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What’s your gender? Man
How old are you? 35
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? Chicago, IL
Highest education received: High school diploma
What’s your occupation? Grocery Store Inventory Associate
What’s your current relationship status? Single
Religious affiliation: Christian
How religious are you? Not at all
What’s your sexual orientation? Mostly heterosexual
How many sexual partners have you had in your life (including oral sex)? 20
How many hookup stories have you here posted before? 0

Road trip and car sex with my best friends wife

How long ago did this hookup happen? 12 years ao

What was your relationship status at the time? Same as current status

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

How long did you know the person before this hookup? For less than a year

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? My best friend in all of high school had got married and moved away when he was 20. His wife was a super hot girl he met in college and brought home with him. Kelse was 19 and super hot but she did not know it. She was about 5’3″ and probably 110 pounds with small tits and a perfect little ass. She had shoulder length light brown hair and always had a cute smile. I liked her but she was my best friends wife now and so that was all.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? We did not have anything planned and I was driving from outside of Milwaukee Wisconsin where I had been on a job interview. I was driving back alone and my best friend asked if his wife could catch a ride with me back home. She had been visiting her grandparents in Chicago and they could not afford a plane ticket back to Nashville where they lived. I said yes and he sent me the address to meet her.

The trip back was long and all interstate. I picked Kelse up at around 8 in the evening and her grandparents wanted us to leave the next morning, but we got on the road and started back. I was six years older than Kelse but we had always got along when we saw each other. It was about 10 that evening when Kelse wanted me to stop and get her some beer for the trip. I stopped and got her a 12 pack of bud and offered her a joint. She drank about 8 beers and smoked the joint before she fell asleep. I had planned to drive straight through to Nashville overnight.

Kelse was laying across my front bench seat and had her head on my right thigh as she slept, while we were headed down 41 through Indiana after passing through Terra Haute. I know this was my best friends wife but I was feeling horny and had a raging hard-on from her head being so close to my groin as we drove in the total darkness.

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 stopped at a exit and peed outside the car on a back road. I undid my pants and pulled them down mid thigh before getting back inside and slowly lifting Kelsey’s head putting it back on my bare leg inches from my hard cock. I took her hand and placed it on my inner thigh and began driving once again without another car on the road. As we drove I slowly moved Kelsey’s hand up to my balls and left it there.

I heard Kelse moaning softly and she seemed to wake up a little as we drove just north of Sullivan and felt her grasp my balls and fondle them softly. I reached down and guided her head to my swollen cock and she began to eagerly suck me off. The amazing blow job lasted for probably 20 miles and I ended up blowing a load into her mouth as she sucked me deeply.

I stopped just outside of Vincennes on a back road again and this time Kelse was awake and told me she wanted me to fuck her. I wanted her so bad and I got hard again instantly and we moved to the back seat. She got up on her hands and knees and I got behind her doggy style and we fucked until she came hard and I followed shortly behind her filling her pussy with cum.

Once we had both finished we were still coupled in the backseat when I heard a knock at the back window that was steamed up and saw a flashlight. We had just been watched by two cops who pulled us out of the car on the cold Indiana night and made us stand in their spotlight naked until they issued us both a ticket for “public exposure” and let us get dressed and get back on the road.

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? The rest of the trip was very quiet and we got into Nashville around 9 the next morning. I took Kelse to my friends house and dropped her off and left without saying much.

A week later we talked briefly and I paid both our fines and sent the money in. She told me she hoped she wasn’t pregnant and that she and my buddy had never had sex without a condom and I was the only man to ever cum inside her. It was about two months later when she called and told me she had her period and everything was good.

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, Hoping or expecting it would lead to something more, It was easy / convenient

How intoxicated were you? Not at all (no alcohol or drugs)

How intoxicated was your partner? Drunk/high but not wasted

What substances did your partner(s) consume? Alcohol, Marijuana, hashish

How wanted was this hookup for you at the time? Very

Did you consent to this hookup at the time? I didn’t give a clear ‘yes’, but I didn’t give a ‘no’

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? Neither of us have ever told anyone about this.

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? I don’t know / I’m not sure

Do you regret this hookup? A little bit

Why do you regret this hookup? This was my best friends new wife. He trusted me and we are still very good friends but we have never told him what happened or that we got caught.

What was the BEST thing about this hookup? Her pussy was amazing and tight. It was probably the best piece of ass I have ever had.

What was the WORST thing about this hookup? I let my best friend down.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? Not really.

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

All things considered, how NEGATIVE was this experience? A little negative

Anything else you want to add about this hookup? It was hot and we both seemed to enjoy each other and have a good time. We both got off and I hope sometime I can fuck her again but I really don’t want to mess up our friendship.

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? I don’t know

What do you think about the Casual Sex Project? Its a cool place to read and learn.

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

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