First Time Cheating



What’s your gender? Woman
How old are you? 52
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
Highest education received: College degree (eg., BA, BS)
What’s your occupation? Business owner
What’s your current relationship status? Engaged/Married (monogamous)
Religious affiliation: Christian
How religious are you? A little
How many sexual partners have you had in your life (including oral sex)? 80
How many hookup stories have you here posted before? 1

First Time Cheating

How long ago did this hookup happen? 30 years ago

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

How would you best classify this hookup? Short fling

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

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? We worked the same shifts as bartenders. He was a funny, easy going guy. We flirted back and forth during work, and I found him attractive.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? My husband and I had been married less than two years. He was going away for 10 days and we had a fight before he left. He was from BC and was only in the city for the summer. He had a tent pitched in a friend’s backyard. L asked me if I could give him a lift home one evening. On the way, we talked about how I was upset about my husband leaving for his trip while were mad at each other. When I stopped the car at his place he leaned over a kissed me. I kissed him back. I was unsure of how far I would take it so I broke off the kiss and headed home.

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? The next night at work, the flirting heated up. At one point he whispered in my ear that I was making him so horny he wanted to bend me over the bar and fuck me! The flirting was turning me on. At the end of the night I asked him if he needed a ride home and of course, he said yes. As soon as I stopped in the driveway he put his hands on the side off my face and kissed me. We kissed hot and heavy and he ran his hand over my breast. I didn’t resist so he unbuttoned my blouse and pushed my bra up and over my tits. His mouth trailed down my neck to my nipples. As he sucked and licked my tits I got wetter and wetter. I moved my hand to his crotch and rubbed his cock through his pants. He moved a hand up my skirt and I opened my legs for him. He touched me through my panties and I knew he could feel my wetness through the material. He stopped long enough to unbuckle his pants and I did the rest. I unzipped his pants and slide my hand in to discover he wasn’t wearing underwear. I started stroking his very hard cock. He pushed my skirt up to my waist and started to pull off my panties. I lifted my ass off the seat and he took them all the way off. With my blouse completely open, my bra pushed over my tits, and his mouth sucking my hard nipples, I spread my legs open. He slid his finger over my wet slit and into my pussy for the first time; it felt fantastic. When he started playing with my clit I knew I wanted him to make me cum. I felt pre-cum on his cock and I rubbed it into the head as I continued jerking him off. He had two fingers in my hole and was rubbing my clit with his thumb when I felt him stiffen up. I looked down to see his cock erupt and his cum covered my hand and his pants. He kept finger fucking me until I came.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, 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? I went home looking forward to the next time. We did the same kind of hookup all summer. After my husband came home, L and I continued making out and playing with each other in the car. He would get me very wet and I would let him finger fuck me while I jerked him off. One time I did suck him off. Sometimes I would go home without cumming. He kept asking me to go into his tent so he could fuck me.
I finally agreed and one afternoon when we weren’t working, we had drinks in his tent. He undressed me and ate my pussy. He fucked me doggy style and came inside me. We did it twice but it was very unsatisfying.
I really enjoyed making out in the car more.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) Birth control pill / patch / ring / injection / implant

What were your motives for this hookup? Fun, pleasure, horniness, Emotional intimacy, closeness, connection

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? Years later I told my husband.

How would you best summarize people’s reactions about this hookup? Neutral

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? Just a lot of fun sex without commitment

What was the WORST thing about this hookup? The only downside was when we actually did fuck, it was disappointing.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? It made me feel good at the time.
After this happened I didn’t do it again until I confessed to my husband a couple of years later. He was fine with it and we have engaged in many threesomes over the years, as well as a few on my own that he always knows about.

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

All things considered, how NEGATIVE was this experience? Not at all negative

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? Over the last 25 years casual sex, sex for the sake of having fun, and pleasure have become much more acceptable. That is a good, healthy thing.

What do you think about the Casual Sex Project? It is a great idea

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