Watching Jerry Jerk
This is a true story that occurred over 10 years ago. It is still fresh in my memory now and I often get off thinking about the events that transpired that April in Jamaica.
I had never been out of the States before so that when I was asked by my friend Brian to accompany him and his family for a two week vacation in Jamaica, I jumped at the chance. I can remember planning the trip for several days, the frenetic packing and the relatively smooth plane trip to the island. The group consisted of Brian, his parents, an older sister and her friend from college, and Jerry, Brian's 16 yr old brother. Brian's parents had rented an entire house at Ocho Rios so that his parents stayed in one room, the sister and friend in another and we boys stayed in the third room. There was a forth bedroom but the window AC made such noise that no one wanted to sleep in the room.
Our first week was spent sight seeing: enjoying the markets in and around Ocho Rios, taking trips to the countryside but very wisely avoiding the larger cities. Evenings would be spent sitting on the back porch enjoying the sunset while drinking the local brew (It was much safer than the water, I was told). In that one summer, I surely drank more beer than I ever have ever since. Normally, the parents would retire around 11PM, the sister and friend would turn in at midnight and us boys would usually stay up til 1AM or so. Normally, Brian would turn in first and fall immediately to sleep. Jerry and I would usually linger over a beer for another half hour or so and then also turn in. Our room was quite large. Brian slept next to the window AC in a single bed while Jerry and I occupied bunk beds that fortunately had been separated into two singles lying side by side. We had the usual bedding (pillow cases, sheets and a thin blanket/coverlet). I am an evening showerer, so my routine always involves bathing just before bed. When I was finished, both Brian and Jerry were always fast asleep - or so I thought.
I normally take 20-30 minutes to fall asleep and am easily awakened, especially when sleeping in a strange bed. On this particular evening, we followed our usual routine and I turned in around 2AM. I had difficulty sleeping and so just lay there thinking about the events of the day. Like most guys, I do enjoy a good jerk off from time to time and I had just slipped my hand under my jockie shorts to start the tube massage when I heard some familiar sounds coming from Jerry's bunk. The unmistakable rustling of the linens led me to conclude that Jerry was whacking his rod.
Now, Jerry was a real cutie: 5 ft 8 inches, raven black, shoulder length hair, intensely blue eyes and a build somewhere between a professional swimmer and gymnast. He loved working in the sun and so had a gorgeous tan all over his well muscled body. He was somewhat shy, soft-spoken and always quick to laugh at my rather corny jokes. I had developed a real lust for Jerry. I would have done ANYTHING he wanted - if he would just give me the chance. I had waited a week and if only watching him whack off was in the cards for me, then I would enjoy the view.
Although the room was without lights, the moon imparted enough light to reveal that Jerry was lying on his back, legs bent to form a disguising tent with the sheet draped over his waist and legs. Nonetheless, I could hear the rustle of cotton on cotton and I could tell that he had just started the slow ride to ecstacy. The sounds became only slightly louder ove the next few minutes but the rhythm picked up with time. Occasionally, he would drop one knee to reveal the upward movements of his hand under the sheet. This continued for at least 10 minutes. Finally, all movement stopped for at least 30 seconds and he slowly lowered his knees to the bed. Now, I could clearly see the tent formed by his 8 inch man-rod. He continued the jerking, but now I could see the whole show quite distinctly. After 5 more minutes of such stroking, I could see that he was slipping off his shorts under the covers to give full access to his cock. Absolutely noiselessly, he rolled onto his side. He was looking in my direction!
I did not know what to do at this point and so I quickly closed my eyes and acted like I was fast asleep. He must have been checking, because he now rolled over onto his back and slowly pushed the sheets to the bottom of the bed. There it was: Jerry's gorgeous body was lying naked, beautifully illuminated by the bright moonlight. As his left hand carressed his nealy hairless chest, his right hand grasped his thick cock at the base and slowly pushed and pulled the cock to a rhythmical, slow beat. As I watched, transfixed by this fantastic event, my own cock became rock hard and demanded my attention. I reached under my shorts and also began the slow stroke in time with Jerry's direction. He picked up the pace and I matched the speed. Soon we both were feverishly smacking our meat with such abandon that very audible slapping sounds were being generated throughout the bedroom.
Jerry must have heard my slaps because he stopped for a brief period of time probably to verify that he was not hearing an echo. I was too hot and far into the event to stop and so just kept jerking my hot rod. Although circumsized, I do like to whip the skin over the head vigorously enough to generate the erotic slapping sounds that he must be hearing. Jerry sat up in bed and leaned halfway over his bed to get a better look at what was going on in my bunk. Now, I was revealed as the mad-whacker, out of control, whipping my poor cock into a frothy mess. This did not seem to bother him as he resumed his jacking, only now he was looking in my direction as he jacked! We never said a work but continued our own tasks with fierce determination. The race was on! I wanted to see Jerry shoot his cum first and I only hoped he felt ready to give his all.
He continued the stroking, now using much shorter, quicker strokes and his hand appeared to form a tight ring just under the base of his cock-head. Now the pelvic thrusts began and he was pushing himself at least 6 inches off the bed with each thrust. Finally, the biggest thrust was followed by a spurt of cum that I could clearly see reaching his finely chiseled midline just above his nipples. This was followed by a long, low moan and two more slightly diminished gushes of jiz that filled his well-detailed abs and belly. At this point, I began to release by burden. Although not as well aimed, my first stream shot to the left and ended up just under my armpit. The second and third ones were considerably less - about the length of my 7 inch rod. The smell of cum was overwhelming in the room. We both must have silently feared that Brian would awake and discover our delicious secret. Perhaps he might even join in for an encore. But Brian slept on.
These solitary activities continued each night for over a week, until the vacation ended. Neither one of us said a word to the other during or after the events. But it was clear that we were both intensely turned on by observing another guy beat off. I took a lot a pictures of the vacation and when I examine them I think that I can detect that Jerry's smile changed after that night. His eyes were more focussed on my camera, he listened more intently to my serious discussions about world events and his handshake was very firm when we parted.