Riley knelt on the floor where he belonged between the feet of Mr. Black. The seventeen year old boy was naked of course. His body was smooth and perfect, hard muscled but smooth skinned. It showed the tone that only a healthy young jock possesses. His face was not only handsome, it was almost beautiful. Almost too pretty to be a boy's face, but his temperament when Mr. Black had found him was anything but gentle. He was a rough, tough, wild jock boy and the pride of his high school. He held his hands behind his back, he no longer needed restraints. He had been with Mr. Black for six months and was perfectly behaved. His back was straight, and his naked feet folded beneath him, had fine strong arches. His ass was perfect and currently contained an eight inch dildo. He might have been wearing the ten incher, but for around the house, Mr. Black wanted the kid fully functional and the ten inch long four inch thick dildo hampered the boy's movements just a bit.
He also wore a chastity device on his hefty cock and balls. A plastic penis sheath kept his normally long chunky teenage dick small, and a urethra plug up his pisshole reminded him constantly that boys like Riley were not go get erections unbidden. There was a contradiction in this of course. Mr. Black gave the kid two Viagra a day and played with the boy incessantly. The naturally thick teen dick pushed painfully at it's restraint, wanting to be free and hard but unable to be. Mr. Black totally controlled the young jock's dick.
Mr. Black had first encountered Riley at a high school basketball game. At the suggestion of a friend, Mr. Black had come to the game to check out one of the players, a hot little number named Pete. Pete was damned near perfect with his tight little ass and large prick bulge showing nicely in his basketball shorts. Mr. Black also liked the tufts of dark hair under Pete's pits, the curly hair on his head, his strong young pecs and his arrogant manner. Just the kind of boy Mr. Black enjoyed breaking and turning into a total dick slut.
However, then Mr. Black noticed Riley. Riley was seated in the stands, one row down and a little over from Mr. Black. Everybody around Riley treated him like he was a young god or something. Girls hovered and boys hovered too. Mr. Black could tell at once that Riley was a girl fucker. As he chatted with his buddies, Riley seldom ceased feeling up the tits of the young girl Mr. Black assumed was Riley's "date." Riley actually pinched the young cunt's nipples right in front of his buddies, and it was obvious the girl was not wearing a bra.
And she would reach over every now and then and give a squeeze to the enormous lump in Riley's jeans.
Mr. Black watched the kid when he went for a hot dog, and when he saw the magnificent ass on the boy, he knew at once that this was to be his new fuck toy and film star. Mr. Black was always on the lookout for new talent for his very very very naughty underground films. He knew at once that his customers would adore Riley. Watching Riley's first screen appearance, there would not be a dry dick in the house.
It had not been easy. Riley was a real girl fucker all right. He generally fucked cunt three or four times a week. He was into some kinky stuff too...ass fucking, ass to mouth fucking, even a little piss withe the cute young chicks. You know the kind of stuff high school boys get into nowadays, so influenced by the things they see on the internet. Riley had never had a gay experience. The first time Mr. Black made him suck dick and lick scrotum was very hard on the teen boy. Riley lost plenty of self-esteem over those first few months with Mr. Black.
You might say he lost all of his self-esteem. He was exposed to things he had never even dreamed of. He was trained, punished and re-trained over and over countless times.
His lessons were filmed and sold for millions. And now Mr. Black wanted to show him off publicly.
"You understand, Riley, what an honor this is for you. I could have picked any boy in my studio to take to this Christmas Party, and I chose as my special date...you." Riley knelt up a little taller and his imprisoned dick have a painful lurch in it's chastity device. He had been wearing a mouth spreader, but Mr. Black had removed it so that he could have a conversation with his beautiful personal fuck toy.
"I could have picked Mike or Charley as my date. Charley is coming along so nicely, don't you think? That dear boy was so nervous about doing his first doggy flick...he so wanted to impress me, and he came through with flying colors. A really sore stretched asshole and a tummy filled with doggy cum, but flying colors. But I think that you and I have developed a special relationship over these last few months. You have become more than just a fuck toy to me. You have become a personal pet. I have something akin to love for you, Riley.
Tears formed in young Riley's eyes. Tears of joy. If the Master loved him, he might not punish him so harshly. Oh, there would still be pain. Mr. Black loved inflicting creative pain on his boys, but it might not be as horrific as the punishments he dolled out. Just the week before, Riley had endured painful cock and ball torture because when he licked the bathroom floor and toilet of piss drippings, he had missed a drop. One of the other boys had reported it to Mr. Black.
"Now as my special date at the Christmas party you will have certain responsibilities. Many of the men at this party will be our most important sponsors. They will have seen your films and will be dying to meet our new young star in person. You will not be wearing your cock protector, so your dick and balls will hang free for the men to fondle. I expect you to present them to any man who wants to play with them. The same goes for your pussy of course."
Riley still hated it when Mr. Black called the jock's asshole his pussy. He had loved girls. He had fucked tons of pussy, and he sometimes hated the fact that his own asshole had been turned into a pussy for men's dicks. He hated it even more when his hole was called a cunt. Seventeen year old boys are sensitive about such things.
"I don't want you to get a big head, but you are our most popular star in the seventeen to twenty-one category. You should see the requests I get for things they want done to you in films.
