Date: Tue, 20 Nov 2018 21:10:46 +0000 From: destabilizer15 Subject: Young Lovers - Chapter 3 Author's Note: Readers, please do not, in your enthusiasm for beautiful boys, send me photos of same naked. While I appreciate your kind compliments on my story, you are endangering both yourselves, me and Nifty by posting photos which, while not pornographic to any fair minded person, may be in violation of the law in at least some jurisdictions. Chapter 3 "Mike, we wanted to get you a virgin for one night but I'm afraid it's not going to work out. One new kid has come down with an intestinal thing and the other possibility -- well, a very high rolling guest has just flown in and, you know, we did what we had to do." "Not a problem," I lied. "He's paying, I'm not." "Business is business, Mike." "I can't complain -- Martin has been more than generous already."" Marco paused. "There is one other possibility . . . " I waited. "Now that I know you have this penchant for short-term therapy . . . ` he smiled. "What, you've got a schizophrenic virgin in need of treatment?" "Well, not schizophrenic. But very confused." "Talk to me." "His name is Donte. American, Filipino blood, although he doesn't really look it. More Spanish -- pale skin, black hair. Older -- 17, if I remember right. He's been here a few months now." "No takers? He's not really a looker?" "Not bad, but nothing real special. Nothing like Jack or Ace. Nice eyes, though. Tight, lean body on him -- as far as his looks go, we'd have no problem finding matches for him." "Except . . . ." "He just doesn't want to have sex!" "Well, yeah, I can see that would be a problem," I smiled. "What's he doing here then?" "Looks to me like it's a situation we've run into a couple of times before. Basically straight kid with no interest in sex with men decides to go to work for us because he really needs the money. In his case, he's from a poor family, a bunch of younger siblings, and he really wants to go to college. This was a chance to make a bunch of tuition money in a hurry. Once he turns 18 he leaves with enough cash to get him most of the way to a diploma. That was the plan, apparently." "But once he gets here he gets cold feet." "Well, that's the puzzling thing. He hasn't actually said he doesn't want to do anything with men. It's just that he's got every excuse under he sun. He has some zits today. His teeth are crooked. His arm hurts. His dick is too small. He doesn't really know what to do. He's ticklish. I mean, come on. Ticklish? Every day it was something different. For awhile we kept trying, until it became obvious he just wasn't going to do it. We told him he'd have to leave, but he broke down crying and begged us to let him stay. Martin relented; he's got such a soft heart -- don't tell him I said that! We finally found a job for Donte in the kitchen, so now he works there before and after classes. He's not making nearly as much money as he would as a fuckboy, but he's OK with it, I guess. But I still get this feeling that it's something else. I still think, under all those excuses, he really might be willing if we could just figure out what his real issue is." "Well, I gotta admit, he sounds interesting. Seventeen is a bit beyond my usual age range, but I'm sure I could make an exception for the chance to deflower a virgin. What's his personality like?" "A little naive, a bit of awkwardness about him in conversation. Maybe he's a little bit Aspergery, I'm not sure. Seems pretty innocent, but very sincere -- it's hard to imagine him lying. And from what I hear, he's a super worker. They love his industriousness in the kitchen." "But no sex." "With guests, not even a blow job. On his own, I don't know. I mean, we never know for sure what the boys are up to on their own time, but he's kind of a loner, and doesn't give off a vibe that's in any way sexual. So I wouldn't be surprised if he's never done anything more than jack off. Hell, maybe not even that!" "Wow." "I know. Would you like to meet him?" "Sure. I have no other plans tonight," I chuckled. ************************************* Later that afternoon I paid a visit to the island cafeteria. In the late afternoon it was empty except for the kitchen workers. I stole my way into the kitchen, watched a dozen or more employees at work and, whenever I could do it without being too much of a bother, I tried to pry a little more information out of them about Young Lovers from an employee perspective. Of course, as I was doing it, I kept my eye out for someone meeting Donte's description, but then I realized he was probably still in class. Almost as soon that thought had occurred to me a smallish, dark haired older teen with big eyes and a mop of black curls popped out from the staff changing area tying an apron around his waist, and I realized this must be him. I found a chair for myself in an unobtrusive corner and settled in to watch him. He replied to a few pleasantries from a couple of the men, but as he did so he was already sorting through plastic bottles of ketchup and mustard, getting ready to put out the condiment trays. He moved quickly from one part of the kitchen to another, always focused on whatever task he was doing, and working without hesitation. A couple of times he passed