Date: Thu, 19 Jul 2012 14:15:03 +0000 (UTC) From: fiveholepunch@comcast.net Subject: Dirty Tommy Part Five Dirty Tommy Part Five The last of the indelible memories I have of my early sexual experiences with Dirty Tommy was when he let me finger him on the banks of our backwoods creek. We had been playing outside for hours one Monday morning during summer vacation. It was very hot and humid. We were dirty, hot and sweaty with the emphasis on hot. I could feel the salt on my skin. Our clothes clung to us uncomfortably. My breath was hot. My dick was flopping and my balls hung completely loose in my sweaty cotton briefs. I could feel my elevated body temperature radiating from the pucker in the crack of my ass. "I'm dying of heat," Tommy declared. "Me too," I agreed, "What are we gonna do? The pool is closed until tomorrow." "Let's go wade in the creek," Tommy's suggested, "It'll cool us off." "I don't think that's gonna do it," I said negatively. "Well it's better than nothing'," was Tommy's annoyed reply. We were both getting cranky from the heat. "Hey, I know, let's go down by the whirlpool," I offered enthusiastically. The whirlpool wasn't really a whirlpool, it was just a place where a tree had fallen down across the stream and it left a big hole about four feet deep, mainly from erosion. "We can dunk our whole bodies in there!" "Yeah, good idea," Tommy agreed. It was a bit of a hike to get back to the whirlpool, but one of the advantages was that there was absolutely no one around that far back in the woods. Once we got there we both ripped off our shoes without even untying the laces, stripped off our socks and waded in. We were up to the bottom of our shorts when Tommy said, "Fuck it! It's so hot I'm just going to dunk myself completely underwater." "Me too." We were so hot and tired and our clothing so wet and sticky, that really didn't make any difference if our clothes got wet from being in the creek. We both held our breath and bent down at the knees to immerse ourselves completely in about three feet of water. It was blessed relief. We repeated this several times until we both surfaced feeling somewhat cooler. Our cotton T-shirts had stretched out from the weight of the water. We pulled them off and wrung them out. "Let's throw them over that low hanging branch to dry a little," proposed Tommy. He meant one of the branches of the fallen tree. We splashed each other and played for a few minutes in the water, wearing only our shorts. I was still miserably hot, even though my dick and balls had shriveled up from the cold water. "Man, Tommy, I'm still hot," I complained to my friend, "I can feel the heat off my butthole." Tommy laughed. "Me too!" And then he added with an exaggerated wiggle of his hips and a drawn out, effeminate sexy tone, "My butt is hot!" I laughed. This encouraged Tommy to act even goofier. "Ooh, my butt is sooo hot." Tommy went even further. He stuck his thumbs in the elastic of his shorts and underwear and pulled them down. Sticking his ass as high up in the air as he could, I could see his dark, wrinkly orifice between his white cheeks as he gyrated obscenely. "Can you see how hot it is?" Tommy said looking over his shoulder. Now, as I related in the earlier chapters, our neighborhood gang of guys had been showing dicks forever and masturbating together for about a year or more. A few times here and there we would grab another guy from behind and fake hump his butt, always with our pants on. Sometimes when we had our pants down, usually before jerking off, a guy would stick his rear out and wiggle it around to tease the others by acting "sexy like a girl." It was kidding around, but I am sure we all thought of doing "it" for real, although we couldn't admit to it directly. I know that seeing another guy showing off his backside immediately made me hornier. I always tried to get a look to see in between his ass cheeks and, if I could catch a glimpse of his hole, it really turned me on. "It looks pretty hot," I played along, not too sure where this was going, but liking it nonetheless. Was Tommy just goofing around? I was definitely interested in looking at my buddy's backside. "Do you want to feel how hot it is?" Tommy asked, still with the sexy woman tone to save face, but I knew it was an invitation. "Yeah, let me feel it," I replied using an exaggerated masculine tone. I simultaneously flexed both of my hands in a gesture like I was squeezing melons. This play acting gave us both an out if we wanted to pretend we were just kidding around. I took a step towards my pal. Tommy, still with is shorts down below his cheeks, waded a few steps to the fallen tree. I followed. We had more privacy as we were partially hidden from