Facialized

I had started jerking off when I was twelve, maybe a month or so before my thirteenth birthday. I had heard other kids and even some adults joke around about jerking off since I was eleven. I had tried for about a year and a half, but had no luck ejaculating. I'd get hard and pre-cum would emit from my penis, but never the 'white stuff' that sperm had been described to me as. I never experienced a self-inflicted ejaculation until one winter's night when I couldn't get to sleep. I have no idea why, but I did something with a Football. These footballs were made of sponge, except for a plastic piece in the middle that emitted a whistling sound when the ball was thrown. I took this piece out, which left a perfect circular hole in the sponge football. I put on a condom that I bought from a kid at school, mainly out of curiosity. I then inserted my dick into the hole, pretending it was a woman's ass. I squeezed it tightly, which in turn made the sponge squeeze onto my dick. Within a minute or so, I came. It felt like a sigh of relief and a realisation of manhood all at once. Since that day, I learned to just stay at it with my hand until I came, no matter how long it took. I'd jerk off all the time and glue pages of my porno mags together with my cum. My friend Ike, who lived across the street was about five years younger than me, but we still hung out. He had plenty of cool things that my parents couldn't afford. About a year and a half after I had learned to masturbate myself, I started noticing my friend's mother. Her name was Tyleen. She was a rather plain looking woman, but definitely not unattractive. She was in her early forties, about 5'4', 130 lbs, had creamy white skin, short light brown hair, blue eyes that were usually covered with a thin pair of glasses and a rather small chest. But what she lacked in breasts was made up for when it came to the ass. It was thick and beautiful. I'd admire it whenever she wore jeans or a pair of moderately tight sweatpants. I don't think she thought it was an attribute, though. She was always buying these butt exercise machines that were advertised on tv. One day during the summer when I was thirteen, Ike, some of the neighborhood kids and I were in a neighbor's pool swimming. Tyleen was there reading a book since we had to have an adult present if we wanted to use the neighbor's pool when he wasn't home. When it was time to go, I just had an urge to feel her butt. My bathing suit was already dry from being out in the sun on a hot day. As she was going through the open gate, I stepped up close behind her and rubbed my semi on her ass. She didn't acknowledge it whatsoever and probably didn't think anything of it. I was still a child in her eyes. Over the next year or so, I'd get a quick feel of her butt here and there, but nothing too sustained ever took place. That all changed a couple of years later. It was winter and I was now fifteen years old. I was at Ike's house during a snow storm. We were messing around with his video games and stuff, but of course I soon and spontaneously got hard and horny, as all fifteen-year-olds do. I turned my attention to Tyleen. She was in the kitchen baking some cookies. She was wearing a purple sweat suit that was tight around her plump ass. You could definitely make out the crack. I was wearing a baggy hooded sweatshirt and a baggy pair of sweatpants with no underwear. I went into the kitchen and stood behind the counter with my back against the refrigerator. I knew she was going to eventually slide in that space to check on the cookies. My dick was already pointing straight out, but it was undetectable due to the fact that my baggy sweatshirt was hanging over it. Finally, the moment I was waiting for had arrived. As she scooched in between me and the counter, I pulled my sweatshirt up ever so slightly so that the true intents of my actions were undetectable. When she was right in front of me, I closed in and thrust my pelvis towards her, making the inch of space between us disappear. My dick, AND ONLY my dick, touched her ass. There was no mistaking what it was; she knew her butt had touched my dick. She thought it was her fault though and said 'oops, sorry Jim!' Then she went about with her cookies, not giving the intimate contact so much as a second thought. I got even more excited, knowing that she had acknowledged to touch my dick and me touching her ass. I needed more! Some time had passed and she went to the front door to check the snow storm. She was looking out of one of the three small square windows that were on the upper half of the door. I got behind her and looked out the same window, pretending to be interested in the snow. My cock was still hard as a rock and leaking pre-cum like crazy. I just slowly moved in on her until my cock was nudged in between her butt cheeks. Only three layers of clothing were separating us, my sweat pants, her sweat pants and her panties. It felt unreal! Here I was, a fifteen-year-old little punk with his cock buried in a grown woman's ass crack. There was no denying what was going on. She stayed there for what seemed like both such a long time. In reality, it was somewhere between ten and twenty seconds. She and her husband were sleeping in separate rooms because her husband's snoring was too loud. Or at least that's what they told Ike. They were probably having problems. It must have been a while since she felt a cock. I am a man of color and I'm pretty sure that she was more into the typical white-bread type of guy. It didn't matter though because a cock was a cock to her. While my dick was on her ass, she talked about the snow with a smile on her face. I just stammered out some short answers because I was so fuckin' hot. Eventually she slid her ass off of my dick and faced it away from me and towards the right side of where I was. She was still smiling a little though. I know it couldn't have been because of the snow. I turned so that my face was now inches from her face and felt like kissing her, but didn't because Ike was in the room. He was totally oblivious to what was going on. When she went back in the kitchen, I went upstairs to use the bathroom. I HAD to cum and cum immediately! As I closed the door, I noticed her bottle of facial moisturizer was sitting on top of the sink. I decided to open it up and jerk off in there. I wanted her to wear my cum. It didn't take long before ribbons of my hot semen were squirting into the small bottle. In fact, I had to scoop out a little glob of cum because it would have filled the bottle to the rim and might have raised some suspicions. The fact that she rubbed my cum into her face for several mornings turned me on no end.