fairly near to me but he seemed oblivious to an obvious stranger in his work area. Of course I checked him out and, as Marco had said, he was pleasant looking enough, but unexceptional. He seemed slender under his baggy clothing and he moved in a light, easy manner, taking unusually long strides as he moved around the kitchen. I had thought perhaps I would speak to him, but I decided against it. Leaving the cafeteria I ran into Marco. "Hi, I was just coming to talk to Donte," he said. "Did you meet him?" "I decided to just watch him for a bit. Check him out." "What do you think? Good looking enough?" "Can't really tell. Hard to see his face close, and his body is concealed by those ridiculous baggy clothes." "Hopefully we can take care of that problem soon. He has no idea he's going to come to your room tonight. He might not love the idea, so be prepared for that. I don't think he thinks of himself as a young lover, because of his contract as a cafeteria worker. He'll probably do it, though. He's very obedient." "We'll see if I can help him change his mind about sex." Marco grinned and entered the building. ************************************** That night a little before eight Donte arrived at my door, and I spent a remarkable evening with a sweet but very scared and unselfconfident teenager. As he talked haltingly about himself in response to my questions I looked him over. He had small, regular features, eyes that were dark and a bit diagonal or slanted, something I find very sexy, and small ears. He had a bit of acne, though not enough to be a turnoff. When he smiled, which was not often, I noticed his teeth were quite crooked. He wore a tight T-shirt that revealed a skinny torso but wide shoulders and a very narrow waist. His arms were sinewy and his legs seemed so too. His arms were lightly haired and he had a faint moustache as well. At one point he said he liked working in the kitchen; in fact, he said, he just liked to work, period. He had always done odd jobs even as a pre-teen -- mowing lawns and babysitting -- and before he had come to Young Lovers he had been learning to detail cars, which was better money. I saw an opportunity. "I guess you came here to make money for college right?" "Uh-huh." "Didn't work out too well. How come?" "I don't really like the whole sex thing." "Some bad experiences with guests?" "Well, not really. I just don't think I'm the type. I don't think I'm what they want." "I don't get that. You're nice looking, looks like you have a nice body." "Not like a lot of guys here. Plus I'm too old, and I'm kind of hairy." "Nonsense. I think it's something else." He looked at me, but I didn't say anything more. Finally he asked, "What?" "I think you're afraid." Since I was just getting to know this boy I had no idea how he would react to this. He stared off into space a bit. "Yeah." he finally murmured. "Have you had some kind of bad experience with sex in the past? You tried it with a girl and didn't satisfy her? Or maybe it was with a boy? You came too quick, maybe? Or somebody laughed at you for something?" "It's not that." I softened my voice. "But you do know what it is, though." He twisted his hands together, leaning forward on his knees, and said nothing. Now was the time -- I took my best shot. "Donte, sex is supposed to be a good thing. A thing that brings you and the other person pleasure and fun, maybe even love and happiness. Even if you don't know the person it can still be good, just like a good conversation or a fun game. There's no reason it has to be a thing to avoid. That's what you're doing, avoiding. But you can't do it all your life. Sooner or later you've got to face whatever it is that's in the way." "Yeah," he said quietly, still looking at his hands. "Plus, think how great it would be if you could make a bunch of money here for college, instead of having to save just a little bit at a time. You'd be just like everybody else here instead of stuck working for peanuts in the kitchen. Would you be willing to try an experiment to see if maybe you can get over your fear a little bit?" He looked at me. "An experiment?" "Yeah. You don't have to go back and think about whatever happened in the past. Just follow my instructions and we'll fix it together." He looked at me. I think there may have been tears forming in his eyes a bit. "Trust me," I whispered. "I will never hurt you." "OK," he said quietly, still searching my face for safety, I think. I scooted back on the couch. "Come over here and sit between my legs. That's it, facing away." The boy slowly complied. I put my arms around him carefully. "OK, now lean back against me." He did so, and I pulled him to me in a gentle hug. "Now just see if you can totally relax your body. See if you can just start to trust." I felt his warm, firm back settle into my chest. "That's it," I murmured. I began gently stroking his forearm, then his chest, then his hair. "It's been a long time since since somebody just held you hasn't it?" I guessed. "Yeah," he whispered. We sat there a couple more moments. I felt tension easing from him a bit more. "OK, now I think we'd be more comfortable on the bed, but if that feels scary to you we can stay here." "It's OK," he said. "We can go in there." In the bedroom I