Chapter one: Skinhead tests boy
The boys, boy and skinhead, both had Masters who were their boyfriends as well and they did not live a 24/7 lifestyle of SM. They played rough, enjoying pain as a stimulant to sex and as a reward and punishment for serving their Masters well or poorly. Both were tall, slim and average shape, both were attractive, either in street clothes or being submissive as ordered by their Masters. They had met some time ago when they were being used hard by their Masters and a group of other dominates, they carried the bruises and marks of that play session for a while, proudly, never trying to cover up when in public, yet being respectful of others at work. Now they were taking time to know each other both as friends and play buddies, at the encouragement of their Masters. Neither was a novice and both were constantly seeking ways to ensure their Masters and they enjoyed themselves and experienced pain and humiliation in different ways. They had permission from their Masters to explore anything they wanted, since that is what the Masters were doing together as well. They had permission from their boyfriends to play as well, as two submissive bottoms
The boys were naked, at skinheads' house, there to hang out with each other and use each other so they could be more fun for their Masters. When boy arrived, skinhead greeted him already naked ordered that boy get naked before he walked past the entry way. As boy was getting naked, bent over to remove his shoes, he right hooked skinhead in the balls, since they were there. Skinhead doubled over in a huge gasp, boy took advantage and punched him in the gut and then grabbed his nipples pulling and pinching them. This forced skinhead to his knees where he grabbed boy by the legs and pulled him down, he forced boy to his knees then shoved his cock in boys' mouth. Eventually skinhead turned around and managed to take boys cock into his mouth and began sucking as well. They fooled around for a while getting horny, then skinhead broke from the play and ordered boy downstairs into the play room.
Boy was tied sitting on his knees, a strap around each thigh pulling his legs wide apart as possible a cuff on each ankle, keeping his feet back and spread apart, his arms secured behind his back and straps around each bicep pulling him out at the arms as well, keeping him in place, fully exposed for skinhead to use as he wanted. Boys' balls were hanging low, his cock was sticking out and his nipples were hard. They boys had agreed not to blindfold each other; they wanted to see everything they could. Skinhead decided he wanted to put a hood on boy, a piss hood, so he pulled it over boys' head and tied it tight, the funnel held nicely in the air by the straps of the hood the hook in the hood attached to a hook above boys head, making it impossible for boy to move. Both boys had drunk a lot of water and coffee before they got naked so piss would be no issue for them. Skinhead dropped his cock into the funnel and let loose a torrent of piss, quickly filling boys' mouth and forcing him to swallow, then skinhead cut the flow saving more for later.
Skinhead wanted to see how many things he could hang from boys' body, so he started with his tits and attached alligator clips, with the teeth exposed to boys' nipples, letting each clip go quickly so they sank into the skin hard and fast. Boy jerked back as the pain from the clamps hit him but he had nowhere to go, his bondage keeping him in place, skinhead pulled on them to make sure they were secure, pulling boys' tits away from his body, sending shivers through him. Each clip had a chain attached that things could be hung from and to this skinhead attached weights, ½ pound to each nipple, lifting the weight and letting them drop so the clamps dug deeply into boys' skin. Each time the weight was dropped boy's cock jerked in pleasure, he leaked precum and he grunted. Skinhead let the weights hang, and then moved to boys cock, pulling back the foreskin and attaching a small tight clamp just under the boys piss slit, this clamp also had exposed teeth and dug into one of the more sensitive areas of the cock, and then a ¼ pound weight was hung from that. He next took small clothes pins and started clamping those around the crown of boys cock, placing 8 around the perimeter of the head and finally one right on the cock head pinching the piss hole shut. Each clamp around boys' cock head sent pains down his cock, so when all 8 were around the pain was intense, almost a burn, the clamp on the head made boy want to pull away, and the pull from the weights pulling the clamp on his cock so that it tugged the sensitive skin. Boy remained hard, inflated from the pain that radiated through his cock and tits.
Skinhead stood back looking at boy, watching the expressions in his eyes as he dealt with the sensations in his cock and tits. Without warning he pissed into the funnel almost gagging boy with surprise, but boy swallowed most of it, although some ran down his chin and onto his chest. As he was pissing he started to kick boys' balls, slowly at first then harder, forcing boys' balls and cock to jump around. Then he pulled back and kicked boy in the cock head, sending 4 of the clamps around his cock head off, the snap on boys cock was intense, the pain lasting. He then took a riding crop and started whipping the clip on the end of boys cock, hitting it every direction possible and then alternating with hitting his tits. Each hit caused boy to feel sharp burning pain, his cock aching and his tits like they were being ripped off from the clips and weights hanging from them. Finally he reached down and just pulled the clamp of the end of boys' cock without letting up on the pressure, causing a snap and intense pain for the boy, his cock jerked up and down from the sensation. Skinhead took the weights off of the tit clamps and then quickly removed the clamps from boys' tits, the blood rushing back making the pain feel more intense than when the clamps were on, skinhead immediately started pinching and pulling them intensifying the pain boy felt.
