When I was about 24, I left New York to pursue a job opportunity in the Midwest. The position called for a computer specialist, which I was. What I didn't find out until later was that it was in a high school and that in addition to maintaining the school's computer systems, I had to teach a class in computer competency as well. I didn't have the best time in high school so I was planning on not taking the job for fear that it would dredge up awful memories. But then I thought again about how much they wanted to pay me and hauled ass to Indiana. The plan was to work there for a few years, save up, and then move back to the city.
The job proved to not be as painful as I thought. I was the youngest person on staff there and immediately got a reputation amongst the teenage girls for being the "cute" one. Some of the girls would giggle and blush whenever I spoke to them. I also found out that there were a lot of interesting things written about me in the girls' restroom. "I fucked Mr. Reis," or "Mr. Reis has a big fat dick." It was pretty flattering even if I wished that they were maybe 5 years older and boys instead of girls.
In fact that was one of my biggest qualms about working at the high school--hiding my sexuality. It was a small private school in a community that was very traditional and conservative. I think they probably wouldn't have hired me had they known I was gay. My sex life pretty much suffered in general after moving. There were no gay clubs or bars or anything in that city. Meeting guys was pretty difficult. To fill the void, I jerked off a lot and much to my dismay, images of the teenage boys at my school would pop into my head.
There was one whom I had a bigger crush on than all the others-- Sean Corola. Whether it was the fact that he was the cutest boy at school or the fact that I kind of had an inkling he was queer too was beside the point. I was attracted to him and somehow, he knew and perpetuated it. During my first year at the school, he was a junior, no older than 17. I had to restrain myself.
That task proved incredibly difficult when I chaperoned field day. All of the jocks had stripped their shirts off and were sweating all over the place. For most of the events I only refereed but for the junior / senior tug-of-war, I was pulled in. Somehow the seniors had gotten the P.E. teacher on their side. So the juniors--specifically Sean, convinced me to join their side.
"Take yer shirt off and get in here, Mr. Reis!" It was an offer I couldn't resist. I stripped down to hear most of the school gasp at my well-sculpted torso which came from many hard spent hours at the gyms in Chelsea. Girls were now on the sidelines, hooting and hollering. Sean looked my body up and down and was obviously turned on. A little smirk came onto his face. He immediately tried to hide it though.
Someone made the suggestion to do this over a pile of mud so before we started, the game was moved. We all took the rope again and braced ourselves. Sean got behind me. When the tug-of-war started, we were winning, but the seniors kept getting more and more help as more kids joined their side in the middle of the game. My side was struggling to hold on when Sean began rubbing against me. Amidst the cheers, screams, sweat, and confusion, I felt Sean's hard dick press up against my ass. I was so surprised that I lost my grip and ended up causing all of us to fall into the mud. Sean collapsed onto me and kind of secretly humped me before getting back up. Yes, he really wanted it, but alas, he was only 17. If I wasn't as convinced as I was then, he further proved it by asking me to mud wrestle with him later. I passed.
After that, I kept an ear out around school for rumors about Sean. He was very popular-- a star on the football field, straight A student, and apparently, a cradle robbing gigolo. The rumor was that he fucked freshmen and when he became a senior, the rumors changed to not only freshman girls but freshman boys as well. There was even talk about it in the teachers' lounge as it became quite a scandal. Apparently some student came out with the story and a bunch of kids followed her. However, I heard from the guidance counselor that Sean denied all the rumors.
I found that hard to believe though. I saw him around and studied the way he acted around certain kids. It reminded me of myself in college. It was a very transparent scheme to someone who was familiar with it. He'd find shy, quiet kids and charm them by acting interested in what they had to say. Then, I'm sure he fucked them and never spoke to them again. He was a seducer indeed.
Had I known then that he had serious designs on me, I probably would have gotten it on with him a lot earlier. Smiles and head nods in the hallway gradually turned into winks and crotch grabs. If I was a woman, I probably could've gotten the kid busted on sexual harassment but then again he probably would've denied ever coming on to me like he denied everyone else's claim that he fucked them. He was good at maintaining that charming, all-star, smart jock image. In fact, it sort of annoyed me how confident he was with himself. He relished in the fact that whenever he'd flirt with me, I'd get embarrassed and turn away. I was going to put an end to his cockiness. Plus, he was 18 now.
One day, he was doing his usual strut down the hallway, and I sneaked him a note. It read "My office, 4:00, Mr. R." All day I anticipated what would happen. Would he come? I made sure I scheduled our meeting after school and even after detention. I wanted to be sure no one was around.
4:00 came and I sat in my office waiting. He didn't show till 4:15. I told him to sit down in front of my desk. Then I just stared at him. He stared back, awkwardly. A nervous smile came across his face. I think he thought I was going to read him the riot act about the flirting. I smiled back, slyly. "So, Sean. Exactly how many kids have you fucked at this school?"
Surprised at my candid question, he squirmed in his chair and looked away from my stare. "Um... I dunno what you're talking about," he said.
"Really?" I said, standing up, walking over to where he was sitting. I stood over him, my crotch directly in his face. "The rumor is that you've fucked half the freshman class."
He looked up at me worriedly and then at my crotch. My semi-hard-on was visible from where he was sitting. "It was only five," he said.
"Boys or girls?" I asked him, holding the back of his head.
He looked up at me and rubbed my crotch, almost seeking approval with the expression on his face. "I had two girls suck my dick... then two boys... then I fucked this boy..."
