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What’s your gender? Man
How old are you? 25
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
Highest education received: College degree (eg., BA, BS)
What’s your current relationship status? Single
How many sexual partners have you had in your life (including oral sex)? 10+
How many hookup stories have you here posted before? 0

Hotel Girl

How long ago did this hookup happen? 2 years ago

What was your relationship status at the time? Single

How would you best classify this hookup? One-night stand

How long did you know the person before this hookup? For less than a week

Tell us about your PARTNER(S). What did they look like? How well did you know them, had you hooked up before? How/Where did you meet them? How did you feel about them before the hookup? I matched with her over tinder. No other photos were available except a picture of her huge breasts clearly shown through a revealing dress. They were massive. I chatted her up and started complimenting her and we agreed to meet up for lunch later on that week.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I went early and waited for her. The hostess led her to the table and I was admiring those huge knockers of her as she was walking towards more. She wore a striped sundress, revealing her tits. She was a bit chubby, but not overweight. Had tanned skin, long black hair. She gave me a hug and I can feel my dick starting to rise as her breasts pressed up against my chest. We sat down, and all I can stare at with her breasts, and all I can think about was how I wanted to fuck her. She must’ve gotten the hint, as the conversation turned sexual. Her telling me how she had a list of her sexual conquests, and how she had a bucket-list of things to do. One of them was ‘fucking in hotel window’ for everyone to see. I took that as a hint and started looking up hotels nearby so we can go to. We quickly ate and went to a hotel nearby.

What happened DURING the hookup? What sexual behaviors took place (e.g., oral, vaginal, anal, kinky stuff)? How did you feel during it? How did they behave toward you? Were they a good lover? What did you talk about? How did it end?

In the elevator of the hotel, I pushed her against the wall and started making out with her. My hands were roaming over her body and ass as she slowly started rubbing my dick through my pants. Once in the room, we stripped naked, and I unclipped her bra revealing those massive tits falling out. I quickly went to them, flicking my tongue over the nipple while caressing the other. Her soft moans filled the room as I was turning her on. They were so big that my hand barely could cup them. While giving attention to them, my free hand started to roam down to her pussy. I gently started fingering her as I can feel her getting wet. She was getting so turned on, that she stopped me, and went straight to my dick blowing me. Probably one of the best blowjobs I had. She went from licking my ball sack to going to the tip and back again. I was in ecstasy. I couldn’t handle it anymore. I laid on my back, and she got on top of me. I wanted to see her tits going up and down as I started fucking her cowgirl. Every now and then I’d grab her tits and she’d leaned forward and suffocated me with them.

At one point I turned her around, and started fucking her doggy. I slapped her ass, and she moaned with each push as I went deeper and deeper into her tight pussy. She had an orgasm, and soon after I was close as well. I sat at the edge of the bed, and she got on her knees, and quickly took my cock between her breasts and began to tit-fuck me. I couldn’t hold it any longer, and I exploded all over them. We rested for a bit, until round two, where I fulfilled her bucket list of pressing her up against the hotel window and fucking her. I hope people saw; it was a hot scene.

She left some stuff at her place, so after a while, we went out to eat again, and then stopped by her place, where she got a bag full of toys. Mostly vibrators. We fucked all night, and I made her orgasm again as I fingered her and placed the vibrator over her clit.

What happened AFTER the hookup? How did you feel about it the next day? What are/were your expectations/hopes for the future with this person? How do you feel about them now? I dropped her off at her place the next morning. I asked to continue this ongoing, but she was going to backpack for the summer in a weeks time. It ended with her blowing me in the car and me cumming in her mouth as she sucked me off, and left it at that.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) Condoms, Birth control pill / patch / ring / injection / implant

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s)

How intoxicated were you? Not at all (no alcohol or drugs)

How intoxicated was your partner? Not at all (no alcohol or drugs)

How wanted was this hookup for you at the time? Very

Did you consent to this hookup at the time? I gave enthusiastic consent

How wanted was this hookup for your partner at the time? Very

Did your partner(s) consent to this hookup? They gave enthusiastic consent

To whom did you talk about the hookup? How did they react? My best friend. He was shocked that it happened so quickly but was proud.

How would you best summarize people’s reactions about this hookup? Relatively positive

Did you get emotionally hurt as a result of this hookup? Not at all

Did your partner get emotionally hurt as a result of this hookup? I don’t know / I’m not sure

Do you regret this hookup? Not at all

What was the BEST thing about this hookup? Exploding all over her massive tits, and the blowjobs.

What was the WORST thing about this hookup? That I couldn’t get to fuck her again.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? I’ve become more open to casual sex and began having my own sexual bucket-list.

All things considered, how POSITIVE was this experience? Fairly positive

All things considered, how NEGATIVE was this experience? Not at all negative

What do you think about the Casual Sex Project? Great jacking off material. Good to read others’ stories.

You have a hookup story to share? Submit it here!