Smiley
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In underwear fun's thread on your first jerk-off experience, I posted part of a memoir I've been writing. I want to share more of this with you.
A little background is necessary. When I was 13 and he was 14, Mike and I became serious jerk off buddies, getting together multiple times a week. It lasted for nearly a year and a half. We were quite adventuresome, physical, and even intimate, although we never tried oral or anal sex. Mike and I played a lot of games, including strip HORSE on my backyard basketball court. The five letters in HORSE were perfect - shoes, socks, shirt, pants and underwear - although as the court was exposed to the neighbors, we'd do the actual stripping elsewhere, usually under an isolated avocado tree in my large backyard where we were well hidden from view. After strip HORSE, we'd adjourn to under the avocado tree where the loser would have to get naked and usually do a simple dare. The afternoon evolved from there, often with multiple trips to the avocado tree to exact revenge.
If not basketball, we'd play a quick game of strip poker to decide who was to get naked or do a task, especially if we were messing around inside his or my house when nobody was home.
After strip HORSE and poker, our favorite game was Time Out, where either of us for any reason at any time could say "time out" and all masturbation must cease for 30 seconds. It was a maddening game. We also did a lot of naked dares and runs, and made each other jerk off in public places, or in very intimate ways, or just in a really strange manners. As I've said, we were into playing around.
That's enough background. Messing Around With Mike is 22,000 words and seven parts. This next paragraph is buried in Part 3 and will surprise people when they stumble upon it.
This was our riskiest naked dare.
For the last third of Messing Around With Mike, I switch to the present tense and tell stories. This is one of them.
I will post more in the near future. For now, I would appreciate your comments and corrections. This still is a rough draft.
A little background is necessary. When I was 13 and he was 14, Mike and I became serious jerk off buddies, getting together multiple times a week. It lasted for nearly a year and a half. We were quite adventuresome, physical, and even intimate, although we never tried oral or anal sex. Mike and I played a lot of games, including strip HORSE on my backyard basketball court. The five letters in HORSE were perfect - shoes, socks, shirt, pants and underwear - although as the court was exposed to the neighbors, we'd do the actual stripping elsewhere, usually under an isolated avocado tree in my large backyard where we were well hidden from view. After strip HORSE, we'd adjourn to under the avocado tree where the loser would have to get naked and usually do a simple dare. The afternoon evolved from there, often with multiple trips to the avocado tree to exact revenge.
If not basketball, we'd play a quick game of strip poker to decide who was to get naked or do a task, especially if we were messing around inside his or my house when nobody was home.
After strip HORSE and poker, our favorite game was Time Out, where either of us for any reason at any time could say "time out" and all masturbation must cease for 30 seconds. It was a maddening game. We also did a lot of naked dares and runs, and made each other jerk off in public places, or in very intimate ways, or just in a really strange manners. As I've said, we were into playing around.
That's enough background. Messing Around With Mike is 22,000 words and seven parts. This next paragraph is buried in Part 3 and will surprise people when they stumble upon it.
Through this experimentation we discovered some favorite positions. We had three for jacking each other. One was lying head to toe. Both right handed, this allowed us to use our dominant hand on the other guy. A variation was lying on our left sides in front of each other in the 69 position. But our preferred position was sitting on the ground face to face, as close as we could get to each other, with my legs on the bottom and Mike’s lying on top. We discovered this position early on and went back to it often. It was flexible. We could lean back on one arm and jack ourselves or we could sit up and do each other. We could even lie down. The most common result of getting into this position, though, was sitting up, our bodies quite close and looking each other in the face, jacking off the other boy with our right arm while using our left arm to hold each other up, our left hand on the other guy’s back. We’re tightly connected, physically and emotionally, inches apart and touching each other in many places. We could watch each other instead of the ceiling. It was just about heaven. When I think back to beating off with Mike, this is the first scene that’s playing in the movie. In my mind’s eye, we’re naked under the avocado tree and in the middle of jacking each other off. It’s a warm, sunny day and Mike is smiling. He looks me in the eye, inches away, then down at our dicks, and back at me. Mike needs a haircut, with an out of control fan of hair swinging all over his forehead and covering his eyes. I look down to see our right hands going up and down each other’s cock. It’s dark and tight down there. There’s sweat on both of our chests. I raise my eyes back up to see our left arms, over the other’s shoulder, forming a bridge between us. Mike’s smile has turned neutral with his eyes blank as he looks down and to the side, concentrating on the jack. I also feel Mike in this movie. Still looking away, his breath hits my right breast. I feel Mike’s physical heat and hear the short huffs he makes. Our hands constantly bump, our fingers brushing each other’s stomach as they go up and down. He rides my thighs with the beat. We’re dancing. It’s not just our dicks but both of us that are bouncing around. We aren’t jacking each other’s dick. We’re jacking both of our dicks. We’re jacking ourselves. It’s one big jack.