said, "Now take off your shirt and lie down on the bed. I'm going to rub your back." He did so, and as he settled in I noticed how, though he was lean, he had some muscles too, which moved under his pale skin as he settled his shoulders onto the mattress, and formed small ridges on either side of his spine. I placed my hand in the middle of his upper back and left it there. "Just get used to my touch. I won't hurt you," I said again. In a moment I began to make slow circles against his warm skin, gradually widening them to take in his whole upper back. Then I moved above his head, placed both hands on his back, and began to massage him. Slowly I increased the pressure and began to knead his shoulder muscles. A small moan escaped his lips. Eventually I worked all the way down his back to the waistband of his pants and back up again, over and over, with gentle but firm strokes. I could feel him relaxing more and more. Eventually I said, "OK, time to turn over and I'll massage your front." He complied. I first took his hand in both of mine, and he looked at me. His face looked more peaceful than before. "OK, I'm going to put you in charge now. You tell me what to do next." I said, thinking that perhaps he'd feel less afraid if he were in control. He surprised me by replying, "No, you do whatever you want. It feels good." "OK, close your eyes." I began by massaging his face as gently and lovingly as I could. I rubbed his scalp and he grunted a bit with pleasure. Then I started on the muscles of his neck, turning his head to one side and cradling it gently in one hand while rubbing the side of his neck with the other. What little tension I had felt was soon gone. After doing the same on the other side I began working on his chest, then slowly down onto his belly. He had the suggestion of a six-pack, with a faint trail of fine black hair extending downward from his navel. His belly was soft and yielding as i pressed into it. After working the front for awhile I sat back. "Now I'm going to take off my clothes. I want you to not be scared. Instead I want you to watch very carefully and tell me how it feels. Tell me what happens inside you when I take my clothes off and you observe my body. OK?" "`Kay." I slowly stripped, watching him. His eyes were glued to me. I finally stood there in front of him, naked and partially hard. "How does it feel?" I asked him. He was silent a moment. "It feels OK." "Look at my cock. Does it scare you?" He hesitated. "A little bit." "Did someone use his cock to hurt you?" "Yes," he whispered. His voice was thick with emotion. So that was it. Some kind of abuse. "We can talk about that sometime if you want. Not now though. Is that OK?" He looked at me and nodded. He looked very vulnerable, and I could feel my heart opening up to him. I was determined that, no matter what happened tonight, I would not harm this boy in any way. I sat down next to him, a safe distance away, and leaned back on my elbows. "I want you to scoot a little closer and just take a closer look at it." He did so. I was getting harder by the second. "It's getting hard because it likes you," I smiled at him. He looked up and forced a bit of a smile. "Whenever you're ready -- not yet -- I want you to reach out and hold it very gently in your hand." He gulped, hesitated, then reached carefully out and gripped it. "Mmm - squeeze a little bit. Yeah. Now slide up by the head. Ohh yeah. Then all the way down. Yeah. See Donte?" I grinned at him. "Giving pleasure to a friend is fun!" He looked at me and gulped. He kept stroking me slowly. "OK, now stop, but keep holding it. Now close your eyes. That's it. Now just be quiet inside yourself and then ask yourself if you're ready for me to do the same thing to you. You'll be completely in charge." He thought a minute, then opened his eyes. "OK," he breathed. "OK, so take off the rest of your clothes and let me look at you." He stood up and slowly stripped. The rest of his body was as lean as his torso, his legs were somewhat hairy and very sinewy, and he had a small cock with a large bush of hair around it. "OK, close your eyes. Good, now notice how it feels to be naked in front of me." I paused. "OK, what is it like?" "Embarrassing." "When you think of me looking at your body what are your thoughts?" "I don't know. It seems like you'll think it's not good enough." "Why?" "My cock is too small. I'm too skinny. I'm ugly and boring." "Open your eyes and look at my cock." He did so. "What do you notice about it compared to before?" "Umm, it's bigger and harder." "Yeah. Do you know why?" "Because it likes me?" he smiled weakly. "It liked you before, but now it likes you even more because it thinks you're sexy and wants to have sex with you." "Oh." Donte smiled nervously, but in spite of himself I think he was pleased. "Would it do that if you were ugly and boring?" "I guess not." "Right. So come sit next to me again, like before. OK. Now lean back and close your eyes. And decide if you're ready to have me stroke you like you did me, and when you are, tell me. Take all the time you need." He took only a moment. He opened his eyes. "OK, you can do it." I reached out but just before I grabbed him I pulled back. "You sure?" I smiled. "Uh-huh." "OK," I reached out again, came