So I (31M) was probably 23 around this time. I was out of town at a friend’s wedding. It was more of a family attended wedding, he had some beautiful cousins I for sure was eye fucking constantly. But he is kinda like family to me, so I didn’t try pursuing anything with them.
But after seeing beautiful women dancing in tight dresses all night, and being more than several cocktails in, my hips were aching to pound something. So I get back to my hotel and unfortunately the hotel bar is basically empty, and nothing waiting to be picked up there.
I get back to my room and think, let me take a shot at Tinder. It’s late, almost 1am at this point, so my chances were probably less than 5% of landing anything more than some text back and forth, let alone some pussy.
I start swiping, and I’m swiping anything and everything. Young, old, 300lbs, black, latin. If it has a pussy, I’m ready to pound it. After about 20 minutes I kinda give up and jump in the shower. But while in the shower I hear that magical Tinder notification ring, so I jump out and grab my phone and I actually had a match.
So I type up a completely honest message. I basically said, I’m only here for the night. I have a hotel room. I’m looking for nothing more than to fuck someone’s brains out.
She quickly replied, “I could be interested…”
I was stunned reading that message. I mean this was a half court, maybe a full court prayer of a shot, and it’s tracking toward the goal.
So I tried to play it cool and, said “I don’t like being teased, I like being in control, so it’s a yes or no.”
She quickly replied, “Yes. I’m at a party right now, I can stop by in an hour.” Of course I did have to do some due diligence, and asked if she was clean. She said she was, and asked if I was. I said “yep, and glad you’re clean, I prefer going raw, and pulling out is never an option.”
She replied, “I fucking love creampies.”
So I sent her the hotel and room number and went back to the shower.
After I got out, I was honestly getting nervous. It’s always a bit of the unknown with a stranger. You’re incredibly horny, but also it’s some random person you’re about to be inside of. There is a lot of risk that comes with it.
About 45 minutes later I was on my computer doing some stuff when she messaged me saying she was out front of the hotel, but the doors were locked for the night.
So I head down in my sweat pants and shirt and go down. The night front desk guy just kind of looks at me, and I say I have a guest that can’t get in. He says in a slight annoyed voice “Our doors lock at midnight, you need a card to get in. But if you hit the button over there the doors will open.”
So I walk over and hit the button and it felt like a damn movie scene. The doors start sliding open and standing there is a cute as hell girl. Short no more than 5’1. Very Sabrina Carpenter look, but with some fluff on her. Imagine if Sabrina put on about 30lbs. Not fat, just more rounded and fluffier.
She’s wearing tight skinny jeans, a white top with some jewels on it and some Uggs on. She shyly says Hi and I hug her and we start walking back. The front desk guy just kinda gives me a look, the “I know what is about to happen” look. I shoot him a quick look of “politely fuck off, my guy”
We get in the elevator and have some small talk, she tells me about the party she was at. Then we get the room and I just have the desk lamp on and music playing on my laptop. Maids had been there during the day so the beds were made perfectly still.
I walk over and sit at the desk and change the music while she leans against the dresser and continues awkwardly filling the air with small talk. She is kinda rambling on about nothing for a few minutes.
So I turn and say, “Are you a nervous talker?” She giggles and looks a little embarrassed, and says “Oh my gosh, I’m so sorry, yeah I’m. I’m a little buzzed still and really horny, but also I’ve never really done anything like this, so I don’t really know what to do, or how to start.”
I just laughed and said “It’s all good, no need to be nervous, how about this”. I get up and slip my shoes off then pull my shirt off and set it on the desk then I dropped my sweat pants to the ground, walk over the to corner of the bed and sit on it with my dick hanging over the edge. Then I said “how about you start by sucking on this” as I’m stroking myself.
She quietly says okay while bitting her lip. She slips her shoes off and then does something I didn’t expect. She drops on all fours and crawls over putting her head at the level of the bed and takes me in her mouth.
It was really fucking sexy. In doing so her pants pull down a bit and her black thong was poking out from below. I could see it start to run down between her cheeks before her jeans blocked the view.
She was really good, no hands still on all fours just slurping up and down me. She would suck me in and out a couple times then dip her head and run her tongue up and down the sides and underneath. I just put my hand on her head basically petting her hair and slowly pushing her head down as she went down, just light little helping hands, but enough to let her know I have control.
