Just Ask

by Sam

What’s your gender? Man
How old are you? 40
What’s your race/ethnicity? East Asian
What continent do you live on? North America
What country and/or city do you live in? Midwest
Highest education received: Post-graduate degree (currently pursuing)
What’s your current relationship status? In a serious relationship (monogamous)
What’s your sexual orientation? Heterosexual

Just Ask

How long ago did this hookup happen? 18 years

What was your relationship status at the time? Single

How would you best classify this hookup?

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? She’s 5’7. Her face is average. Her body is her best asset, long legs, and big full c cups. She’s one of my ex’s two roommates (let’s call her Y) for 2 years while I was dating my ex. I’ve heard from multiple sources that Y fucks around quite a bit. And my ex told me that Y often doesn’t come home to sleep during weekends. Hence, I know for a fact that Y is promiscuous. But I didn’t show any interests in Y while my ex and I were dating and I was hanging out with them very often.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? Then, my ex and I broke up but remained on good terms. One weekend, I went to hang out with my ex and her two roommates again. But in the last minute, my ex went out on a date with another guy instead. I hung out with the two roommates for a while and decided to leave. Y asked if I could give her a ride to get some beer because she feels like having some beer. So we went to get some beer and I decided to try my luck with Y by asking Y to go to my place to have a beer.

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? After having 2 beers each at my place, I made my move and Y went along without any hesitation and we ended having sex multiple times throughout that night. Since she was my very first casual sex experience, I was very curious about her mindset and attitude. So I asked how does she decide which guy she wants to sleep with. Her answer surprised me. She said that as long as a guy asks her to go back to his place, she goes. She said sometimes guys would just ask her to give a hand job or blow job in a car or a secluded place, and she gladly obliges. She feels it’s natural for her to help a guy get off whenever and however a guy asks.

I asked how many guys she’s had sex with. She said that she’s lost count but definitely more than 30. She barely turned 19 yo at that time. She said there was one night when she was the only female invited to a party by a group of about 15 male friends. All of 15 guys took turns fucking her, sometimes individually and sometimes in group actions, and they all fucked her more than once that night.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, more than one

Did your partner have an orgasm? Yes, multiple

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 and I continued to be fuck buddies in the next 6 months or so. Whenever I am horny, I’d call her and she’d come to my place. Or when she’s horny, she’d drop by my place for a quickie. Sometimes, she came by my place in the wee hours for more sex after partying/fucking with other guys. A few times, she showed up without panties because she lost it earlier and her pussy reeked the smell of semen. It didn’t matter to me because I was young and horny.

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

What were your motives for this hookup? Fun, pleasure, horniness

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? Some male buddies and some of them even asked her out … and they got laid with her 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? Not at all

Do you regret this hookup? Not at all

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

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