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What’s your gender? Man
How old are you? 52
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? United States Western
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
What’s your occupation? Professor
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, Like it Regularly
How many sexual partners have you had in your life (including oral sex)? 4
How many hookup stories have you here posted before? 2

All In The Family…

How long ago did this hookup happen? 23 years ago

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

How would you best classify this hookup? Ongoing On and Off 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? Lori is 5’9″, tall, very skinny, 26″ waist, and shoulder length blonde hair with brown eyes. Long arms, long legs and a tight butt. Beautiful full lips, with wonderful 36D breasts. I dated her before dating her sister and marrying her. I lived with her and her husband for 3 months after moving into the state we all live in about 24 years ago. We often spent time together and have had a connected and controlled sexual tension between us. I like Lori, and when living with them I almost hit on her and later found out if I had, she would have started an affair with me. Little did I know that later she would for other reasons.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? The birth of my second child was hard on my wife, and caused her some major health issues. Our son had colic and thus didn’t sleep a lot at night until we got him down after 12:00am with manizeta tea. It soothed his poor belly. My wife was thus completely out of it and at the time, so was I. I was currently taking some medication that when I took it knocked me out for a health condition I had.
My sister in law, Lori, was very jealous that my wife, her older sister had two kids and she had none. Lori’s husband demanded that they wait until they were done with college, something we had decided against since I went full time to college and worked full time. Lori was attracted to me and as such, several times when she came over to visit and play with her niece and nephew (they are 12 months apart) I caught her eyeing me. She would simply smile.

Lori had a key to our house and often, since her husband worked until 4am, would come by the house to help with her nephew and give my wife a break. This night I had come home and Lori had my son asleep, and my wife had taken a pill to sleep and was out of it. Lori told me to go ahead and sleep, and not wanting to wake my wife, I got a blanket and after putting on a pair of sweatpants and a t shirt, laid down on the coach and went to sleep.

I recall hearing Lori putting my son down to sleep in his crib and then I passed out. It seems Lori had further plans for us that night.

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? I woke up slightly, and realized my t shirt and my sweats and underwear were off, and I could recall a cool hand playing with my balls and my dick. It felt good, really good. I enjoyed what I assumed was a dream, and then saw Lori, naked, get on top of me on the couch. I was really assured that this was now going to be a wet dream, but then I felt Lori take my hard dick in her right hand, and guide it into her pussy. I felt her warmth, her wetness and felt my dick slide easily inside of her. A slight moan escaped her and I carefully opened one eye. I thought it was a dream, but Lori was actually on top of me, now thrusting my dick in and out of her pussy. She smiled, learned down to my face while still making love to me and said “I want a baby too.” Still smiling she got back up and thrust my dick in and out of her, sometimes fast, sometimes slowly, all the time enjoying us being together.

I raised up both hands now and began to rub her boobs and play with her nipples. She guided my hands to the side of her breasts and made me rub them there, harder than I had been. This turned Lori on more. For the next 30 minutes we altered our pace, screwing each other rapidly, making love slowly, enjoying every moment of our sexual time together.

Slowly at first, Lori’s pace really picked up and she really started to grind my dick deep in her wonderful wet pussy. She now leaned down, her body laying on top of mine, her boobs pressing into my chest, her mouth kissing me passionately. I drove my dick into her all the way, and suddenly she moaned aloud, her legs going out horizontal to our bodies, and my dick all the way in her. Lori kissed me, over and over holding back her wild cries of pleasure as I shot my cum and my sperm deep inside of her pussy, over and over again. We ended up with my dick remaining in her, as she wiggled and squeezed it, getting every ounce of cum and sperm out of my dick. She smiled and said “I wanted do do that for a hell of a long time.” I smiled and said “Damn good.” She smiled, and I came out of her pussy, and she and I talked on the couch, she continued to lay on top of me. Slowly she got me hard again, and we did it again, this time going 40 minutes before I sent my cum deep inside of her.

Lori left about 3am that night, after making love twice and she told me that since her husband didn’t want to give her a baby, I would more than do. I have never forgotten that night as it began a run of several months of Lori and I screwing each other as I tried to get her pregnant.

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? Lori and I would meet at her house and have sex, about 4x a week for the next three months. Sometimes we did it late at night on the couch, or in the spare bedroom at my house with my wife out of it, sometimes at her house in her bed. Her and her husband stopped having sex which he was fine with, he didn’t care about it one way or another.

Three months later, after making love three times one night when my wife and kids were out of town visiting family in the state of Oregon, Lori informed me that I had succeeded and that she was now pregnant. We talked and she wanted to continue to the affair through Christmas, and then end it after the first of the year. She had to have sex with her husband so he wouldn’t expect an affair, and she did but man, it was a wonderful 5 months of sex. On the agreed upon last time, Lori and I met at her house and there was my wife. Lori had asked her permission to screw me until I had given her a baby and my wife had agreed. That day I screwed both Lori and her sister, my wife, and enjoyed my first and only threesome. It was an incredible experience. For 12 hours, on and off, I made love to both women, held both, kissed both, and enjoyed the hell out of myself. We agreed after that though, the extracurricular activity was done and Lori and I wouldn’t screw around. Well that lasted for 24 years and then a leaky sink lead to the end of that commitment. Anyway, Lori gave birth to a baby girl that she and her husband raised as their own and to this day she feels they are both of her parents and I am just an uncle. They later had 2 more kids so they worked out the child thing.

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, Just happened, I don’t know why, just went along with it, Get my sister in law pregnant

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? My wife a few times. She was fine with it to a point as she knew her sister wanted a baby and her husband was being a jerk. She knew that Lori and I were attracted to each other and in this case, it made sense for me to father the child.

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? Sex was outstanding.

What was the WORST thing about this hookup? My niece not knowing she is actually my biological daughter but that is okay.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? No except I have enjoyed my affair from 24 years ago with Lori a lot and it eventually led to a new one when my wife could no longer have sex due to health issues.

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? Great!

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? Up to the person what they do.

What do you think about the Casual Sex Project? Good stuff

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

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