This was our riskiest naked dare.
One naked dare was the wildest. We lived in a hilly area and there was a concrete flood control drainage ditch nearby that was almost six feet deep, about that wide and flat bottomed. It was dry most days and as kids, we’d explore it up and down for miles. There was an easy entry and exit point two blocks away but local kids would normally drop in at a point behind my house to start their play. Mike said the next dare should be to hang out naked in the ditch for half an hour in the middle of the day. This was really upping the ante. Entering at the local spot meant crawling under a small bridge over the ditch. Protected by the bridge, one of us would then strip and lower himself into the culvert. Once in the ditch, the bridge barely sheltered you at all. It would keep you out of the rain but not out of the light. I said no and we argued for weeks over this. I finally gave in when Mike said he’d do it first, the time to stay down there was reduced to just five minutes, and we added a reward of getting seven hand jobs. The culvert was an insanely public place to be naked in the middle of the day. We could be seen by people on a street a block away and in yards on either side of the ditch, or caught by other kids who used this entry point all the time. The real problem, though, was we needed help from the other guy to get back out. The ditch was too deep to climb out by yourself. Mike needed me to pull him up and vice versa. I remember looking down on a naked Mike in the ditch, telling him I wanted to see some jumping jacks or I wouldn’t help him back up. I was only teasing and he knew it, but I was grinning when he gave me a few since part of the dare was you had to keep moving around. You couldn’t just sit in a fetal ball for five minutes. I tried to back out of doing the dare but Mike wouldn’t let me. It took me many days to build up the nerve and when it was my turn, not only did Mike make me fully expose myself to the world by stretching my arms and legs wide across the ditch after I’d refused to do any damn jumping jacks, and do it both up and downstream when that fucker only had to do jumping jacks in one direction, but after my five minutes was up, he made me sing the Star Spangled Banner before giving me a hand up. I dressed and ran back to the avocado tree, whooping and hollering, ready for the first installment of my reward. It’s a sign of the faith Mike and I had in each other that we’d do such crazy stunts. We only did this one once but we did it. To this day, I do not know why. It did prove we trusted each other absolutely, and as we all know, any good relationship is built on trust.
For the last third of Messing Around With Mike, I switch to the present tense and tell stories. This is one of them.
Mike comes over and my mom is gone but will be back in an hour. We’ll have to be quick. We decide to play a simple game for our basic penalty: the loser will have to jerk off the winner and then jack off himself. The variation will be where we mess around. Fred, my next door neighbor, is out of town. We’ll do it on his back yard porch. It’s outside but I’ve scoped it out and I don’t think anybody can see us from there. Carrying a deck of cards, we sneak over to Fred’s house. Mike sees Fred’s porch is set back, surrounded on three sides by the house, and with favorable geography, a fence and the concrete drainage ditch on the fourth side. Mike agrees we’re safe.
Deciding to play just one hand of cards to determine the loser, we both strip down and sit at Fred’s porch table for the card game. I win. Mike tells me to lie on the table and he starts jacking me off. Reaching over with my left hand, I play with his dick and rub his belly. I’m too excited by this whole event to stay focused and it takes a while for me to cum. In fact, I have to finish myself off but that’s not unusual for us. Rolling off the table, I’m looking around for a rag with which to clean up – of course we didn’t bring one – and I find one on the barbeque. I wipe my spunk off with it. Hello, Fred! Mike is now on the table and well into his jack as he started early, beating away while standing there, waiting for me to finish up. It’s now my turn to stand back and wait for him to blast. This is crazy. It’s the middle of the afternoon and I’m naked on my neighbor’s back yard porch, with a dripping dick and watching my equally naked buddy jack off. Hell, let’s make this craziness last even longer. I say, “Time out.” Mike freezes. He calls me an asshole as he hangs there, holding onto his dick until I say, “Go.” There’s no stopping him now as Mike leaves Fred his own thank you gift on the barbeque rag. We dress and scurry back to my house just before my mom returns. Mike also thought this was a thrilling place to mess around, so before Fred gets back from vacation, we spend a longer afternoon jacking away in his back yard. A couple of years later, my family is invited by Fred over for dinner. A warm night, we eat at that same porch table. I just want to yell out, “I’ve jerked off on this table!”
I will post more in the near future. For now, I would appreciate your comments and corrections. This still is a rough draft.