Chapter 2: Teddy, Bare!

I had been servicing The Duke sexually every day for about three or four weeks when I, by accident, added another guy to my sex calendar. Teddy N.

My father was the superintendent of the building we lived in so I picked up a few bucks here and there by cleaning people's bathrooms. I charged $2 a pop. I didn't have too many customers, maybe four at any one time, so it was easy to squeeze them in with my going to New York City to service The Duke's gay guys.

Teddy N. had moved into the building, so, with my cleaning gear in hand, I knocked on his apartment door, introduced myself and told him what I was offering, and the price. He said sure and told me to come right in.

Teddy was about 60 with a slim build, bright white hair and dark horn-rimmed glasses. He looked somewhat like a college professor. In real life, he sold real estate.

The first time was uneventful. After some intro conversation, I cleaned his bathroom. He paid. Told me to come back in two weeks to do it again. I left, $2 richer. I did catch him staring at me a lot as I worked and his conversation was sort of sexual, but not quite. You know, he'd say jokingly, "My last cleaning person wasn't as cute as you." That sort of thing. But I'd had enough experience with gays to know something was afoot.

The next time was different, to say the least. I showed up ready to work and he said he had to go and mail some letters. He went out the door and I went into the bathroom. It didn't look at all dirty, so I figured I'd have an easy time of it.

Then I noticed a magazine lying on the hamper. The title of the magazine had been ripped off, but there was no mistaking the full-color cover picture. A kid, about my age, was sucking on a man's large-sized prick. And from the looks of it, he was quite enjoying himself.

Naturally, I picked up the magazine and leafed through it. All the pictures on the inside were in black and white and all showed men and boys going at it. Oral, anal, you name it, they were doing it. When I flipped to a certain page, a penny fell out onto the floor. I picked up the penny and continued flipping pages.

What I saw on those pages gave me one helluva hardon and I was tempted to whack off then and there. But, because I was going to see Duke in a few hours, I didn't.

When I heard Teddy's key turning in the lock, I panicked. I tossed the penny back into the magazine, placed it as I had found it, and got to working. I found out later that he had placed the penny in there to see if I had opened the magazine. Clever.

Teddy came directly into the bathroom with a "How's it going?" and before I could say a word, he said, "Oh, I shouldn't have left that magazine out like that. You're too young to see stuff like that." He leafed through the magazine and, I assume, spotted the penny on the wrong page, and said, "Or are you? Did you enjoy looking at these pictures?" I knew I was busted, so I mumbled "Mmm hmm."

He said, "Did you see this one?" With shaky hands, he spread the pages before me and I could see a kid sucking on a very large prick while caressing the guy's balls with his free hand. What made the picture somewhat exceptional was the kid had the guy's cock in his mouth right down to the pubic hair. He was deep-throating a nine or ten incher.

I played absolutely dumb. "No, I... I didn't see that one. I... I didn't know someone could do that, take it all like that. Geeze."

Teddy was on a roll now. "Look at this one!" He showed me a kid sitting on a guy's lap, the guy's cock buried up his ass, while the kid sucked off another guy. The kid was also being sucked off by a third guy. It was lewd to say the least.

"And this one!" A different kid was sucking two cocks at once. Cum was all over his lips and face and he was smiling right at the camera. "Geeze!" was all I could say. I had a hardon that actually hurt, especially around the cockhead area.

Teddy then opened the magazine to the middle spread. It showed, life-size, three men's cocks and the kid's. Alongside each cock was a ruler! The men ranged from slightly larger than 7" to 9-1/2." The kid topped out at slightly over 5."

Teddy said, "I'll bet you $2 your cock doesn't get as long as this kid's five incher. Do we have a bet?" Because I topped 6-1/2," I said OK. Teddy reached out and pulled my shorts and underwear down to my ankles so fast I didn't have time to think. He then stripped off my polo shirt and there I was, naked and hard, before him. He told me to step out of the clothes on the floor and I complied.

He knelt down in front of me and started stroking my balls. "Whoa, I think you're gonna win this bet!" Then, before you could say, "Blow me down," he had his mouth on my cock. His mouth was super hot and extremely wet. It felt fantastic and I knew it wouldn't take long for me to pop. But he stopped almost immediately and stood up. He pressed both hands to my shoulders and gently pushed me down to my knees.

"Your turn!" was all he said as he unzipped his fly. He undid his belt and pushed his pants and underwear down and stepped out of them. His cock was big! Like the men in the picture, he had to have had at least 8" of very wide dick. It looked absolutely menacing, with a large, spongy, bulbous head that had a very pronounced ridge.

"Put your mouth on it!" he commanded. I grasped the base of his shaft and leaned forward until my lips touched just the tip. It was sticky from his excitement. As I brushed my lips from side to side over the gooey tip, he said, "Open your mouth and put it on my cock! Now!"

I complied, feeling the swollen head enter my mouth, my tongue touching the bumpy underside. When my lips passed over the flanged ridge I could feel my cock getting harder. Teddy moaned above me.

"Oooh, yes, that feels great! Now... take more of it!" I took a few more inches until the cockhead was just touching the back of my throat. I paused there before coming back up a few inches and then repeating the whole process. I wanted to tease him a bit before deep-throating him. Besides, I didn't want him to know I could do that trick. So, I pretended to gag on one of the downward pushes. Then I played a game.

I looked up at him. "Do you really want me to try to take the whole thing?" I asked, coyly, and putting the most innocent look I could muster up on my face. "Yes!" he said. "Do it slowly and relax your gag reflex and you'll see, you'll soon have my whole cock in your mouth." What fun!