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? Wisconsin
What’s your occupation? Manager at a popular restaurant chain
What’s your current relationship status? Single
How religious are you? Very
What’s your sexual orientation? Mostly heterosexual
Any other term(s) that describe your sexuality or sexual identity? Bi-curious
How many sexual partners have you had in your life (including oral sex)? 6

Losing My V-Card

How long ago did this hookup happen? 6 years

What was your relationship status at the time? Single

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

How long did you know the person before this hookup? For less than a week

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? Her name was Sandy. She was about 27, shorter, maybe 5’1″ or so. A little bit on the thicker side but really hot. She was tanned, with shiny black straight hair and piercing black eyes. Even though I’d had previous girlfriends, this was the first woman I’d ever had full-blown intercourse with.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I’d been browsing Craigslist one day, and I came across something in the platonic section. A woman had just moved to the area with her family a few months before and wanted to find new friends. I had recently gone through a breakup and was ‘grieving’ still. We started with emails at first, the moved on to texting. This happened for a week or two, until one night, she texted me that her husband had just left for a business trip, and her kids were all at a friend’s sleepover. She mentioned that she was lonely and didn’t like being alone, and asked me if I’d like to keep her company. I told her sure, as long as she wouldn’t get in trouble. She only lived 5 minutes away from me, and when I got there, she hugged my neck and thanked me for coming. We talked for almost an hour as she cleaned around her house a little, and I even helped her carry some things to her garage and stuffed a huge box in the back seat of her car. It was closing in on 11 on, and she said she needed sleep for work the next day, plus her husband had called her in the middle of all this, and it made her nervous. I did as she wished and left.we texted each other a little more, then out of the blue, she said:
HER: Damn, I’m so horny.
ME: Wow, that was random.
HER: I’m sorry. It just sucks I’m on my period right now, otherwise I’d have had you stay and fuck me.
ME: Um.. really?
HER: Yeah. I wanted to say something when you were here, but I know guys hate period sex, so…
ME: I don’t hate it.
HER: Wow. That’s unusual. Damn, that just made me ten times hornier. Shit. Can you come back?
ME: Sure, I’ll leave in 5.
HER: Good. You don’t even need to knock, just come in the front door. It’s unlocked.

I was practically shaking as I floored it all the way to her house, but I wasn’t fast enough, as she texted me “Where are you?” Twice before I got there.

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? When I got there, the entire house was dark. I pushed the unlocked front door open and walked into pitch darkness.
“Hello?” I called softly.
“In the bedroom,” she called back.
I tried to use my spatial memory of the house to navigate to her bedroom, which was luckily off the living room. I could see her lying in her bed in the dim moonlight shining through the window. As it was winter, I was cold, so I quickly stripped down to my boxers and slipped into bed next to her, where it was warm. We greeted each other and I leaned over her, and we kissed without another word. I could taste the white wine on her lips that she’d been sipping earlier. It was sweet and made so much sweeter with her naturally sweet breath. I could feel she was dressed in lounge pants, but she was just wearing a bra on top. She rolled over and faced me momentarily, unhooking it, and I pulled it off her, exposing her perfect d-cup tits. Even after 4 kids, they still looked so perfectly perky. We kissed more, and some way or another, we ended up completely nude next to each other, my hardon throbbing against her leg. I leaned more into her, kissing her neck and sucking her tits, and she began to shudder beneath me as she slipped into euphoria. Finally, after about 15 minutes, she reached down and grabbed my throbbing dick.
“Jeezus your hands are cold!” I couldn’t help exclaiming.
“Sorry!” She giggled as she continued to jerk me off. I reached my hand down to touch her pussy, but she flinched away.
“Sorry, I’m just too sensitive there right now.”
I shrugged and continued kissing her, licking her neck, Making her shudder beneath me. Finally, she couldn’t stand it anymore.
“God, I want you in me. Now!”
She pushed the blankets down and lifted her knees and feet into the air. I maneuvered my way around her and got into position. As it was my first time, I was inexperienced at getting myself inside her, and the darkness didn’t help. She guided me in and oh my God, the warmness of her hot, wet pussy almost sent me into orgasm right away. I collected myself and began to pump rhythmically, and she matched me, groaning loudly with each thrust. I was so turned on, I only lasted for about 5 minutes before I blasted a huge load inside her. She just lay there, breathing heavily, and I collapsed next to her. She suddenly pushed me off the bed, saying I should get going. I agreed and collected my things. I got dressed, telling her to let me know if she ever wanted more of the same. She said, “Oh you’ll be the only one I’ll be fucking for awhile.” I left, and went home, and checked myself in the bathroom. Sure enough, there was menstrual blood on my dick. She wasn’t lying. But nothing ever happened after that. We talked two days later, but only to say hi or good morning. We never saw each other again.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, 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? The next day, I felt so dirty. Not gonna lie. But after a few days, I wanted it to happen again. But we never spoke again.

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, Thought it was an important experience to have, To feel better about myself, Didn’t want to disappoint my partner, It was easy / convenient

How intoxicated were you? Not at all (no alcohol or drugs)

How intoxicated was your partner? Drunk/high but not wasted

What substances did your partner(s) consume? Alcohol

How wanted was this hookup for you at the time? Somewhat

Did you consent to this hookup at the time? I didn’t give a clear ‘yes’, but I didn’t give a ‘no’

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 haven’t told anyone until now.

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? A little bit

Why do you regret this hookup? Wish I would have lost the V-card to someone I cared a lot about.

What was the BEST thing about this hookup? The way she completely melted under my touch. I felt so empowered. No one else has reacted quite like that since…

What was the WORST thing about this hookup? Wish I would’ve lasted longer. Also the fact I felt so dirty afterward…

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? Yes. I’d been told all my life that casual sex is terrible, but this ONS proved that it’s not all bad. It can actually be extremely enjoyable under the right conditions.

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

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

Anything else you want to add about this hookup? I was legitimately 18, but I lied to her about it being my first time. I didn’t want her to turn me away after we’d gotten so far.

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 truly don’t have any issues with casual sex. Humans are primates, which are largely promiscuous in nature, so casual sex should be a normal thing. I think we should be having more of it, and be more accepting of it, as long as the right protective precautions are taken.

What do you think about the Casual Sex Project? I think it’s a very novel idea, and lets people be honest and open about themselves. It creates an opportunity for people to get things off their chest, which can be very therapeutic in the long run.

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