Jan and I have known each other for 7 years, ever since he came to NY from Poland. When I met him, he was barely 19, right off the farm, struggling to learn English and the American way. He was incredibly naive and unsuspecting. I couldn't help but feel attracted to him, in a brotherly, protective way. Jan was shocked when we he learned I was gay. He couldn't believe it, never having met a gay person before. I guess I didn't fit his stereotype. He looked up to me, and even though I'm only a few years older than him, he has always seen me as a role model. Over the years, Jan and I have become pretty close. We hang out, and he always come to me after he's done something stupid, his tail between his legs. He expects me to give him good advice, and I do. I was the one who introduced him to his girlfriend, Annie. Annie and he have been a couple for three years now. According to Annie, he's a shy lover, unwilling to try new or kinky things. I guess its his conservative Catholic upbringing. Ever since I met Jan I have fantasized about seeing him naked. I can clearly imagine the soft, downy fuzz of blonde hair that runs along the inside of his thighs, the suppleness of his uncut cock, the smoothness of his pale, white ass. Many a night I've spent jerking off thinking about kissing him, but I've always been too afraid to act on my desires for fear of messing up our friendship. This summer all that changed. Jan and I play tennis every weekend, and he is incredibly competitive when he plays, as he is in everything. Usually he beats me pretty badly. One Saturday, however, I was in my game, and nothing Jan could do could get over on me. I beat him 3 sets to none. We played for over 2 hours, and by the last set Jan was limping. By the time we got back to his apartment, we were both really sweaty and thirsty. At that point, Jan realized that he had forgotten to pack his keys in his tennis bag. Annie was off at her exercise class, and he knew she wouldn't be home for several hours. I invited Jan back to my place, to wait for Annie there. I offered Jan the use of my shower, which he accepted. All the time I heard the water running, I was dying to rush in and sneak a peek at the body I had dreamt about for so long. I got a spare pair of shorts and a T-shirt for Jan, and left them for him at the sink, glimpsing the outline of his body behind the curtain. When he came out of the bathroom he looked so hot and clean. I got weak in the knees. I deliberately ran the water cold in my shower, to keep my dick from exploding from the tension. When I got out of the bathroom, Jan was sitting on my sofa rubbing his calf. It seemed he had pulled it during the game. We sat around and spoke a bit, drank a few beers, and let the time pass. Jan was unusually quiet, almost sullen, which I attributed to the fact that I had beat him at tennis. But when he spoke, I realized that he had other matters on his mind. "Annie and I are breaking up," he told me. He could tell I was surprised. Without pressing, he continued to talk, quite openly, about how their sex life had been getting worse and how it was straining their relationship. This was the first time Jan had ever spoken about sex with me, so I was a little taken back. Annie was pressing him to do more and more "kinky" things, and Jan was uncomfortable. "What kind of things?" I asked, getting braver. "Using toys, dildos, that shit" he said. "That's not kinky. It's normal that women like experimenting, Jan. So what if she likes taking a dildo in her pussy?" "She doesn't want it for her" he said. "She wants it for me. Besides, what do you know about fucking women?" he asked. "A lot more than you do about fucking men!" I threw back at him. "I've done a good share of both, and I know what I'm talking about." This had the intended affect. Jan was speechless, and a little embarrassed. But I knew what I had done: I had upped the competition. The fact that I -- a gay man- might know more about satisfying women than he did bothered him. Plus, he felt I was implying that the fact that he had fucked women only (and probably only a few at that) was somehow a sign of some inadequacy, or worse, of cowardice. It was an unorthodox move, but I could tell it worked; Jan didn't like being surpassed at anything, and now I had beaten him twice in one day. He became sullen again. I apologized for upsetting him, and told him that he and Annie would probably work things out. Then we were silent, for what seemed like an eternity. What was on his mind?, I wondered. There was something else he wanted to talk about, I felt. But I had hurt his pride, and so he had