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Cumming of Age

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by Jackson20x As far back as I can remember I have always held a fascination with the size of my dick compared to others. My earliest memories are of a friend and I playing firefighter at age 5 with our "hoses" pissing up against the side of the house. At around 10 or so a friend of mine whipped out his on a dare in front of a female friend and I. As I recall it was very thin and pencil-like (stiff as a little pencil, as well) compared to mine at the time. After seeing it I ran home to look at mine in the mirror to compare with the visual I had just gotten. A few years after that a friend, Greg, had set up his tent in our backyard so that we could spend the night outdoors. I ran an extension cord to the tent and set up a small TV so we had all the comforts of home. Lying there in our sleeping bags watching the tube I became bored and started to whack off. Not sure if he had seen me or not, I grew a bit courageous and unzipped my sleeping bag and waved my little 13 year old woody, hidden by my tighty whities, in the face of the weathergirl on TV shouting "suck it bitch, suck it." Greg, 12 at the time, had obviously not expected this and only stared doe-eyed at it until I went back under the covers to stroke some more. Being pre-pubescent at the time I recall "cumming" amounted to an intense feeling of needing to pee coupled with a clear, somewhat sticky urine-like discharge. Well, after about 2 hours of constant rubbing the time to pee had come and out against the garage I went. We talked a bit afterward and he mentioned that I had been whacking off but I dismissed the accusation, stating that it was a flybite on my belly I had been scratching. I guess that first encounter with Greg paved the way to the dick measuring contest of 1990. I was 16 and he was 15 as I recall. His mom had thought it would be a good idea if I helped him study for finals so we both ended up in the basement of his house. I'm still not sure how one is supposed to help another study so I started reading some sort of illustrated anatomy book. "That's kind of small", I commented, pointing to a picture of the male human illustration. "Not really, I think it's about right", Greg said and proceeded to pry into how big mine was. "Bigger than that," I said, only to hear "I don't believe you, pull it out, show me". Being very modest I refused and said, "Why don't you show me your's first." He obliged, opening his zipper and looking down at his member proudly with more concentration than he had displayed all evening studying. What a relief it had been for me to see that his was almost the same as mine. Sparse black pubes dotted the flabby region above his dick (we were both rather chubby back then, he still is) and I took time to "study" them as mine were light brown and not quite as curly. His solid shaft was similar in length to mine, a bit under 6" at the time I guess, but his head was more elongated than my flattened mushroom cap. A few more prods on his part and I slipped mine out slowly, retreating at the last minute as I realized it was full of precum. I covered my head with my hand in an attempt to wipe as much of it as possible. It was no small feat as it was undoubtedly the most I had ever produced up to that point. Greg insisted that I remove my hand, going even as far as grabbing my wrist. Eventually I let go, showing my erect penis for the fist time to another guy. "What a nice dick you have," replied Greg, "it must run in your family - your cousin has a big one too." (he had become privy to the size of my cousin's schlong after losing miserably in a dick measuring contest amongst the rest of my friends-one that I was sorrowfully absent from). He just kept on staring at it until we heard movements upstairs and proceeded to cover up. Five minutes pass and I say I have to go to the washroom. Quickest load I ever shot in my life! I came back to heckles from Greg saying I had to go for a jerk, which I denied with a red face. Greg's being a latchkey kid meant there was a good two hours alone after school every day. A couple of times after the measuring incident we showed each other our packages while lounging around the house. One day we had the afternoon off from school, he was super horny. A few months had passed since either of us had mentioned anything about our dangling tendencies and he asks to see my dick. I say no and tell him to show me his first. He stands up, in full view of the open living room window and drops his jogging pants to his ankles. "Now it's your turn," he says and leans over to fully examine mine after I whip it out. His position is such that I can't see his and although I want to, I make no effort to maneuver to get a better look because to my astonishment he begins licking the tip of my dick. I am "blown away" by this. Here I am sitting on his parent's couch, in full view of the neighbor's, getting my first blowjob while watching the Jays on TV I wanted to see his dick and somehow reached around his back to grab it. A few strokes and he replies, " Now you've got the right idea". I'm at the verge of spurting but I can't very well do it all over his mothers red couch nor can I assume he will swallow since all he's doing is licking. Just before I climax I stand up, haul up my drawers and run to the bathroom with echoes of " hey come back, you haven't done me yet" throughout the room. I make it to the bathroom and get the tissue ready to clean up what must be a real mess in my shorts. To my disbelief, when I haul out my still solid cock all of the cum had become trapped between my foreskin and glans and neatly drooped onto the toilet paper. When I return, Greg's as uncomfortable as I am and we say nothing for a bit and change the subject. How many times have I played out various "what-ifs" thinking about this experience, jerking a lot, and kicking myself for not doing things (especially Greg) differently. About two years pass and Greg and I visit his parent's cabin for an overnight stay. We both ended up getting a bit drunk and mightily stoned on weed and he proceeds to lie down. After groans and jokes it becomes apparent he's pulling himself in the bedroom and makes an indecent proposal. "I'll give you a gram if you give me a blowjob." Well, having run out of weed the idea seemed like a good one but I wasn't about to give in. " A handjob only," says I and stick to my guns. After he agrees I go in the room and he's acting all modest, with his tighty whities on (he's 17 by this time and still wearing them) telling me to shut the door and turn out the light. I leave the door open and pretend I don't really want to touch his bulge, kicking it with my foot. He hauls it out and it's a bit different than I remember it, more pubes, a bit longer and thicker. I feign unwillingness, worried about what rumors he might spread and remind him that he's sucked my dick a long time ago. He dismisses that saying, "yeah whatever, just pull it already". Well away I go, getting glimpses of it in the little slivers of light leaking through the door. I use my left hand with a "little-boy" grip (thumb and forefinger only) on his shaft He says, "Use your whole hand" between moans of pleasure. Having his dick in my hand was one of the weirdest sensations I have ever felt. It was familiar yet strangely alien. Each upstroke broght me in contact with his exposed head; his foreskin, fully retracted; and his slippery precum. Each downstroke allowed me to explore the full length of his shaft, loose veiny skin over a rock hard rod, curly pubes tickling the back of my fist. He really didn't need me to finish what he started as within the course of 30 strokes I heard his boddy stiffen on the bed and his meat trembled in my hand. I couldn't witness where the cum spurted, only felt each thrust of his dick as he shot it into the air. A bit remained beneath my thumb and I wiped it off on him before going to my room to start a solo session while smelling him on my hands. That was the last of our encounters and yes, like before, I have many regrets. I swear if the opportunity presents itself again, I will do more to take matters into my own hands and initiate a 69. Oh well, the memories are quite vivid and come in handy from time to time.

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