Perverts 'R' Us

First Experiences, Part 3. 1956-7

By Walter Howard ( m/m, oral, anal )

Author's note: all my stories are semi-biographical. They all happened to me in one way or another. Names, places and dates may or may not have been changed. If you enjoy my recollections, please respond to wahobac@email.com.

So far, high school had not been up to my sexual expectations. To hear the other guy's bullshit, I was the only one not getting a lot of pussy and I couldn't understand why. It wasn't from lack of trying, but I just couldn't score. I was sure as hell doing a lot of masturbating, not that that didn't feel good, but I really wanted more. Sure, I had enjoyed a couple of hand jobs, felt some tits, sucked some, well one, pussy, and gotten titty-fucked by an old fat woman, but that was over a year ago when I was a freshman. So far my sophomore year was nothing but jack-off city.

I was discussing my frustration with a new guy I had met in gymnastics class, when he informed me that there was a lot more to sex than self satisfaction and girls.

"Like what," I asked, "sheep and dogs?"

"Well," he said, "those too, but I was talking about what guys can do with each other to get off."

I had heard all about fags and weird stuff, and so I told him to fuck off.

"No, no," he replied. "I'm not a "homo". I just like sex and sometimes sex with a guy is just as good as sex with a girl. Besides, you don't have to go through all the bullshit you have to do to get to first base with a cunt, and guys keep their mouths shut."

"Right. Sex with a guy can be just as good as sex with a girl. For instance?"

"I'm talking about jacking each other off. I'm talking about sucking each other off, and, uh, other things. If you want to know more, ask your folks if you can stay over at my house some night, and I'll show you how we can have a lot of fun."

I thought about what he had said for a few days, and finally came to the conclusion that there probably wasn't much difference between a man's hand or a woman's hand stroking my cock, so I set my mom up by starting to talk about my new friend, Roger, the senior, that I had met and how cool he was and that he wanted me to come over some night and look through his telescope and spend the night. I told Roger that it was all set at my house, and asked him what was a good day for him. He told me that his parents were going out of town the next Thursday, so we could have the whole day after school and all night to enjoy sex.

Thursday, I brought a change of clothes, promised mom I would do my homework and call her, and impatiently waited for school to get out. Roger had a pretty nice car and I felt pretty cool getting into a senior's car in the school parking lot.

As we left the parking lot, Roger unzipped his pants and pulled out his cock. I guess I was staring because Roger told me that he always drove with one hand on the wheel and one hand on his cock. He told me that's why most guys' cars have suicide knobs. He motioned for me to get my cock out of my pants, so after looking around, I did. I have to admit, movin' down the road and watching all the chicks walking while stroking my 8 inches was pretty cool. I looked over at Roger and noticed that his prick was about as big as mine and circumcised like mine too. I matched my stroking with his and we continued to his house stroking in unison to a song on the radio and talking about the females we saw on the way. Hell, I was already having a good time, and we were just getting started.

We pulled into his carport and I followed him into the house and back to his room. He shucked his clothes and so did I. We looked each other over. He was a couple of inches shorter than I was and had light brown hair. He didn't have a lot of pubic hair, and his cock was probably about 7 inches long. He had a gymnasts' body which means that he had pretty good muscle development, and I guess if I was into guys, he was good-looking.

He stepped up right in front of me and grabbed my cock. Then he took his cock in the same hand and started stroking them together. It felt different, but good to have my cock pressed against his. When I was younger, Skippy and I had sometimes jacked each other off, but we never touched each other, so I was kind of surprised when Roger put his other hand around me and started squeezing my ass. I had both hands free, so, what the hell, I put one hand on his ass and started squeezing it. Our pre-cum was mixing together and Roger's hand was sliding over the cock heads and our dicks were getting slicker and slicker. Then he really surprised me by bending down and licking one of my tits.

It seemed like a jolt of electricity passed through my whole body and Roger picked up the pace and started sucking on one titty, then the other. I didn't mean to, but all of a sudden, I could feel my balls tighten up and I started shooting all over our bodies. Roger was right behind me and between the two of us, our chest and bellies were covered with fresh warm teenager cum. Roger sat me down on his bed and got a couple of towels from off the top of his dresser and threw one to me so I could clean off. My cock was still twitching as I watched Roger wipe our cum off his tight body.

