I have been involved in many brief or "casual" sexual encounters with both men and women for most of my adult life. I have decided to begin cataloging them here. I am now in my early 40s and living full time as a dedicated submissive of my beautiful, but often demanding, Mistress. This journey began with years of curiosity driven, wanton behavior that slowly flowered into full blown fetish & kink. My first step down this path would begin before my 30th birthday.
As I recall I was on the tail end of lifeless marriage of 7 years and in my late 20s. A few years before I met my (then) wife, I was working a menial job downtown as an usher at the local movie theater. I was around 20 and Eric was a little older than I was, but not by much, he was larger too, but not muscular per say. He was black skinned, with a roundish head, strong hands and apparently, found me very attractive. First, he befriended me and then started dropping hints about how he wasn't into girls, eventually he just flat out asked to give me head. I found it kind of amusing and stayed friends with him even after I declined. Once he literally offered me a few hundred dollars in cash to blow me. I was tempted but chickened out. We eventually lost touch and I didn't hear from him for years.
One day, after my then-wife asked for divorce, I was feeling lost and I reached out to him, probably from some misguided sense of needing to be wanted. He snatched up the opportunity to meet me and within a week I was driving to his apartment late one night. Although no one had said so, we both knew what was going to happen... I remember specifically thinking to myself in the car ride over that another man's cock would be in my mouth for the first time in less than an hour.
He was wearing black gym shorts and a white t-shirt when I arrived at his apartment, with nothing underneath but a noticeably large bulge pushing through his pants. He gave me a soda from his fridge, we chatted for a while, I don't remember about what, I'm sure neither of us cared. After a few minutes we were sitting down in his typical, sparse, bachelor type apartment. Complete with black leather couch, matching loveseat, TV, gaming system of some kind, basic kitchen, etc... it all felt very college dorm type. I don't recall exactly how, but the next memory I have is being on my knees, he was seated on the couch with his legs spread and his hard cock reaching out of the top his shorts.
I was concerned I couldn't get it into my mouth without my teeth scraping it, it was so much thicker than I imagined it would be. I had never seen a black man's cock before, but I instantly fell in love with it. I remember how strange it was to hold a dick that wasn't my own. I remember being inches from his mushroom shaped cock head and noticing the way the slit on the tip kind of wrinkled up and back into itself. My own slit was more of a straight line, like a miniature vagina, I remember thinking that all cocks must be slightly different. I remember the soft scent of Irish Spring soap masking the musk of crotch and feeling the weight of his large round balls. I started licking the sides of his shaft, tasting dick for the first time, working my way back to the tip and then feeling the cockhead slip into my mouth and hearing him sigh in relief as the boy he chased 8 years prior was now looking back up at him with his mouth stuffed wide with his black cock.