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What’s your gender? Man
How old are you? 43
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? USA
Highest education received: Some college (not currently in college)
What’s your current relationship status? Engaged/Married (monogamous)
What’s your sexual orientation? Bisexual
How many sexual partners have you had in your life (including oral sex)? Over 100
How many hookup stories have you here posted before? This is my first

My First MM

How long ago did this hookup happen? 20 years

What was your relationship status at the time? Engaged/Married (monogamous)

How would you best classify this hookup? Fuck-buddies / Booty call

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

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? He was about 20 years older than me and I was 23 at the time. He had a thin swimmers build with gray hair and blue eyes. I did not know him at all.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I was married but curious about receiving anal sex from a man. I made a secret profile on a phone dating service. That same day I received a message from him wanting to hook up for sex. We set it up as soon as we both had time off, about 4 days later.

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 agreed to meet in a parking lot at a local restaurant and go to my house from there. He got in my vehicle to ride with me to my place, and on the way, he pulled his dick out to show me how endowed he was. He was easily 8”, cut, and proportionately thick. I started to stroke him and did so the 3 minutes it took to get to my house. Once at my place, we watched each other undress in the living room then went right to the bedroom. He knew it was my first time with a man, so he asked if I wanted to try sucking him. I shyly took his dick into my mouth and instantly enjoyed the taste of It. I practiced taking all of it into my mouth and discovered a passion for deep throating cock. He asked if I was ready to fuck. It was my first time with the real thing as I did secretly use my wife’s dildos quite often, but I had an unmanageable need to take the real thing. I asked him how he wanted me. He told me to lay on my back. He put on a condom and I lifted my legs as he lubed up his covered dick. He took hold of my dick as he started fucking me, and stroked me to the same rhythm that his cock was fucking my hole.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, 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? I gave him a ride back to his car. I could now say “I’ve sucked a dick and let a man fuck my ass.” There was no way to deny my bisexuality. I love pussy and cock and wanted more of both. It’s silly, but I was a little worried my wife would smell his dick on my breath or our cum in the room.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) Condoms, Discussed STI testing history

What were your motives for this hookup? Fun, pleasure, horniness, Learning new things, experimenting, Thought it was an important experience to have

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? No one

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? Allowing myself to enjoy a man’s body and the things they can do to me a woman can’t. Also learning how to suck cock.

What was the WORST thing about this hookup? Having to hide it from my wife.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? Yes.

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

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

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? Casual sex has a huge role in my life. It has been a regular pastime. I find myself scheduling days where I can be off alone, away from family with the whole intention of finding casual sex.

What do you think about the Casual Sex Project? Too early to say.

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