Date: Wed, 16 Mar 2011 23:13:30 -0700 (PDT) From: Gary Miccray Subject: Gary and Tommy My name is Gary and this story happened several years ago when I was twelve years old. I should preface this story by saying that I would do sexual things by myself a lot, and started when I was about nine. I wasn't jacking off yet, but by the time this story begins, I would often put my fingers (among other household things that I kept hidden under my bed) up my butt for the great stimulation it caused. I didn't know much about sex at the time but I did know that it felt good to put stuff up there, and it felt best when I used either a lot of spit or baby oil that I'd stolen from the bathroom to get things up there easier. I also had a kind of weird thing where I liked sucking on my toes. I'm not sure why but it just felt really good to me. Anyways, my best friend Tommy was a year younger than me and lived in another town, but his grandma and grandpa lived right across the street from me, so in the summertime he would spend about every weekend with them, and we would play and hang out a lot. Mostly we would play outside, pretending to be Batman and Robin or detectives. A quick description of the two of us: we were both your typical skinny, young boys. I was an inch or two taller than Tommy, and had light brown hair cut shor and brown eyes. Tommy had dull green eyes and darker short brown hair. I never found Tommy attractive, or "hot," because I didn't think of any guys like that. But looking back he was a handsome boy. One day when he was visiting and came to my house to see if I wanted to go to his grandparents' house and play, like we always did. We went to their backyard and kicked some rocks around. We quickly realized how dull it was. "Man, I'm bored. What do you want to do?" Tommy asked me. I shrugged. "We could play cops and robbers" "Nah," Tommy replied. "Hmm.... We could play Batman and Robin," I offered. "Nah," he said again. I was kind of frustrated that none of my suggestions sounded fun to him. "Well what do you want to do?" "I don't know, I was thinking...," he started. "Nevermind, you probably wouldn't be interested." "What?" I asked curiously. "Well.... I do have an idea." I was very curious by now. "Would you...suck my dick?" I was definitely not expecting that! The bluntness alone was startling. "What?! No way, I'm not gay!" As I said before, I didn't know much about sex, but I did know that if you did stuff like that with another guy, it was called being gay, and despite my interest in self-sodomy (which it didn't even occur to me that some might call that gay), I had a fundamental interest in girls. "Well neither I am!" He said in defense. "It's not 'gay'. I've done it before with the two boys that live next door to me, Tim and Andy." I had once spent the night at Tommy's house and met the boys he was talking about, a pair of brothers that were about our same ages. But I had no idea that they did stuff like that! "Come on," he continued. "It's fun. I promise I won't pee in your mouth." That was a disgusting but funny thing to say and I laughed at it. "I don't know.... I mean, if you suck other guys' dicks, that means you're gay." "No it doesn't," he said. "It just feels really good. Please?" A thought occured to me at that point, and I motioned for him to walk with me behind his grandparents' shed. "Well, if I do that," I said in a more hushed tone. "Then you have to do something for me." Clearly excited that I was considering his proposal, he suggested he would do the same to me, but the idea of putting my dick in somebody's mouth, at the time, really bothered me. "No," I said. "I want you to do something else." I explained to him the things I did to myself, putting things in my butt. He seemed perplexed, but not hostile towards the idea like I'd been about his suggestion. "So if I suck your dick, how about you put your fingers up my butt for a little while." The idea of someone else doing things to my butt was suddenly the greatest concept ever to me! "Sure," he said, not thrilled really about that idea, but visibly excited about having his dick sucked. "Ok, so I'll go first, and then afterwards you can do that to me," I replied. "But where are we going to do this at? I mean, it's not like we can do it right here out in the open." "Well what about your house?" Tommy asked. "No, my mom and dad are home." "Yeah, my grandma's inside too, so we can't go in there. What about underneath the house?" Tommy's grandparents had been doing some foundation reconstruction and there was a small crawlspace that could be accessed under their home. "It's really dark and dirty, and I don't really want to take my pants off down there," I said. Tommy thought for a moment, then his face lit up. "In the shed! It has a light and plenty of room, and there's a lock on the inside so nobody will be able to come in." With that, we walked into the shed, turned on the light, and locked the door. I was starting to get nervous