"Man, that felt good, for starters," Roger said as he sat beside me. He then reached under his mattress and brought out a couple of Playboys and handed them to me. "How long does it take you to get hard again?"

"Uh, not long I don't think, especially with these to look at. Why?"

"Have you ever had a blowjob?"

"Well, almost, I think."

"I'll be back in a few minutes," He said. "You just look at the girly pictures and when I get back, we'll get you sucked off, OK?"

Hell yes, that would be "OK" I thought to myself as I looked at the centerfolds and my cock started rising again. As usual, my right hand found itself around my cock as I slowly took in the pictures of Hugh's fine-looking girls.

"Well, whatta' you think?" Roger said as he burst back into the room. I didn't know what to think. Roger had on some kind of corset and nylons. I found out that it was his mother's merry widow, or something. Anyway, there was Roger dressed up in his mother's underwear with his cock jutting straight out. He had stuffed something into the bra part, so it looked like he had nice breasts. The nylons were snapped to some straps hanging down in the front and back. I didn't know what to say, but my cock sure did as it surged upward and outward.

"C'mon, feel me up Walter. Feel my tits. Rub your hands up my sexy legs. Squeeze my ass and balls. Pretend I'm one of those Playboy girls, and play with me."

I started to do what he said and to my surprise, it was kind of fun. I mean, I knew it was a guy, but it felt and looked like a girl. My next big surprise was when he kissed me flat on the mouth. It took a moment to get my mind around that one, but pretty soon, it just felt like part of the fantasy and I kissed him back. We kissed harder and harder, and then Roger pushed me back on the bed and knelt between my legs.

The next thing I knew, my dick was in his mouth. OOOOH Shit, did that feel good. Then he somehow crawled onto the bed with my cock still in his mouth. The next thing I knew, his dick was hanging right over my face. He told me to open my mouth and to do to his cock just what he did to mine.

"Well, why not?" I asked myself, and opened my mouth to receive my first cock. It was warm, hard and soft at the same time and the pre-cum really tasted good. Roger ran his tongue around the head of my cock, so I did that. He stuck his tongue into the end of my cock, I did that. He started massaging my balls. I reached one hand up and did that. He started sliding his mouth up and down my shaft. I didn't do that because he started sliding his meat back and forth into my mouth. Then I could feel and hear him sucking on my penis, so I started sucking on his.

Roger was taking my cock deep into his mouth and he was plunging his prick deep into mine. It was all I could do to keep from gagging, but I found that if I just relaxed, it was getting easier and easier to take it all in. I was having all kinds of sexy thoughts and all of a sudden I felt my cum rising up in my balls and I didn't know what to do. I didn't know if I should tell Roger that I was going to come or not. My cock took over, however, and all of a sudden I started coming hard right into his mouth. Roger kept sucking and swallowing and his lips going over my cut head seemed to double the sensations as he sucked every last drop from my cock.

"Your turn," he moaned and I could feel his balls tighten. I didn't really know what to expect when his cum started shooting into the back of my mouth. I felt like gagging again, but I just swallowed as fast as I could and kept sucking like he did. I found I liked the taste and texture and sucked all I could get out of his deflating member. Roger rolled off me, and lay next to me panting.

"You sure you never sucked cock before?" he asked. "That was great. That's what's known as the 69 position, when two guys suck each other off at the same time. It also works with chicks. You can eat pussy while they suck your cock. Pretty cool, huh?"

Roger said we should take a break and get something to eat and drink to rest our cocks for awhile, because he had more to show me. He took off his mom's clothes, and we moved to the kitchen. I asked him how he knew all this stuff and he told me that he had an older brother that was in the Navy. He brought a buddy home once when Roger was 13, and the three of them sucked and screwed until they both had to go back to their ship.

"As soon as I graduate, I'm joining the Navy too," said Roger. My brother tells me there's pussy in every port and cock in every crib. That's where I want to be, buddy. non-stop sex."

We made sandwiches and ate some Granny Goose potato chips, and then Roger brought out a couple of beers. I remembered I had to call my mom, so I did that, and then we started on the brews. I hadn't drank at all before, so I stated feeling a little light-headed after two bottles. Roger asked, "Have you ever done this?" He crouched down and stuck an empty beer bottle neck first up his ass.

"No," I said, "but I can try."

