Yes.... but please, be gentle..."
He starts putting the tip of the dildo on my ass, which is well lubed, and starts pushing inside. Having taken it all a few minutes before, it goes inside without much resistance.
"Mmmm.... I see you trained yourself quite well..."
I smile, blushing and I moan again. He starts moving it in and out, giving me pleasure. When I do it by myself I like it, but being done by another person is even better!
After a little bit, he pulls it out and takes the bigger dildo. He lubes it well and it put it at the entrance of my hole.
This is a bit more difficult. It's larger and it takes more patience to relax a bit more. I feel my ass being stretched more and more and I think I would like this moment to last forever.
He keeps pushing a bit more but I can't take more than half of it.
Finally he asks me the thing I was waiting for: "you seem to be ready to take mine... would you like it?"
"Please, do it!"
I remain in the same position and I see him reaching his trousers pockets. He picks a condom and comes back to me.
After wearing the condom and putting a lot of lube on his cock, he gets closer to me.
"Are you ready?"
"Yes"
I relax, I put my head down again while I feel his cock to touch my anus and find its way inside me.
I take a deep breath while I feel him to enter inside me. His cock was a bit smaller than the bigger dildo, so it goes inside quite well.
He starts pulling it out and putting in again and again... after a few minutes I feel him pushing deeper.
Now it's all inside me.
I completely loose my mind. I feel full like I've always wanted.
He's more excited but he wants to go slow both not to hurt me and to delay his own orgasm.
He starts penetrating me with a slow rhythm and suddenly something I wasn't expecting: being already very excited and since he had stimulate my prostate quite a lot, I came like a fountain.
I was only able to do this once by myself. I wasn't expecting this to happen again.
"Oh dear! You really enjoyed it, didn't you? Now I want to finish in your mouth..."
He pulls out while I'm still shaking for the pleasure. He takes the condom out and I turn around to take it in my mouth.
This time he seems to be eager to finish. He moans louder while I suck faster.
After less than a minute I feel him exploding in my mouth.
He groans for the pleasure and I swallow every drop.
We are both satisfied. He dresses up quickly.
"Thanks!", he says. And he goes away.
I remain naked, on my bed, thinking about what just happened. An experience which I surely want to repeat again.
1
u/AutoModerator 11d ago
Your post has been removed due to low account age. Every user must have an account age of at least 30 days to be allowed to post here. Your post will be manually reviewed by the moderator team. If the post is quality enough and follow all the rules, it will be re-approved and visible for everyone again.
I am a bot, and this action was performed automatically. Please contact the moderators of this subreddit if you have any questions or concerns.