You would not believe it." Mr. Black smiled and nudged the naked boy with one bare toe. Mr. Black wore nothing except black silk pajama pants. That was what he usually wore around the house. He had grown accustomed to the loose fitting comfortable silk trousers. The thin material did nothing to hide his enormous dick. In recent months, by Riley's estimation, the boy had spent more time with that dick down his throat or up his ass than he had without it. Of course, Mr. Black's extensive staff were all allowed to fuck Riley too....to keep him in shape. It was not at all unusual for the seventeen year old jock to be ass fucked ten or twelve times a day. Sometimes it seemed like his entire day was spent with cock up his ass and in his mouth...and often it was. That's what boys like Riley were made for.
Mr. Black flicked his naked big toe across Riley's nicely developed nipples. The boy started to groan as he became aroused and his dick fought against its painful confinement.
"You will also be participating in some really fun Christmas games with the boys belonging to the other guests. It will be a great chance for you to make new friends. And guess what? The boy who wins the games...will get to shoot a load!" Riley's face lit up. Could it be true? "Yes indeed, Riley, the boy who wins the games will be milked in front of everyone.
Riley felt a surge of pride run through his smooth naked body when he saw Mr. Black's dick give a little lurch in the black silk pajama trousers. Was that a wet spot Rlley saw? Was he pleasing his Master?
"When was the last time I milked you?" One of Mr. Black's hands adjusted the leaking dick in his pajamas. When he returned from time to time to the Shaolin Monastery hidden in the hills of China to brush up on his Wan Gar Kung Fu, the other monks made gentle fun of the black silk trousers. However no one ever made fun of Mr. Black's dick. Especially no one who had felt it up their asshole.
Cute young Riley chewed his full lower lip. "It's been two months." Two months since he last came! He used to shoot four times a day. How his life had changed.
"Well then, " Mr. Black laughed, " I think it's high time we milked you, don't you think?" Riley's breathing grew heavy and the well worked rubbery nipples stood out from his chest.
"Of course you have to earn the right to cum. Well, the boy who wins the Christmas Games will be milked...maybe twice."
Riley could barely recall the feeling of shooting a load. He dreamed of it at night. There was nothing more wonderful, except of course serving Mr. Black. Licking Mr. Black's heavy balls and moist warm asshole was the ultimate pleasure in life. Riley had learned that in Month Two of his training. Oh, he had resisted at first, but Mr. Black was relentless, like a cowpoke training a new stallion. And now, Riley licked and sucked with the best of them.
"The games are lots of fun. Let me see....there is the Ass Stuffing Game. The boys asses are presented and various guests try to shove creative objects deep up the boys' holes. The boy who can take the largest and more curiously shaped object up his asshole wins. You should have no problem with that. Look at all the practice you have on an almost daily basis. And then there is of course the bobbing for turds contest. A huge tub is filled with piss and then several volunteers take dumps into it. The boys then go bobbing for turds."
When he said this, Mr. Black watched Riley's eyes carefully to see if the boy would balk at the idea. Such resistance could not be tolerated. But Riley's eyes remained clear and steady. the boy was focused on being able to cum if he won.
"And then there is the relay race. What fun. the boys are put into two teams. A small cherry tomato is pushed deep up the asscunt of the first boy. He crawls with it across the room to his team mate. The team made, using only his tongue and mouth removes the tomato from the other boy's asshole. then with the tomato in his mouth, he crawls across the room to the next boy. He then forces the tomato up the ass of the next boy and so on and so on. The boys are penalized points if the tomato is not deep enough up the ass, if a boy loses the tomato, or fi he does not crawl with his back nicely arched and his young ass high." Mr. Black reached out one hand and ruffled Riley's hair. The boy almost melted with pride. "You have one of the most beautiful teenage asses I have ever fucked Riley, you have a right to be proud of it." Was that a smile on Riley's face? There was no rule in Mr. Black's house against smiling. Sometimes there was far too little of it, what with all the boys crying and begging and moaning and groaning from pain.
"Another game is pin the tassel on the titty. One boy is blindfolded and he tries to pin with one thrust, a pretty stripper tassel right on the nipple of the "target" boy. And then of course, there is the usual game of seeing which boy can drag the heaviest weight across the room by his ballsack. One of the heavier guests usually dresses up as Santa and sits on a sled, and the boys have to drag it across the room by a leather leash tied to their nutsack. It always gets big laughs. There are other games too like "How many ice cubes cana boy take up his ass," and"Decorate the Boy like a Christmas Tree" in which ornaments are hung by sharp hooks from the boy's nipples, dickhead, ball sack, tongue, and so on. Sometimes we put over a hundred ornaments on a boy...up and down his arms and legs, from his ass...some creative dudes even hand ornaments from the boys' ass lips themselves. Then a huge candy cane is shoved up the boy's cunt, and a smaller one up his pisshole. It's quite a site. The boys are allowed to eat the candy canes after the game."
Riley's head began to swim. On and on the list of games went. He was going to have a very exhausting, full night ahead for himself. He had to be on his very best behavior. He wanted Mr. Black to be extra proud of him. he knew that if he lost too many of the games, he would be harshly punished when they got home. After all, Mr. Black had a reputation to uphold.
How lucky Riley felt to be chosen. How special. How his life had changed. He hardly ever thought about fucking girls anymore.