This story is fictional. Some of the events in this series are based on actual experiences, usually embellished a lot, and others are completely fictional. They depict sex between consenting adults. If this offends you, do not read them. These are my stories. Please respect the copyright. If you enjoy them, let me know at johntheartist@hotmail.com. Please Contribute to Nifty.org and keep this wonderful resource going!
Spoiler alert: this story starts with a heterosexual encounter by the main character that turns into a bisexual one, and then a series of gay encounters. No matter your orientation, I hope you'll read through it to see how the story develops. Johntheartist@hotmail.com
My Friend Raymond 1
It was the winter of 1979. I was a college senior. I had become comfortable with my new-found gay sexuality, and that fall I had joined the newly created gay and lesbian center at the university (GBL then years before T and Q were added). This was a place of hot political action, but it also turned out to be a great place to meet like-minded guys and find sex partners.
In October, Raymond had joined the center. We were immediately attracted to each other. He was tall, slim, exceptionally handsome, and well built. And he was black: an African prince in my eyes. One night a few weeks later, after working on a political action project with him, we smoked a joint and pretty soon we were in each other's pants, and, wow, what a discovery that was!
Raymond had the biggest cock I had ever seen up until then, and held that record in my book for some years. I hadn't bottomed that much, but with Ray I fantasized about getting my brains fucked out. The practical reality was something else though, and so we settled into a pattern of making out, and me sucking him until he was really going, then me mounting his cock and riding it until he shot his load. With me on top, I could be in control though I did let him really pound me a couple of times. We fucked together for the rest of my senior year before parting to go to different graduate schools.
Ray had grown up in Chicago, not exactly in the ghetto, but still in a fairly tough neighborhood. I was curious about how he had gotten into gay sex, and he told me this story.
He said:
I went through puberty starting at eleven and by the end of my twelfth year, my body had grown a lot and my cock was the size it is now. I was the envy of a lot of the guys in the locker room, but in truth there were a couple of others with big cocks too. Like many guys, we experimented with jerking off together, but always talked about girls.
I had sex with a girl for the first time at fourteen, and from then on really didn't have much difficulty finding a girl to fuck when I needed. All the time though I was also attracted to other guys, but in my world one just couldn't be "queer." Anyway, like a lot of young guys, sex is sex and my sex drive was strong, so I got it where I could.
We lived in an apartment building and on our floor was a young woman named Charlene. She was single, very beautiful and had a job at a law office. It was rumored that she turned tricks on the weekends, but I never knew if that was true, until one Friday toward the end of my senior year in high school.
I had turned 18 a few months before. I was leaving for school, when she opened her door to pick up her paper. She was wearing a thin robe that showed off her curving body, and when she bent down, I had a clear picture of her breasts: not huge, but nice, round and firm. My cock stirred in my jeans.
"Hey, Ray," she said, "how's it goin'?"
"Fine," I said a bit nervously, "just headin' to school."
"Aren't you just about done?" she said?
"Yeah," I replied, "just kinda marking time until graduation in a coupla weeks."
"I'm home from work today, Ray," she said. "Why don't we just hang out? I'd like to get to know you better. Anyway, maybe you can learn something instead of just wasting time in school."
"Well, I don't know, Charlene," I stammered, my cock rising even more. "I don't like to cut school, even ifÉ."
"Even if what?" she said. "Where's the harm? They're not going to not graduate you because you missed a day. C'mon, let's have a little fun! I have the day off from work."
Well, it was an offer that I couldn't resist, and so we went into her apartment and she locked the door.
"Wanna smoke some weed, Ray?" she asked.
"Sure, why not?" I replied, even though I knew it would make me even hornier than I was. We sat down on the sofa, she lit a joint and we passed it back and forth. Her leg was against mine, and I'm sure she noticed the bulge in my jeans.
When she put the end of the joint down in the ashtray she took my hand and said "Let's have a little fun, baby."
She pulled her robe open, and her beautiful brown body glistened in the morning light, and I could see her neatly-trimmed patch of hair between her legs.
"I think I can teach you a couple of things myself," she said, "so let's just call this Charlene's school."
She kissed me, and as we were Frenching, she took my hand and moved it to her breasts then gradually moved it down over her soft smooth belly to that patch of hair. She spread her legs slightly to give me access, and still guiding me, had me open the lips of her vagina, and move up to find her clit, now engorged and erect. She showed me how she wanted me to caress it with my finger tip, rotating on it slowly while we kissed. It was like I had flipped a switch: she started moaning and panting and grinding her crotch against my hand as we hungrily kissed each other.
