Dorm Monitor
When I was a scholarship student at a small Midwestern art school, I was given a job as Dorm Monitor by the Dean, to help defray my room and board. My job assignment, was to keep girls and booze off the upper floors of the dorm. I was given total authority by the Dean to evict any women I found on upper floors, and to confiscate any alcoholic substance I found in dorm rooms. My orders did not extend to Marijuana, or sexual activities with between guys.
Since this confession tells of incidents that occurred long before AIDS came on the scene, please excuse my not mentioning condoms. Please use condoms if you play today. It's imperative!
I was fresh out of high school, already an accomplished artist, with several one man shows behind me, but in need of a bit of broadening. I was still painting horses and cowboys, from my imagination. Images that might do well enough to make me successful in a place like Denver, where I came from, but I had my sights set on the Big Apple.
All the freshmen were required to live in the new dormitory the school had dedicated only weeks before the fall term started. We were the first students to occupy the place, and all of us were out on our own for the first time. No mommies and daddies to guide us or to explain about certain things.
We all showered in huge multi headed shower stalls, one to a floor. The sight of so many naked guys was not really new, since most of us had had gym classes in high school that had similar shower set ups. The only thing new, was the naked guys wandering around the halls, to and from the showers. It was very relaxed.
We were assigned two to a room, and most of the guys used a signal, if they wanted privacy; a strip of masking tape over the keyhole in the doorknob.
I was sexually unsure of myself at that time, and I guess a lot of the guys in the dorm were, because there was a lot of experimentation going on all the time. One night, walking down the hall on my last rounds, a week or so after the term started, I heard someone groaning in the toilets. Thinking somebody might be sick, I went to investigate. Peeking through the space between the door and the retainer wall, I could see two of my dorm mates. Josh, the larger of the two physically, had Davy, a thin svelte little guy gripped by the back of his neck. At first I thought Davy was sick. Both guys were naked which as I've said was not unusual. As I peeked, Davy moaned louder, and I realized he was moaning because Josh was fucking him.
I stepped quietly into the next stall, and stood on the stool and peeked over the top of the wall. Josh saw me immediately, and grinned. He kept Davy's head pushed down with his muscular arm, and began to put on a show for me, plowing Davy hard until his lap was slapping against Davy's ass like a sheet flapping in the wind. My cock was bone hard, watching Davy get fucked so masterfully. I'd never seen anybody getting fucked before, male or female and if the truth be known, I was still a virgin at the time.
Josh pulled his cock out of Davy's ass, and jerked it a few times until he sprayed a half dozen massive gobs across Davy's back. He groaned his final spurt and grinned up at me.
"You want a piece of this? He really needs to be fucked bad." He unlocked the toilet door, and motioned me to come over and help myself. Davy looked up at me and smiled broadly inviting me himself. I lost little time getting my pants around my ankles, and plowing my eight inches into him to the hilt.
Josh locked the door again, and I could feel his spent nakedness rubbing my left hip and thigh. He was slowly getting hard again. He played with my butt and after a while, wet his index finger, and shafted it into my pucker.
I'd never felt anything like it, and I felt my asshole opening up for more. I was ready, and expecting it when Josh leaned into my ear, and whispered he wanted to fuck me while I was fucking Davy. All I could do was nod at him.
His big flaring head forced its way into me, and I grunted as his shaft filled my channel. I couldn't believe the sensations I was getting from his large fuck pole. We got a rhythm going, and soon we were all spraying cum. I felt my asshole go slimy and started shooting my wad into Davy. When I creamed him, it was like nothing I'd ever imagined before. Davy, grunted and his asshole clamped down on me and he sprayed his load into the open toilet below him.
I thought about what had happened the rest of the night, I think I must have jerked off half a dozen times before morning. At breakfast, in the cafeteria, I sat next to Josh. He was stuffing his face with greasy food, and said nothing to me about the night before. When he finished, he just got up and left without speaking to me. While I toyed with my food, Davy walked up and sat down next to me. We didn't speak either, but we ate and finished our food at the same time. I got up to clear my plate, and he followed me. I headed to the stairs, and my room which was on the top floor. Davy roomed with a guy named Sam on the second, but he kept following me up the stairs. On the landing to my floor, he caught up with me.
"When's your first class?" He had a deep voice for such a small guy.
"Not until later." I opened my door, and stood looking at him.
"Your roomie here?" He was trying to look into the room over my shoulder.
"Class all day. Won't see him until after dinner." Davy smiled at that information, and looked back at me.
"Mind if I come in for a bit?" I pushed the door open further, and he walked into the room ahead of me. I stripped the short piece of masking tape off the doorknob, and replaced it over the keyhole, before I stepped inside and locked the door.
"So what's up Davy?" He stepped over to where I was standing, and put his arms around my chest and hugged me. I held my arms akimbo, and looked at the top of his head squeezed against my chest. Gradually, I let my arms fall around him and squeezed back.
"I want you to fuck me again. And maybe, if you'll let me, I'd like to fuck you. I've never fucked a guy before. They've always fucked me. When you let Josh fuck you last night while you were fucking me, I thought maybe I had a chance with you."
