“You’re So Cute When You’re Helpless”



What’s your gender? Woman
How old are you? 18
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? NYC
Highest education received: Some college (currently in college)
What’s your occupation? Student
What’s your current relationship status? In a serious relationship (monogamous)
Religious affiliation: Atheist
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)? 3
How many hookup stories have you here posted before? 0

“You’re So Cute When You’re Helpless”

How long ago did this hookup happen? 3 months ago

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? Just met that day

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? John was touring with a band in New York. Today was his day off, and I had just swiped right on him on tinder. He was so cute, with his puppy dog eyes, average build, cute smile, and nice stubble. We also played the same instrument, so at least we had something in common. I totally overlooked that he was 32. I told him to meet me close to campus and said that I’d take him on a walk around the city. I didn’t take him too far from campus (should I decide that he sucked). We talked for about 3 hours and giggled about stupid stuff. I wanted to be his friend. I really enjoyed talking with him, he was polite and just adorable.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? When the sun was going down we sat on a bench and the conversation naturally came to a close. We sat there in silence for maybe 30 seconds until we looked at each other and just went in for a kiss. He was gentle, at first. Then he held me by the waist with one arm and held my hand in the other. I cupped his face with my free hand and we kissed a little harder. He wasn’t great at kissing, he started to suck on my tongue, but I just let it happen. His thumb started to stir in my hand and he started to squeeze my waist harder, and I pulled away. I told him about his thumb, and he just whispered “I’m just excited”, and giggled. At that point I decided to take him back to my dorm.

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? As we approached campus, thoughts in my head started to collect. I had only had sex with one other person before, and I was taking someone who I knew for 3 hours back to fuck. Did I really want it? I brushed it off to the side, and when we got into the building elevator alone, I pushed him against the wall and kissed him deeply, groped his chest and brushed against his groin. I was going to own my sexuality that night. The elevator door opened, and we went back to my room. As soon as the door slammed shut, he grabbed me by the neck and slammed me against the wall, knocking the wind out of me, he started to bite my lips and and grind against me. I couldn’t force myself off the wall. His grip on my neck and his weight on me was too strong. I didn’t expect that from him. He looked too vanilla to cause me any harm, but I had quickly learned that I deserved this for teasing him in the elevator. He pulled away and smiled, caressed my face and called me beautiful. He kissed me tenderly and soft, pulled his hands away from my neck and began to gently cup my tits. I moaned quietly and let my hands graze his pants again.  This caused him to intertwine his fingers in my hair and pull hard so that my head could not move. He started to pull me down and looked down at me and said, “You’re so cute when you’re helpless”. Then he started to bite on my lips again. I suggested he leave his mark on me, which sent him into a frenzy of slapping my ass, biting my neck and scratching me up. I still hadn’t decided if I wanted to have sex with him or just tease him, but my own inhibitions were overshadowed by how wet I was getting. It also would have been such a shame if I let John go back to his hotel room with soiled pants, so I pushed him onto the bed, and got on top. I started to grind hard against him, watching his face contort and hear him repress moaning. We told each other our sexual histories and agreed that sex was ok. I pulled his pants down, and started to lick his dick, at which point he came. I licked it once. I laughed and poked fun at him, but he said not to worry because he had a second wind coming. I never experienced a man who was able to get another erection 10 minutes after an orgasm, but he surprised me. I was still fully clothed, but he started to take things off and I saw him get hard again. I pulled him off the bed, and we stood very close to each other as he was tenderly kissing my neck, and carressing my ass. He was dripping precum all over my stomach and thighs, and I felt his dick stirring to go again. He started to tease, moving my underwear to the side, and slipping his finger in. My breath hitched, and he held me closer to him. He told me not to worry, and that he’s eager to please. I was soaking wet. Every movement of skin or fabric was an overwhelming sensation. He slid more fingers in and started to pick up the pace. I was on the brink of orgasm when I pulled away, pulled out a condom and pushed him back on the bed to fuck. I hadn’t taken much notice of the size of his dick before, but it was incredibly thick, and I got intimidated. He laid me down and kissed me, before lining his dick up with my pussy that wanted to cum so bad. He slid it in slow and I started to moan and cry. I’m sure my next door neighbors heard me. I was reduced to a puddle of raging teenage hormones that wanted sex and release more than anything. He was so girthy, I was gasping for air every time he thrust into me, but he held me in place. All I could do was hold in my screams of pleasure. He asked if I wanted a better position, but I didn’t care to move, I just wanted to cum. He fucked me for about 10 minutes before a second orgasm raked his body and he continued to play with my clit, as he finished.

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? We shared our social media, talked about our music tastes, and he ordered a lyft, and left. I never saw him again. I get dms on my ig posts about how beautiful I am and he reminisces our one night stand together. We’re currently distant friends, but friends nonetheless.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) Condoms

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Learning new things, experimenting, To feel more confident, Boredom, Just happened, I don’t know why, just went along with it

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? A little bit

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 immediately went to my girl friends down the hall and they laughed when I told them he came after I licked his dick once. They also shunned me for having sex with a 32 year old. But I told them I didn’t want to settle for crappy college boy dick.

How would you best summarize people’s reactions about this hookup? Neutral

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

What was the BEST thing about this hookup? How urgent it was and how good I felt afterwards. I wanted sexual freedom, and I got it.

What was the WORST thing about this hookup? How bad John was at kissing.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? Casual sex is great for owning your body and sexuality and being confident in yourself. It feels good when you set the boundaries and find the right person who can get you off.

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

All things considered, how NEGATIVE was this experience? Not at all negative

Anything else you want to add about this hookup? I wish there were more 32 year olds that looked as youthful and cute as john.

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 was raised in a strictly catholic household and my parents looked down on sex and wanted me to wait until marriage. I lost my virginity at 16 and I’ve loved sex and what it’s done to me as a person. I’ve come to love my body and am proud of my bratty and teasing ways. Sex shouldn’t be taboo, it should be normalized, because the stigma is what can cause uncertain sexual encounters that can hurt people in the future.

What do you think about the Casual Sex Project? its a great initiative and it continues to normalize causal sex, which is a good thing! Power to the people!

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