What’s your gender? Man
How old are you? 38
What’s your race/ethnicity? Mixed / Multiracial
What continent do you live on? North America
What country and/or city do you live in? Honolulu
Highest education received: College degree (eg., BA, BS)
What’s your occupation? Photographer
What’s your current relationship status? Dating casually
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)? 90
How many hookup stories have you here posted before? 0

Sex With A 16 Year Old

How long ago did this hookup happen? 1.5 years 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? For less than a year

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? This girl looked like a woman. She was 5’2″, 100 pounds, maybe. I knew her because she I’m a photographer and she’s a bikini model. She’s one of those Instagram model/celebrities that has an obscene amount of followers. She’s gorgeous with a perfect body, an even more perfect ass and little bee sting titties. We had shot some photos before and although there was a little chemistry I didn’t pursue anything sexual with her. But she was smoking hot, definitely the hottest girl I ever hooked up with. I had no idea she was so young as she had told people that she was 18.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I ran into her at the beach and she was either drunk or really horny because she was giving me the fuck me vibe. I said we should meet up later and she said to give her a call. I honestly thought she’d flake out on me but we ended up meeting at a bar later and drank several glasses of wine. She doesn’t look 16, but she also doesn’t look 21, but somehow the bartender was serving her drinks. After a lot of flirting and her pretty much telling me she wanted to fuck, we went back to my place and got naked.

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? I undressed her as I sat on the bed and she stood over me, kissing me. I had to turn her around to get a 360-degree view of her perfect body. Through her gape, I could see her pink little pussy. Yet somehow I was still not erect. Sometimes this happens when I drink too much. I pulled her onto the bed with me and began eating her out and fingering her. I did this for a while as I determinedly rubbed my cock like a magic lamp. Still couldn’t get hard.
 I got up, apologized about my lack of a hard on, which she was totally fine with, and I went to the bathroom to pee. When I came out, I grabbed the coconut oil and started to massage her. She was face down on the bed. I poured the oil down her back and on her ass. Then rubbed it all the way down to her size 5 feet. After rubbing her shoulders a bit, I worked my way down to her lower back and butt, then to her legs and inner thighs. She opened them a bit and lifted her beautiful little bubble butt in the air as slid my hand between her legs and cupped my hand to her perfect little pussy. I rested it there for a second, then slipped my middle finger in between her wet slit and glided it all the way from her clit to her ass hole. As I slid my hand forward I pushed my finger deep inside her tiny vagina then pulled it out and slid it back and forth and in and out like that. I stopped and gave her round sun kissed ass another few big massage strokes with both hands. Now I was hard as a rock. 
I straddled her and slid my big cock deep inside her from behind and started slow pumping as she grabbed the side of the bed and moaning the sweetest moan I ever heard. Some hair pulling and a few minutes later, I turned her over on her back and gave her pussy another big lick. I moved up her body grabbed the back of her neck and slid insider her again. I have to say I really enjoy the missionary position. Especially when I arch back on my knees while holding her legs and look down at a shaved pussy full of hard cock going in and out. I fucked her hard like this until she came, all the while kissing her, grabbing tits, and lifting her butt up with my hands.. I think she came again, I’m not sure. We were in this position for a while. I asked her if she was on birth control and she said she was. I asked if I could come inside her and she said I could. That threw me over the edge and made me cum so hard as and I left it deep inside of her. She loved it and while I was cumming she gave me the biggest kiss I’ll never forget.
I’ve been with some really hot girls, but like I said, this one tops them all. We cleaned up and afterwards cuddled naked in my bed. I spooned her and couldn’t help but stroke her up and down, all 5’2″ 100 pounds of her. I got hard as a rock again and was ready to go but she wasn’t. We fell asleep. The next morning I woke up to her talking to her boss on the phone. I was still half asleep, so vaguely remember this but I suppose as she sat there on her knees talking on the phone, I slid up underneath her and she sat on my face while I ate her out and she tried to finish up her phone conversation. Now I was wide awake. She hung up the phone and slid down my body and onto my stiff cock and rode me like a pro until she came. She moaned and said said she loves how my cock fills her up and hits her g spot so perfectly. Then I came inside her again.

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? It was an amazing and unforgettable way to end and start a day. We said goodbye afterwards as I had some business I had to tend to. She’s 18 now. We still keep in touch have met up since then and even flirted about meeting up again, but we never did after that day. I don’t let it get me down though. Good memories stay good if you let them. I later found out through a friend how old she was, and I was baffled. She’s 18 now and still way beyond her years.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) Birth control pill / patch / ring / injection / implant

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s)

How intoxicated were you? A little tipsy/high

What substances did you consume? Alcohol, Marijuana, hashish

How intoxicated was your partner? A little tipsy/high

What substances did your partner(s) consume? Alcohol, Marijuana, hashish

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? Maybe one or two friends. They know how hot she is so they were jealous.

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

What was the BEST thing about this hookup? The sexual connection and energy we felt.

What was the WORST thing about this hookup? I don’t know. If there’s a negative here I can’t see it yet.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? If anything it strengthens my belief that women and men can appreciate a good one night stand.

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 don’t condone someone my age sleeping with someone 16, but she was telling people she was 18 and definitely don’t didn’t act or look 16.

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? For everyone it is different. For me personally, I practice tolerance and I condone most behavior people partake in as long as it’s consensual and not harmful. Casual sex suits my life right now but maybe one day I’ll settle down. What I would change is people’s perception that there’s something innately wrong with casual sex.

What do you think about the Casual Sex Project? Sounds interesting, I’m looking forward to reading more other stories.

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