I did try, but it started to hurt. Roger grabbed the mayonnaise off the table and coated the end of my bottle and told me to relax and try it again. I was surprised when the top of the bottle neck popped into my rectum. I still hurt but Roger told me to lie on my stomach on the table. He then shoved another wad of Mayo in my ass and pushed the bottle in again. It made more progress this time and he started pushing it in and out, going a little farther up the neck with every stroke. I lay back on the table and tried to relax my rectum like Roger told me to.

The next thing I know the bottle was out and two of his fingers were up my ass. I guess I had just enough beer in me to go with what he was doing, and it was a new sensation. Roger told me that he was going to introduce me to a whole new way to cum and he shoved his cock into my mayonnaise-coated poop hole. It still hurt a little, but it also felt really good to have my ass filled up with his hard prick.

I felt a new feeling coming from up inside my ass. It is hard to describe, but it was kind of like that deep tingle you would get sometimes as a kid when you shinnied up a pole. Every time Roger's cock would go so deep, it was stimulating something within me. Roger was pounding harder and harder and all of a sudden my cock started dribbling cum with each stroke. I didn't have any idea what was going on but I knew I loved it. Roger stopped pumping and moaned with his cock buried up my ass. I could feel him cumming inside me and then he started stroking again. It was really slippery and warm up my ass now as he finished depositing a big load of jism up my virgin hole.

Roger pulled out and sat down on a chair with a big grin on his face. "Oh, your ass is really fine. It was so tight. I'm sorry if I surprised you, but I've wanted to fuck you in the ass since the first time I saw you. I hope it was OK, I mean, did it feel good to you?"

"It felt really different," I said as I pushed off the table and sat in another kitchen chair. "But what was that feeling inside me when you were fucking me and why did my cock leak cum?"

He said he didn't really know, but his brother told him that there was some kind of gland or something up our ass that made you cum when it was stimulated. I didn't know whether to believe him or not, but whatever it was, I knew I damn sure liked the feeling.

We drank another beer and Roger led me back to his bedroom. He got onto his hands and knees on the bed and asked me if I wanted to fuck him in the ass. Well of course I did. I asked if I should go get the mayo, but he said no, just get some of the Vaseline he had on the dresser and stick a big gob in his asshole, but first he wanted me to lick it and stick my tongue in it as far as I could get it. I spread his butt cheeks apart and proceeded to do just that. It was different that eating a pussy, but not bad. I enjoyed sticking my tongue in and out of his asshole and liked the way it opened up the more I worked on it.

Roger told me to get the Vaseline "right now" and to shove my cock up his ass as far as I could go. I got a glob on my fingers and pushed it and three of my fingers into his slick, wet hole. I rubbed some on the end of my hardon and pushed it into his ass. Oh wow, did that ever feel good. It was tight all around the shaft. I didn't know if a pussy would be as good or better, but at that time, it was a hell of a lot better than Roger's mouth or my hand. I started pumping like Roger had pumped me, and I was able to bury all of my 8 inches up his slick hole. My balls were banging on his with each stroke and we were both yelling and breathing hard when I exploded inside him. I just kept cumming and cumming until I finally collapsed onto his back with my softening cock still in his butt hole. Roger had one hand on his cock stroking it and as I rolled off him, I could see that there was cum dripping off his cock too.

We both lay there for a while recovering. He got up and took a shower and told me to take one when he got back. We talked for awhile and decided that maybe we should try to get some sleep because tomorrow was a school day, so we crawled under the covers naked and tried to rest. Roger was gently snoring in about 15 minutes, but I kept going over in my mind what I had experienced for the first time.

I must have finally drifted off, because I came awake with Roger sucking on my dick. We spent more time sucking and playing with other. I even had on his mom's merry widow for awhile, and then it was time to get dressed again for school. I didn't think my cock would get hard again for another week. I counted up eight times I had cum in the last 12 hours. My cock and my ass were sore, and Roger wasn't looking too good either as we drove back to school. Needless to say, I had a hard time staying awake in classes, but I had a grin on my face all day. I knew I wanted that feeling in my ass again, and realized that even if I hadn't got any pussy yet, my sophomore year wasn't going to be a complete loss. Roger and I had several more sessions, but right after he graduated, he joined the Navy and I never saw him again.

I started putting objects like broom handles and candles up my ass after that and added anal masturbation to my jackoff sessions. I felt like that gum commercial, "Double your pleasure, double your fun." I still didn't get any pussy that year, but I knew a lot more, and was bound and determined to fuck a cunt, any cunt, as soon as possible.