even closer, and then pulled back again. "Are you SURE you're sure?" I grinned. He threw his head back and laughed. "YES!" OK, I guess I will," I reached out, then pulled back again. "I'm not SURE you're sure!" "Come ON!" he cried with a broad grin. I took his limp cock between my thumb and index finger. "Donte." He looked at me. "I'm not just doing this because you're cute, although you are.' He allowed himself a small smile.. "I'm doing this because I really like you, Is that OK?" I gazed at him deeply. He swallowed. "Yeah." I began manipulating his cock and very soon it began to grow. "I want to make it even bigger. Can I suck it? I won't do it if you don't want me to." "You can," he said softly. I began to lick the soft two or three inch worm and it expanded rapidly. I tongued the frenulum repeatedly, and Donte sighed and squirmed. Soon he was fully erect. His cock was a typical 5 incher, actually bit bigger than usual for a kid with Filipino blood. It was slender with a somewhat larger head, which began flaring as I repeatedly swirled my tongue around it. I licked down onto his rather hairy scrotum. His balls were partially drawn up toward his body so I carefully sucked one of them into my mouth and very gently pulled on his ball sack. "Aaaahh," Donte groaned. I licked up into his groin, then down back to his scrotum. He was responding well, sliding downward just a bit and opening his legs wider. I hoped his fears were evaporating. I gripped his slim thighs with both hands and redoubled my efforts to give him pleasure. After a few minutes his cock was rock hard and pulsing. I stopped sucking him and slid up next to him on the bed. I propped my head up on my hand and placed my other hand casually on his chest. "That was good. I like your cock. Did it feel good to you?" "Yeah," he answered shyly. "So when did things go wrong for you here on the island? When you first got here they assigned you to a few guests, right?" "No. They gave me like an orientation. I had to have sex with a couple of the staff." "Really?" This was a surprise. No one had told me that boys were ever required to have sex with staff members. "How did that go?" "I didn't like it." "Why not? Was someone mean to you? Were they too rough? Or maybe somebody said something that hurt you?" "No, everyone was nice. Nobody made me do anything." "So I don't get it. I mean, you knew that's what you'd be doing here, right? Having sex with guys? You must have thought you'd like it." "I guess. I don't know," he said, as if he were both confused and exasperated with himself at the same time. "Did those staff guys remind you of who hurt you in the past?" He was silent. I could tell he was struggling with something. I waited but he remained quiet. "Donte, are you straight? You know lots of the boys here are." He looked at me and blinked. "They are?" "Yeah," I exclaimed. "Marco told me it's more than two thirds." "No way!" he exclaimed. "That's what he said. And I tend to believe him." "But they're having sex with men all the time! And I think some of them with each other too!" "That doesn't really matter these days, Donte. Lots of guys who like girls also enjoy sex with guys. So are you straight?" He didn't answer. It suddenly occurred to me that he wasn't concealing his sexuality -- he didn't actually know. "Look you don't have to talk about a lot of personal stuff if you don't want to. But the thing is, it's really important. You're, what, 17? I mean, you need to know who you are sexually by now, don't you think?" He stared at the ceiling and said nothing. I softened my voice. "Do you sometimes think about having sex with girls?" "Yeah," he croaked. "Have you ever done it?" "No." "Not even a blow job?" He looked at me. " I haven't even had my first kiss." His voice trembled. "Oh, Donte. That's really a shame. Lots of guys not nearly as cute as you have done a lot more than that!" After a moment he replied, "I know." I grinned. "So you do know that you're kind of cute!" He smiled and put his arm over his eyes. "Do you sometimes think about having sex with guys?" "Not really. I mean, when I tried doing it with Edgar the first night I was here it was weird. And so I've thought about that. But not, like, in a fantasy way or something." "Does the idea of doing it turn you off? I mean, like sucking a guy's cock? Does that seem gross?" ` "No. I did it with Edgar. And Will. It wasn't good or bad. Just weird." "What about getting fucked." His voice was very quiet. "Edgar tried to -- stick his finger up me. I didn't like it." "Why not?" "It hurt too much. I wouldn't let him." "Plus it got you scared. Because of what happened -- before." "Yeah." he murmured. "I wonder if you might get to like it if it wasn't for what happened before." "I don't know. I read online that some guys are just, like, too small or something. Like it won't open up." "That's nonsense. Any boy can open up and learn to enjoy it. It just takes someone patient and gentle to show him." I was fervently hoping I would be that someone with Donte. I was getting to care for him more and more as we talked, and, typical of me, the more I start caring the hotter the boy seems to me. Right now it was taking effort to just leave my hand reassuringly on his chest instead of dropping