now. "Ok, so the first thing we have to do," he instructed. "Is get naked." We took our shirts, shoes, pants and socks off so that we were nude exept for our underwear. We'd seen each other in bathing suits plenty of times but suddenly it felt exciting to be this exposed in from of him. "You don't have to be nervous about anything. We both have the same thing down there," he said, trying to reassure me. It's a hard thing to be that open with anybody especially at that age. "How about on the count of three, we'll take our underwear off at the same time?" I nodded in agreement and he started to count: "One...two...three!" We both quickly pulled our underwear off, revealing ourselves to one another at the same time. I have to say, I wasn't nearly as freaked out as I thought I'd be, standing there naked with my best friend. His dick was already hard when he pulled them down (a little bigger than mine at around six inches, while mine was something like five and half or so), and mine got erect immediately after seeing his. As I said, I hadn't started to jack off yet, but in a flash it made sense why my dick got hard sometimes, especially when I put stuff in my butt. You were supposed to put it in something, like...a mouth. Of course! He walked towards me a few steps and I did the same, both of us staring at the other's member, until finally the tips were mere centimeters away from each other. "Ok," I said, still nervous but a little more at ease. "So, what do I do now?" "Well all you have to do is get on your knees, lick your lips so they're really wet, then put my dick in your mouth and start sucking. Like a popsicle." As he explained it, it really didn't sound so bad. "That's it?" I asked. "Yeah, and you just do that until I tell say stop. It doesn't usually take very long," he added. "Just make sure you don't bite down on it, or scrape it with your teeth!" I nodded slowly, still staring at the penis. Well, I thought, I already said I'd do this. And I bet it'll be worth it when he returns the favor. I got down on my knees so that his dick was staring me right in the face. I examined for several seconds, taking note of the large head and thick shaft. It's one thing to look at your own dick, but to be able to see one from a different perspective is kind of eye-opening, and admittedly, a turn on for me at the time. I could smell the distinct odor that the skin of the penis has, and also checked out the balls, that, while small because of our ages, were actually quite large in proportion to the rest of him. I licked my lips thoroughly, getting them very wet with my saliva, as Tommy took a deep breath, a smile on his face as he looked down at me. I opened my mouth a leaned my head forward, taking the entirety of my friend's penis down my throat. It was ambitious I guess, but I was just doing what he said: treating it like a popsicle. It caused a gag reflex at first so I jolted back, at which point Tommy let out a hiss of pleasure. I looked up at him, his dick still several inches deep in my mouth. My tongue was laying flat under his penis. At this point, the taste of his dick finally reached my brain. Hey, I thought. This isn't so bad. Not bad at all! To my surprise, it actually tasted good! I tightened my mouth around his dick and noticed his breathing increasing. I was really starting to like this! Not only did it taste nice, but I was making my friend feel really good at the same time. I began sucking harder, then loosening my mouth. Even though he hadn't instructed me to do so, I took note that he seemed to make the most noise when I would move my head, taking some more dick in my mouth, then leaning back, taking less. I repeated this, going very slowly, sometimes having four inches of him down my throat, sometimes having only the head in my mouth, then five inches, then two, and so on. By now, I was really enjoying my self. Tommy placed one hand gently on the back of my head and used the other to brace himself on a workbench next to us. I grabbed his hips to balance myself as I continued sucking on his dick. Soon, his hand got tighter on the back of my head as he pushed his dick a little farther in me. I thought that it might be over soon, so I took as much of him as I could in my mouth. After a few moments of slight convulsions, he said, "Ok, I think I'm done." I took my mouth off of his dick slowly, strangely disappointed that it was over. It made a popping sound as it left me, and my mouth was covered in my own spit, which dripped a little down my chin. Although Tommy said earlier, albeit jokingly, that he wouldn't "pee in my mouth," I could have sworn I felt a couple of drops of liquid hit my tongue during those last moments. I didn't say anything about it though. We both breathed heavily for several minutes, until I finally broke the silence. "So was that good?" I asked, wiping my spit off of my chin, still not positive if I'd done an Ok job. "That was the best!" He replied, as we both finally regained our