u/zerazol

I'm a 27y/o and I recently had a fantasy of imagining myself as a girl getting used by older man. And i begun watching lots of age-gap related porn.

Before long, I started wondering how does giving another guy a handjob and blowjob feels, that i started watching fpov videos. I started getting off from the 'humiliation' that comes from being a girl that was forced to kneel and pleasure a man.

This kept going on for awhile, in my imaginary world. Almost daily routine of watching straight porn but imagining myself as a girl. In particular, a girl in early 20s, getting used by multiple older, fatter guys. I started finishing in a position where i could finish on my own face with my mouth open. It was a strange fantasy as I felt they were 'ugly' but turned on being used by them.

At this point, i felt that I was bi-curious. I like girls and, i don't really feel anything looking at guys during normal day time.

One day, i when i was in the midst of goon-ing, i chances upon a subreddit where male/females (mainly males) post about meeting up for sex purposes.

I saw a post looking by 'another bi-curious man' that was looking for another guy to jerk each other off, on the same day, within the same hour. And his location was 3 blocks from me.

I wasnt sure what overcame me, i messaged him and suddenly, i was at his doorstep. I didnt ask much about him, i didnt even know his age / size, i only discussed about my goal of jerking each other off.

When his door open, he was a slightly obese guy in his 50s (im 26, and rather small in size, 164cm, 52kg). Instantly, i realised he matched my usual fantasy of much older and fatter guy.

Things proceeded really quickly, and suddenly I'm on the bed beside him, naked, with my right hand grabbing his cock. And his left hand grabbing mine.

My mind was completely engrossed about how much bigger his cock was (okay, maybe mine is smaller, im only 4inches). His was 8inches and really wide.

I was engrossed and constantly staring at how my strokes, made him even harder and twitch, and how much precum was coming out.

At this point, he suddenly asked me if I was keen to do more, he had his tests done recently (had it printed and all), and he has schoolgirl uniforms and lingerie at home. He admitted he wasnt a bicurious guy that was exploring; but a seasoned gay.

I wasnt disgusted at all, i was just thinking about fulfilling my fantasy. And I begin to crossdress for the first time in my life. It was a legit uniform from a high school, he mentioned he got it off a secondhand platform. Struggled with the bra for abit before i got it on. I had a wig on, but that didnt stayed on me for long.

We ran through my roleplay scenario, where i wished to be hand-tied and forced to pleasure him, and had a safe word and everything. And to use my phone to my video it.

Not sure how to describe what happened next, but essentially
-within my first experience with another man
-i gave my first handjob
-i cross dressed for the first time
-had my first taste of a man's cock - it tasted really salty but somehow i couldnt have enough of it
-the view when i am on knees and l have to look up to his cock, and his slightly obese build was so humiliating
-the deepthroating (i agreed to this)
-He finished the first round on my face and mouth
-I finally got to be the girl that kept my mouth open as I waited for him to finish on me
-After the first 2 shots on my face, he pulled my head closer and i immediately begin sucking him as he shoots more ropes into my mouth
-He captured the whole thing on my phone, including me opening my mouth to show his cum inside before swallowing
-at this point, i wasnt thinking straight still (i havent came and didnt have my post nut clarity etc), i wanted more

-He sat on the bed as i continued to give him a blowjob
-Before long, he was up and ready for round two.
-I had my hands tied behind my back, and i was face down-butt up on his bed
-He applied plenty of lube and started penetrating me
-My first time receiving but i did not feel any pain, just pure eye-rolling pleasure and sense of something foreign forcing its way in
-We changed a few positions over the next 10-15minutes
-Before he started rubbing my cock as he continued to pound me
-I was in heaven, i came really quickly once he started rubbing
-But he kept going for the next 3minutes, and i went crazy, constantly shaking from the overwhelming stimulation
-He finished inside of me, and the whole roleplay finally ended.

The postnut clarity hits, I suddenly realised how much we did, when we only arranged to jerk each other off. We ended things amicably, and i am writing the story now (its near 2am for me now)

My butt is hurting, and constantly leaking. But the video that was on my phone made me really want to try this again

26 M4M bicurious looking to give a hj now in east/central

26 Chi M, curious, looking to give hj