by Ashlee

Gender: Female

Age: 19
Race/ethnicity: Caucasian/Hawaiian
Location: Hawaii
Highest education received: Some college (currently in college)
Occupation: Sales Associate
Relationship status: Single
Religious affiliation: Open-minded
How religious are you? Not at all
Sexual orientation: Heterosexual
How many sexual partners have you had in your life (including oral sex)? 1
How many hookup stories have you here posted before? 0

Cliché First Time?

How long ago did this hookup happen? 11 months ago

How would you best classify this hookup (e.g., one-night stand, fuck-buddies, friends-with-benefits, booty call, sex with an ex, short fling; paid sex…)? friends with benefits

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 partner was a junior at the college I was going to attend and we so happened to meet each other at a friend’s graduation party. I was fresh out of high school. He was drunk and playing beer pong with his loud rock music and hitting on me. He had a gorgeous tattoo on his bicep, wide shoulders and a 5 oclock shadow that had him go straight on my To Do List. It was one of the first parties I’ve been to that involved alcohol and drinking games. I eventually gave him my number.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? We started going on small “dates”, where he’d take me out to dinner or the movies. But after those “dates” we’d head to this secluded area that was literally 10 feet away from the shoreline. Every time we went there we’d always end up making out and touching each other. I was a virgin so I didn’t want my first time being in the back of his car. I had that weird desire most girls have to have their first time really special. I remember he’d ask me constantly and continuously if he could put it in and I’d constantly tell him I want my first time on a bed. So eventually, he got a bed. He snuck me into his grandparents 3 story house. Luckily his room was on the bottom floor while theirs was on the top.

What happened DURING the hookup? What sexual behaviors took place (e.g., oral, vaginal, anal, kinky stuff)? How did you feel during it? Did you have an orgasm? Did your partner(s)? How did they behave toward you? Were they a good lover? What did you talk about? How did it end? When we started to have sex it honestly didn’t hurt as much as I thought it would. I shaved, he shaved. He gave me such great oral. He really knew how to use his mouth, in my opinion. But I honestly wouldn’t know, considering he was the only guy I’ve been with. I gave him oral. I was never really good at it, considering I never practiced or had experience. But he’d stroke my hair and try to help me take as much of him in my mouth as I could. I’d always end up gagging a bit but he’d shush me and praise me. He was good at foreplay, always knowing where to touch and how. He’d choke me a bit, knowing that I loved it. He could only ever work two fingers into me. But when he slid his cock in, slowly, of course, it stung. I couldn’t help it but I remember crying out a bit. He shushed me and whispered to me that it was okay and then slowly worked me over. That was when I knew he was used to working with little inexperienced virgin girls.

What precautions did you take to prevent STIs and pregnancy? Did you discuss STI history? However, even though I told him to wear a condom, because everyone knows safe sex is the best, he didn’t stick to my wishes. I remember half way through he took his condom off. I wasn’t on birth control at the time so it kind of made me extremely worried. Of course I didn’t want to say anything and be a mood killer/cock block or anything. But in my head I was desperately hoping that he wouldn’t come in me. That he’d be smart enough to not do something so stupid. But he did pull out when he came and I did get tested for STIs a couple weeks later and I did take a pregnancy test.

What were your REASONS for having this hookup? It was a spur of the moment type thing. I was getting attention from a very hot guy. And I was getting attention I hardly got in high school. I was a typical anime junkie that didn’t care about boys or parties or anything really besides my nerdy friends and my TV shows. He and I had quite a lot in common actually. It’s how we got along so well. He liked the same sports I liked, he liked the same TV shows/anime I liked, he liked the same kinks I liked, and he even graduated from the same High School as me (although I never recognized him).

Were alcohol or drugs involved? If so, how much? None.

What happened AFTER the hookup? How did you feel about it? What are your expectations/hopes for the future with this person? How do you feel about them now? I just didn’t want him to be one of the braggers and a virginity snatcher. I mean, we didn’t need to be in a relationship. But I just didn’t want all the fun things we did as friends seem like he just did it for my virginity. I was hoping he wasn’t one of those guys that aim to steal as many “v-cards” as they could. He, thankfully, wasn’t.

To whom did you talk about the hookup? How did they react? I talked to no one. Stayed absolutely quiet about it.

Was this a consensual and/or wanted experience for you? For your partner? I’d say it was more than consensual for my partner. He was desperate to have sex with me. But honestly I didn’t feel really comfortable and was not ready to have sex yet at that time.

Do you regret this hookup? If so, why? I sort of regret not waiting a bit longer until I was ready. I also regret not being able to speak up and state my opinions. However, I’m glad it was with him because he was experienced and made it go as smoothly as I think it could have gone.

What was the BEST thing about this hookup? How about the WORST? Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? The best thing was that he was experienced and knew how to ease me through it all. The worst thing was probably that we had to sneak into his grandparents place.  It’s definitely changed my sexuality. I embrace many kinks and have discovered lots of kinks that I never thought I’d be into. It makes me acknowledge and embrace my sexuality, instead of hide it like I used to. It’s also made me learn to love my body.

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

All things considered, how NEGATIVE was this experience? A little negative

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