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All In One Day

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All In One Day by vin11@hotmail.com (vin11@hotmail.com)This had to be one of the most memorable days of my young life. Gary and I spent almost every Saturday and Sunday afternoon at our secret spot in the woods. I would watch him masterbate a number of times each day. Then have my erection sucked by him. It was truly an education. I still hadn't had my first orgasm, but our Labour Day week-end hike was to be an adventure to say the least.As was typical of an adventure day, I would meet-up with Gary at his house on the way to the woods. Upon arrival at the entrance point we lifted our bikes over the boundary fence and pushed them to an area not visible from the road. Being the end of the summer, the days were not quite as hot and there was a threat of rain. We found our way into the secluded clearing and began the ritual of securing the site. As was always the case, there was no evidence of any visitors between our last visit and this one.Gary was first to strip down to his boots. I was in the process of building a campfire and also stripped down once the fire no longer needed tending. The warmth of the flames really helped take the chill out of being naked in the damp woods. We added more evergreen boughs to the roof of the lean-to as well as to the makeshift cot we lashed together with rope.Once the cot was finished, Gary lost no time in putting it to its primary use. Covered with an old car blanket he carried in his knapsack, he laid spread eagle and started to slowly stroke his mammoth cock. I know he had done so at least twice that morning. He just couldn't get-off enough. I waited patiently with my small but very hard dick in hand. I knew it wouldn't be long before being invited to lay down on the cot. Gary was doing something different this time. He took a small jar of vaseline from his knapsack, inserted his index finger in the greasly substance and then inserted the finger in his ass. He slowly worked it in as far as it would go, and then continued to jack his cock harder and faster than I had seen before. Within a few minutes a familiar grimace was evident on his face as he shot a small, very thick load on this stomach and hand.He asked if I had noticed his new variation, and explained that he had been experimenting with inserting different articles while masterbating. It added a whole new enjoyable sensation to his sessions. He had even purchased his own jar of the jelly.Then came my invitation to partake of his oral talents. As usual he did a magnificent job with his tongue and lips. He really loved sucking my cock every chance he had. Of course our sessions were never limited to our trips to the woods. But here we could get totally naked and do what ever we wanted without the threat of being caught. I couldn't believe how hard my cock had gotten. It seemed to throb uncontrollably. Then Gary asked if I would put my blood gorged cock is his ass. After getting over the initial shock of his question and being in the mood to experiment I agreed to give it a try.Neither of us had any experience at this, but we managed to figure out that if Gary laid on the cot and lifted his legs high enough, I had a clear path to his harry brown hole. It was a bit awkward to begin with. Gary laid on the edge of the cot, raised his legs in the air and rubbed some vaseline on his ass while I rubbed some on my still hard cock. Kneeling near the edge of the cot I inched myself closer to his waiting hole. Finally I was in position and could see exactly what was happening. What a unique view I had. My heart was pounding and I could feel my legs trembling.Slowly I pushed the head of my cock through the glob of vaseline and into his warm hole. It was uncomfortable for him at first and he asked me to wait until he got used to it. The request was most difficult to honor, but I waited patiently with just the head hidden from view. I wanted to push into him as far as I could. It felt so new, and so good, and oh so naughty. I would have died of embarrassment if we had been caught, or if anyone even knew what we were doing. Finally, Gary said it was okay to continue, and I watched my cock sink farther and farther into him until my thighs pressed against his ass. I remember wondering to myself if this is what a cunt feels like. I was instructed to pump in and out of his hole and did so with pleasure. I watched as my hard member appeared from and then disappeared into Gary's slippery, warm asshole, as his hard cock rocked back and forth with my thrusts. In the excitement of the moment I boldly grabbed his oversized dick in my right hand and started to pump it in time with our butt fuck.What was happening was beyond my wildest comprehension. I was giving a hand-job to and butt reaming my best friend at the same time. This session didn't last very long. Gary started to push his ass to meet my thrusts and then shot a load that landed on his stomach and dripped down onto my hand. Lost in the heat of the moment I was beginning to feel a new sensation building deep inside my cock and balls, but after his orgasm Gary found my thrusting a bit uncomfortable and he asked me to stop until later.Unfortunately, the rain that had been threatening all day started and we had to head for home. I didn't have a chance to finish exploring our new found activity. I stayed home and had dinner with my family that night. My mother had made plans to go to a show with an aunt so I was expected to sit my younger brother. We watched TV, played the same boring games and finally it was time for my brother to go to bed. It had been very difficult for me to concentrate on anything due to my earlier adventures that day. But now I had the house to myself and could experiment more.I locked myself in the bathroom with the vaseline and tried to recreate some of the days' more exciting moments. But I couldn't get myself to the same level of excitement I so desperately wanted, and decided to take the experimentation to bed. My brother was asleep so there was no fear of making a little noise. I laid there pumping my dick and rubbing my balls. I even tried playing with my ass. I remember sliding the cardboard core from a roll of toilet paper over my cock and pumping myself with that. It provided a nice sensation rubbing over the head of my cock, but was basically a total failure. I had to be doing something wrong because all my friends could do it without near as much effort.Just then I heard footsteps outside the bedroom door and then saw the door open. I was my mother returning home from her evening out. Luckily I was able to cover-up before she could see that I was laying naked in bed with a cardboard tube on my cock. I double checked to make sure as she made her way to the edge of my bed. She sat down with her back to me and asked that I unzip her dress and undo her bra for her. We talked for a few minutes while I rubbed the itchy impressions left in her skin from the bra straps. As we continued our small talk, I could see the top of the dress and her bra slide off her shoulders and fall to her lap. What a site this would have been. Her sitting there topless and me naked under the covers. We wished each other a goodnight as she made her way to the door. As she passed the window the light coming in from the street illuminated her ample breasts. There was just a glimpse, but I think that was probably the most erotic moment of my boyhood. I was so aroused by the sight that when I knew she was in her room I resumed my quest for that first orgasm. I went back to the method that I saw Gary use so often. The thumb and two fingers pulling the loose skin over the head. All of sudden I could feel the pressure building deep within. Similar to the pressure I felt while butt banging Gary. It didn't take long for me to build to the peak and then the spasms that follow orgasm. Finally. There was no cum so I was a little confused. I knew it had to be an orgasm. But no clean-up. I was so taken by this that I brought myself to two more before giving in to sleep. This was truly a turning point in my sexual adventures, and from that point on my sessions with Gary were never the same.

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