She even put her tongue right under the tip and wiggled it back and forth my frenulum. If you’ve had that done you know it’s such a great sensation. It’s almost like a warm vibration pulses through your body.
My eyes rolled back and I leaned my head back and let out this loud moan. I couldn’t help it, the taboo of the moment being in a hotel and this random girl swirling her tongue on my frenulum made me just want to let loose.
She loved it and started moaning and saying “Mhmm you like that baby?” As she was sucking me again. I then felt her hands run up my legs and she grabbed onto my thighs and scooted her self closer, she really started bobbing her head faster. She reached one hand under and cupped my balls. Rolling them in her fingers back and forth.
She then slowed and I grabbed her hair and pulled her head back and I said, “I want to kiss you so bad.” We dove into each other. We skipped just peck kissing, we both went in mouth open, tongues pushing deep into each other’s mouth. She wrapped her hand around my cock and was slow stroking it while we kissed.
I finally put my arms around her waist and pulled her up more, then I grabbed her shirt and pulled it up and off. While saying “get these clothes off”. As I was throwing her shirt she quickly undid her bra revealing small cute round tits.
She stood and I quickly undid her jeans button and reached in the sides of her pants with my thumbs and grabbed her jeans and her thong and pulled them down together. She stepped out of her jeans and I stood up and said get on the bed.
She quickly crawled to the middle of the bed perfectly made bed and laid her head on the pillow. I was on her fast and she spread her legs reaching up and grabbing my face to kiss me. I reached down and found her pussy and slowly slid in. We wasted no time.
She let out a small little gasp each time I pushed in and pulled out little by little going deeper and deeper loosening her up. The sensation was amazing, but also to me sex on top of the comforters is the best. You don’t have sheets in the way, it’s just a platform for your naked bodies to be one. I love it.
After about 30 sec I started to pick up pace and pounding into her. She kept getting louder and louder digging her nails into my shoulders. Then she threw her head back into the pillow and put her arm over her mouth and I felt her pussy tighten around my cock, so I tried my best to change nothing, I kept my same angle and pace. Then I heard her let out this muffled scream and I thought she was going to cut my dick off with how tight her pussy got. It was pulsating in and out of gripping my cock then loosening then tightening again.
Once I could tell her was coming down from her orgasm I slowed a bit. She kept her hand over her mouth and gave me a bit of an embarrassed look, I asked if she was okay and she said she was sorry, she cums super easy from penetration, and cums a lot.
I laughed and said, “girl there is NOTHING to be sorry for, you have a super power, most girls can’t do that.”
She moved her arm from covering her face and gave a big relieved smile. Then kissed me as I was still slowly sliding in and out of her. She pulled back and looked me in the eyes and said, “Good, cause I’ll probably cum a couple more times. But now it’s your turn, use me however you want, I want that creampie I was promised.”
At this point all nerves were gone, we were connecting really well, we had already hit the comfort level of being playful and open during sex and not taking it so serious. Everything fell away and we both were super into it.
So I said, “I like the sound of that, but maybe I’m not done giving you orgasms first?” I gave a little smirk as I took her legs and put them over my shoulders and sat back on my heels, I then gripped my hands where her upper thighs and waist meet and start pounding into her.
Her little round tits were bouncing wildly around, she reached her hands out gripping the sheets, and her eyes got wide while she opened her mouth wanting to speak but couldn’t. It was pure shock and pleasure. She felt incredible, her petite 5’1 body in my hands, I felt like I could break her in half. Like she was my little fuck doll.
I talked her thought it and told her just let it go, don’t hold anything back. And boy did she, legit thought we would get a noise complaint. She was letting out these moan/screams of pleasure.
I was so deep I would feel her cervix against the tip of my cock. Then her hands quickly let go of the sheets and tightly gripped to my arms digging her nails in. I felt her starting to tighten again, I didn’t stop, I just keep using her tight little hole. Legs over my shoulders, my balls slapping against her asshole.
Then she came over and over, just a long rolling orgasm. I just kept slamming my hips into her harder and harder, leaning forward more and more till she was basically folded in half getting her pussy wrecked.