While I was doing that, her hand was moving up under my shirt, feeling my abs and chest. That turned her on even more, because I was smooth, lean and muscular, just like I am now. Then she undid my belt buckle, and helped push down my jeans so she had access to my cock struggling to be released from my briefs. In the meantime, her moans became louder as I diddled he clit.
She started to shudder violently and nearly screamed with pleasure and yelled, "Oh, Ray, don't stop," as she started cumming and continued for several minutes. While she was cumming, she was running her hand up and down my hard cock, bringing me close to climaxing myself, but I was successful in my struggle to hold off for now. When her climax had subsided, she collapsed in my arms, and said
"Ray, one of the girls was bragging about you fucking her, but I didn't think what she said was true."
"What's that?" I said.
"That you might be a boy, but you're hung like a man and know how to use it. Why don't we go into the bedroom so I can see?" she said.
Jesus, was this really happening, I asked myself.
We got up and headed into the bedroom where she had mirrors on the closet next to the bed and on the ceiling above it. She dropped her robe and I shrugged off my shirt and jeans and peeled off my briefs, freeing my cock.
"Lie down baby, and let me show you a good time," she said. What could I do but obey?
Charlene knelt between my legs and started giving me an incredible blow job, bringing me close to climax several times. I'm, like nine and a half or ten, and pretty thick, as you know well, and most girls couldn't get much of me into their mouths. It was different with Charlene though.
Then she lay on top of me, kissing me and grinding her pelvis into my cock. She raised herself on her knees and spread her legs until the tip of my cock could just touch her clit. She took my erection in her hand and guided the tip against her clit then slowly moved up and down, stimulating herself with the head of my cock and rubbing her clit against the sensitive area along the underside just below the head. As she did, her moans started again as she built to another climax. Her eyes were closed, and she had her head back.
I reached up and gently massaged her nipples as she rode me, struggling desperately not to cum. A couple of minutes later, she started gasping and spasming, and I realized she was starting another prolonged climax. As she did, she moved my cock into her vagina and desperately started pumping her body up and down on it plunging it in as far as she could take me and yelling "Oh, God, oh God, or Godddd!!!" as she came and I started shooting my load into her cunt.
A few minutes later she was collapsed in my arms again.
"Please tell me you're on the pill," I said, not wanting to head off to college in the fall with a baby on the way.
"Of course I am, silly!" she said, and I breathed a sigh of relief.
The rest of the morning, we repeated this performance four more times. She couldn't get enough of my big cock, and I was having a great time skipping school and spending the day fucking. I couldn't wait to gloat to my friends about this!
We had some lunch, and as we were finishing she said, "My boyfriend, Lou, is coming over in a little while. I think he might enjoy some three-way action if you're up for it too."
I had fantasized about that, but usually with two women and me. However, the idea of sex with another guy was also one of my fantasies. So I smiled and said, "Why not? No point in going to school now is there?"
"No, there isn't, baby," she replied smiling.
She opened her closet and showed me that the mirror was really a one-way mirror. In the closet was a stool where she said I could sit and watch while she and Lou made love, and then she would let him know that she had a surprise for him, and she would have me join them.
Just then, the bell rang, and she pushed me, naked, into the closet. A minute later she came back into the room with a very handsome black man in his mid-thirties. He had the physique of a quarterback: slim waist, meaty thighs, a broad back and strong chest and arms.
Pretty soon, they were kissing, and stripping off each other's clothes. Lou pulled Charlene on top of him on the bed, kneading her ass, wrapping his legs around hers, and devouring her mouth with his. Both of them were moving their hips rhythmically into each other.
Gradually, Charlene worked her way down his magnificent torso with her lips and tongue, paying attention to every inch of his hard pecs and abs, and pausing to work his erect nipples. She then turned her attention to his cock. He was not especially long, but he was almost as thick as a beer can. Somehow, she managed to get almost all of him in her mouth, and spent the next ten minutes or so giving him head while he moaned loudly. It was so hot watching, that I couldn't keep from stroking my own cock and almost came again sitting there in the closet.
Charlene came up for air, and said "Lou, baby, are you ready to fuck me?"
He replied, "I'm always ready to fuck you baby."
As she had with me, she straddled him and I watched as his thick member slowly disappeared into her warm cunt. She started moving up and down on him slowly, and he lifted his hips to thrust into her. She took one hand and started working her own clit with it, while she reached below his cock sliding in and out of her wet cunt and started playing with his balls. Lou was moaning loudly.