compusure. "Now it's your turn though. Are you sure you don't want me to do that to you? It really is fun!" "I still want that other thing. It's seriously the best feeling in the world to me to put things up there, and I bet it'll feel even better to have somebody else doing it!" "Ok, sounds good to me," he said. "But you have to show me what to do this time." I explained to him that what felt best was about three fingers, but to start out with two, and make sure there was lots of spit on them, as well as on my actual butthole. Then you have to go pretty slow at first, until I say so, at which point you can put them all the way in. Then you start out gently moving them in and out a little bit, until you get kind of a rythym going, and then you can go faster and a little harder. Like having your dick sucked, I said, it doesn't usually take long for me to not be able to take anymore (what we would now call a dry orgasm, but we didn't have a term for at that age). He said Ok, and asked how I'd be positioned. The way I'd always done it with myself was laying on my bed, flat on my stomach, sometimes with a pillow under my hips so my butt would be in the air a little. So I grabbed a beach towel that happened to be in the shed, laid it on the floor and got on my stomach. I put my butt a little bit in the air as well, realizing at that moment how comfortable we both were being naked in front of each other. "Wow, Gary," Tommy said. I didn't realize it at the time but he was apparently pretty interested in the sight that was in front of him. I told him again that he had to put them in slowly at first, and that when I told him it was Ok, he could put them deeper. Then I got a large amount of spit built up in my mouth and put it on two of my fingers, reached back, and slathered my butthole. He did the same with his fingers, starting out with just two. Then I grabbed a butt cheek with each hand and spread them apart, revealing my butthole to my best friend. "Ready?" He asked. "Definitely," I replied, very eager to see how this would feel. The initial feeling of the tips of his fingers on my butthole was unimaginable. I shuddered at the pleasure. He pushed them into me, going very slowly as I'd told him to. He got the tips of his fingers in, then moved them out. In, and out. I said, "Ok, go deeper." He obeyed, putting them a little farther in me. Then, one knuckle deep. Then two. My breathing was getting more rapid by the second. Finally he had nearly his entire middle and index fingers buried in my butt, pumping gently. "Oh my god that feels good," I said between breaths. He continued this movement, gradually speeding up, as my moaning began getting a little louder and my breathing got a little faster. I let go of my butt cheeks at this point, allowing them to engulf his hand as he kept at it. My dick, sandwiched between the floor and my stomach was harder than it had ever been. I could feel a little drip or two of liquid coming from it on my belly button. "Ready for three?" He asked, referring to another finger. He seemed distinctly more interested in this now, either because he saw how much I was enjoying it, or because he liked the feel of what he was doing. Or maybe both, like it had been when I had his dick in my mouth earlier. "Yes, please!" I said eagerly. He slowly pulled his fingers out of my butthole. "We have to use a lot of spit for three though," I told him. I got up and turned to face him, both of us on our knees. I grabbed his right hand and, after building up some more spit, stuck the fingers he'd just had inside me, in addition to his ring finger, in my mouth, applying the same "sucking" techniques I learned just a half an hour earlier on his dick. Then I got back into position, spreading my buttcheeks in presentation for Tommy again. To my surprise, Tommy put a tremendous amount of his own spit on the thumb of his left hand, rubbing my butthole with the natural lubricant. At the time, I had two thoughts: 'That's very considerate,' and 'My god that feels so good!' He pressed his three fingers against my butthole and soon had them all buried inside me. I couldn't hold my buttcheeks open for very long, letting them engulf his hand yet again, as I grabbed the fabric of the beach towel I was laying on. The pleasure was so much more intense than when I would do this by myself. It was truly an entirely different experience. It didn't take long for Tommy to begin pumping his fingers inside me all the way, going deeper, faster, and harder, without me even telling him. He knew not to do it too hard, but seemed to be aware of the perfect speed and strength as he rested his left hand on my left buttcheek to brace himself, squeezing and rubbing the cheek as well. I guess my moaning and continued exlamation of "Oh my god," was signal enough for him. After several more minutes, I started saying, "Almost, almost, almost," and just as I had taken his hand on the back of my head as an indication of the impending climax, so