down to his groin and playing with what I found there. It was as if he read my mind. He looked at me. "Are you going to, like, be the one?" "I want to be if that's what you want. I'm very patient and I really like you. And I know a lot about how to do it so it really, really feels good. Incredible, in fact. But it would be like everything else tonight so far. You would be totally in control." "Oh." He thought about this. "I'm guessing that, with whatever happened to you before, that guy wasn't kind and loving. And when the staff guys tried it they maybe weren't that patient. They didn't take it slowly enough. And you never felt in charge at all. Is that about right?" He looked at me, yearning. "Yeah." "Well, maybe tonight will be different. Are you willing to try?" "Does that mean I have to, like, get fucked?" "You don't have to do anything you don't want to do. If you learn to like getting fucked you'll make a lot more money here, but that will be your choice. It's not up to me." He was quiet for a moment. "What should we do first?" For the next hour or more I put everything I had into teaching this scared boy to love sex. We spent a lot of time kissing as I tried to get him to really feel my affection for him and to surrender to pleasure. I kissed and licked and sucked every inch of his body. I gave him an erotic massage that had him gasping, and his swollen, purple cock drooling. I sucked him almost, but not quite, to climax over and over until he was climbing the walls. I also taught him to suck -- he had absolutely no knowledge or technique, but he was willing to try, and he improved greatly. I ate his ass until he had gone from awkward and embarrassed to gasping and moaning for more. Throughout at all I took it slowly, always making sure he knew he didn't have to do anything he wasn't ready for. Finally, as he was literally panting with lust, eyes half closed with desire, he was as ready as he was ever going to get. I put my face to his, kissed him tenderly, and said, "You know what?" "What," he said thickly. "You are actually pretty damn good at sex." He shook his head no, but with a pleased smile. "It's OK, Donte, you can admit it. So is it time yet for your next challenge? To learn to open up and let something in?" "I'll try, Mike." His willingness to trust me was so touching. I kissed him. "That's the spirit! Ok, here's what we're going to do. I had heard a little bit about your uncomfortableness with sex, and so I got Evan to loan me some tools that I think might do the trick." "Tools?" "Yeah. You know what a dildo is?" "You mean those big plastic, uh, dicks?" I laughed. "Let me show you." I got up, went over to the nightstand, and pulled out a plastic pouch. I opened it up and showed Donte an array of six graduated dildos. "You can see they go up in size, starting with this real little one. That way you can get used to them slowly." "Oh man, look at this one!" he exclaimed, pointing to the biggest one. "It's huge! I could never get that in me!" "We'll go up gradually and if you feel like you've had enough, we'll stop. No need to be scared. OK?" He looked at me somberly. I chuckled and ruffled his hair. "It's all about pleasure, remember? You've just got to learn how. If nobody ever trained you it's not your fault you didn't like it and that you're a little scared. Just stick with me, kid. By this time tomorrow you'll be thinking "Why did I wait so long?" He smiled bravely. "OK," I said, "I think it would be best to start you on your back first. So lie down here and bend your knees. Put your feet flat on the bed. That's it. OK, now I'm going to roll you back a bit." I grabbed him behind his knees and pushed them back next to his ears, exposing his hole. "OK, put your hands where mine are and hold your knees back and apart. That's it. Let me stick this pillow under the middle of your back so you're more comfy. Good?" He nodded. His cock had gone soft during our conversation, so I leaned forward and sucked it into my mouth. In no time at all it was rock hard. "That didn't take long!" I chuckled. "I haven't forgotten that after all this time you still haven't cum. It won't be long! I wanted you to hold off until you were taking something up your ass. That way it would feel better." I began gently fingering his asshole. I tickled it with my fingernail, then gently circled it over and over. "You're pretty hairy down here," I commented. "Is it gross?" "No, not at all. Some guys like that better, actually. But if you wanted me to I could shave it for you sometime." I lubed up my finger, then put it back against his hole and continued to circle, but pushing a bit more firmly. "OK, now I'm going to push a little bit of my finger in. You already had my tongue in there, so this won't feel much different." "OK," he said faintly. "So the way to do it is to relax your muscles at the same time you push out. OK? I'll count. Ready? One, two, three, push!" I pressed in more firmly and could feel his rectum relax and open. I slipped in easily to the second knuckle. "Wow, that was easy! OK, I'm gonna hold still until you get used to it. Tell me when." "It feels OK." "Shall I go a bit more?" "Wait a minute." I waited. "OK," he breathed. "One, two, three, push!" I slid in all the way. "Unghh," he