stopped short of opening up to me fully. Jan kept reaching down and stroking his sore calf; I now offered to massage it, as a sort of peace-offering. To my surprise, Jan accepted. I suggested he lay done on the sofa so I could really work his leg. This gave me an incredible view of the back of his thighs and his bubble-butt beneath his (my) shorts. As I massaged his calf, Jan let out subtle sighs. I must admit I'm a good masseur, and I knew what I was doing. I slowly worked my way up to his thigh, running my hands up and down his leg, kneading deep on the upstroke, caressing lightly on the way down. Jan shifted himself on the sofa; he was getting uncomfortable , but he didn't say anything and so I continued, moving onto the other leg, repeating my steps. Now I was rubbing both legs simultaneously, and Jan was getting more vocal about his pleasure. As my dick began to harden, it was difficult for me to restrain myself. I wanted more than anything to jump on Jan's ass and fuck the daylights out of him. On the upstroke, I let my fingers run down where his legs met, feeling the outline of his balls with my right hand (as I had hoped, he had not put his jockstrap back on after the shower). At this he jumped a bit and tensed up. Fearing I might scare him off, I moved my hands up to Jan's back, starting a deep massage routine that soon had him in ecstasy. "Is this alright?" I asked. Jan mumbled yes. I spent some time massaging the lower part of his back, letting my hands slip casually beneath the waistband of his shorts. I didn't know whether to keep going, but decided what the hell. I began to move his shorts down over his ass slowly, continuing all the while with the massage. To my surprise, Jan reached down and lowered the shorts himself--lifting himself up from the sofa to pass then down over his cock. I helped him out, pulling them down and off his legs, exposing his beautiful butt. This was a sight I had been dreaming about for 7 years, and it was well worth the wait. His ass was practically hairless, except for a dark blonde stretch of matted hair that ran down his crack, growing thicker and darker as it neared his balls. I began kneading his cheeks, one at a time at first, and then together. He was nervous, but he didn't give any indication that he wanted me to stop, so I kept going. After a few minutes, I moved my hands down into the crack, towards his hole, and began applying some anal massage techniques I had picked up from a video. Jan laid practically still as I gently circled and tickled his rosebud, stretching the pink skin with my fingertips. I could tell this was a new experience for him, and knowing Jan I knew he was probably feeling a mixture of pleasure and shame right now. Nothing to do but push those feelings to the limit, I reasoned. I leaned down, and replaced my fingers with the tip of my tongue. Jan started to get up, but I pushed his butt down with my hands and kept working my tongue. His crack smelled musty, with the faint odor of soap, and his hole tasted great. I slipped my tongue further into his ass and gave his chute a cleaning it had never had before. By this time I was dying to check out his front, in particular his cock and balls. "Turn over, Jan" I told him. He didn't move. With more command in my voice, I repeated "Turn over, Jan". He rolled over, and my heart stopped as I caught sight of his near-perfect front: a smooth chest with a tiny tuft of curly, dark-blonde hair just above the pecs; 2 big, flat, dark nipples; a flat stomach with a patch of hair beginning beneath his belly-button and leading straight down into his golden pubes. Jan didn't work out at a gym, but he was well-toned from steady activity. His dick was uncut, as I suspected, and it was small but fat, with the tip trying to break free from the foreskin that encircled it. It was about 3/4 hard, but on its way to fullness (with a little help, I thought). He was excited, clearly, but he had his eyes closed and the look on his face showed some fear still. We'll have to take this slowly, I thought to myself. So I began the message again, starting with his chest. I moved my fingers in small circles over his pecs, gently brushing his nipples until they turned rock hard. I moved down his stomach, repeating the circular motion. Then I slipped down to his legs, running my hands up the inside of his thighs, causing his dick to harden completely. I cupped his balls into my right hand, and massaged them, pulling on them occasionally to make his dick jump up. Pre-cum was oozing out onto his mushroomed head. I cold wait no longer. I quickly reached down, grabbing his