Disclaimer: This story is about men having sex with men. If that's not your thing or you're too young to read it, please leave now. The author has no knowledge of Ryan Phillippe's sexuality, nor that of any other famous personality mentioned here, and has written this purely as a work of erotic fantasy fiction. Enjoy!
RYAN'S HOLE
by Backlash29
Chapter 2: Ryan's Tale
My name is Ryan, and I am a total slut for cocks.
I have known this for several years, from around the time I got my first big break in acting. Ironically, I was hired for the cast of "One Life to Live" back in '92-93 when I was eighteen years old to play the first gay teen-age character on a mainstream soap opera. During that time, my eyes were opened to many truths about the TV and movie, both pleasant and ugly. On the ugly side, I learned there was a great deal of prejudice in Hollywood, both on the business side and the general public who had a hard time dealing with the role I played.
On the pleasant side, however, I had a total sexual awakening. As a well-intended but impressionable youth, I felt it was necessary to "research" my part by meeting and talking to gay boys and girls around my age. My family and my agent were of course in full support of this, and often tagged along during these interviews. Sometimes, however, I went by myself, and it was on one of those trips that I mean Dustin, the boy who was to become my first gay experience.
Dustin was a street tough, with shaggy medium-long brown hair and squinty brown eyes. He had been kicked out of his folks' house for being queer, and had bounced around between the street and various juvenile homes since then. His aggressive scowl and streetwise attitude made him seem older than his seventeen years. I met him through a counselor at the Pasadena high school he occasionally attended. We hooked up at the school and then went to a pancake house nearby for some fries and cokes.
My first reaction when he introduced himself was: No way could this kid be gay! He was too rough-and-tumble, too macho, too tough. But less than five minutes into our conversation, he started describing his first experience sucking dick when he was thirteen, four years before. He talked openly about how much he enjoyed it and how he'd done it as often since then as he possibly could.
A little at a loss for a response, I asked him what sort of guys attracted him. He kind of shrugged, and said something about liking all types, from older clean-cut guys to younger prettier types to rough kids like himself. He said he got the most sex from older businessmen, but that was usually through hustling. Then he looked me straight in the eye and said that his favorite thing to do was to suck off cute blond kids like me. I was taken aback by this, yet I immediately realized I was getting aroused by his recital of his sexual past, and much as I wanted to say no, I kept silent, wondering where the conversation would lead to next.
"Listen," he said to me, leaning forward on his side of the booth. "I know you movie-star types are big on your privacy and all, and for all I know you're straight like the rest of them...but I also know every guy likes to get his cock sucked, and I'm a lot better at it than anyone I've met." His cute eyes focused on mine, and he let the proposition hang in the air for just a moment.
Then he added: "No one has to know. And believe me, all the famous folks do it. I've met quite a few of them already myself." He flashed a cocky smile. "I guess, when you're good, you're good."
At that point in my young life I'd had my cock in about a dozen mouths, all of them female of course, and like any happy healthy teenager I knew enough about blowjobs to crave one every waking second. The fact that Dustin was a gay teen didn't bother me for a second. After all, I told myself, I was researching my part! Looking back, I realize this was the ultimate justification, however. The truth was I was intrigued by the notion of sex with a guy, and I was more than curious what Dustin--and men in general--had to offer.
So a minute later we were headed back to my place, a crappy little empty apartment my first agent rented for me the valley. I've since learned not to take casual tricks to my actual place of residence, but fortunately Dustin caused me no trouble, on that day or on any of the many other occasions he stopped by. Truth be told, he had the mouth of an angel. For his first few visits, I simply sat on my old sofa in the living room as he knelt, fully clothed, in front of me and delivered his incredible head to my ripe, teen-age seven-inch prick. The most he ever showed me of his own body was his own similar-sized cock, which eh would pull out of the fly of his dirty jeans and beat off as he sucked me off. We both played the game of holding off from cumming as long as possible. Then I would come in his mouth, he would beat his load onto the carpet and the front of the sofa, and he would zip up and leave.
