Sister-In-Law Hookup

by Art Vandelay

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? U.S.A.
Highest education received: College degree (eg., BA, BS)
What’s your occupation? IT
What’s your current relationship status? Engaged/Married (monogamous)
Religious affiliation: Christian
How religious are you? Very
What’s your sexual orientation? Heterosexual
Any other term(s) that describe your sexuality or sexual identity? No
How many sexual partners have you had in your life (including oral sex)? Including oral? I dunno, maybe 30
How many hookup stories have you here posted before? First One

Sister-In-Law Hookup

How long ago did this hookup happen? 25 years ago

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

How would you best classify this hookup? One-night stand

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? She was 24 with long black hair and a smoking hot body. She had been my sis-in-law for three years at the time of the hook up. We had never hooked up before and we met soon after I started dating my wife. I thought she was cute and had a great bod but didn’t really have any real sexual feelings toward her before the hookup.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? This happened 25 years ago when I was 27 and my sister-in-law was 24.There was no planning involved and she instigated it. She and I were big football fans and my wife hated watching sports. My SIL and I were fans of the same team and she would come over on Sundays to watch the game while my wife watched TV in the other room. Until the hook up, it was like watching the game with a buddy. We both wore team jerseys, high fived when our team scored and moaned when they lost. On the day of the hook up my wife decided to go shopping and she left me, her sister, and a cold 12 pack of beer alone for two hours. Big mistake!!

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 dunno what it was on that particular day, but it was the first time I really noticed her hot curves and long legs. When my wife left we were sitting on opposite ends of the couch. We both finished our beers and I went into the kitchen to get two more. When I came back into the living room I noticed that she had moved to the middle of the couch. I didn’t think much about it and sat down on my end of the couch. She reached for her beer and scooted a little bit closer to me. I knew what was up at this point but didn’t know exactly where it was going. I nonchalantly moved my arm to the top of the couch to see what she’d do. She immediately leaned in, pulled my arm around her and laid her head on my shoulder. Within a few minutes she was kissing my neck and moved her hand to my crotch. I got hard immediately and she whispered in my ear, “I haven’t gotten laid in 8 months”. The next thing I knew, she pulled down my shorts and got on her knees in front of me. She gave me the best head I’ve ever had – before or since – and when I was fully erect she got up, took off her clothes, and jumped on me reverse cowgirl style. She rode me for twenty minutes like I was a bucking bronco until I exploded inside her. She dismounted and gave me a long deep kiss. Then she looked me straight in the eye and said, “That was incredible. Thank you soooo much”

She was an fantastic lover and I felt incredible during and after.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, 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? After the physical aspect of the hook up we both got dressed and kissed a little until we heard my wife’s car pull up in the driveway. I still felt great the next day but we both knew that it wouldn’t happen again. It was a right time/right place kind thing

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) None, Birth control pill / patch / ring / injection / implant

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), It was easy / convenient

How intoxicated were you? A little tipsy/high

What substances did you consume? Alcohol

How intoxicated was your partner? A little tipsy/high

What substances did your partner(s) consume? Alcohol

How wanted was this hookup for you at the time? I don’t know / I’m not sure

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. We never talked about it again but we would give each other knowing glances from time to time.

How would you best summarize people’s reactions about this hookup? I didn’t tell anyone

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? The INCREDIBLE blowjob she gave me! If it wasn’t for the beer I wouldn’t have lasted two minutes.

What was the WORST thing about this hookup? Nothing, zip, nada. Well, maybe that we only had an hour instead of the entire day.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? No

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? Nothing

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? Nothing

What do you think about the Casual Sex Project? This is my first time here

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