Unexpected Experimentation



What’s your gender? Man
How old are you? 22
What’s your race/ethnicity? White / Caucasian
What continent do you live on? Europe
What country and/or city do you live in? Ireland
Highest education received: College degree (eg., BA, BS)
What’s your occupation? Law
What’s your current relationship status? Single
Religious affiliation: Agnostic
How religious are you? A little
What’s your sexual orientation? Heterosexual
How many sexual partners have you had in your life (including oral sex)? 30+
How many hookup stories have you here posted before? 1

Unexpected Experimentation

How long ago did this hookup happen? 1 year ago

What was your relationship status at the time? Single

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

How long did you know the person before this hookup? For more than 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? Ryan and I have been close friends since about the age of 13. We went to boarding school and shared a room for most of 6 years but nothing ever happened.
He’s blonde with tanned skin and around 6 feet tall, and built from going to the gym.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? It was a Saturday night and we were both just out of relationships and not in the mood to go out partying. So, instead, we ordered pizza and stayed at my house watching movies and drinking and smoking.
After a few hours we were both pretty high/drunk. We were watching a movie with two gay male characters and he jokingly asked me if I’d ever had a gay experience. I said i had not, and asked him in return. He said no and we laughed about . However, this started a game of “gay chicken” i.e both of us leaning in for a kiss and seeing if we could go through with it without chickening out.
On the 3rd round of gay chicken I was ready to pull away when suddenly his lips touched mine and we kissed briefly.
I think he was more shocked than I was, as we immediately looked at each other, and laughed nervously. However, before I knew it, he kissed me again and I reciprocated.

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? We started kissing slowly and he began running his hand up and down my neck and forearm.
Touching my neck while kissing is something my ex girlfriend used to do and I loved it, so I started getting very hard.
He noticed and suggested we go to my room for privacy because it was late and I have housemates.
We went to my room and without turning on any lights we got on the bed and lay side by side kissing with our shirts now off.
I was rock hard by now so he got on his knees on the bed and pulled down my sweatpants. He said nothing but started tentatively sucking on my cock. He was good for never having done it before and i started to moan and push his head down on my cock to get it right down his throat. He did not protest and starting groaning to before taking his hard cock out and started jerking it. He then spit on my ass and started to rub and finger it. This was the final straw for me and I bust a nut down his throat which he dutifully swallowed.
He was still very hard so he got on his knees on the bed and jerked off.
I got some lube and began to work it around his asshole and i fingered him for a while until he suddenly told me he wanted to fuck.
I got in position and started slowly but could tell he was enjoying it and started ramming his ass after about five minutes. I could tell by his moans that he was in pain but also loving it as he was moaning loudly and urging me to keep going.
Suddenly with a loud cry he turned around and pulled my head down onto his cock before coming in my throat.

How sexually satisfying was this hookup? Somewhat

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? We passed out shortly after hooking up and woke up with intense hangovers.
To say the next morning was awkward would be an understatement. We had coffee, made awkward small talk, then he left to go back to his apartment.
We’ve spoken a little about it since but not in detail and neither of us wants round 2.

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, Intoxication, Just happened, I don’t know why, just went along with it

How intoxicated were you? Drunk/high but not wasted

What substances did you consume? Alcohol, Marijuana, hashish

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? Somewhat

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? Somewhat

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? I have never told anyone and neither has he.

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? Experimentation and the fact that it made us even closer as friends.

What was the WORST thing about this hookup? Embarrassing the next day, and to this 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? Somewhat positive

All things considered, how NEGATIVE was this experience? A little 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? I think its important and i like to be as open as possible with sex.

What do you think about the Casual Sex Project? Its a good idea.

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