by Drew Fast
Current location: NY
Highest education received: Not graduated from high-school
Relationship status: Single
Religious affiliation: Catholic
How religious are you? A little
Sexual orientation: Heterosexual
How many sexual partners have you had in your life (including oral sex)? 100
How many hookup stories have you here posted before? 2
A Long Time Coming!!!
How long ago did this hookup happen? 17 years 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…)? High school friends
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? Shannon had huge tits, was about 5’2 and was very passionate. I knew Shannon all through HS…about 10 years. We had never had sex before, but we discussed it openly before we did it that night.
We knew after spending the whole day together that we would eventually have sex before the end of the night.
How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? We joked all day about doing it and we kissed and made out every chance we had. On the way back to our town I joked about how I was batting today…which she responded I was batting real good…which meant she was prepared to have sex with me. We had been friends all through HS and I had just came home on leave from the military.
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? We had sex in the front seat of my car. While I did have condoms, we decided not to use them.
We had straight missionary sex, it felt great and she was very passionate during the whole experience. She only spoke when I slowed down to suck on her huge tits….she yelled don’t stop and laid her arms straight back, gripped the head rest for support and Placed her feet against my calfs…and we kept having sex until I came.
Did you have an orgasm? Did your partner(s)? I don’t know if she had a organism, but I did. I knew I was about the cum and I decided not to pull out….Shannon was fine with it after the fact.
What precautions did you take to prevent STIs and pregnancy? Did you discuss STI history? We took no precautions. We liked each other and to be honest, it wouldn’t have bothered me much had she gotten pregnant…that is how much I liked her (might have been the reason we decided not to use protection).
What were your REASONS for having this hookup? We both liked each other in HS, but we never had the chance to date. I was on leave and going to a remote assignment for a year and she had just graduated….we both knew this was our last shot at messing around and having sex.
Were alcohol or drugs involved? If so, how much? No drugs or alcohol was involved.
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 laid on top of Shannon after I came inside of her. We kissed and agreed we wouldn’t let this affect our friendship moving forward.
I asked if she was on the pill, she said no, but was fine that I came inside of her. we then kissed again and got dressed.
To whom did you talk about the hookup? How did they react? I talked to my buddy about an hour later, he knew Shannon and me were going to have sex…he did ask if we used protection….which was a big no.
Was this a consensual and/or wanted experience for you? For your partner? Yes
Do you regret this hookup? If so, why? Not at all
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 about this hookup was that it was with someone I still care about, we didn’t use protection and she let me cum inside of her our first time….I was awesome!!!
All things considered, how POSITIVE was this experience? Very positive
All things considered, how NEGATIVE was this experience? Not at all negative
You have a hookup story to share? Submit it here!
What’s Your Fantasy? Click here to be part of the largest survey on sexual fantasies ever!