On Dustin's third visit, however, he took things a little bit further. He blew me as usual for ten minutes or so, but then, just when I was ramping up to get off a good nut, he stopped. I looked down at him, breathless, expecting him to just catch his breath and keep going. But he looked right at me, and his expression was one I hadn't bothered to notice during our previous encounters. His eyes were soupy with lust, utterly focused on the intense pleasure he was giving me. His lips trembled, and I realized they were full and beautiful, and that together with his long tongue they were probably the very assets that helped him perform this task with such beauty and dedication. And then, a heartbeat later, he suddenly but gracefully moved his whole body up off the floor to be immediately in front of mine, and before I had time to register what was happening his laid those sensuous lips on mine in my first male kiss.
His lips were soft and moist, well-conditioned from the spit and precum he had rubbed into them while on his knees. He was a firm but generous kisser, pressing into me with his whole young body, not hard enough to throw me off-balance but just hard enough to show his intent. His tongue snaked into my mouth, and out of instinct I responded, wrapping my tongue around his, tasting the juices of his blow-job. Instantly I was intoxicated by the freshness of all this, by how it was all so unexpected and erotic and forbidden and new. It was the best kiss I'd ever had in my life, and I never wanted it to end.
Gradually I submitted to the force of Dustin's affection, and I slowly leaned back at an angle onto the sofa cushions. Not missing a beat, my young lover crawled up with one knees and planted it on the far side of my body, positioning himself perfectly to hover over my prostrate frame, kissing me all the while. My body was tense until I did the thing that came most naturally: I reached up with both hands to his strong shoulders and pulled him into me. He was still fully clothed, and wearing his trademark torn leather jacket. I, on the other hand, was nearly nude, wearing only a T-shirt, my running shorts and boxers on the floor in front of us where Dustin had ceremoniously taken them off. The overall effect was that I was naked and vulnerable, capable of being overpowered by the weight and will of this sexy stud, who was a whole year younger than myself but who at that moment I was willing to trust myself to and submit to totally.
And that's what I did. Our hot male lip-lock eventually broke, but his lips stayed on me, covering my face, my eyelids, my earlobes, the sides and front of my neck. My T-shirt vanished, and Dustin's tongue-bath continued down my body, covering my nipples and pectoral muscles, down to my skinny belly, and finally back onto my cock. My already-raging hard-on had begun throbbing even harder than usual in these recent developments. I heard myself moaning, almost crying, with sheer joy as Dustin's impossibly gentle mouth bobbed up and down on my teen cock, carrying me closer and closer to the brink of ultimate ecstasy. Finally I could take no more, and I erupted in the best orgasm of my life, throwing glob after sticky glob of pure spunk into Dustin's loving mouth.
Following that orgasm, I never got soft, because Dustin's mouth never left my dick. He was especially gentle, knowing my glans were sensitive after such a powerful shoot, but his gorgeous lips stayed on their mark, and both of his hands stayed also, playing with my balls. I realized that, although his fly was open as usual, he had not followed his routine of beating off to time his own orgasm with mine. Instead, after sucking me back to total hardness, he did something he'd never done with me: He began to undress. He shrugged off his leather jacket and pulled off his heavy-metal T-shirt to reveal a solid, if slightly concave, little hairy chest and tight biceps. He then kicked off his jeans and went right back to where he'd been, slurping my hard dick and massaging my ballsac. I was in heaven. Even though I had just delivered the biggest load of cum I could remember, I was ready for more. In fact, I never wanted this to end.
I relaxed on the sofa, arching my back slightly and grabbing Dustin by the hair, pulling his mouth as far over my dick as he could make it. He responded to this with a happy growl, muffled by my cock in his mouth of course, and a sexy look straight up at me with those beautiful eyes. Then, he moved his mouth off my cock, but he didn't reposition us other than to scoop both hands under my buttocks and gently lift them. I somehow knew where this was going, although I had never even considered doing anything like it before. Sure enough, a few seconds later, my ass was a foot-and-a-half above the sofa cushions, supported by Dustin's elbows, and his powerful tongue was drilling into that most forbidden area: my asshole.