dick with my left hand and folded my lips across the top of his dick. As my tongue licked his pre-cum, Jan let out a moan. Without giving him time to retreat, I slipped my mouth down over the entire shaft, and began to slowly, rhythmically move my mouth and tongue up and down over his dick. Letting go of his balls, I wetted the middle finger of my right hand and reached back, feeling for his hole. I slowly pushed my finger up his ass, causing him to gasp. I teased him by pulling it back out, and then slowly reinserting it. He was now visibly excited, moving his hips while my mouth worked on his dick and my finger worked his ass. When I rubbed his prostate, Jan's eyes opened wide -- this was clearly something he had never felt before. I could tell by his breathing that he was ready to cum, but I had other plans. I pulled out from his ass and moved my mouth from his dick. "Don't stop" he yelled. "Don't worry, Jan, you'll get to cum" I said. "But this is still a little one-sided. Let's see how good you give." This made Jan nervous. It was one thing to get a blowjob from a guy -- but what was he going to be asked to do now? I got up off the sofa and led Jan to my bed nearby (I live in a big studio apartment). To stretch the tension, I began to undress very slowly, watching him watch me. My chest is quite different from Jan's, covered in a mat of short brown hair. Likewise, around my cock sits a full bush of hair, and I could see Jan was taking in the site of my cut 6" dick. "Have you ever touched a cut dick before, Jan?" "No" he said. I reached out, took his right hand, and placed it over my hard cock. He moved it up and down, somewhat roughly, taking particular care feeling the shroudless head. "Have you ever tasted a cock, Jan?" "No way," he said. "I used to jerk off with my brother when we were kids, but we never put anything in our mouths." I moved my dick closer to his mouth, and he took it in a bit at a time. He was definitely new at this, and I felt more of his teeth than I would have liked, but it felt great, and the sight of Jan with my dick in his mouth was so exciting to me. Jan's dick was still really hard, so I figured he was enjoying it too! I coached Jan, teaching him how to suck like a pro, and he was a quick learner. I pulled out before I came, and told Jan to lie down on the bed. I laid over him, and lightly kissed and nibbled his chest, his nipples, and his neck. Jan is a nipple-man, I found out. Biting and sucking on his right nipple nearly drove him mad. I was having fun exploring his body and his pleasures. I remembered Annie's complaint that Jan was too shy in bed, and I decided it was my duty as a friend to help them both out. "Jan, do you trust me?" I asked. "Yeah, of course," he replied. "Then I'm going to ask you to trust me now. If you let me do what I want, I promise I won't hurt you and you'll be very glad you did." That frightened look returned to his eyes, but there was also a glint of lust that had arisen. "Go ahead" he said. I went to my desk drawer and brought out my "toys". I tied a blindfold across Jan's eyes, then proceeded to tie each of his hands and feet to the bedposts. Jan had broken out in a sweat and his dick had deflated (no problem - I love the sight of a soft uncut dick). I moved between his legs, opened a tube a K-Y, and began to wet his asshole with the lube. I slipped a finger inside, and found his prostate again. Jan's dick re-hardened. Slowly I worked his ass, inserting two fingers, and then, against his wishes, a third. I love watching my fingers moving in and out of a guy's ass. Finally, I picked up my 7 inch dildo and gently pushed it up his opening. Jan was grimacing, but I told him to relax. I climbed up on top of him, and straddled his hips. Using more lube, I rubbed his dick (which was now so wet -- the boy is a leaker!) and rolled a condom down over it. Then I placed my ass directly down onto his dick and watched his face as my ass slowly ate his cock. When it was completely inside of me, I eased back up, riding his cock. Jan was in ecstasy. I reached out and twisted his right nipple, making him cry out. With my other hand, I manipulated the dildo in his butt. He started screaming something in Polish, and in a few seconds he exploded, ramming his dick up into my waiting ass, pumping out every bit of cum in his balls. The excitement was too much for me: I came all over his chest and face. I eased myself off him, untied his hands and feet, and laid down next to him. For 5 minutes neither of us said a word. "Jan, are you all right?" He reached over and gave me a long soft kiss. I had my answer.