view, although there was probably no one this far into the woods. We were still standing in about a foot and a half water. Tommy leaned over and put both of his hands on the side of the big branch that hung across the creek. When Tommy bent over at the waist displaying his naked rear end it had an immediate effect on my water-chilled and shriveled penis. I could feel it begin to expand straight outward in my sopping underwear from its one inch, totally retracted state. The whiteness of his untanned butt, goose-pimpled and glistening from wetness, contrasted with the golden brown of his lower back. I pulled his shorts down farther. Yep, even though they had been in the water, I could see faded skidmarks in Tommy's briefs. I immediately looked up to get a look at what was displayed between my friend's separated butt cheeks. There it was above his tightened balls, a distinct dark brown and pink pucker. Because it had been tucked in the cleft of my playmate's rump, it'd had been only dampened by our brief dip in the cool water of the stream. This meant that the immediate area surrounding Tommy's anal opening was still in a basically unwiped state. I put both of my wet hands on Tommy's goose-pimpled backside. I gave delicate squeeze like I imagined I would give a pair of breasts. His flesh yielded, but was firmly muscular underneath. "Well? Does it feel hot?" "No, not really," I answered, "but it does feel good." We both laughed. "Feel down lower," Tommy directed, "I bet my asshole is really hot." "I don't know...," I replied, little unsure of myself. "Go on, do it. You can wash your finger off in the stream." My naughty playmate did make a logical argument. A stronger argument was being made by my stiff boner pressing hard into my wet shorts. I spread Tommy's cleft wider with the fingers of my right hand. I bent down a little and dipped my left hand into the water, partially for lubrication and partially because I knew I was going to stick my finger into Tommy's clearly dirty opening. I carefully slid the tip of my index finger lightly into Tommy's puffy rosebud. Tommy giggled and wriggled a little at my touch. I had to reposition my finger. Tommy's wrinkled opening felt slimy and hot. My fingers had been slightly chilled from playing in the water, but even so as I pushed in past Tommy's ring it felt like I had entered a furnace. The contrast between my water-chilled finger and Tommy's overheated rectum was like nothing had ever felt before. I felt Tommy open up and I carefully pushed my finger in a little further, past my second knuckle. We were both silent for an endless moment, engrossed in our novel activity. My companion, after a time, spoke first. "See if you can use two fingers." I slipped my finger from my friend's hole. I then dipped both my index and middle fingers into the cool water below. I reached up and placed the tips of my two fingers at Tommy's hot anus. There was greater resistance; first one finger tip and then the other would slip out. I took care to squeeze my two fingers tightly together and with this I succeeded in penetrating an inch or so with both fingers at the same time. Tommy groaned a little with a mixture of discomfort and pleasure. After a short time I slid my fingers free. I unconsciously gave them a sniff. It was earthy and not unpleasant. "That felt pretty good. Let me do you now," Tommy suggested matter-of-factly. As we switched places, I saw Tommy had a fully hard penis. Getting fingered had given him an erection, although both his cock and his balls were smaller than usual because of the coolness of the stream. I leaned over against the same large branch of the tree with both hands. Tommy began to pull down my shorts. "Hey, be careful of my boner," I warned my pal. My erection was still pressed painfully hard into the weighty, wet fabric of my shorts. "Okay." Tommy lifted both of the elastic waistbands out and away from my stiff cock and lowered my wet shorts and underwear down to my knees. "Wet your finger a little first," I instructed. I could hear Tommy shaking his finger in the stream and then I felt him spread the cheeks of my bottom. There was a pause. I knew exactly what Tommy was doing. He was looking at my asshole. I then felt the tip of his finger touching my tight orifice. Tommy pressed on my opening. I had to consciously relax my hole as my friend tried to push his finger in. "Wow, your butt is hot. It must be like 200 degrees," Tommy exclaimed. "Yeah, I know," agreeing with the general observation. My attention was more focused on the sensation of having somebody else stick their finger in my butt. Tommy moved his finger in and out about an inch or two. It felt pretty good. My chilled cock stiffened