by Jack
What’s your gender? Man
How old are you? 36
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? East Coast, USA
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
What’s your current relationship status? Engaged/Married (monogamous)
Religious affiliation:
How religious are you? Not at all
What’s your sexual orientation? Heterosexual
How many sexual partners have you had in your life (including oral sex)? 20ish
How many hookup stories have you here posted before? 0
19 Year Old From Tinder
How long ago did this hookup happen? last night
What was your relationship status at the time? Same as current status
How would you best classify this hookup? One-night stand
How long did you know the person before this hookup? Just met that day
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? Maggie and I matched on Tinder. She was 5’11” (I’m 6’2″) and looked good in her profile pics. It took a little convincing to get her to come to my hotel, and she was really nervous when she arrived. It was late, and the courtyard area by the pool was deserted, so we sat out there for a while and had a few beers. She started to loosen up a little bit but was still really shy and kind of nervous. After a little while, I suggested we go into my room, and she agreed.
How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? We sat on the bed for a while, talking some more. We both finished our beers, and I asked if she wanted to get started, and she said yes.
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? We kissed for a while, on the mouth and up and down each other’s necks and faces. She was wearing a white dress with buttons down the front and no bra. I unbuttoned her dress and started rubbing/kissing her nipples, as well as running my hands up and down her stomach, legs, and pussy. She started grabbing for my cock, and I rubbed it on her clit for a while as we continued to kiss. She started moaning, and I spent some time fingering her and rubbing her clit.
At that point, we got fully undressed. I stood up to take off my underwear, and she was lying lengthwise across the bed. I asked if she wanted to suck my cock and she said yes, so I went around the side of the bed where her head was hanging over the edge and slipped it in her mouth. I eased it in at first, but I soon had all 7″ in her mouth, and due to the angle, she wasn’t gagging at all. I could have done this all night but I didn’t want to cum. I took my cock out of her mouth and dipped my balls in. She slurped on them enthusiastically while I recovered a bit, then slipped my dick back in. I held either side of her head, and gave her a slow, gentle face fucking. After a while, I released my grip on her head and turned my attention to fingering her pussy. I leaned forward to eat her out, and my dick slipped out of her mouth. I spent a couple of minutes aggressively eating and fingering her pussy, and after a couple of minutes of that, she came.
Once she came, I was on my knees on the bed, and she went back to sucking my cock. She was deep throating it again, and I laid back on the bed and she kept sucking. Her dick sucking skills were awesome. I asked if she was ready to fuck and she said yes. She wanted to do missionary.
I wish she were as good at fucking as she was sucking dick. During sex, she wasn’t very active or vocal. I was talking to her, trying to switch it up and find a rhythm she was comfortable with, but she wasn’t communicating the way a more experienced partner might have. I sort of gave up, pulled her legs up to get a good angle of attack, and just hammered away until I came. I had a strong orgasm, and I felt bad because after I took charge and started pounded her. She was pretty close to cumming, but I finished before she could.
How sexually satisfying was this hookup? Somewhat
Did you have an orgasm? Yes, 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? We cuddled for a couple of minutes, but she left pretty quickly after. It was too late at night for a second round. I think she was a little embarrassed about the whole thing. From my perspective, I got some pretty exceptional head from a hot 19 year old, and didn’t really care that the sex wasn’t that great. We went from “hello” to “balls in mouth” in about an hour, and I’ll never see or talk to her again.
What precautions did you take to prevent STIs and pregnancy? (Check all that apply) Condoms
What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Learning new things, experimenting, Power / Dominance, It was easy / convenient
How intoxicated were you? A little tipsy/high
What substances did you consume? Alcohol
How intoxicated was your partner? A little tipsy/high
What substances did your partner(s) consume? Alcohol
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? No one.
How would you best summarize people’s reactions about this hookup? I didn’t tell anyone
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? Getting really good head from a hot, tall 19 year old.
What was the WORST thing about this hookup? She was shy and passive once we started fucking.
All things considered, how POSITIVE was this experience? Fairly positive
All things considered, how NEGATIVE was this experience? Not at all negative
What are your thoughts on casual sex more generally, the role it has played in your life, and/or its role in society? What would you like to see changed in that regard? I plan to have more casual sex in the future.
What do you think about the Casual Sex Project? I love reading the stories.
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