First Gay Sex

 

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What’s your gender? Man
How old are you? 33
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? Ontario, Canada
Highest education received: College degree (eg., BA, BS)
What’s your occupation? Health Care
What’s your current relationship status? Engaged/Married (monogamous)
Religious affiliation: Atheist
How religious are you? Not at all
What’s your sexual orientation? Bisexual
How many sexual partners have you had in your life (including oral sex)? 7
How many hookup stories have you here posted before? None

First Gay Sex

How long ago did this hookup happen? 12 years

What was your relationship status at the time? Dating casually

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 around my age (early 20’s). Short, dark hair, stubble. Average height and build. We met in a gay chat room and agreed to a hook up.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? We were both online looking for sex and seemed to be compatible. I invited him over for sex.

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 came to the door, we didn’t talk. I led him to the couch, we sat next to each other and started touching each other’s thighs. After running my hand up and down I got up the courage to touch his cock through his jeans. He started moaning and returned the favor.

After a minute or so of touching, I dropped to my knees, opening his jeans, pulling them down his legs. I pulled his boxers down too, pulling everything off of his feet.

I leaned in, kissing his cock head, licking it all over before taking my first cock into my mouth. I bobbed up and down, taking more on every stroke until I felt his pubic hair on my nose. He was about 6 inches, so I was able to take it all on my first try. I sucked his cock hard, bobbing up and down for a few minutes until he pulled me off.

He stood up, pushed me onto the couch on my knees, pulled my jeans and boxers down and off, then spread my ass cheeks. I felt his hot, wet tongue on my virgin hole. He licked all around my asshole, getting it nice and wet before pushing his tongue inside. He moved it all around, stretching my tight hole.

I heard the tip of the condom package, then the feeling of his cock pressing against my ass. I pushed back, eager to feel him inside me. He managed to get his head in with some effort, then held it there as I grunted and moaned. He started to move, slowly at first, in and out. He put a little more into my ass on each stroke. He went harder and faster, building up to a nice, quick rhythm by the time he was all the way in.

He fucked me hard and fast, holding my hips. I pushed back to meet every thrust, our bodies slapping together. After a few short minutes, his breathing became erratic and the first words he said to me were that he was almost there. I stroked my cock a few times as I begged him to cum in my ass. As he pulled my hold tight against him and throbbed inside, filling the condom, I came all over the couch cushions.

He mumbled a quick thanks, got dressed, and left.

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 was very happy to have experienced anal sex at least once. I didn’t see him again, nor did I feel any need 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, Thought it was an important experience to have, Submission / Relinquishing power

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? No one at the time. Have since told. My wife about it and she was very turned on. She wants to find a guy for me to fool around with while she watches.

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? I don’t know / I’m not sure

Do you regret this hookup? Not at all

What was the BEST thing about this hookup? Felt amazing, and fulfilled a desire I had for quite some time.

What was the WORST thing about this hookup? If anything it was too short.

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

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? Wish I had more casual sex before settling down.

What do you think about the Casual Sex Project? Great to share my experiences and read about others.

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