"Could be...Last night was my first time. I've never done anything like that before."
"Did you like fucking me?"
"Yes, it was wonderful. And I must admit having Josh's big dick up my butt felt pretty good too." I sat down on my unmade bed, and he sat next to me. I could see he was hard, and was sort of taken aback by the outline of his dick in his jeans. It was bigger than Josh's tool by several inches. I put my hand on him, and rubbed through the cloth. He shivered under my caress, and put his hand on my stiffening meat.
I pulled his tee shirt over his head, and took my own off as well. We stood up and dropped our pants, kicking off our shoes and pulling the obstructing clothing off as quickly as possible. Davy had no underwear on, and his massive cock looked like a truncheon laying across his leg. I couldn't resist reaching for it while I was still trying to get my briefs off over my own hardon.
His cock felt huge in my fist. My fingers barely reached enough for the tips to touch. I knew from measuring, the span between my thumb and forefinger, was nine inches. I used that span to measure the length of the giant cock, and found it was a little over one and a half spans. I guessed roughly at fourteen inches. I had never even imagined a man could develop a dick that size but never the less, I was holding it in my hand er, hands. The flaring head on the thing was as big as Davy's tight fist. I marveled at the giant cock, and played with it for several minutes, wondering whether or not I could take the thing inside my ass.
"Looks like with this monster, you could fuck anybody you wanted Davy?" I spoke finally, having made the decision that no matter how difficult it looked, I wanted to experience this piece of man flesh as far up my butt as I could manage.
"Guys are afraid of it. Girls too for that matter. Before I knew I was queer, a lady I used to do errands for, molested me one day, and told me she was going to make a man of me until she got a hold of ol' Johnson here. She nearly fainted, and told me it would tear her apart. The first time I got picked up by a guy, he played with me for an hour, and finally fucked me, and jacked me off but told me I'd never really have a satisfactory sex life because I was just too big."
I was sliding my hand up and down his length, and leaned over to lick the massive head and glans. He shivered at my tongue lapping his heated flesh, and laid back on my bed.
"Have you had a lot of sex with guys?" I continued to lick and suck the marvelous tool.
"Yeah. Nearly every guy at my high school, including most of the male teachers. I've even put on shows for some of the female teachers, but I've never fucked anybody for all my activity."
I got up, and rummaged around for something to use for lube. I found a bottle of hand lotion my roommate owned, and began to slather the monster cock with it. I stuck the head of the bottle into my ass crack, and squeezed a generous amount in there as well. I got down onto all fours, on the throw rug next to my bed, and presented my butt to Davy.
He wasted no time getting into position, I felt his massive head putting the pressure on my hole. I took several deep breaths, and forced my muscles to relax. I felt him begin to spread me open. The head, was still not inside of me, but my sphincter was already protesting with little stabs of pain.
"Rock in and out a little Davy. Maybe that will help relax me some." He began to rock the head of his cock into me a half inch, then out, never quite leaving the little toehold he'd achieved in my butt. Gradually my hole opened to him, and suddenly the massive head was inside, and I was grunting with the increased pressure.
"You want me to stop?" His voice was quivering. I couldn't speak at all, but managed to shake my head vigorously. He continued his short push-pull technique, and I could feel him gaining ground. Finally, he let out a long sigh, and put his hands on my shoulders. He massaged me for a moment, and told me he was all the way inside my ass. We rested there for a while, and slowly he began to stroke out of me a few inches, and then back inside. My body was sweating torrents, but the feelings were incredible.
"Speed up a little," I managed to gasp, and he did as he was told. It wasn't long before I was seeing stars. He was pumping in and out of me at record speed, dragging the huge thing over my prostate and causing my cock to drool snot all over the throw rug. I couldn't believe the emotions he was bringing out in my body. I loved every minute, every thrust, every touch of his massive pole plunging into my bowels.
We fucked for twenty minutes or so, and I felt my nuts begin to pull up tight to my cock shaft. I managed to grunt out that I was about to cum, and then started to shoot what was my eighth load of cream in less than twenty-four hours. My sphincter tightened like a vice on his massive shaft, and he lost control with a groan. He piled into me hard for a dozen strokes, stiffening his body when he reached bottom until he'd pumped another shot of cum into me, before pulling out and starting again.
He had tears in his eyes when he finished, and finally pulled out of my ass. We lay together, cuddling on the throw rug, while I dried his tears and stroked his sobbing quiet. It was several minutes, before he looked up at me, and smiled.
"Thank you...Even if I never do it again, I at least will know what it feels like now.
"What do you mean; never do it again?" I held him out and stared at him.
"You know..."
"I don't know. I'd like you to be my roommate if we can arrange it."
"Really?" He was excited.
"You don't think I'd give up this cock," I said, slapping the limp monster, longer soft, than mine hard, against his leg. He kissed me hard on the mouth.
"How can we arrange it?"
"I'll talk to the Dean. He usually lets me do what ever I want."
That was thirty-three years ago. Davy and I have remained together all this time. We started our own business as graphic designers after we graduated, and have been totally satisfied with our monogamous relationship all these years.
End