even more. "Do you want me to try two?" I wasn't too sure; it felt pretty tight with one. "Okay, but go slow, alright?" I felt Tommy's finger slide out. It was weird being conscious of the feeling of not having something in your butt hole. Tommy shook his fingers in the cool water and then placed them on my anal opening. He pushed and ran into the same problem that I had; I could feel one fingertip and then the other slip out of my tight anal ring. Tommy was having more trouble than I had putting two fingers in, probably because my hole wasn't slippery as his dirty one. "Relax a little," Tommy commanded, a little frustration creeping into his voice. "I'm trying," I grunted, holding my breath, trying to allow his intrusion. I was able to relax enough to let Tommy get two fingers in an inch or so, but that was it. Any time he tried to go in farther I pulled away with an "Ow!" After a minute or two Tommy withdrew his fingers. As I turned around, I saw that he was doing the same thing that I had done - he was sniffing his two fingers. "Wanna smell your butt?" A smiling Tommy asked holding out the two fingers that had just come from my anus. "Wanna smell yours?" I retorted, holding up a matching pair. "Yeah," was Tommy's reply admitting his interest. We both leaned in and smelled our own smell on each other's fingers. Were both standing knee deep in the still waters next to the fallen tree, pants down. We were both firmly erect. "Let's stand behind the tree so no one can see us," I suggested with some lust in my voice. Tommy knew what I meant. We both sloshed over and stood right next to the tree and began fingering and rubbing our own erections. We both smelled our dirty fingers. Our excitement increased, we jerked at a faster pace. We each held out our fingers for the other to smell, smiling at one another because of our shared nastiness. The tips of our iron hard cocks were shiny with pre-come. Tommy reached back and fingered his own crack. He then put those two fingers up to his nose and inhaled deeply. I did the same and I felt a tingle shoot from my recently-fingered asshole up through my body. I could feel the flush from my rapidly beating heart. I began to sweat. We were both close. Being far out in the woods, nearly naked, hot from passion and a sunny summer's day, in a cool stream, playing boyhood games – all this overwhelmed us with sheer sensation. "Unhh ... Unhh ... Unhh," Tommy moaned, eyes half closed in a transport of ecstasy. "Ohh ... oooh ...oooh," I breathed quietly in time to our simultaneous strokings. Tommy lost it first. "Unnggh!" My playmate forcefully grunted as the first rope of come shot from the purple, unhooded head of his cock. Tommy frantically thrust his hips forward in time with each spurt of semen. As I watched my companion shoot, I felt my contracted testicles pull up tight to the root of my prick. An unstoppable tingling in my balls shot upward into the engorged helmet of my cock. I held my breath, clenched my buttocks and came. I looked down to watch my stiff penis twitch upward with every pulse of my ejaculation. I followed each short jet as it fell into the water at my knees. After a few moments to catch my breath, I looked to my friend. "That was something!" Tommy exclaimed; an understatement to be sure. "I'll say," was my low-key affirmation. "Let's wash up." That was, of course, my suggestion. We both took another dip under the cold water in the tree-side pool. I washed my fingers in the stream, but I could still detect a light, lingering smell of our activity for the rest of the day. After pulling up our pants and putting on our damp t-shirts we headed back towards home and lunch. Later that night I thought about what had happened down by the whirlpool and truthfully it was kind of a turn-on. While we did refer back to that activity between ourselves, Tommy and I never repeated that experience mainly because I moved from the apartments not two months afterwards. I think it may have led to something more. I never saw Tommy again after I moved; I only heard the vaguest information about Tommy nearly ten years afterward. Well, actually I do see Tommy, as well as my other friends from my youth, every time I think about my early adolescent experiences. These five installments are the distillation of my experience with Dirty Tommy. He wasn't the only neighborhood boy I had sexual experiences with, but they have remained some of my most vivid memories of my early teens. I hope they kindle a joyful remembrance of youth for you. All rights reserved. Copyright 2012. Please enjoy my other stories on Nifty: "Kevin Learns His Lesson" (in the Authoritarian section) "The Empty Apartment" "School Supply Closet" "The Kitchen Sink"