Before I get into this story, I would like to cover an administrative detail. Many of my readers have been unable to locate my other stories. The following is a list of the story titles and they can all be found under Prolific Authors / Twonight:
Black Dorm World's Hottest T-Girl The Awakening Star Cruiser The Inmate Shocking Encounter Olympiad Turning 18 The Gamblers The Realtors The Kidnapping The Fluffer First Encounters
Please send feedback to twonight@excite.com. I really enjoy hearing about your first sexual encounter so tell me about it.
As I mentioned above, I really like to hear about my readers' first sexual encounters. I have gotten a lot of great stories. Although I can't vouch for the validity of them, I decided to share a few of them with others, with the names changed and no references which would reveal anyone's identity.
Ok, on with the story:
Larry's first encounter:
I was a high school senior, out with my friends on a Saturday night. We had been drinking cheap beer and smoking some weed when Jamaal suggested that we break into a convenience store and steal some beer. There was a place called the Gas'n'Go just outside of our neighborhood that was owned by this big white guy named Bruiser. Bruiser drank beer all evening and, after he closed the store at midnight, he went to his crappy apartment next door and passed out. We decided that Bruiser would probably be passed out by now and wouldn't hear anything.
The place had an alarm but Bruiser was too cheap to pay to have it monitored. The siren was on the roof just above a dumpster in the alley. Jamaal climbed up and ripped it from the wiring. After that, we just broke a window and climbed in. Jamaal and Ray had two sixpacks and I was picking up my second one when I heard the sound of a pistol being cocked.
"Don't move Homeboy," the voice behind me said. It was Bruiser.
I froze, but Jamaal and Ray managed to slip out unnoticed. They may have been my friends but they were not going to stick around to face Bruiser and his gun.
"Get on your stomach, bitch!," he snarled and I did as I was told.
He forced me to put my hands behind my head and he used some plastic binders to handcuff them in that position. I assumed that the police would be coming soon, but Bruiser seemed to have other ideas. He removed my shoes, then my pants and underwear. Now I was getting worried. I hoped that he was just trying to be sure that I didn't run, but I was wrong. He got some bungee cords and tied each of my ankles to separate columns, causing my legs to spread really wide. Then he went down one of the aisles and came back with some cooking oil. I was scared shitless.
When I heard him unzip his pants, I knew I was about to get buttfucked and there was nothing I could do to stop it. I started to scream for help, but Bruiser kicked me in the head and told me to shut up. I didn't want another kick, so I decided to grin and bear it. I managed to turn my head just enough to see Bruiser stroking his huge cock and it was getting really long and hard. I couldn't imagine that he could get that thing in my ass.
He rolled up my pants and slid them under me to raise my ass, giving him easier access to my hole. I tried to squeeeze it shut, but he rammed two greasy fingers in and forced it open. He finger fucked me for several minutes as I begged him not to do it.
"This will show you and your punk friends what happens when you fuck with me," he said.
I kept begging him to stop, but the feel of his big mushroom-shaped cockhead pressing against my asshole told me that it was no use. I tried to relax, but when he broke through my elastic ring, I thought I was being split apart. I screamed in pain, but he just rammed another three inches up me. I began to sob and he just kept working more and more of that giant log into me. By the time his balls rested against me, there were ten inches of thick cock buried in my butt. I tried again to relax and, thankfully, he gave me a minute to adjust to the size of his schlong. I don't think that he was being kind. He just wanted a better fuck and I was too tight. He worked his cock in a circular motion to open me up and the burning pain returned quickly.
There was just no way to relax with that gigantic gourd stretching my rectum to the breaking point. He finally got tired of waiting and began to slowly fuck me. The pain was actually not as bad as he fucked me because he was thicker near the base and, when he pulled out, the stretching was not as bad. Unfortunately, he kept slamming it back in to the hilt. On and on it went without end. His hips raised, then slammed back down driving his monstrous cock back up my ass. After what seemed like an hour, he bellowed and started shooting cum in my ass. Buckets of sperm poured from his dick and shot deep in my ass. I figured I'd have cum dripping out of me for a week. He kept pumping slowly for several minutes, making sure that he filled my ass to the rim.
When he pulled out, I figured we were done and he would kick me out. I was wrong again. He move around and sat with my head between his legs. He lifted my head and slid underneath me. With my hands behind my head, I couldn't hold it up. He forced his limp, scummy cock in my mouth and placed a hand on each side of my head, using them to raise and lower my head on his dick. The taste of his jizz and my ass was very strong and I wanted to bite the bastard and spit him out. However, I knew he would kick my ass if I did, so I did my best not to gag. About that time, I heard the door open and someone walking toward us. I hoped that Jamaal and Ray had come back, but again I was wrong.
