My (29M) First Gay Experience – Short Sex Story

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As I am writing this now, I am 29 years old.
A few years ago I had gotten out of a pretty toxic relationship. We just wanted different things, and the sex had went from average to nonexistent as we were growing further aside.

Upon ending that relationship, I wanted to explore more of my sexuality. I was starving sexually and I wanted to devour just about anything and everything. And so my life as a single bachelor in New York began. I was fucking women left and right, not really caring for their emotions; and not necessarily lying about it either. I made my intentions clear from the beginning of every fling. Women knew I was here for a good time, not a long one.

Anyways, as my sexual conquest continued, I started getting bored of the nuances of pussy, and getting to know the same woman over and over. No one had anything different about them, it was the same cookie cutter bullshit. “What sign are you? Oh I hate ya’ll….” Blah blah. Fuck, rinse and recycle.

I had all the time been curious about sleeping with a man. I thought what it would feel like to play the female role at times. I dont discover men attractive, although I have no issue in finding men handsome. I would say my “wants and needs” are more along the lines of bi-curious. Regardless of what the “label” is, I wanted to try dick.

One random summer night, i was high as hell, taking an L to the face. Under the influence of my own poor choices, I decided to shoot my shot with a guy I knew from my old school days. We were pretty good friends, and I never knew he was gay, until a mutual friend pointed it out in conversation. I decided, “fuck it, I want some dick and im going to get it.”

I hesitated at first but decided to play “catch up” with him and keep the convo simple until I found any opening for flirtation. The conversation was mellow, some jokes thrown back and forth and summarizing our lives since school. I decided to take a delicate jab at moving the conversation to sex, so at the end of me summarizing my fresh break up, I added, “I’m tired of women. Think, I’ll take a break for a while, maybe try new things…” that was the fuse the set it off. He responded playfully, “maybe take a ride on the other side ?”. Our conversation moved more towards sex, and finally, he asked, “have you ever thought about being with a guy?” I replied, “I have thought about it, I am curious about some things, like, what does dick taste like? How does it feel in your mouth? The thought of the scent of a man’s dick does turn me on…”. He eventually asked if I wanted to try it out? And I obliged by inviting him over, that very minute. I hopped in the shower, shaved my balls and ass, and threw on some hoochie daddy shorts, and a tee.

I was nervous, shaky and trembling. I was excited. I couldnt wait to get that “I’m outside” text that I so frequently got from women I had previously been fucking mindlessly. Half an hour went by, and finally my phone chimed. “I’m here.” My heart was racing. I had had sex before, but never with a man…

I opened the door for him, gave him a pound and a quick bro hug. “How is everything, how was the drive bro?” I really didnt know how to speak to him…so I tried to be the manliest man I could picture. Very “bro-ish” and laid back. Things moved to my couch where I had some drinks poured for us, and another L rolled, with the intent of easing my nerves.

After a few drinks, some great conversation, and a few tokes, I was completely at ease. Bliss if you will, completely forgot all about the cock that was awaiting me. He put his hand on my lap, and suddenly my heart was racing faster than Usain Bolt at the Beijing Olympics. I was instantly reminded of the dirty deed my mind had been fantasizing about for so long. I was mere minutes away from crossing over, from being “bi”, from sucking my very first cock, and hopefully, feeling it deep in my ass, taking my anal virginity away.

“Hey man, where’s your bathroom?” I replied, “first door on the right down the hall.” He got up and adjusted his clothing, “cool”. I watched him as he was adjusting, and as he turned and walked down the hall.

He was about 5’9, brown with neatly done dreads, succulent lips, a nice smile and a fairly average body. He was thick, but not big by any means. I imagined what his cock would look like. For the first time, I stared at a man and imagined having his dick down my throat.

I am 6’0, brown skin, a bit on the chubby side (i have a beer belly, but am pretty average every where else. I had confidence going for me if nothing else. And I knew I was gonna have him.

As he came back, he stood by the couch watching the tv casually, so I asked him again, palms sweating and all, “so what does dick taste like again? You didnt really give a good explanation.” He turned his face to me, smiling deviously but sheepishly. “Well, I can show you better than I can explain it.” He stood in front of me, his print stretching out his gray sweats. His dick was on the verge of exploding out of his pants, how tight they were. “Can I touch it?” He looked down at me. Stroked my head, and said “of course hun, you can do whatever you want with it.”

I slowly caressed his cock through his pants, still nervous but brimming with excitement. I pulled his pants down gently, exposing his black silk boxers. I could smell him now. I put my face closer and engulfed his scent, kissing and rubbing his manhood through the fabric. I had to taste it. And so I did. Down came his boxers, and my eyes began to widen.

Out comes his gorgeous 7 inch black dick. Rose pink head, and glistening with precum that I so desperately wanted to enjoy.

*should I continue for part 2? Please opinion below.

Also, if anyone has any constructive criticism please feel free to opinion as well. I hope to become a better writer through these experiences of mine if nothing else.*

NSFW: yes

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