I was 14 when I discovered the internet could be used for more than research projects and games. I had taken to playing fantasy games. They were text based, not like the modern MMPORG of World of Warcraft. I played female elves fighting their way through undead forests or imposing warriors flying to battle atop dragons. But eventually, I found my way to what was called a "talker." Similar concept, except you simply talked. This was an adult-themed one and the name escapes me. It was there I started talking with someone whose name, sadly, escapes me. For the sake of this story, we will call him Glenn. I say Glenn because it is the most unattractive name I can think of and once we met in person he was surely that.
In my parents living room, late at night, we would chat and roleplay sexual situations. At 14, I thought it was all very adult and sexy. We would roleplay various situations. As the screen filled with dirty scenarios, him fucking me in front of a mirror so he could watch my face or me riding his dick on a water bed, I would jack off furiously trying to keep quiet so as not to wake my parents and siblings sleeping upstairs.
It wasn't long before we had progressed to phonesex. I would rush home from school and lock up the house -- I didn't want anyone finding me whacking off in front of the computer -- and jump online. Once he was sure I was on, he would call. It was a little awkward at first. At 14, I was scrawny. I had shot up in middle school and now in high school was around 5'10" and 140 pounds. Ok. I was emaciated! But I ate all the time. Puberty can be a mother sometimes. The sound of his voice, older and domineering, instantly made me hard. I was about 6" I discovered after he asked me to measure it.
I spent my afternoons talking with him on the phone. He would make me, well I willingly submitted, but he would make me spank myself with wooden spoons my mother used to stir her spaghetti sauce. I would use the same handle, slick with lotion, on my ass.
At first, the idea of anal sex never appealed to me. I knew I was gay at a young age but the idea of "sticking my dick in shit" or the other way around as it would turn out most of the time, never held much appeal. I would go along with it just because it was exciting to hear his reaction.
I would lean back in the computer chair, my feet propped on the computer desk, and cum all over myself while I kept the phone cradled against my shoulder. My balls would ache pleasurably when I untied the shoelace from them. I had a knack or rather he had good instructions on how to turn household items into sex toys.
Eventually, I moved away and didn't get online anymore. Not until the summer I returned back to the states. I was 15 and a rebel. I thought I was badass. I had dyed my buzzed hair red. A female friend who ran a piercing studio out of her mother's house used me as her favorite pincushion. My eyebrow was pierced twice, I had a tongue ring and a nipple ring, which was frankly the most painful thing I've ever physically experienced. I wore huge jeans, the type ravers wore in the late 90s, that swished the ground when I walked and tight shirts that clung to my meager frame. I was your typical suburban white boy looking to be bad. Looking back now, I was always searching for an experience that would explain the chaos in my brain. Why did I always feel so bad and different? Why did I feel not good enough? Turns out, I used sex to create the experience I felt in my brain.
Staying with my sister for the summer, I decided to meet Glenn. I took the subway into the city (I'll keep which one private) and spent the day with friends. I had created the perfect lie. I told my friends at the city I was heading home and told my sister I was staying with them. It gave me exactly one night to lose my virginity. I was on a mission.
I imagined it would be a night of passion and fireworks. It was...interesting.
I had seen pictures of Glenn. He looked about 45. He was overweight and hairy. He was balding up top but the side of his head had gray puffs of hair. And like most men in my future, I'd be embarrassed to be seen with them in public or admit the things I've done with them. I think I'm addicted to ugly sex.
I showed up at his ratty motel. He had actually just arrived before me and was sweating through his shirt from the heat or perhaps because he was fat and always sweated. I didn't really care. I was so alive. I was being daring. My dick was hard in my pants at what was to come and there was no blood left in my brain for thinking.
"Get naked." He said after we talked for a few minutes.
I stood next to a wooden dresser and slowly stripped away my clothes. I'm not sure whether I looked attractive or whether it was because I was young but he was clearly turned on. He kept rubbing his crotch while watching me.
I stood naked before him and looked down at myself. It wasn't hard to have abs when you were as skinny as me. They didn't have anywhere to hide. I didn't know then about personal grooming and had a sizeable brown patch of hair swarming across my crotch. My cock was fully hard and already precum was present. My small balls were already pulled tight in anticipation of an orgasm.