"What took you so long, Joe?," I hear Bruiser ask.
"Damn, Bruiser, you really opened his ass up now didn't you," Joe replied.
Bruiser's cock was now hard and I couldn't turn to see Joe. I didn't have to wait long to find out how big his cock was. He dropped his pants and walked over to Bruiser, sliding his cock into Bruiser's mouth. I could barely look up enough to see it clearly, but Bruiser was sucking his dick like a pro. Once he was good and hard, he slid behind me and rammed it up my ass. I couldn't believe it, but he was even bigger than Bruiser - not thicker, just longer. He wasted no time getting his rhythm and he was fucking me like a jackhammer. With every thrust he forced me forward and Bruiser's cock slid deeper down my throat and I gagged and choked.
"Hey Bruiser! How many times did you shoot in his ass? He must have a quart of sperm in his butt. Every time I shove it in, cum gushes out of there."
"Oh yeah, well give me a minute and I'm gonna shoot another load in the bitch's mouth."
I groaned in protest, but that just excited him and drove him over the edge. He moaned and shot hot sperm in my mouth. There was nothing I could do but try to swallow it, but there was so much that I couldn't. It dripped from my lips and ran down his cock and he just rammed it right back in. It was actually good because it took my mind off of the tree trunk that was plowing my ass - for a minute at least.
Bruiser pulled out and got Joe to stop long enough to flip me onto my back. Joe quickly shoved his way back in and began to fuck me again. I wasn't sure what Joe was doing until I felt his lips begin to suck my cock. I was embarrassed that my cock was already hard and he got it even harder as he deep throated me. My cock was about 7 inches long, normally considered a nice size, but small in this group. Bruiser gave really good head and my cock was rock hard. I was looking forward to cumming in his mouth, but he suddenly pulled off. I was really pissed until he began to lube up my dick. I knew what this meant and I have to admit that the thought of a tight ass on my dick was appealing.
When Bruiser slid down my dick, I couldn't believe how great it felt. Even Joe's cock was beginning to feel good in my tired ass. They began to work together, with Bruiser sliding up my cock as Joe's cock sank deep in mine. As Joe pulled out, Bruiser impaled himself on my cock again. We stayed in sync even when Joe came. Just as he began to shoot jizz in my butt, I erupted in Bruiser's ass. Jets of sperm shot from my dick and coated the hot inner walls of Bruiser's butt. Joe's cock did the same in mine as he added a huge amount of cum to the load that was already there.
When Bruiser climbed off of me he moved back to my face and began to jack off over my face. As he did this Joe went down on me and began to suck the remaining cum from my softening cock. It felt nice and I have to admit that I was excited when Bruiser's cock exploded in my face, covering me in hot cum. He and Joe moved closer and licked my face clean. Joe even shoved his tongue in my mouth to mix some of my own cum with Bruiser's. Then he slipped his limp cock in my mouth. As it shrank, cum dripped from the tip. I had now tasted cum from everyone's dick.
Before the night was over, three more guys came by and they all fucked me twice. Before the night was over, I took 10 loads in my ass and 7 in my mouth. Three of the guys rode my dick and all of them got a taste of it. I think it was obvious, before the night was over, that I had developed a taste for dick. I tried to deny it but they all knew.
A few months later, I got busted for weed - the second time in a month, and I got sentenced to a prison farm. In less than a week, all of the guys there were fucking me and using my mouth as a place to drop a load. I was lucky I got out without a disease. When I was released, I couldn't get a job, so I became a male prostitute. I was getting dick on a regular basis, but I actually missed the muscular guys back in the joint. I got caught in an undercover sting and was sent back to the farm where I am now getting fucked on a regular basis again by some pretty hot guys. Jamaal got convicted of armed robbery and was sentenced to ten years. He was surprised at what I had become, but that didn't stop him from fucking my ass whenever he was horny. He loved to shoot a load in my mouth. Every time they try to release me, I take out my dick and start to jerk off and that ends that. They have to let me out soon, so I guess I'll just have to get caught again.
As always, send comments to twonight@excite.com. Check out my other fiction stories, Olympiad, The Gamblers, Black Dorm, The Awakening, The Inmate, Turning 18, The Gambler, The Realtors, The Kidnapping, The Fluffer, and Star Cruiser - and my nonfiction Shocking Encounter and Tess' story - World's Hottest T-Girl.