The End Of The Summer Of Sex

by WeCanPretend

What’s your gender? Man
How old are you? 21
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? United States
Highest education received: Some college (currently in college)
What’s your occupation? Student
What’s your current relationship status? Single
Religious affiliation: Christian
How religious are you? Very
What’s your sexual orientation? Heterosexual
Any other term(s) that describe your sexuality or sexual identity? Used to be obsessed with sex but have now become more devoted to God and gotten past most of that
How many sexual partners have you had in your life (including oral sex)? 7
How many hookup stories have you here posted before? 2

The End Of The Summer Of Sex

How long ago did this hookup happen? 3 years

What was your relationship status at the time? Dating casually

How would you best classify this hookup? Short fling

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

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 was a pretty attractive brunette. To be honest, there was nothing all that striking about her body, but she was an awesome person and we had great conversations. She lived a town over, about half an hour away and we had met through some mutual friends. Eventually, I asked her to the movies so we went and saw whatever and really hit it off.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? It was our first date and we were in the movie theater. We started kissing because we were in the back row and the place was nearly empty, it was great. As we were kissing, she was getting kind of handsy. She stuck her hand up my shirt to feel my abs and snuck a couple of fingers up the leg of my shorts. I could tell where she wanted this to go, so, the next time we locked lips, I copped a feel of one of her tits to let her know I was on the same page.

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 the movie ended, we went to my car and got in the backseat. We were parked behind the building and no one was around, so we were in the clear. She straddled me and we kissed for a little while. We were just touching each other and talking about sex and what not. There was a point in the movie where a female character revealed some side boob, but I had missed it. The girl told me about it and I stated my disappointment in not seeing boobs, so she pulled her top down (she was wearing a sundress) to reveal her bra. Then she took her bra off to reveal some fairly nice tits. I then took one nipple into my mouth while rolling the other one in my fingers. She really enjoyed this and told me her ex had never figured out how to work her tits properly. I asked her what she wanted next and she said she wanted to return to favor. We moved the front seat all the way forward and she got on her knees in front of me, pulled my shorts down, and started blowing me, caressing my abs and thighs while she did it. I told her I was going to cum after a few minutes and she stopped and we kissed a little more while she played with the head of my penis. I asked her if she wanted me to give her oral and she responded by saying that she had never received it before, so I offered to do it for her. She said yes and I went to work, she seemed to really enjoy it. I enjoyed it too because I had to stick my head under the skirt of her dress which made me feel all sneaky-like. After I was done, I asked her if she wanted to have sex.

We had already both revealed that we weren’t virgins. She thought about it for a minute and then said “sure why not”. I pulled out a condom and put it on before I hiked her dress up around her waist to get it out of the way. We fucked in missionary for a bit before she straddled me again and rode me for a while. I told her I was gonna cum, but she said that she didn’t want it to end yet so she got off me and we kissed for a little while I re-upped. I told her I could for sure go for multiple rounds and had once orgasmed twice during a hookup and could have gone more. She wasn’t so sure, so I fucked her in doggy until I came into the condom. After a few minutes of recovery, she started to blow me again to get me back into it. I fingered her while she got another condom and put it on me. She hopped back on and rode me again, removing my shirt. She marveled at my still-athletic physique and abs saying that her ex had a beer gut. I laid across the back seat and she rode me in reverse cowgirl. Her ass wasn’t much to look at, but she had a nice figure which was outlined by a light on the side of the building, so that was nice. I’ve always been a sucker for side-boob too, so when that came into view it got me going. After we got back into our original straddling position (she really liked that position) she started going all out and said she was about to cum. There wasn’t much I could do from my position so I just sucked on her nipples and she arrived after a moment. She said she was too tired to keep going with sex, but felt bad that I didn’t finish, so she blew again, this time with me laying across the seats. I told her I didn’t have anything to clean up with and she told me she was okay with swallowing. I asked her if she would let me ejaculate on my stomach and if she would lick it off. To my surprise, she agreed, and after a while, I told her I was close, so she pulled my cock out of her mouth and aimed my dick toward my abs and jerked until I finished. She then licked all the cum up off my abs which I always found to be super hot. We kissed for a little while longer before we got dressed again and I drove her home. I kissed her in front of the door and walked off into my car’s headlights like some 80s teen movie.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, more than one

Did your partner have an orgasm? Yes, one

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?

A couple of days later, we met up again and talked for a few hours about everything. We ended up in the backseat of my car again and she blew me while I played with her tits. I finished and she swallowed, but she was too tired to do anything else. I took her home, kissed her goodbye again and left. The next few days we talked a bit on the phone, but ultimately decided it wasn’t going to work because we were both going to separate colleges and didn’t want to do long distance. So that blowjob was the last I ever saw of her.

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), Hoping or expecting it would lead to something more

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? I don’t know / I’m not sure

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 was friends with a couple of guys and hung out with them the day after our first date and told them the nitty-gritty details. We all shared our stories as well as photos that girls had sent us (we were real scumbags). So in the course of two days, I had sex on the first date and saw a video of my friend’s girlfriend sucking his cock. What a time.

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? She was really good at dirty talking. We didn’t do anything crazy or that I hadn’t done before, but she was really good at using words to get me going.

What was the WORST thing about this hookup? The fact that this didn’t blossom into anything more. It was probably never going to, given the situation, but I really think we could have had something.

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