grunted. "Just relax. OK, I'm going to move my finger around a little bit to loosen you up." I stretched the sides of his hole and then worked my finger out an inch or so and then back in, several times. "OK?" "It's OK. Doesn't really hurt." "OK, I'm gonna pull out now. It will feel a little weird, probably." I gently withdrew. "OK?" "Yeah." "Now I'm gonna very slowly slide in the first dildo." The smallest of the set was 4 inches long and about 3/4 of an inch wide -- just slightly bigger than my index finger. I greased it up, and also rubbed another gob of lube on Donte's already wet hole. The hairs around his asshole were plastered to the skin in small dark swirls. "Your ass is hot, Donte," I murmured. "No it's not," he muttered. "Why are you so hard on yourself? You don't even know how your ass looks, anyway! It's cute and sexy! OK, now, remember to relax and push out. Here we go. One, two, three, push." His asshole bloomed outward, and the head slipped in easily. "Perfect. Now push again -- one, two, three, push." Since everything had gone so easily so far I decided that, for this first dildo I would try to slide the whole thing in unless I felt resistance. A steady, firm slide and all four inches were buried inside him. "You've got it all in you -- how does it feel?" "I do? It feels -- I don't know -- OK." "Let me pull it in and out of you a little bit." It slipped in and out quite easily. " His eyes were closed and his breathing seemed relaxed -- both good signs. Even better, his cock was still hard, and it was drooling again. "The next one is only an inch longer and a just little bigger around. You took this one so easily I bet that one will be no problem either. Ready to try? "OK." I greased up the 5 incher thoroughly. "Let's just get the head in first. Ready? One, two, three, push." "Mmmph," he muttered as he rolled his hips to accommodate the larger girth. "OK, let's just wait . . . " And so it went, me being as patient as possible and Donte showing surprising courage considering how strong his reservations had been. After a few minutes I was slowly withdrawing the six incher. There was a small silver pool of precum just below his navel. "OK, my cock's about the size of the next one, so we're going to try it with the real thing, " "You're going to, um, fuck me?" "Well, first you're going to fuck yourself, in a way." Donte frowned, not understanding. "I'll show you. Put your legs down." I scooted up next to him, my cock rock hard, as it had been for hours. "You're going to sit down on it. That way you have control of everything -- how fast you go, the angle, even whether or not you do it at all." He looked at my cock dubiously. "It's big." "It's only about an inch longer than the last dildo, and not much wider. You'll do fine if you take it slowly. Here, put your hand out." I squeezed another big gob of lube into his palm. "OK, lube me up." After a moment's hesitation he gently applied the goo to my reddened and straining organ. "Aaaah, yeah," I muttered, pleasure surging through me. I needed to cum in the worst way, and hoped I'd be able to hold out at least a little while once I was inside him. "Put some more on your hole too." Once he'd complied I said, "Ok, now straddle me, facing front. On your knees. That's it. I"ll hold my cock straight up for you, you hold your butt cheeks open then slowly sit down." The boy complied, his cock dripping precum on my belly. Donte was definitely a leaker. I felt the warmth of his little ass cheeks against my cock, and I stretched my index finger upward, searching for his hole. "OK, go forward a little bit . . . that's right . . . a little more . . . " Eventually Donte found the spot. "You got it. Now just get used to the pressure, and then when you're ready, start easing yourself down." After a moment I felt the pressure of his body increase. Holding my cock firmly I slowly arched my back and pushed up a bit as he released his weight. "AAAhhhh,' he cried, but kept coming. The head slowly eased inside him, and I immediately felt the intense heat of his body wrapping my glans. His face showed a mixture of emotions: surprise, fear, determination. "Oh, yeah, baby, you're doing great. Just hold it there now. How's the pain?" "It's OK," the boy gasped. "That's my brave boy. OK, you can slide down more when you're ready. Keep thinking about that college tuition check from Young Lovers." In a moment he slid an inch or two more onto my cock and then stopped. He was panting, his narrow belly rising and falling rapidly. "Feels so good, Donte," I gasped. "I can't go anymore," he groaned. "Just wait a minute. Give yourself time to adjust." But after a few minutes it was clear he really couldn't; he had only dropped down another inch or so, with three more to go. "OK, now, slowly rise up until just the head is in you, then sit back down." That did the trick, and after a few minutes of rising and settling, rising and settling, all the while breathing in through clenched teeth and gasping out, I was in nearly all the way. He stopped. "I can't do any more." "OK, then let me do the rest." Gripping his arms to his sides I slowly rolled us both to the left, then continued until I was on top of him. I rose up, my arms extended, hands flat on the bed on each