I could feel her shaking below me. Once she was coming down a bit, I slid her legs off my shoulders and I laid on her, resting my head on her shoulder kissing her neck.
I could feel her pulsating and vibrating below me, and I whispered in her ear, “my turn”. She loved that and wrapped herself around me. I started thrusting faster and faster finding the exact angle I needed.
She started begging me to come in her. “I want it so bad. Please. Please cum in me. I need it. I need it so bad.”
So I started talking dirty back saying, “That’s my good girl, take it all, milk that cock. I’m gonna fill you up. You deserve all this cum baby girl.”
By this point her pussy was soaked, so between the feeling of her wrapped around me, her begging in my ear, and the sound of her wet pussy being pounded, along with the freeing taboo feeling of being on top of this bed in a random hotel room, I hit my breaking point.
I started a deep almost animalistic moan/growl. It felt primal. Everything melted away and I just unleashed load after load into her. I could feel the warmth of my own cum spreading inside her and I kept thrusting. As I came she started to have her 3rd orgasm.
I keep pounding until there was nothing left, she milked me until the last drop and then some. I finally slowed to a stop and she was literally shaking. She was panting and still softly moaning. I slowly pulled out and proudly looked at my work. She pussy was glistening from her juices and my cum was streaming out of her down her asshole and on to the bed.
Her legs were quivering, she just laid there warn out. She finally calm down and smiled at me saying she legit couldn’t walk. Her legs were still vibrating. Then she said “Well I didn’t expect this when I saw I had a match on Tinder earlier” and we both laughed.
We ended up laying there for an hour talking and hanging out listening to music. She finally said, “Well I should probably go, but… first you want to do it again before I do?” I looked at her kinda in shock, and said, “Can your body handle another round??”
She laughed and said, “I could go all night, I could probably cum 10 times and still want more.” So I told her, I’m pretty warn out but if you can get me hard again, I’m game.
She accepted the challenge and slide down and took my soft cock in her mouth. I honestly didn’t think I’d fully get back up but god did she know how to suck. There was just so much variety to her style and so much passion. I was about half hard when she said how much she fucking loves to feel a cock get hard in her mouth.
Hearing that got me to fully hard. She quickly moved her short little self on top and slide down on me. Her pussy was still so hot and warm. She put her hands on my chest and started grinding on me thrusting her hips forward and back. My cock was so deep in her it was slide past her cervix into the little area past it.
It wasn’t 30 sec before her fingers gripped my chest hair and her pussy started clinching around my cock. And she was letting loose on top of me.
She quickly slide down and laid her body on mine, then she repositioned her legs a bit and started basically twerking on me.
Sliding up and down on my shaft. My eyes rolled back in my head. It was an incredible sensation. Just laying back and letting her take care of me.
Just like her blowjob skills she varied from fast to slow, mixing it up every minute or so. After about 5 minutes I felt myself getting close. She sped up and kept going and started her little cum begging again. Whispering how she needed my cum inside her again.
I didn’t even try to hold back and soon as she asked for my cum I gave it to her, the sensation was completely different this time too. It wasn’t my own hips deciding how hard I came, it was her. She sped up and took complete control over my orgasm.
It’s an incredible feeling having a girl want you to cum in her, but it’s a completely different feeling when she takes control and rides you harder as you cum, amping your orgasm up to 10. You can’t slow if you get too sensitive, you just hold on and give up any sort of control over your orgasm.
I finally had to beg her to slow down, I thought I was going to pass out if she didn’t. I gripped her ass cheeks and pulled them apart causing my dick to slide out and my cum to drip out of her on to my dick.
She rolled off me and went down and started licking it all up. It was so hot watching her slowly suck me and clean up my cum from the base of my cock.
Finally she rolled on her back and just kinda collapsed in exhaustion. We hung out for another 30 minutes before we both got up and dressed. I asked if she wanted to stay so we could have another round or two in the morning but she had to get home.
But we exchanged numbers in case I was ever back, then we kissed for probably another 10 minutes before she left.
Hotel hookups and hotel sex is truly my favorite, luckily I’ve had many experiences in them. I’ll write up some more hooks up I’ve had. Maybe even my first time with a Vegas escort too.