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What’s your gender? Man
How old are you? 30
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? Oklahoma
Highest education received: Some college (not currently in college)
What’s your current relationship status? Engaged/Married (monogamous)
Religious affiliation: Christian
How religious are you? Somewhat
What’s your sexual orientation? Bisexual
How many sexual partners have you had in your life (including oral sex)? 20
How many hookup stories have you here posted before? 0

Dirt Road Hookup

How long ago did this hookup happen? 5 years

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? Just met that day

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? He was handsome, yet rugged-looking 20 something. He had dark hair and a nicely trimmed beard. I responded to his ad on Craigslist looking for someone to top him. I was so excited and expectant waiting for him to show up at the meeting place.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I was waiting at the dirt road he directed me late into the night. I rode in on my motorcycle and he arrived later in his car.

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? When he first showed up, we went and looked for a spot in the nearby trees. There weren’t any smooth areas and it was kind of on a hillside, so we abandoned that idea. We went to the clearing next to the road. I was so excited I immediately dropped to my knees, and unzipped his pants, playing with his penis and enjoying the closeness with a man that I was not used to, but excited me mightily. I pulled his boxers down slightly and put my mouth over his cock. I had sucked cock before but this time, I knew we were going to go all the way. He really seemed to enjoy my sucking, and he got harder and harder in my mouth. I heard him say it’s my turn and he pulled his underwear back over his hard cock. He pulled me up to my feet, then dropped to his knees. I was already hard, but his experienced mouth made me even harder. I had worn some frilly women’s panties. He played with them and enjoyed them. I heard him whisper, “I want your cock in my ass!”
I reached into my pocket and produced a condom. As I stretched it over my rock hard cock, he went looking for a place for us to fuck. He had forgotten to bring the blanket he was going to bring and so he directed me to the hood of his car. He bent over it showing his ass to me. I came up behind him just about to pass out from the excitement. He asked me to talk dirty to him. His ass was tight, but not too tight. It apparently lubed and stretched out before he came. He then directed me to start moving, and I did as I was told. I started swearing at him, calling him my bitch, talking down to him in every way I knew how. He seemed to enjoy it more and more and started bucking back onto my cock. The tightness and the warmth of his ass, combined with the taboo of this act in the conservative circles I grew up in heightened my arousal in this. He asked me to fuck him hard. I let loose with a quick pace. He threw himself onto my cock, and then I watched as he came all over the front of his car. Shortly after this, I knew I couldn’t hold off any longer. With a great shove, I put my cock all the way into his ass, my mind going crazy at the thought that I was coming inside this guy’s ass. it was one of the best orgasms I’ve ever had.
We stayed there together for a minute after we both came. Then I slowly pulled out, disposed of the condom, and gathered my clothes.

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 got on my motorcycle and drove down the road to a service station. When I went inside to clean up and purchase some food, he walked in behind me a little later. We acted like nothing had happened. I never saw him again, nor do I ever expect to.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) Condoms

What were your motives for this hookup? Fun, pleasure, horniness, Learning new things, experimenting

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? I told my wife years later

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

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? Somewhat

Do you regret this hookup? A little bit

What was the BEST thing about this hookup? The sex itself was amazing and freeing

What was the WORST thing about this hookup? I don’t know

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? I went from bi-curious to bisexual with that experience

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

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

What do you think about the Casual Sex Project? It’s helpful and interesting

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

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