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What’s your gender? Man
How old are you? 47
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? Canada
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
What’s your occupation? Marketing
What’s your current relationship status? Engaged/Married (monogamous)
Religious affiliation: Christian
How religious are you? Somewhat
What’s your sexual orientation? Heterosexual
Any other term(s) that describe your sexuality or sexual identity? Horny 24/7
How many sexual partners have you had in your life (including oral sex)? 22
How many hookup stories have you here posted before? 1

Laying The Groundwork For Married Pussy

How long ago did this hookup happen? 15 years

What was your relationship status at the time? Single

How would you best classify this hookup? Friends-with-benefits

How long did you know the person before this hookup? Just met that day

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? Sheila was a tall blonde woman with 42D breasts that had minimal sag. She was quite muscular with a great set of legs and an awesome spankable booty. I had never met Sheila before that night, although I found out later that I grew up with her cousins and my mother was friends with her paternal grandmother.

A friend of mine had a multitude of problems. Earlier in the week, his live-in girlfriend left him, his water pipes burst in a very cold stretch, he got snowed in by a blizzard, and the axle on his car broke when he tried to ram through the heavy snow. A group of dudes banded together to go out, get this guy loaded and get him laid. We accomplished that mission very early in the evening, so it was everyone else’s turn to get some pussy.

The bar we were at sucked, so we walked to a club that was nearby just as the last call was about to be called. As we walked into the club, my buddy and I saw there two chicks scoping the crowd. We watched them for 10 mins, circled and then went in for the kill. We grabbed two drinks for the two of us and the two girls, and we all began talking. We then danced and talked. Sheila kept looking for someone but continued to talk. My friend and I invited the two over to his house to drink and chill. My friend and I thought that they were hot and they were cool to chill with, and we all were game to drink a bit more and maybe have a bit of fun.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? The hookup began outside the club waiting for a taxi. It was still fairly cold out, so I wrapped my long trench coat around Sheila and I held her tight, with her back to me. She smelled awesome, so I began to nibble on her neck and earlobes, and I heard her moan under her breath. I whispered in her ear, “If you like the way my tongue feels on your neck and ear, just imagine what it would be like on your pussy.” Sheila let out another moan and I knew that I was in. We jumped in the taxi and Sheila sat on my lap, feeling my growing cock on her sexy ass. We made out the whole taxi ride to my buddies place where more fun was had. I instigated the hookup.

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 got to my buddies place and had some drinks. My buddy and his woman went to the computer and started to watch porn. Sheila and I made out on the couch, at which time I asked my buddy if I could go upstairs and use his bedroom to continue. He said sure, but don’t use the bed.

I found a spare blanket and laid it on the floor. Sheila took her shirt and pants off, leaving bra and panties on. I remained clothed and kept making out with her, slowly removing her bra to play with her large and awesome titties. I continued to remove her panties to her inviting pussy, which was super wet. I then licked her pussy and ate her like it was my last meal on Earth. Her pussy was super tasty, meaty, and a pleasure to pleasure. Sheila came a few times and then stated that we should stop. I asked why and she dug into her pocket and showed me a ring. I advised her that I didn’t care and that I’d like to hang out with her again. I went downstairs and chatted with my buddy and his woman while Sheila got dressed. Sheila then called for a cab to go back to the hotel she was staying at, as she told me that she was on a girls night out from another town. My buddy and his lady went upstairs to chill, and I went outside with Sheila so she didn’t wait outside for the van alone. We talked a bit more and agreed that we would talk again. I drunkenly gave her my email address in the hopes she would remember and get in touch.

How sexually satisfying was this hookup? Very

Did you have an orgasm? No, not even close

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? Two days later, I received an email from Sheila saying she had a great time and would like to talk more. She told me her husband was always on the road and that she had the 7-year itch. I was okay with this, and we communicated over a two week period to line up a time to meet again.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) No penetrative sex happened

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Hoping or expecting it would lead to something more, Intoxication

How intoxicated were you? Completely Wasted

What substances did you consume? Alcohol, Marijuana, hashish

How intoxicated was your partner? Completely wasted

What substances did your partner(s) consume? Alcohol

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

To whom did you talk about the hookup? How did they react? My buddy. As it turned out, I went in to call a cab and then went up to thank him for the hospitality. I inadvertently watched him bang his woman doggy style and had a conversation thanking him for his hospitality. He replied in between strokes, lol. He and I traded stories a few days later about the married women we were with.

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? Laying the groundwork for 1 year of weekly sex with a married milf.

What was the WORST thing about this hookup? That I didn’t get to fuck her that night.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? I got hooked big time on fucking married women. They are total freaks in bed, know what they want, and are willing to do what it takes to please you. I love married women looking for side action

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? Of all the women on the girls night out, the single women struck out and the married women got all the action.

Sheila later told me when we were laying in bed together that had I fucked her that night, she would never have returned the email to me. So I guess my patience that night led to much more sex. I thought I struck out when in retrospect, I had dividends paid out tons.

My next submission will explain how I used patience to get her uber hungry for my cock.

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? This experience opened my eyes to the wonderful world of married women. I went on a binge of only banging married women for a period of 7 years. I didn’t sleep around myself during that time and if I did have an opportunity with a single woman, I used a condom, only leaving my bare cock for my married FWB.

What do you think about the Casual Sex Project? This project is opening eyes to all kinds of situations, breaking down barriers, and letting me know there are others out there like me sharing their stories and what we are doing is fairly normal.

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