side of his head. I looked into his eyes. There was no fear, only -- what? Some emotion I couldn't describe. I leaned down and kissed him, at first gently, then with increasing passion. He responded tentatively at first, and then, as my passion built, so did his. I stopped and gazed into his eyes. "You want to cum?" "Yeah." "Want me to fuck your cum out of you?" "Yeah." His voice trembled. I knew this was new territory for him emotionally. I reached down and squeezed his dick. He inhaled sharply, lust filling his face. I slowly withdrew until I was a bit more than halfway out of him. I paused and then slowly but steadily eased back into him. My eyes held his, and as I slid deeper his eyes closed. "Any pain?" I asked softly. He shook his head no. Satisfied I began fucking him as slowly and gently as I could. I let go of his cock, and then after several strokes reached down and checked it. It was still stone hard and drooling. More good signs. I wondered if maybe I could get him to cum just by fucking him, but just in case I kept hold of his cock and gently stroked it as I eased in and out. After a minute, I asked, "How is it feeling now. Getting used to it?" "Yeah. It doesn't hurt." "Is it starting to feel good a little?" "Maybe a little." "You're doing really, really well," I huffed, and, as if to add emphasis, I fucked in just a little harder. "Ahhhhh," he sighed, it seemed as much in pleasure as anything else. "Yeah," I whispered in encouragement, fucking in harder again. I began withdrawing almost completely out, pausing, and then slowly, smoothly sliding almost all way back in. Donte's body felt very pliable under me now, and after a couple moments he murmured, "Mmmmmm." I thought that meant he was really enjoying it, but then he said, "My back's starting to hurt." He'd been bent double for a quite a few minutes so that wasn't hard to understand. "OK, let's take a little break. I know you want to cum -- I do too. But the longer we wait the better it will be. Get ready, I'm going to pull out of you." "OK." I slowly eased out of him. "Here, it will be easier to adjust to me if we keep you opened up. I'm gonna put the dildo back unto you. Roll over and get up on your hands and knees." The boy complied. "That's it. Get that cute ass up there. Put your knees a little father apart. Now arch your back. Mmmm, sexy." I reached for the lube, but instead of the six incher I grabbed the 7. I figured if I could get him accommodated to a dildo about my size then I could really give him a good plowing without risking hurting him. I saw no reason to tell him; it would probably just have caused him to worry and maybe tense up. His hole was open about as wide as a dime, and was a bit reddened, but not overly so. I slathered on more lube and then nudged his hole with the dildo. He didn't open open easily for it, but I gently persisted, and eventually, with a grunt, the head was most of the way in. I stopped, placed my palm gently over his tailbone, and stroked the little flap of skin above his anus. There were a few fine black hairs there, damp now with perspiration. It was a warm night -- as they all were on the island, I was to learn -- and we were both a bit sticky. I worried the plastic cock back and forth, pressing and releasing, until it seemed he was a bit more relaxed, and then I wormed the head all the way in. This dildo was definitely thicker -- maybe an inch and a half. Donte's belly spasmed and he gasped. "OK?" He didn't answer. I reached under, found his semi-hard cock, smeared the copious pre-cum onto my fingers, and then massaged it over his sticky organ. He was quickly at full hardness. "Tell me when you're ready." He was quiet for a minute, panting a bit. I continued to gently stroke his cock and caress his back and butt. "Yeah," he finally murmured. "OK, ready? One, two, three, push." He arched his back, thrust his butt out, and I began a slow steady shove. Feeling little resistance I kept going and didn't stop until the dildo was buried in him balls deep. "Unnnhhh," he breathed, shaking his head slowly from side to side. I caressed his back and neck. "You're doing so good, Donte. I can't believe how you're taking it so well. You're a natural." I withdrew the dildo a couple of inches and slowly thrust it in again. I kept this up for several minutes, gradually drawing it out farther an farther before pressing it in all the way again. Each time I thrust inward he arched his back and pushed out. Gradually I sped up the pace. He eventually began pushing his butt out to receive my thrusts more aggressively. "OK, baby, it's time," I announced. I had challenged his sexual staying power but now mine was exhausted. I needed to come inside this sexy boy. I pulled the dildo out, and said, "OK, on your back. It's time for you to receive your prize." And me too, I might have added. The boy turned over. "How's your back now?" I asked. "OK. Doesn't hurt." "OK, same position. I don't think this will take us very long," I smiled. I looked into his exotic, slanted eyes and touseled his curly hair. He was shy still, still unsure, yet passion had stolen over his face. How could I have not seen before how beautiful this boy was? I pushed his knees back to his ears as before, and he grabbed them. His hole