Unexpected Foreplay with Friend

by John Doe

What’s your gender? Man
How old are you? 22
What’s your race/ethnicity?
What continent do you live on? Asia
What country and/or city do you live in? Delhi
Highest education received: Post-graduate degree (currently pursuing)
What’s your occupation? You could say I’m a lawyer
What’s your current relationship status? Single
Religious affiliation: Agnostic
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)? 5
How many hookup stories have you here posted before? 0

Unexpected Foreplay with Friend

How long ago did this hookup happen? 2 years

What was your relationship status at the time? Dating casually

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

How long did you know the person before this hookup? For 1 to 3 years

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 met her at one of the job interviews during my first job hunt; there wasn’t much talking, neither did we exchange contacts. Months later, it turned out we both got the same job at the same office, thence we were colleagues. Got assigned to the same client as well, thus grew our friendship.
Shortly after, I had to leave for another job but stayed in touch with my old colleagues, mostly her. We had developed quite a relationship so I knew her pretty well. I even guided her through her relationships and breakups.
She was one of those girls who could be really pretty if they wanted to be, but wouldn’t earn a second glance in day to day. I’d never thought of being romantically involved with her but there was a mutual respect and attraction I guess. I won’t deny it, the thought of hooking up with her did occupy my mind for a while.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? So she was depressed about a recent breakup. I had just moved to a new place and wanted some company, weekends got really lonely living by myself. So one such weekend, we planned to meet for drinks at my place, just drinks.

I picked her up, we went to my place, talked for a while. I run out to get some beer and snacks. I come back home and find her napping, wrapped up in the blanket (I hadn’t been out for that long). She says she just wants to get some rest. I had just moved in so provisions were scarce, I had just the one blanket. Having nothing else to do, I switch off the lights and ask her if I could join her in the blanket. She says yes.

That was when it crossed my mind that this could be leading somewhere. We were already snuggling. Her heavy winter clothing was really uncomfortable so with a little persuasion, she ends up in a cropped top with my hand covering her exposed belly. We were both wide awake by then, just pretending to be asleep. Some twists and turns later I find that she’s breathing heavily as well and I go in for the kiss.

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 seemed relieved that I had kissed her at last and we were at it passionately. I further pushed my luck and tugged at her bra which she took off herself, much to my joy and surprise. I was the first she’d gone with this far, that was an added kick.
She didn’t wanna have sex so I didn’t push it but we were at it on all the other stuff possible. We were both of us lost in the heat of it. Maybe after two hours of all this, we part to catch our breath, have a few beers (I did at least) and then we were at it again. I gave her one of my own boxers to wear in bed and that’s all that she wore till 7 hours later when she decided that it was the latest she could stay without getting in trouble. She canceled all other plans she had that day and when we were done I dropped her home.

How sexually satisfying was this hookup? Very

Did you have an orgasm? No, but I was close

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 got serious. Too serious. It turns out she had a huge crush on me earlier. I wanted to be there for her and not hurt her if I could help it. I absolutely couldn’t. I wanted to see her again but she got into another relationship and says she’s been over me for too long now.
It seems unlikely that I’ll ever see her again. Though we have mutual friends so might stay in touch through that circle.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) None

What were your motives for this hookup? Fun, pleasure, horniness, Learning new things, experimenting, Just happened, I don’t know why, just went along with it

How intoxicated were you? Small amount of alcohol or drugs, not enough to feel it

What substances did you consume? Alcohol

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

How wanted was this hookup for you at the time? I don’t know / I’m not sure

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

How wanted was this hookup for your partner at the time? I don’t know / I’m not sure

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 knows. And we both agreed to keep it that way.

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? Somewhat

Did your partner get emotionally hurt as a result of this hookup? Very

Do you regret this hookup? A little bit

Why do you regret this hookup? If things had maybe taken a different turn, the relationship could’ve been salvaged. We might have even dated.

What was the BEST thing about this hookup? It was our first time for a pretty much everything below the neck. So yeah, it’s memorable.

What was the WORST thing about this hookup? I didn’t realize the hurt part.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? Yes, somewhat.

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

All things considered, how NEGATIVE was this experience? A little 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? It’s great, just don’t do it with people who might be looking to date you.

What do you think about the Casual Sex Project? No thoughts really. Maybe I’m writing this for my own catharsis. Feels good to share though.

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