did Tommy. He began making sure I felt every inch of his fingers inside my butt, going slow and deliberate. Finally, I raised my butt in ecstacy, taking as much of Tommy's fingers in me as possible. He kept them there, halting the pumping he had been so good at. Eventually, after what seemed like hours but was actually only seconds, my body settled down, and I slowly lowered myself back onto the floor. Tommy kept his fingers inside my butthole until I was laying absolutely flat, then removed them slowly. My body was shaking and my breathing was very heavy. "So was that any good?" He asked, with the same uncertainty I'd exhibited after sucking his dick. I could only nod, still panting. After several minutes, we were both back to normal, sitting Indian style on the floor. It must have only been about forty-five minutes since we'd first entered the shed, but it felt like a lifetime. We talked about how "awesome" what we had just done to each other was, and how great it felt. I told him that I actually began to like his dick after having it in my mouth for a while. He didn't say he liked the way it felt to have his fingers inside me, which I admit was kind of a disappointment to me, but he did say that he liked looking at my butt. It was obvious we were both pretty confused about what we'd just done, like we weren't sure if we were about to be swallowed up by hell at any moment. But at the same time, we both knew we wanted to do it more, and often. Afterall, this was the greatest feeling of all time! Whether it was Tommy having his dick down my throat or me having Tommy's hand up my butt. The one thing we did know, however, was that today's fun definitely wasn't over. "You should spend the night at my house tonight," I suggested. "I want to do this stuff again!" I was also eager to try it out using my baby oil instead of spit. "Yeah! My grandma will be fine with it, I'm positive," he replied. "My mom and dad will too. Hey, we can even set up my tent in my backyard! That way they won't even hear us!" We both loved the idea, and quickly got dressed to ask permission. When we both got the OK, we set to work on the tent, making sure it was far enough from my parents' room that they couldn't hear a sound from it. We also brought out a small book light to see what we were doing. Without telling Tommy, I also hid my baby oil under my blanket. For the rest of the evening, after dinner, we did normal stuff. We watched TV, played video games, and finally headed out to the backyard, both of us so excited we were ready to burst. We talked for a long time about nonsense, glancing out of the tent every few seconds to see if my parents' bedroom light was out. Finally, they went to sleep. "Ok, now we can get down to it!" Tommy said. We had set up our blankets so we were sleeping head to foot, so we were facing each other when we stripped off our clothes. That's when I caught sight of his dick again. But this time, it was different. I wasn't so much curious as I was...hungry. I wanted it. I needed it! It was a very strange feeling to be so lustful towards your friend, especially when we were so young. But there was something about seeing his dick that just got me immediately excited. I laid back on my elbows, as Tommy sat more upright. His dick was pointing straight at me. I began rubbing his leg with my foot, inching it towards his crotch. Eventually, I was massaging his dick with the bottom of my foot. He watched my foot as I did it, clearly enjoying the stimulation. It was at that moment that the best idea in the world hit me. "I have an idea of something new we could try," I told him, continuing my footplay with his dick. "Really? What?" He asked. "It's a surprise," I replied. "But I promise you'll like it!" "Oh come on, tell me!" I wouldn't give in. "How about this: I'll keep it a surprise, and if we try it and you don't like it, I'll suck your dick all...night...long." Tommy milled it over in his mind for a second or two. He couldn't argue with me really; if he liked it, I could say 'I told you so,' and if he didn't he still won since he'd have his dick in my mouth for the entire night. "I still wish you'd tell me...but Ok. What do you want me to do?" I stopped rubbing my foot on his dick and changed positions, sitting on my knees. "Ok, all you have to do is lay on your back and close your eyes." "Close my eyes? Why?" He said. "Because, it's a surprise!" Tommy shrugged and laid down, his dick enormously erect. I wasn't sure why the idea hadn't occured to me earlier, it was so simple: Tommy liked to put his dick in my mouth; I liked Tommy putting his fingers in my butt. What's a butthole other than a tighter mouth? And what are three fingers shaped like other than a dick? It was perfect. Looking back, I'm kind of proud that I figured out anal sex without having any exposure to it before then. I guess it's only natural, but at that time I thought I was a genius, especially because Tommy, a year younger than me even, had