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What’s your gender? Man
How old are you? 60
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? Florida
Highest education received: College degree (eg., BA, BS)
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? Bisexual
Any other term(s) that describe your sexuality or sexual identity? Like Anal sex
How many sexual partners have you had in your life (including oral sex)? Many
How many hookup stories have you here posted before? Several

My Brother-In-Law

How long ago did this hookup happen? 40

What was your relationship status at the time? Same as current status

How would you best classify this hookup? Short fling

How long did you know the person before this hookup? For more than 3 years

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? My wife’s younger brother

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? Her family was visiting us for the first time since we got married. They were from out-of-state. A whole bunch of them.
Her younger brother was in his early teens when we married, he was now probably 18. He was cute, I had wanted to fuck him from the start. I had often noticed him staring at me, & I gave back. Never know where it would go. One day the whole bunch, her parents, several siblings were out shopping. John had stayed back home with me. That caught my eye of course. He was wearing short shorts around the house, showing a lot of leg, thigh & some cheek at times. I noticed it all, got a hardon.
I was sitting on a chair & he came up close to me & lifted the hem above the thigh & part of a cheek & said, “how do you like it?” I said, “I can’t tell without feeling it.” He said, “well feel it & tell me.”
So I did, put my hand under the hem & felt up & around to his crack, where my fingers went inside to his hole. I said, “does this bother you?” No, I like it!

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? But, on the caution side, I asked if he had done this before. He said yes that he had sex with a few of his friends but always had the hots for me. I asked him if he wanted to do something right now & what does he like to do? Seems, he was always a bottom, took it in the ass and/or mouth mostly. Sometimes one of them would blow him.
We did not have long. He quickly gave me a blowjob while he jacked.
I had a friend at the time that I was always welcomed to use his apartment when it was needed & anytime, the only stipulation was that he would share with what I brought over. I had a key to the front & back doors. He was at work the next day.
The next day I took John out with me to shoot some pool & some bowling. I took him to Darrell’s. We commenced fucking & sucking all day. John was a smaller guy with a nice bubble butt & smooth cut cock. Taught him how to fuck. First lover to treat him as an equal.
About 4:30, Darrell arrived from work. He took over & gave John the works, John loved the attention.

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? We had a few more quickies before they had to leave. Never got with him 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, Attraction to partner(s)

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? 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? Just Darrell.

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

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? John

What was the WORST thing about this hookup? Leaving

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? No

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 had many friends, guys & girls, that allowed me to use their homes when I needed. They are better than hotels sometimes. Had one bi-sexual girl that allowed me to bring girls there & afterward, she would seduce them. Made many new lesbians that

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? Only people that should not indulge are my parents, children & my wife. Just kidding.

What do you think about the Casual Sex Project? Great

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