He sat up and put his arms under hers, their lips met and he twisted their bodies around so that he could swing his legs to the floor. She wrapped her legs around his waist, and clung to his neck as he stood up and he pushed her up and down on his hard cock, building up speed, sweating, grunting, gasping, while her moans got louder.
I could see her back from where I was sitting, and see the muscles of his biceps and thighs bulge as they worked her body on his hard cock. A minute later, he exploded inside of her, and she screamed with ecstasy as she climaxed too. They fell back on the bed, and lay there for a few minutes.
After being quiet for a few minutes, Charlene said, "Lou, I have surprise that I think you're going to like."
"What would that be, baby?" he said.
"Well," she said, "you were always talking about your fantasy of a three-way with me and another guy."
"Yeah?" he said eagerly, "What you got in mind?"
Charlene said "Ray, do you want to come out and join us?"
Lou said "Ray, who?" just as I was stepping out of the closet, hard-on and all. Charlene smiled, and after an initial look of shock, Lou smiled too.
"Lou, meet Ray, the boy down the hall," said Charlene.
"Boy?" said Lou, "he looks like a lot of man to me!"
Charlene said, "Hey, Ray, lie down next to me," so I did.
Charlene got up on her knees and straddled me and said softly, "Ray, just eat my cunt, OK? Work my clit with your tongue."
She spread her legs so my tongue could reach her magic button. Lou watched for a little, and then he got up. I could see his cock hardening again. A little while later, I could feel a warm mouth working my cock, and when I looked in the mirror next to the bed, there was Lou kneeling between my legs working my cock for all he was worth. Charlene was working into a reverie of passion again, moaning loudly as I worked her clit with my tongue and lips.
After a while of sucking my cock, Lou reached to the bedside table and squirted some lotion from a bottle there on his hand, then I felt him work it onto my cock. Now he straddled me. Charlene was in front of him, and he put his hands around to cup her breasts and kiss her.
What happened next blew my mind.
As he was kissing her, he reached around behind him, pulled my cock up to his ass, and slowly sat back on it until I was buried deep inside of him. I kept working Charlene's cunt while he rode my cock with his tight ass, a feeling I had never had with the girls I had fucked before. His hands were working Charlene's tits again, he was kissing her neck, nibbling her ears, and we were all moaning loudly. I reached around behind Charlene and found Lou's thick hard cock, and started pumping it furiously.
The tension mounted, and we were moving faster, more desperately, sweating, moaning, and Charlene started screaming "Oh, fuck, yeah, oh Goddd!!" as my tongue brought her to climax.
As my hard cock slammed into to Lou's hungry ass, his cock exploded, hitting Charlene's round, full ass, and dripping down onto my chest and belly. Finally, I pumped my sixth load of the day into Lou.
We collapsed into a happy, sweaty mass of bodies on Charlene's bed. I knew that I had found what I had longed for: the body of a hot man.
I would go on to fuck Charlene more during that summer before college, but I started seeing Lou too. He confided that he was bisexual, married to a woman who no longer satisfied him. He was not really Charlene's boyfriend, but one of a few regular customers she had to supplement her pay from the law firm, and to satisfy her craving for cock.
Lou and I left Charlene's together. Charlene asked me to stay, but I was pretty worn out. In spite of my age and constant horniness, six times in as many hours was still exhausting. I guess women don't have that problem. We walked down the hall to my apartment, and I unlocked to door to go in.
Lou said "Mind if I come in for a second?"
"Guess not," I replied. Opening the door.
Lou followed me in, and when I had closed the door, he asked "Anybody home?"
"Not now," I said.
He put his arms around me and kissed me on the lips. It felt great to feel his muscular football-player's body next to mine, and my tired cock stirred.
"Man, that was hot with you, Ray. Can we get together and play sometime?"
I was really turned on by my first experience with a guy, and wanted more. It wasn't much of an internal struggle to decide "Sure," I said, "when were you thinking of and where?"
"My wife's going to her parents' with the kids for the weekend," he said, "so we could get together at my place, if you're cool with that. It's not too far out in the `burbs, but I could come pick you up if you want."
"Yeah, I think I'd like that," I said.
"Maybe we can do dinner together, and then just relax and enjoy each other," he said.
"OK," I said, a little uncertainly. This was all happening so fast.
"I'll be down in front of the building at six-thirty tomorrow," he said.
"I'll see you then," I said. He kissed me on the lips once more, smiling a broad smile and let himself out. Thinking about what was going to happen tomorrow, I went into my room, whipped out my hard cock and jerked off, thinking of sex with Lou. I wanted to see what it was like to suck another man's cock, and to get completely into his body without the distraction of another person, like Charlene.