The Best MM Sex I’ve Had

by Blonde

What’s your gender? Man
How old are you? 40
What’s your race/ethnicity? White / Caucasian
What continent do you live on? Australia
What country and/or city do you live in? Perth
Highest education received: College degree (eg., BA, BS)
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)? 17
How many hookup stories have you here posted before? 1

The best MM sex I’ve had

How long ago did this hookup happen? 5yrs ago

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

How would you best classify this hookup? Paid sex

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

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? I found him in the paper as a married bi curious guy I wanted to try and see if my bi feelings were real so thought a paid guy was best. Didn’t know him till we met. When I met him he was athletic, tall and fit with similar build to me, which was nice.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I met him at his apartment, yes planning was involved and I was the instigator. I worked nearby so an afternoon meet was organised.

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? He invited me in and we chatted a little, I told him my situation, and that I was obviously nervous. I had a couple of previous experiences but not the complete session I was after. We undressed and he lay me down on my stomach and started to massage my shoulders. I could feel his cock resting on my butt cheeks while he did this which was a big turn on. He then moved his hand between my legs and split my arse checks apart with his fingers, the minute his fingers ran over my arse I unknowingly raised my arse in the air as if to say “yes please” he read this well and leaned in and played with arse some more and then kissed me while doing it! I went from Hetro guy to horny gay guy in seconds! he asked if he could fuck me which I gleefully said yes! (This is my gay fantasy that I wanted to know was real) the next 50min were spent with him fucking me all over his appartment in every position possible! By now I had completely let go and couldn’t get enough of his cock fucking me! We then took a 10min break with our sweat Bodies naked next to each other. After a while he said why don’t I put a fresh condom on and you can ride me. I straddled over him and slide is 8″ hard cock inside me! This is the unreal part. As every inch entered my well fucked hole this intense and sensual feeling came over me like a rush! My arse was this super sensitive sensation. I could only image this is how a women feels when being fucked! I completely lost myself and rode him like no tomorrow whilst moaning as loud as possible as I had lost control! I had reached a pleasure zone never experienced before! He came, and then 5min later I shot this massive wod of cum that flew past his head and hit the wall! Insane!! It was later I found out I just had my first prostate orgasm! We chatted for a bit then I showered and went back to work.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, more than one

Did your partner have an orgasm? Yes, multiple

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 felt that I had finally experienced what it was like to have sex with a man! It was fantastic! Unfortunately it complicates my life as now I know I love it and I love my wife and sex with her what next! I don’t plan on continuing to be unfaithful, but at the same time I have the desires.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) Condoms, Sterilization, Discussed STI testing history, Exchanged recent STI test results

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Learning new things, experimenting, Thought it was an important experience to have, Submission / Relinquishing power

How intoxicated were you? A little tipsy/high

What substances did you consume? Meth

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 local, couple of forums.

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? My partner was fantastic and I got exactly what I was wanting and more.

What was the WORST thing about this hookup? It ended!

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? My sexuality as I always fantasied about gay sex but wasn’t sure it was anymore than that. After this session I know I love having sex with a guy.

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

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

Anything else you want to add about this hookup? Nope, other than be careful about acting out your fantasies they may be real.

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’m happyily married to my sole mate and we still have awesome sex. This was something I needed to know and not something I would do regularly. But odd occasion. Casual sex has a role as long as people are respectful.

What do you think about the Casual Sex Project? Cool forum.

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