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The Four Captains

by Woofdaddy2


All through high school they made my life miserable. I was the scrawny little guy that the jocks picked on. This was a small town so the jocks ruled and anything and anyone they wanted, they got. Well it was now 20 years later and I had a score to settle with the captains of the four sports teams. The football captain had gone from a 6’4” massive muscle stud to a middle aged, beer bellied and balding owner of the hardware store (the one his father owned before him). He was married with three daughters that that were spoiled and he sat at the local bar every Friday night drinking until closing time. The basketball captain, once a 6’8” lanky ball player, now had added a beard, and 100 additional pounds, most of it on his gut and a huge ass. He ran the local car dealership, was divorced and living with an ex-girlfriend. The baseball captain remained in the best shape. At 6’2”, he was only 30 pounds heavier now and it was well defined. He had a solid middle build for someone nearly 40 and still had the full head of jet black hair and dark brown eyes that made the women melt. He had been married twice, now divorced and back in town coaching the high school baseball team. Finally, the hockey captain now married for a second time. He was 5’ 11” and solid muscle in his youth. He was covered with thick dark hair from his neck to his toes. He had tree trunk thighs, still skated regularly but was still very much a ladies man and would jump into the sack in a heart beat.

We were at our reunion and none of them immediately recognized me. I had gone from 5’6” and 98 pounds, to 5’ 8” and 175 pounds of solid man muscle. My chest was 48”, biceps 22” and waist was 34” with a high end vacuum pump, the best measurement was 8” long and 6.5” around. When I was in high school, the hockey captain had forced me to suck him off, the football captain and basketball captains had both ripped down my gym shorts while we were in gym class. The baseball captain and I had once exchanged blow jobs and then we swapped filling each other’s manholes with our hot seed. After that night, he never spoke to me again.

I had booked several hotel rooms in the next town. During the reunion, I followed the local high school slut around for a few minutes as she went from former star to former star, trying to let each of them know she was available tonight. I had paid her to give each of them a note with a hotel room number and the message meet here at 11 PM. When they arrived at the four separate rooms, there was a bottle of wine and two glasses. A note said, running a few minutes late, have some wine and get comfortable, I’ll be there shortly. The wine had been drugged with a date rape potion. Within a few minutes, each was unconscious. Now I put my plan into action.

First I went to the football captain’s room. I undressed him, shaved his pubic hairs off, took a picture of him sucking my hard dick with his hand on it, then placed his hands on his nips like he was playing with them and I lifted his legs to his chest while I fucked his virgin ass and filmed it.

Next up was the basketball captain. He was already in his boxers when I arrived and he was passed out on the bed. I placed my ass over his mouth and shot a picture, then stuck my cock in his mouth and placed his hands on my balls while I took pictures. I filled his ass with my next load and stuffed a butt plug up his ass hole, filming the action while he smiled in his semi unconscious state. I painted his cock head in red nail polish and left him.

The third guy up was the hockey captain. He had his t=shirt and briefs still on and his shirt unbuttoned. I removed his clothes, put a bra on his chest, split crotch panties on him and then a skirt over that. I added a cheap wig and bright red lipstick. Next I propped him on his knees, lifted the skirt to expose his ass and plunged in full to the hilt. While filming the whole time, I greased his hole and fisted him. Next I shaved his ass and wrote bitch and fuck hole on his ass and got that on film. Finally, I rubbed hot wax on his chest, crotch and balls, and then placed a hair removal cloth on them all. When he awakens and pulls them off, he’ll be in pain.

By now it had been a few hours and the fourth guy, my stud baseball captain was in twilight, in and out of the date rape drug. He had his shirt off and his pants undone but still on him. This one was going to be the most fun. He wanted it once before and he was going to get it again now. I carried him to the bed and removed all of his clothes. Then I rolled him over on his stomach and admired his tight ass. It was still as high and tight now as it was 20 years ago. I carefully shaved his ass hole and munched down on it. It was as tight and as sweet now as it was then. His hole was firm but not overly tight. My tongue slipped in easily but the wall of his chute welcomed the invasion of my moist prodding tool and the walls quivered to the hot wet stimulation. I sucked and probed for several minutes until he popped a rose bud around his sphincter.

I rolled him over onto his back and dove for those big succulent nips that stuck out like pencil erasers, hard and brown. I nursed them for several minutes each. By now I was leaking pre-cum and getting hotter by the minute. His nips stuck up proud and hard. A little rough play and nibbling on them only made them harder and swell to a point where they looked ready to leak milk.

Now I turned my attention to his large but soft meat and the huge low hangers below that great sausage of man meat. It was all covered with soft silky dark brown hair, not quite black, definitely dark brown. There was a thick trail from the root of his cock up to his navel. I slowly licked the man fur until it was matted to his skin. Next I took the head of his cock and slowly licked around the rim of his penis glans, licking under the mushroom head and down into his piss slit, digging in deep. Soon he rose to half staff then to full mast. Now I opened my mouth wide and in one smooth move, swallowed his balls into my hot wet mouth. I rolled the hard orbs in his pouch around in my mouth several times. This caused his full-masted pole to get harder and wiggle a little with each new turn of his nut in my mouth.

His breathing became heavy and I realized he was awakening from his drug induced sleep. I had to act fast to take my prize. I lifted his leg to his chest, pressed my rock hard rod at his waiting hole and slowly but steadily plunged into him. He let out a loan moan of pleasure, just as his eyes opened. “Fuck yea, that feels so good.” He whispered. While I was building a good rhythm, the baseball captain reached up and played roughly with my rock hard nipples. He squeezed and twisted and stretched them. They love being abused like that. I reached down and started to stroke his hard cock in my hand while I pummeled his hot ass. I felt his cock get rigid and I knew he was close. My balls started to churn a load of hot seed and I, too would soon unload. “Twist and pull my tits as hard as you can” I ordered. He complied as he shot a quart of steaming hot cum out his tube, across his chest and up onto his chin. He came load after load, half a dozen times.

This hot action caused his ass to tighten around my fuck pole and combined with the torture and abuse my tits were experiencing, I shot a volley of my hot seed up his tight ass. I cam for several minutes, first one load, then two, then three, then four, five six and finally, when I had been dry pumping his ass for another sixty seconds, I shot one last rope of sticky, creamy man juices into him.

Just as we finished up and he smiled and thanked me for the hot workout, I heard the men in the other rooms start to react to their situations. I had left each of them in their used positions with still pictures of the actions that they had been subjected to hours before. There were no face shots of me, just each of them eating, sucking, or getting fucked up the ass. They were shaved where I had cut of their private hair and the hockey captain still had his bra, panties and skirt on. I doubt he even knew about the red lipstick. I could hear a few curses, of shit, fuck, and other expletives through the thin walls. I just smiled and laid on top of the cum stained chest of my new lover.


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