already discovered oral sex, and was the one that introduced it to me. As Tommy laid with his eyes closed, awaiting my great idea, I grabbed the baby oil from under my blanket. "What's that stuff?" he asked. "Hey! You were peeking! Keep your eyes closed, I said," I scolded him, half kidding. "It's just baby oil. It makes stuff slippery. Even better than spit does." "Oh," he replied, still confused. "I'm going to put some on your dick, Ok?" He kind of nodded in agreement and watched as I covered his dick in the lubricant. "Now, seriously close your eyes." Tommy did as he was told reluctantly and closed his eyes. I got a huge glob of baby oil and rubbed it all around and inside my butthole. Then I mounted his thighs without touching him so that he couldn't tell what I was doing yet. I was facing his feet (reverse cowboy position, I later found out), and looked behind me to see his eyes still closed. Gently I reached behind myself and grabbed his dick, arching my back, and carefully placing the tip directly at the entrace to my butt. This is it, I thought. This is going to be the perfect feeling in the entire world, for both of us! Ever so slowly I lowered myself onto him, taking in his dick in very small increments. I was sure his eyes were open by now, taking in what must have been a very cool sight. But mine were closed in anticipation. First the head, which went in easily due to the day's earlier fun. Then one inch. Then two. Slowly I took his dick inside me, feeling it enter with warmth. It was like I was being filled up, completed in a sense, like a missing puzzle piece. I could hear Tommy breathing heavily with his mouth open, and I could feel the sleeping bag underneath us tense as his hands grasped at it. Three inches. Four. I had to move my body from side to side at this point, essentially "working" his dick into my butt. Then five inches. My back wasn't arched any longer, as I was hunched over, also grabbing the sleeping bag out of ecstacy. It couldn't have felt better. I mean, I've heard stories about first time anal sex and how painful it is, and maybe it's because of what I'd been doing for a couple of years with myself, let alone earlier that day, but there wasn't any pain. It felt so intensely good. Finally, I was sitting on top of Tommy, his dick buried to the root, balls-deep, inside my butthole. I sat still for a moment, taking it all in, enjoying the feeling of every inch of his dick inside me. I looked back to see Tommy's eyes fixated on himself inside his best friend. "Wow," was all he said. I smiled at him in agreement. Sitting still, I reached back and grabbed his hands, placing them on my buttcheeks. He didn't spread them apart at first, like I expected. He just kind of held onto them, rubbing them a little bit, enjoying the soft skin. Eventually he did spread them, getting what I imagine was an even better look at what was happening. He sighed loudly as he saw it, keeping my butt spread apart. That's when I started to move. I moved very, very slowly, not really wanting any of his dick to leave my body. But I knew that what felt best for both of us, was the bobbing up and down. I moved myself so that only an inch or two of his dick would escape me before I sat back down again, taking the whole thing in. Tommy's began moaning too, as he kept his hands on my buttcheeks, occasionally spreading them apart, but mostly just enjoying the feel of them. I started moaning almost immediately. It was strange though. When I was alone, doing this to myself, I never made noise. But nowm, both times I was with Tommy, whether with his fingers or his dick in my butt, I had this uncontrollable urge to moan and make noise. It was like he was hitting some special spot inside me that made me lose control. As I picked up speed, riding Tommy's dick, our moans got a little louder. It was all I could do to not make so much noise. Tommy was also grabbing at my buttcheeks a little harder. I wished that I could've seen what it looked like when I lowered myself onto him, his dick entering my butt, but this position seemed like the most logical to me at the time. I had control, so I knew it wouldn't hurt too bad at anytime. But as it turned out, it didn't hurt for a second. Every time I lowered my butt onto his dick and it went as deep as it could, a huge wave of pleasure flooded my body. My own dick wasn't hard this time, but my balls felt like they were going to explode! I wanted to grab them because they felt so good, but I had to keep balance by holding Tommy's knees or my thighs while I was riding him. Soon I felt it build up inside me. It had been about twenty minutes and I was almost done! I didn't want this to ever be over, but I also knew that this was the best part. Before I could tell him that I didn't have much longer, Tommy broke the news first. "I'm almost there, Gary!" He said, straining to keep quiet. "Me too!" I kept riding him, speeding up, my dick rubbing between his thighs as his massaged my