The first touch of his tongue on my ass rippled through me like an electric shock. I had never felt anything like it. Dustin had touched my ass with his fingers before, as had a few other girls who had given me head. But the unexpected softness and wetness of his tongue was so much better. It was also kinkier. I had heard about guys rimming each other before, but I had no idea it felt this good.
Dustin clearly enjoyed doing it, also. He seemed out of breath almost as soon as he started, and I realized this was because he was so clearly excited about rimming me that he just pressed his whole face into it and forgot to even breathe. Every several seconds he would withdraw slightly to catch a deep breath, but then he dove back in, licking and slurping and grunting his satisfaction at eating out my hole. He told me later that I had the most delicious and beautiful young ass he'd ever dined on. (Quite a few men have told me this since, as well. I know I shouldn't be immodest, but it's good to know one's assets, right?)
Meanwhile, all this attention and these new sensations on my asshole had me in ecstasy, and had my cock thinking about cumming once again. It lay hard as rock against my tummy, the head spitting precum all over me and rubbing against my slightly hairy lower chest as my hot new lover continued stroking his hot tongue in and out of my hole. My vision was blurry and I realized I was crying from the happiness of this experience. I reached weakly around to Dustin, but he was so low on my body now that the most I could grab were his forearms. This gave me sufficient leverage to rock my whole body back and forth, to and away from his lovely face, fucking my own asshole on his tongue.
"Oh...god, yes..." I cried. "Do it...eat me...oh yeah, Dustin, lick that hole, come on! That feels so fuckin' good...eat my ass, man, lick all around that hole..."
He continued rimming me a while longer, and then pulled out, slowly letting my ass back down and rising onto his haunches on the sofa. "Dude," he said softly, breathless. "You want me to fuck this hole?"
That proposal shook me, but I instantly wanted to at least try it. I had never considered any of this, so why stop now? "Yesss, Dustin..." I hissed. "I've never had it done to me, but I want to try it. I want to feel your dick in my ass."
I glanced down at what were talking about. Dustin had his engorged prick in his left hand, jacking it loosely as juices slid from its meaty tip. It was more or less the size of mine, the same length at least but probably a bit thicker, with a big mushroom head. I had no idea how it would feel to have that thing inside me, but the longer I looked at it, the more I felt I wanted to try. His right hand was holding my leg, keeping my ass at hovering distance a few inches above the sofa.
"You sure?" he asked. My seventeen-year-old gentleman.
I shut my eyes and laid back, pressing my chest up and my ass out in an upside-down cat stretch. "Yeah, man. Do it. Fuck my ass."
I laid like that for a minute trying to relax. Although Dustin's hand never left my thigh, I felt and heard him half-leaving the sofa for a moment, and I realized he was reaching into his jacket pocket for something. Then I felt his fingers on my asshole, rubbing in some kind of lubrication. It felt fantastic. Between the lube job and Dustin's tongue, I had no idea my ass was such a sensitive spot.
When he felt I had enough lube, he grabbed both of my legs and pulled them straight up. In the next second I felt what could only be the tip of his mighty dick at the entrance to my hole...and then, a second later, he was inside. At first I yelped in surprise. Then I felt surprised that it didn't hurt. Then it hurt, and I yelped again, more loudly this time. "Shhh...just relax..." he told me, and I did. After I did, the pain totally went away, and I was left with the completely foreign yet intoxicating sensation of his whole cock slowly sliding up inside me. At the same time, he leaned forward over me, pressing my knees back against my chest, and finally ending with his lips at mine and the entire length of his cock totally inside me. I opened my eyes, wide at first, and looked up at him.
Then he smiled and kissed me, and then I exhaled. I didn't understand at first what I was feeling, but whatever it was, it was the most exciting and wonderful thing I'd felt in a very long time. I was full of another man's cock, it was totally inside me. And that was when it hit me: I'd wanted this forever, my whole life. It was, quite simply, the best thing I'd ever felt.
"Oh...my god..." I squeaked.
