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What’s your gender? Woman
How old are you? 30
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? Ontario
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
What’s your occupation? Media
What’s your current relationship status? Engaged/Married (monogamous)
Religious affiliation: Christian
How religious are you? Very
What’s your sexual orientation? Mostly heterosexual
How many sexual partners have you had in your life (including oral sex)? 30+
How many hookup stories have you here posted before? 0

Fucking her husband

How long ago did this hookup happen? 5 years ago

What was your relationship status at the time? Single

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

How long did you know the person before this hookup? For 1 to 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? I had met an older couple online 18 months prior to the hook up. They were a cuckold couple and about one every 3 months I would come over and fuck the wife. Sometimes her husband would be present, other times it would just be us. We got to know each other quite well and discussed fantasies (gangbangs, bisex, ect) and became quite comfortable with each other beyond sex. She was 54, 5’3, blonde, small perky breasts, beautiful hairy blonde pussy. He was 52 6’2, much more masculine looking then me, but had the smallest cock I’ve ever seen. It was about 2 inches erect. Honestly. They barely ever had sex because he couldn’t fit in her. He would slide out.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? One day, on what would have been our usual hook up day, she said she was busy at work, but had an alternative; her husband. She said she had instructed her hubby to offer up his ass if I deserved it. I had told her in the past that I was interested in fucking a man, and her husband has already touched my cock and seen me naked, etc, so I agreed.
I was extremely nervous; would this make me gay? Could I even get it up without a woman there? I soon found out.
I went to there place an hour later. He answered the door dressed as a woman, bra, panties and all and had completely shaved his body from head to toe. I walked in and pointed out that his tiny dick looked cute in the panties. He nodded and looked embarrassed.

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? He brought me his bedroom and all the sudden my nerves went away. I went into Dom mode. I ordered him to remove my jeans and to start sucking my cock. He seemed to lose his inhibitions too and greedily took down my pants and sank his mouth on me. It was very very good. He actually could take my whole length on his mouth, which was something his wife wasn’t able to do. I noticed him jerking off while sucking me and thought what the hell! We jumped on the bed in a 69; him gobbling me, and me licking his tiny penis. After about 10 minutes I felt my body jerk and I unloaded in his mouth. He was caught off guard, but opened his mouth to show it to me and swallowed it all down.
I told him to bend over and began fingering his ass, lubing him up for my cock. Once I was hard and he was ready, I went in balls deep. He moaned in pain at first, but then began backing his ass up on to my cock. After about 5 minutes his tiny cock squirted on the bed. A short time after I pulled out, tore off my condom, and came on his asshole. I took a few pics for his wife.
After he cleaned up, we chatted for like 2 minutes, because it was a bit awkward. And then I left.

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? We continued to hook up after that. I would either fuck him or his wife. I I didn’t feel gay at all, and loved my power over him. I’ve fucked a few other men since. It helps that they were great and open minded

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, Learning new things, experimenting, To feel better about myself, Power / Dominance

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? Somewhat

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 didn’t give a clear ‘yes’, but didn’t give a ‘no’

To whom did you talk about the hookup? How did they react? A friend, he was cool about it.

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

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 WORST thing about this hookup? Nothing

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? Yes, I think, that as I hetro guy, fucking men or a trans person still makes me straight. It’s just sex in this case

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

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

What do you think about the Casual Sex Project? Love it!

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

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