gaped open, red, wet and ready. I moved up on my knees and placed my hard cock at his doorway. "Ready?" "Yeah." I leaned forward over him, one hand on the bed next to his head. With the other I held my cock against his asshole. "OK, here we go. One . . . two . . . three . . . push!" As his ass squirmed open I pressed in. I had made up my mind I would not stop until I was balls deep. "AAAAAHHHHHH, " he groaned as I steadily impaled him. Deeper and deeper I went, hotter and hotter he felt encasing my cock, but I pressed on. Until, at last, I heard a gasp and a little cry. I was in, and he had taken me completely. I fell forward, my face next to his. "Oh, fuck, that's good, Donte. You are such a hot little fuck boy. I'm so proud of you." I kissed his cheek. "Now just lie there still and get totally used to it. Then we're gong to really have some fun!" I lay there quietly, my cock feeling huge inside his hot chute. I caressed the hair above his ear with my thumb and listened to the sound of his breathing as it gradually calmed. After a moment I rose and began withdrawing until only the head of my cock was still inside him. I pushed back in slowly, then pulled out, then pushed in. The boy's eyes squeezed shut and he gasped a little at each thrust. I paused. "Want me to stop?" "No, it's OK." "Want me to keep going?" He paused. "Do you want it?!" I urged, louder and with a touch of impatience. He frowned at me. "YEAH!" he responded loudly, almost defiantly. "That's my boy," I murmured, kissing him again. Then I withdrew more swiftly and drove into him harder than ever. He gasped and thrust up against me. He was ready. Again and again I drove into him, giving him every last inch now, and then pounding him harder than I ever had . He gasped, "Ah, ah, ah," with every thrust, but he rose and met me each time. I pulled back and suddenly stopped. I could feel him tense. "You want more?" I growled. "Yeah," he gasped. "Are you sure?" "YES!" he shouted. I slammed into him as hard as I could, and again, and again. Then I pulled completely out of him, and gripping my cock, squirmed it against his rectum and then rammed all seven-plus inches all the way in until my balls bounced against his ass. "AHHHH," he gasped. Again and again I pulled out all the way, then rammed him deeply, as hard as I could. I couldn't believe how fucking hot it was to feel him respond each time, rising to meet me. This shy, uncertain, straight boy and I had found a sexual rhythm that felt as natural as breathing. That fact, even more than the pleasure surging through me, excited me beyond words. His lean, sweaty, squirming body beneath me was ecstasy to me. "Yeah, take it, Donte," I cried, as I slammed into him again. The boy gasped and tossed his head to the side, eyes squeezed shut. I could feel my cum pausing, waiting, hovering -- I was seconds away, when suddenly, as I thrust again, Donte gave a strangled cry and began cumming on himself. I pulled back and watched his angry organ, swollen with lust, spurt string after string of cum over his heaving belly. His face was wracked in a grimace as he thrashed from side to side. "Yeah, baby! Fuck! Fuck!" I cried in encouragement, as he spurted again and again, gasping desperately each time. Then I gathered myself and slammed into him harder than I ever had, held myself there, and began cumming. Time seemed to stop, my cum arrived as if from a long way away, and then, when I exploded, it felt like I came with such force it would have coated the whole inside of his rectum. Again and again I shot, and I think I screamed, although I was so out of my mind with pleasure I can't be sure. Finally it was over. I slowly withdrew from him, my cum ooozing out of my cock and sliming down over his butt. I let his legs down and moved up and stretched out next to him. He lay with his eyes closed, breathing heavily, and I just lay there quietly with him, exhausted. After awhile -- three minutes, maybe, or five, or more -- he turned and looked at me. "How was that?" I asked. I wondered how it was all sitting with him now that it was over. "It was -- I don't know . . . " he trailed off. "Well one thing I know, it was the best cum you've ever had in your life," I said. He didn't answer. "Ah, come on, Donte, admit it!" I cried, tickling him in the ribs. He grinned and tried to wriggle away. "Admit it!" "OK, OK, it was," he laughed. "So what's the `I don't know?'" He was silent. "Does this mean I'm really gay?" "Oh, Donte," I said, shaking my head. I propped my head up on my hand, put my other hand on his belly and began stroking him. "What it means is that you're a healthy, horny, normal 17-year old who needs a lot more sex than he's getting. If you liked girls yesterday you'll like them tomorrow -- nothing's gonna change that. But now you've discovered that you can enjoy sex with a guy too. It just gives you more options." I gently caressed his soft cock and his balls, loose now in their sweaty scrotum. "Which," I added, "means you're now set up to not only make a pile of money but enjoy it too!" He turned to me and there was a softness in his face I hadn't seen before. Suddenly he reached out to me and hugged me tightly. "Thank you, Mike," he murmured. He held me a long time, which was just fine with me.