Dustin stopped. "You're okay, man? Does it hurt?" He saw I was crying. "Jeez, man, I'm sorry..."
"No," I said, grabbing his back to keep him from pulling out. "Jesus, don't...don't pull out." My head was swimming. I felt baptized by this new feeling. I wanted Dustin's dick in me forever. "It's fantastic. It's the most fucking wonderful thing I've ever felt."
I looked back at him, and he smiled gently, the most loving and horny and excited smile I'd ever noticed. He asked: "So, I should keep going?"
"Oh Jesus yes," I blurted softly. "God, do it now. I want this so bad. Fuck me, Dustin. Fuck my ass."
And so he lifted his strong body off me, withdrawing the whole shaft of his dick until only the big head was in me. Then, he released, and gravity pulled his whole cock inside me once again. Simultaneous with this in-stroke, a let out with a loud cry of tortured joy. Likewise, when he pulled out again and then slammed inside, I responded with an even louder grunt of bliss and approval. At that point, I suddenly imagined repeating this motion over and over indefinitely, as I knew we were about to do, and the fantastic beauty of this concept filled me with so much joy I thought my head would explode. So I simply sobbed, and grabbed my lover's shoulders, waiting for the terrific onslaught.
He held me, and fucked me, deep and hard, giving me what we both now knew I wanted more than anything else in the world. As his cock slammed in and out of me, I seemed to travel to a parallel universe, a new plane of existence I'd never visited before.
The purity of this experience, and the pure joy of being filled constantly and repeatedly by another man, became my sexual wake-up call and the single formative experience of my sexual life. Nothing else would ever do this for me, I knew it. I wanted only ever to be fucked by men, as many men as possible, all of them I could find, over and over. When one was exhausted, I would find the next one to take over. Wherever I went in my life, whatever I pursued or found success in, in whatever else I invested my energies and talents, I would always want this, I would always return to being fucked, being filled with men's cocks and cum. I would do it as often as possible, with whoever I found to be attractive and available and willing. I was, in effect, a whore for cocks. I wanted men to use me for their pleasure...and mine.
Eventually, while I was gone to this other place, Dustin's fuck-stroked reached a climax inside of me, and I felt his hot spurts of cum erupting inside me. Moments later, after he kissed me all over and gently set my lithe young body back down on the surface of the sofa, I realized there was cum on my belly. At some point I had erupted, myself. On top of that, my cock was still hard, so before I allowed my young stud to pull out I reached down and beat off one last load all over myself, still consumed by the pleasure of feeling his dick and his juices inside my ass.
Afterward, Dustin disappeared to the bathroom to clean himself up, and I dozed off. He returned a short while later, all smiles and attitude. "Dude, that's the best fucking any guy's given me in a long while," he commented. "You sure you're brand new?"
"Very sure," I responded, reaching down to my sore hole and sticking a few fingers inside. I touched the cum that Dustin had deposited there, and used some of it to rub around the lips of my sphincter, soothing the numbness of his heavy assault.
"Damn," he said, watching me. "You are one sexy boy."
Sitting up slightly, I looked down at my body, young and toned and covered in cum. I supposed he was right. "Do I...is my ass...good?" He laughed at this, and I blushed. "I mean...is it usually like this? Did I do everything right?"
"Stud, you did everything just perfectly. And your ass is one of the best I've ever fucked, touched, tasted or seen." He started fishing on the floor for his clothing. "You know, you could hustle that ass and probably make a mint. Even more than you make in Hollywood!"
I laughed gently, rubbing my chest. "Well...maybe. I don't know. It's still all very new to me."
"Fair enough. But you seemed like you really enjoyed it, you know. You're a natural."
"Thanks," I said, dizzy but blissful. "I did enjoy it." I collapsed back on the sofa, wondering about the implications and at the same time not really caring. "What the hell, man. I really, really did."
To be continued...
What do you think? Feedback and suggestions? backlash29@hotmail.com
My other stories are "Buttsex Junkie" in Bisexual/Beginnings and "Cup of Joe" in Gay/Authoritarian.