insides. "I'm there!" I nearly shouted. I sat down hard, keeping his dick as deep inside me as possible. A drip or two came out of my dick, though I still wasn't sure what it was. Tommy climaxed at the same time, grabbing my feet to hold on from the intensity. I sat there like that for several minutes, not wanting his dick out of me. We were breathing quickly and deeply in unison, eventually slowing to a normal pace. I sat up and felt the inches leave my butt, culminating in a popping sound as the head exited. I could feel my butthole still gaping open a little bit as I lifted my leg up and collapsed in our original head to foot position. After several more minutes of breathing in silence, I asked him, "So did you like it?" Tommy just looked at me, finally cracking a smile. "What do you think?" We laughed for a moment. "We definitely need to do that again." I nodded in agreement. "But for now, I need sleep!" I thought about putting my sleeping clothes back on, but was utterly too exhausted, as was Tommy. And besides, the thought of sleeping naked with him I kind of liked, even though we were sleeping head to foot. I actually decided to use his feet as a pillow of sorts, resting my cheek on the bottom of them as I nodded off. What followed was a very deep sleep for both of us, two preteens that had just discovered the coolest thing to do with their spare time. However I did wake up just before dawn. Outside the sky was turning that light gray color it does before the sun rises. I looked at Tommy, still sound asleep, laying on his back. I took my blanket off, and crept upwards. Lifting his blanket up and poking my head underneath, I saw exactly what I was hoping to see: his dick was as hard as it had been last night. He must be dreaming about what we did, I laughed to myself. Then a crazy idea took hold of me. I leaned in close, just inches away from his dick. Considering it for a moment, I decided that I wanted, or rather needed, Tommy in my mouth that very second. Taking the base of his dick in my hand, I raised my head, licked my lips, and took the whole thing. It felt so good to have it there. I couldn't believe I was ever opposed to this. It's the best! I moved my tongue around the shaft, tasting every inch of it. The thought that it had been deep inside my butthole only hours earlier made it that much sweeter. I heard Tommy begin to breath in that heavy way again, as he lifted the blanket up, revealing what was happening. His eyes were still partly closed, but he threw the blanket back so that I was in the faint light coming from outside the tent. He continued breathing heavily, moaning occasionally. I would moan back in response, moving my head faster and faster, trying to touch my nose to his stomach as often as possible. Breathing in and out of my nose, I never took his dick out of my mouth. I also started using my hand, the one that held the base of his penis. I would move it in conjunction with my mouth, up and down the shaft, or rub my palm on his balls. Eventually, though, all great things must come to an end. "Right there! Right there, Gary!" Tommy hoarsely whispered. I responded by burying his dick as deep down my throat as possible. The same couple of drops of liquid dripped out of the head onto my tongue from his prepubescent dick. I slowly lifted my head off of him, hearing the now-familiar popping sound of his dickhead exiting my body. "What made you want to do that?" Tommy asked, once again exhausted. "I don't know," I answered. "You were just really hard, and I wanted to taste it again." He smiled and we went back to sleep, this time putting our clothes back on first, just in case my parents decided to check up on us after they woke up. Tommy went back to his house that afternoon, but he visited a lot that summer. After that, every time we were alone, whenever we had the chance, we'd be doing it. We tried as many positions as possible, including him behind me and me flat on my stomach, doggy style, and him on top with my legs in the air and my feet on his chest. But our favorite was always reverse cowboy. Most of the time, we did butt stuff (after how amazing our first experience was, could you blame us?), but there were still plenty of occasions when he used my mouth, too. Soon after this first time, we both started cumming, which made things even more fun for me (A, it was easier to tell when we were done, and B, I just loved the stuff, in either of my holes!) One thing we never did was kiss on the mouth. However Tommy soon soon started using his tongue on my actual butthole, which was the most amazing thing ever! I was also glad that he was the one to think of that. I was always the bottom, since I preferred it that way, but we also played around with our feet some more, moving on to toe-sucking, and even foot jobs, so my dick got some exercise too. Nobody ever found out about it, even though I think we set a record those couple of years for most sexual encounters in our age bracket!