"Did you think you could do that to me?" I asked, still looking stern.
"Well, kinda..." he said stroking my dick through my pants. Then I grabbed his hand and tossed it away from me.
"What if I wasn't into that?" I told him. He looked at me wide-eyed and trembling. He was speechless. He gulped and started breathing irregularly.
"Then... then I fucked up," he said, nervously. I couldn't help but be tickled by this.
I smiled and told him that he was just like I used to be in college. Then I told him to suck my dick. He was relieved and hurriedly undid my pants. My cock jutted out in front of him. He panted, mouth watering as he looked at it for a minute. There was nothing really amazing about it. I think he was just stunned that it was him on the giving end for once. He began sucking me, rubbing his own dick through his pants. I ran my fingers through his curly brown hair, slowly pushing my penis into and out of his mouth.
As I undid my shirt, I saw him take his own dick out from above and had to do a double take. It was HUGE--nine inches long maybe, as think as a bottle, a smooth, uncut masterpiece. I pulled my cock from his mouth and knelt before him. Sitting in his chair, he looked down at me and smiled. I thought it was amazing that such a girthy dick would still point straight upward when erect. "What's a punk high school kid doing with a porn star sized piece of meat like this!?" I said.
"Getting it sucked, duh," he said. I happily obliged, wrapping my mouth around his monster member, holding his fat, hairy balls with one hand and jerking off what I couldn't suck with the other. I was determined to give him a better blowjob than any of those kids. He moaned and squirmed in his chair, pushing my head further down on his dick. He thrust up and down and grunted, proclaiming he was close. I immediately stopped, not wanting him to come so soon. But as soon as I took my mouth off his dick, it started oozing thick, hot, dick snot. He moaned softly, grabbed his dick and squeezed, feeding me his semen from his hand. It was so bitter and strong, just like a teenage boy.
"Damn," I told him. "I wanted to feel this big dick in my ass."
"We can still do that," he said, smirking, shaking his still rock hard dick. "I'm not done." I'd forgotten that I was with a virile, sex-crazed, 18 year old boy. I pulled down my pants all the way and discarded them along with the shirt I quickly peeled off him. Then I straddled him while he still sat in his chain. I spat in my hand and lubed my ass and his cock well. Then I lowered myself onto his big dick. It was a little tough--even my biggest dildo wasn't as big as Sean's monster but I managed.
Sean moaned before kissing me deeply and while I slowly bounced up and down on his dick, he kissed my neck and chest. God, I felt like there was a pipe up my ass or something but it felt amazing. Soon, he was thrusting his stiff monster further up my ass causing me to open up wider than I've ever had. Just as I thought I was going to come from the sheer stimulation of my prostate, he moaned, "I want you to fuck me."
I figured I'd let him experience this. My cock is only about 6 inches long so I knew it wouldn't be too much for him to handle. Plus, I told myself I would be gentle. We got up and he leaned on my desk. I stood behind him and lubed up his tight virgin asshole with saliva. He let me in immediately, grunting loudly. He started bucking up against me before I could even start thrusting. Finally I caught up with him and started fucking his hungry butt from the back.
"Yeah, fuck me, Mr. Reis!" he yelled, almost too loudly. Luckily, it was after school hours and the only people around were the few janitors who hadn't finished their jobs yet. His pert little bubble butt rippled after each of my thrusts. My worries about having to be gentle were tossed out the window as it seemed like this kid's ass just couldn't get enough. "Drill my ass, Mr. Reis," he moaned.
We fucked standing for a while but he proved to be too much to handle in that position, so we switched. He threw everything off my desk and sat on it, spreading his legs. He wanted me to fuck him missionary style. Still standing, I put my hard cock back into his ass and fucked him.
"Oh yeah," he said, jerking off his giant dick while I pounded his ass. "It feels so good, Mr. Reis! Don't stop!" Then I got onto the desk with him so as to allow deeper penetration. He squealed in delight. "Harder!" he yelled as I pounded away at his young, tender flesh. I started pinching his nipples as I fucked him, reveling in his smooth, lean, never before shaven torso. Lost in ecstasy he grasped the desk and let me go to work.
Then I decided to give him an extra treat. His cock was so big that if I angled myself correctly, I could suck him off and fuck him at the same time. Every time his cock went into my mouth, his ass lifted off my dick and every time he sank back onto my dick, his cock left my mouth. At this point, I was still tweaking his nipples as his thrusting and bucking became faster more wild. I could tell he was close to losing it. He gasped and began shooting semen all over my face. This made me lose my load too. As I pumped his ass full of my own seed, he continued shooting his heavy load. Some of his spurts went as far as his own face.
Then I pulled out all the way and collapsed on top of him. We were both covered in his juice, the wonderful smell of which quickly began to fill the room. "That was amazing," I said, knowing I hadn't really had sex like that since I left the city.
Sean looked at me and said, "So, you were like me in high school then?"
"No," I told him. "In high school I was a nerd. I didn't become like you till college."
"So I got a head start then," he said grinning.
"I suppose you did," I said but added, "I never fucked one of my teachers though." We laughed at that exchange.
After that, I sort of became the kid's mentor. It was understood that there'd be no more sex. He'd ask me advice on everything from coming out to his parents to where to go to college. He ended up going to NYU. I'm sure he's having a blast and in a few years, when I move back, I'll look the kid up.