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What’s your gender? Man
How old are you? 26
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
What’s your sexual orientation? Heterosexual
How many sexual partners have you had in your life (including oral sex)? Less than 20
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? She was tanned skin, long black hair, a bit on the chubby side, but had massive DD breasts. I swiped her over Tinder, and her profile only had a picture of her breasts in a low cut top. I matched with her, started chatting her up, and we agreed to meet up for lunch.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? At lunch, she came wearing a tight summer dress that flowed freely with her breasts popping out. She told me that she liked to show them off – especially when there was a table of older guys next to us who couldn’t stop staring at them. I had a boner instantly as I wanted to fuck them. The conversation turned sexual really quick. She was telling me how she had a ‘sex-to-do-list’ and how she keeps track of every guy she’s had sex with. She was surprised when we exchanged numbers that I didn’t send her a picture of my dick, but maybe that’s what intrigued her. One of her bucket list of sex items was to have sex in a hotel window where everyone can see what was happening. I took that upon myself to look up hotels close by, and we quickly ate and left.

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, I pinned her against the wall and started making out with her. Once we got into the room, I stripped off her clothes while making out with her and slowly started fingering her, making her wet. She was moaning, and her breath was quickening. She was getting turned on, and she stopped me and quickly laid me back and made her way down my body and started giving me a blowjob. She was really good as she used a mixture of using her tongue over my shaft and licking my balls. At this point, she was just in her bra and thong. I quickly took them off revealing these huge knockers bouncing out.

I went to work on them, swirling and gently biting her nipple as the other hand massaged the other. I wanted to fuck her tits so badly, but I was super close to cumming from the blow job and the excitement of everything. I took a quick second and made her press her breasts together around my cock, and I began to tit fuck her until I erupted all over her chest.

She got cleaned up, and we laid in bed together until I got hard again. She began slowly stroking me until I was ready for round two. This time, I wanted to fuck her pussy, and we still needed to cross off her bucket list. I bent her over a chair that was close by the window, and I opened the curtains up. We could see the other apartment building next to our hotel, and I began pounding her tight pussy until she was moaning and couldn’t take it anymore. I’m pretty sure someone was able to see us from the building next door. It added to the excitement of it.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, more than one

Did your partner have an orgasm? Yes, one

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? She stayed the night, and the next morning we fucked again until I dropped her off at her place. We tried to arrange another time to meet up, but she was going away for the summer holidays, and I ended up losing her number.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) Condoms, IUD (Intrauterine device)

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Learning new things, experimenting, Power / Dominance

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? I told my buddy, and he laughed and gave me a high-five.

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? Fucking her huge tits.

What was the WORST thing about this hookup? I lost her number.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? I think it’s great. At the time, I was still fairly new to a lot of things, and I just wanted more experience as well.

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? I think it’s great

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