The following story is fiction. Any likeness to real persons or places is purely coincidental. If you are under 18 or if it is illegal to read this in your region, please leave now. Otherwise, I hope you enjoy. This is my first attempt at writing erotica. Any feedback would be greatly appreciated. I am also very open to new ideas, characters, and places to take the story, etc.
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A boy finds out 4
Greg lay there thinking about his fate and what was to come. Mr. Jackson appeared at the door. Damn. Boy you stink. What did you do piss all over yourself. No Sir I said, one of the boys pissed on me. Well you probably deserved it, but you're too stinky for me to use now. We need to get you cleaned up and ready. The boys will be done with the game soon, and ready to but that cherry. Billy is already out of the game so he is going to get you ready. Now strip off those panties. Billy get all that hair shaved off, and don't forget to check around his ass hole, give him that two quart enema, a hot shower, and then get him dressed. There are stockings and a garter belt for him in the bedroom, and don't forget the ankle and wrist cuffs. With that Billy grabbed by the arm and dragged me to the shower. He shoved me in and turned on the cold water. Sorry boy I forgot he said hot. I was freezing. He jerked me out of the shower and I slipped to the floor naked. Com on cunt crawl to the bedroom while I get you ready. I crawled to the bedroom on my hands and knees. Ok boy up on the bed on you back. I obeyed. As I was getting onto the bed he grabbed my legs and I fell face first on to the bed, I felt him putting something on my ankles they were leather cuffs with locks and D-rings. Turn over boy and give me your arms. He put the same type of cuffs on my wrists. No on you back he secured my arms to the tops of the bed and tlegs to the bottom. Don't need you jumping around while I do this. Billy was standing there with a can of shave cream and an old fashion straight razor. Head first boy, I had a burr haircut but they wanted me shaved, he covered my head with shaving cream and quickly shaved off all my hair. My underarms were next, then my legs. Finally Billy soaped up my dick and balls, he started stroking my dick with the shaving cream and it was getting really hard. Like to cum wouldn't you slut, Billy sneered, well guess what you're not going to and with that he roughly squeezed my balls.
Gee boy doesn't look like there is enough shaving cream in this can to do the job. Not sure what I can do- Oh I have an idea cunt. With that Billy unzipped his pants and took out his dick. He started stroking it and quickly shot a load right on to my tiny dick/ There boy real man cum on your little boy dick. With that he made quick work of the little hair around my dick and balls. He undid the restraints and had me roll over. Ok Boy up on you knees while I inspect that hole. He spread my cheeks I should feel the razor cleaning away any hair. All of a sudden I felt something hard enter my ass. God it hurt, I turned to look and got a slap in the face for my efforts. Stay still boy, it is a douche nozzle for your enema. Since you ass is about become a pussy we need to clean you out and I need to get this big baby in you. Sorry I forgot the lube. HaHa. The pain was intense but I loved the feel of having something fill me there. Ok back to the bathroom. I hobbled with the big nozzle in me to the bathroom. When I got there Billy was hanging a big bag with a tube form the shower rod. Bend over the edge of the tub boy. I did as he said. I knew what was coming because Mom used to give me an enema like this every Friday night. She would have me dome to the bathroom naked bend over the tub and give me a soap enema. She said they would keep me from thinking about jacking off. The problem was I always got hard when she inserted the tube in me. That always made her mad and she would spank me with a belt while I held the enema in.
There I was in the same position but not my Mom - a boy about my same age was giving me an enema.
I felt the water enter me, the pain began immediately, and this was more than I had ever taken. Billy pulled the nozzle ot. Ok boy stand up and hold this for fifteen minutes. No leaking or you will be the one to clean it up and you know what's in that water. I was crabbing I could hardly stand up straight. Billy just laughed, look boy your little clit is hard. You must like this, or maybe you like me. He grabbed my head and kissed me hard. His tongue was in my mouth his hand on my dick. He must have kissed me for five minutes. Except for the cramps it felt good. Too bad I won't be your first boy, but I will get a turn at that pretty mouth and your cunt. Ten more minutes' boy and you can let go. I was bending over from the cramps when he yelled stand up slut. If you think that hurts, try this, with that he slugged me in the stomach as hard as he could. I hit the floor and started crying trying to hold it in. Billy just laughed, took out his dick and started stroking it again as he stood over me. Damn slut you make we want to cum every time I see you in pain. Now up on the toilet and let it all out. Then back in the shower and you can use soap this time. The warm sower felt good, the cramps were going away. I finished the shower was handed a towel and dried off. Ok boy to the bedroom. There on the bed were a red garter belt and thigh hi stockings. Let me take you ankle cuffs off boy put the stockings and garter belt on. I loved the feel on my smooth legs as I slid the silk stockings up my legs. I fumbled with the clips on the garter belt. Billy, laughed, don't worry you will get used to theses soon enough. Mr. Jackson loves to have his boys dressed.
I was ready. Billy led me to the den. The poker game was over. The room was the same except for three video cameras now placed all around the room. Billy led me to the center of the room next to the thing that looked like a vaulting horse. Mr. Jackson and all the boys were stripped to their underwear. They all had cigars and a beer. It was clear they were all worked up. Mr. Jackson stepped forward. Well Greg you are the prettiest slut we have had in a long time. Those legs belong in stockings. Damn your hot girl, I may just change the plans and take you myself first. With that he pulled out the biggest Dick I had ever seen. It had to be as big around as a beer can and over ten inches, and it was not even fully hard yet. He stroked it and I swear it crew another two inches. But I won't I would ruin you and there would be nothing left to fuck for these boys and I tell you they are horny and ready to put a lot of seed in you.
Good news boy, the game was a tie. Rich and Gary agreed to share you. One gets the mouth the other your cunt. What do you think boy. Pretty exciting huh. We have made a few alterations to the fuck bench here. I need to put this collar and head restraint on you so we can hold your head up. You will be strapped over the bench, your legs spread so we have access to your boy cunt, and you head up so you can take a cock in the mouth. And boy just for fun we are attaching two pound weights to your balls, well our fun not so mush yours. And for the best news - the entire event will be on the internet. Guys all over the world are paying to see you lose that cherry. Of course if you aren't a good boy a copy will go to the University dean. Ready boy? I was scared and embarrassed, but excited and they knew it, my little dick was sticking straight out and dripping pre-cum. They knew I wanted this they knew I wanted to be there, that I wanted them. Billy grabbed my balls and attached a leather parachute and then dropped the weights, oh god I never felt such pain as they fell. The room erupted in laughter. I was lead to the device pushed over it my arms and legs strapped in tight. Finally my head was secured up by a strap. I was ready.