I heard a click. It was a photograph being taken. To this day, I would pay good money to see the photographs he took. I'm curious to see what I looked like then. Perhaps, my fascination of taking naked pictures of myself stemmed from this point.
He had me lean against the dresser and stick my small ass out. The camera captured me bent at the waist, then with my cheeks spread, then leaning against it holding my dick straight out. I got on all fours on the rough carpet, which I remember staring at wondering how many people walked across it as he took pictures of my ass up in the air.
The impromptu photoshoot must have worked Glenn up.
"Suck me," he said.
I got down between his legs, kneeling between the two double beds as he undid his pants.
Again, like most of the men of my future, his dick couldn't compare to mine. By now and to this day, I've got a good 8 inches and am usually disappointed when seeing the dicks of others.
His fat hairy thighs spread as his khakis and underwear was pushed to his ankles. My head was shoved into his crotch and with a little searching my lips found the large bulbous tip of his dick. I had no idea what I was doing. I just opened my mouth and let his hard dick in. I kept my mouth so wide open I doubt he could feel anything. My lips clamped down when I felt the sting of his belt on my ass.
"Suck me!" he said with more force.
I started sucking. Sucking like you would a soda that only has a few drops remaining. Like I said, I didn't know what I was doing. The taste wasn't unpleasant. It felt like I was sucking a large thumb. The smell of his crotch, sweaty and unwashed, was gross but an odd turn on. I knew what I was doing was wrong and it excited me. I slowly started jacking off while I bobbed my head up and down on his dick like a buoy buffeted by bay waters.
A few minutes in and he pushed me off, I could tell he was close and that excited me further. This disgusting man wanted me and that was what truly made me horny. I can't even remember his name but I have no doubt he remembers every single moment of our encounter. I felt like a sex god. I lay down on the nasty comforter with its cheap floral design and stretched out the pale skin of my body across it.
He quickly stripped away the rest of his clothes and started sucking my dick. Now this was something I liked! The feel of his tongue on my teen dick was amazing! I squirmed beneath him. I could feel his massive body covering my legs and crotch and I felt like he was swallowing me whole. I gasped loudly when his tongue licked at my balls and his hand jacked my dick. This was better than all the times I had jacked off at night.
He stopped for a minute to retrieve something and I laid there jacking my dick with one arm thrown over my face. I covered my eyes with my arm. I still prefer to have random sex with my eyes closed or blindfolded. It makes it seem less real.
He returned and quickly swallowed my cock. I could feel my dick pushing at the back of his throat and the labored breath from his nostrils on my crotch. I tensed suddenly as I felt a slick finger pushing at my asshole. This was more than a kitchen implement. His thick finger was trying to worm its way into my ass.
I grabbed onto the curly sides of his hair as his finger slowly worked its way in. I'd love to say that this was an amazing feeling and I saw fireworks behind my eyelids or some other shit you read on here. But the reality was, it just made me feel like I had to take a shit. It felt cold and unnatural. But this was what I came here for and I wasn't going to leave a virgin.
After I got used to his finger, it was time. He lay down and I straddled his rotund body. I put two hands on his fat, hairy belly and tried to sit on his dick. It wouldn't work. I couldn't figure out the angle and had no idea what I was doing.
Quickly, I was on my back and he began poking around to find my wet hole. When he finally did, my face pinched in pain as he entered me -- the first dick to ever do so. Every part of my body screamed at me to leave. Get the hell out of here! You are being fucked by some ugly fat man. What the fuck are you doing?! But I stayed. Thankfully, he didn't try to kiss me or I would have run.
He slowly started fucking me and again it was not amazing. I didn't see what the big deal was. This is what everyone had talked about? He fucked me for about five minutes. What I recall most is the feeling of his sweat dripping from his face onto mine. It grossed me out and still I lay there docile while he fucked my underage ass.
With a grunt of exertion, he came in me. I could feel his slimy cum in my ass. And while I was pretty much grossed out by the whole thing, I was still rock hard. I jacked off while he took pictures of me fingering my cum-soaked hole.
In the end, I headed home on the subway, hickeys marring my body and $300 in my pocket. I was no longer a virgin.
This is my first time writing for nifty after reading for more than a decade. Comments appreciated at absolvingmyself@yahoo.com