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? Northern Utah
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
What’s your occupation? Training
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, Connection, Provide Pleasure First
How many sexual partners have you had in your life (including oral sex)? 8
How many hookup stories have you here posted before? 1

My Sister in Law

How long ago did this hookup happen? 2 years

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

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? L. is blonde, tall, long thin legs, and about 5″9′ Thin face, thick full lips, wonderful laugh. She is my sister in law and so I knew her for 5 years when we first connected and longer after that of course. I dated her before I dated her sister, my wife and was attracted to her and wanted to get in her pants.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? We had had two children 15 months apart and one night as I laid on the couch the front door open, I was out of it, and I felt a few moments later, cool hands with long fingers taking off my tee shirt and then pulling off my boxes. I came awake and saw L., my sister in law naked and now on top of me. Her tits were hard as rocks and she put her index finger to her lips to tell me to be quiet. She then whispered, “Enjoy this, I will.” L. and my wife had been planning this for some time and since L.’s husband did not want children and L. did, she had with my wife’s permission, decided to use me as her toy.

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? During our first hook up that night, L. at first went down on me and while playing with my balls, she gave me a blow job. She knew what to do, as the head of my dick entered her mouth and her tongue ran on the top of my penis head, turning me on. As she felt my dick get hard, and swell, she put the whole dick in her mouth after saying “Fuck my mouth.” I did just that and drove my dick down into her throat. She took it in and after a few minutes, I shot my first two loads into her mouth and then the next two loads all over her face as she smiled.

She now said “Good, now we can really go!” She then went back down and for fifteen minutes gave me an incredible blow job. L. got me hard again and then lowering herself onto my chest, she moved up and came up and kissed me, her tongue and my tongue eagerly seeking out each other’s tongue and mouth. I felt her vagina moving for my dick and she got it into position on her own, and then slowly thrust my dick into her wonderfully warm and very moist pussy. L. sighed and said “Now that is a dick!” and “Oh damn good.” Slowly she shoved my dick in and out and slowly increased the tempo. My dick now grew and enlarged as my cum entered it and she could feel this. L. moaned, and moving faster now said, “Fuck me, oh just do me!” I now pulled out, rolled her onto her back, spread her legs and thrust my dick hard into her vagina. “Go, GO!” L. screamed as I now steadily and rapidly thrust my dick all the way inside her pussy and only pulled back a little and drove back again. “More! MORE!” L. was now loud but I didn’t care. I simply kept the constant thrusting up and suddenly, felt her vagina quiver in pleasure as she screamed out “Hell YES, Oh yeah, Oh yeah, don’t stop, GO!” I kept going and Laura’s arms now flopped down on her sides as I felt my cum explode inside her vagina. Five times I drove deep into her vagina, cumming each time as she squeezed my dick with her vaginal muscles.

Afterwards, as she got back on top of me, L. looked at me and said “We are going to be fucking a lot. You’re going to give me my babies.” “What about J.?” (her husband) I asked. “He doesn’t want kids, and dislikes sex. You’re it!” Then we made love again that night and then each night for the next two weeks.
L. taught me how to give her oral sex which worked on her and my wife. My wife at the end began to watch and it turned her on.

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? I have been L.’s lover now on a regular basis for the last 23 years. We hook up now about 2 or 3 times a month just for sex, as she is in her late 40’s and I am in my early 50’s. I gave her 3 children and my wife 2. I care about her deeply and enjoy the sex. In truth, my wife and her sister have had threesomes with me and those are more frequent as we get older, with me pleasuring one as the other one watches, coaches or touches my balls, feels my dick going into her sister, but my wife and her sister have no lesbian sex.

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), Learning new things, experimenting, Emotional intimacy, closeness, connection, Hoping or expecting it would lead to something more, Thought it was an important experience to have, Peer pressure, Didn’t want to disappoint my partner

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 my wife and her sister. My wife had agreed to the hook-up and sharing me with her sister.

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? I provided 3 children to my sister in law. I established that casual sex is fine and it’s great when everything is above board and open. Sexual 3 some for over 20 years so we ensure all of our sexual needs are met.

What was the WORST thing about this hookup? The 3 kids don’t know I am their father, not just their uncle.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? Before this, I never thought of cheating. This on going hook up and affair changed my view that casual sex is good and fine. It enhances relationships if everyone agrees and is honest. It is actually enjoyable.

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? As I said, I came home one night about 15 years ago and my wife called me back to the bedroom. The kids are at their grandparents and there on the bed, naked were my wife and her sister. I got undressed quickly, came the bed and as I gave oral sex to my wife until she had an orgasm, my sister in law L. gave me a blow job. Afterwards, without me cumming, we switched and I gave L. oral sex until she had an orgasm and my wife gave me a blow job. I then asked who was first, and my wife got on top, and we made love, her controlling my dick until she had a vaginal orgasm. Then I got with L. and did the same thing, L. going slowly at first so I wouldn’t cum and then we built up until finally, L. exploded into multiple orgasms as I ejaculated in her multiple times.
From here I made out, touched and felt out my wife and her sister all night and we had sex three more times together until around 3:00am. Then we went to bed and the next morning around 10:30am started all over again until 6:00pm when we had to pick up the kids. Our sex life is more like that now, not normal, but my wife and I will have just couple sex and Laura and I will have casual sex, just the two of us.

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? So important to feel loved, connected, touched, wanted, needed. Casual sex plays a roll in that.

What do you think about the Casual Sex Project? Thumbs Up!

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