What’s your gender? Man
How old are you? 24
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? Boston, MA
Highest education received: College degree (eg., BA, BS)
What’s your occupation? Barista
What’s your current relationship status? Dating casually
Religious affiliation: Christian
How religious are you? A little
What’s your sexual orientation? Mostly heterosexual
How many sexual partners have you had in your life (including oral sex)? 10?
How many hookup stories have you here posted before? None
How long ago did this hookup happen? A year
What was your relationship status at the time? Same as current status
How would you best classify this hookup? Short fling
How long did you know the person before this hookup? For less than 6 months
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? My roomate’s girlfriend is still in college, and she was in town for a summer internship. I started out hanging out with her and her intern friends (and my roommate of course.) it was mostly guys because it was a Comp Sci thing, but there was one other girl, Erin (not her name of course.) She was pretty shy and quiet. Very short and skinny, which is my usual type, and a redhead, which had always been an ambition of mine.
How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? After a couple of hangouts with these interns, they invited me and my roommate to go see the Fourth of July fireworks with them. I had never gone because I don’t really like crowds, but it seemed like fun. I had had my eye on Erin, but I honestly didn’t think I had a chance with her given the gender imbalance among the interns and how much smarter and richer they all were than me. Anyway, over the course of the night we talked a lot more than we had in previous hang-outs, and by the time the fireworks were over she was resting her head in my lap. The trains were a mess, and my apartment was on the other side of the city, and I told her how much it was going to suck having to open the cafe the next morning, since it was going to take forever to get home. She suggested I sleep at her place, which was both walkable from the fireworks and closer to where I worked. I wasn’t sure she was offering anything other than her couch, but when we got back to her apartment she made it pretty obvious what she meant.
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? She continued being shy and coy, like she was trying to seduce me, but seducing people was something she’d only seen in movies and she also wasn’t quite sure of herself. She told me to look away, then said I could look now and she was only wearing a pair of pink panties. Then she sat down on the bed and took off my shirt and we started kissing and touching each other, all above the belt though. She told me she’d wanted me since she first saw me, which made me feel really good about myself cause I’m not the sort of guy who normally gets told that. After a while I went for her underwear, but she told me to wait, so we just kept making out. Finally, after what seemed like forever, she slid my hand into her panties.
While I was working down there, she told me she didn’t want to go “all the way” with me tonight- those are the words she used, which made me aware all of a sudden that she was, though legally an adult, also technically still a teenager. I told her that was fine, and she started undoing my pants.
She proceeded to give me a very enthusiastic but also clearly unpracticed blowjob. I directed her as best I could, even demonstrating what I wanted her to do with her hands. She pulled out as I was about to cum, and I ended up cumming on her breasts.
After we cleaned up I offered to reciprocate, but she declined. We feel asleep shortly thereafter.
How sexually satisfying was this hookup? Very
Did you have an orgasm? Yes, one
Did your partner have an orgasm? No
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? A wonderful summer fling ensued. Through the rest of her internship we saw each other several times. Never had penetrative sex, I later found out she was a virgin and didn’t want to lose it except with someone she was serious about.
What precautions did you take to prevent STIs and pregnancy? (Check all that apply) No penetrative sex happened
What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Hoping or expecting it would lead to something more, To feel better about myself, To feel more desirable, To feel more confident
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? Somewhat
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 roommate, who told his girlfriend, and soon everyone knew. I imagine she told people as well.
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? I’d never been the “older man” before. I felt very desired.
What was the WORST thing about this hookup? It was not a very good blowjob.
Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? It gave me a lot of confidence.
All things considered, how POSITIVE was this experience? Very positive
All things considered, how NEGATIVE was this experience? A little negative
Anything else you want to add about this hookup? We still talk from time to time. I think this fling will be a treasured memory for both of us.
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’d like to see casual sex less stigmatized for women, and the desire not to have it less stigmatized for men.
What do you think about the Casual Sex Project? I think it’s awesome. I love reading about other people’s experiences.
You have a hookup story to share? Submit it here!