Skinhead then attached a parachute on boys' balls; from there he attached a rope to the two hooks at the bottom of the parachute and then put the rope through a pulley attached to the ceiling, with the end of the rope hanging about 2 feet from the floor, level with boys face. He then removed the funnel from the hood boy was wearing so boy would have a clear view of what was happening. He then hung a 5 lb weight from the rope, letting it drop from a several inches once he was sure it was attached. It pulled boys balls up and away from his body, skinhead added more weights, stopping when the total was 30 lbs. Boy could feel the strain on his balls and skin and skinhead saw how nice and tight boys' balls looked, turning a nice red from the pressure boy was feeling as his balls were confined in the bottom of their sack. The dull ache from the pressure was what boy like, the ache spreading down his thigh, he was thankful he was kneeling because the ache made his knees weak. Skinhead then removed the clamp from the bottom of boys cock and took 6 large needles; he was going to insert them around the crown of boys cock head, each needle was sterile. He swabbed boys cock head and crown clean, then placed the first needle behind the crown and started pushing it in slowly. Boy could feel the needle touch the skin, and felt it break the skin on one side and slowly push at the skin on the other side, a sharp intense local pain. Skinhead took his time slowly inserting each needle through the crown of boys' cock, until all 6 were in and boys cock head was circled with them. He then stepped back and watched as boy dealt with the weights and pins. Skinhead started swinging the weights back and forth, causing boy extra stress, then picked up the weights a few inches and dropped them causing boy to jerk around in pain. He raised the weights a bit further next time and dropped them again, watching boys' reaction, each time causing boy to grunt and groan but at no point did he ask for skinhead to slow down. Finally after several minutes of dropping the weights skinhead sat back, grabbed a bottle of water and just watched boy, for about 10 minutes allowing boy to deal with his pains. Boys cock remained hard while skinhead relaxed and drank his water. Every once in a while skinhead took his finger and rubbed boys cock head, picking up the precum and then placing his finger at boys mouth to lick clean.
After a bit, skinhead removed the hood and took the weights off, slowly, teasing, picking each up and dropping it before removing it, pulling boys balls up and away from his body, causing his balls to move deep into their sack with no place to go and a deep ache to radiate through his groin, gut and legs, yet getting no relief since he couldn't move.. Removing 5 lbs at a time, and then the parachute, he left the needles in and took one more and placed it at boys' piss slit, slowly starting to insert it so it skewered the lips of the piss slit. He pushed it slowly, it was intense and boy started moaning very loudly, boy was almost to the point of stopping this insertion, which skinhead realized and quickly pushed it through the lips of boys piss slit. The pain caused boy to sweat, it formed on his forehead and dripped from his hairless armpits. Skinhead took his hand, rubbed it into each of boys' pits, making them wet and rubbed his wet hand all over boys face. Skinhead then took 5 more needles and began to create a ladder along the top of boys cock, inserting a needle horizontally along the shaft, picking up just the surface skin. He took his time, he know this was more a prick to the skin then annoying but he wanted boy to gain the most feeling, given that he now had an extreme piercing through his piss slit lips now as well. He pushed gently and slowly, going as far under the skin as he could and repeated this for all 5 needles. Again he stood back and admired his work, and now he could really see boy's face as he struggled to accept the pain, while accepting it as a turn on, as was evident by the continued hard on.
Skinhead decided to try something else, so he started to remove the needles, starting with the ladder, slowly removing each one, the ones around the crown, taking even more time with these, pulling them partly out and then pushing them back in, doing this several times with each needle. Boy moaned continually, his cock dripped precum as this was happening and remained hard. Next skinhead started with the needle in his piss lips, he asked boy if he wanted it removed fast or slow, and boy responded slow, like the ones around the crown please. Skinhead took hold of the needle, jiggled it a bit, making boy moan, then he started to push and pull it through boys' piss slit, each push and pull pulling the very sensitive skin. Boy was sweating and moaning, his hardon lost some of its hard but he insisted skinhead continue `make it last' he said. So last it did, when it was almost out, skinhead pushed it all the way back in, then he would pull up on it slightly stretching the skin, each movement causing boy the wither in pain. Finally skinhead pulled it all the way out and boy let out a gasp.
Skinhead left boy kneeling while he organized the next part, he got a sawhorse built so the narrow part of the wood was horizontal, to this was a attached a large dildo, he placed the sawhorse under a couple of eye hooks in the ceiling that had pulleys attached to them and rope hanging from the pulleys. He undid boy's restraints, and helped him up. He took him to the saw horse and told boy to sit on the dildo. Boy straddled the saw horse, standing on his toes and forced to dildo to bend. The dildo was well lubed so as it met boys' hole, it slid in, it was a large dildo, about 10 inches and boy could feel it filling him up – he was thankful he had thoroughly cleaned himself prior to coming over. When the dildo was all the way in boy was left standing, he legs slightly apart, his perineum pressing against the wood and he his hole totally filled, thinking this could be a challenging position. Skinhead put wrist cuffs on boy and attached each to the rope from the pulley and started to pull boys arms up so that boy was totally stretched out. Next he put ankle cuffs on boy, attached rope to them and tied them to each side, also to an eye bolt, he pulled so boys legs were spread apar as wide as he could get themt, he then, once more, pulled boys arms up so boy was forced to stand on his toes or hang from his arms, either way the dildo was pushed deep into his hole and his perineum was receiving a lot of weight. Skinhead then took a plastic tie down and wrapped it around the plank of the sawhorse, grabbed the end of boys' cock and stretched it out as far as he could, wrapped the tie around the head and secured his cock to the board.
Boy stood there, exposed, hard and naked, then he felt the first punch to his gut, the punch pushed him backward driving the dildo deep into his hole hitting all the right spots it also pulled his cock back stretching it further than it already was and it put pressure on his crotch. Skinhead then took a large dildo and started to beat boys cock with it, up and down the shaft, hitting his balls which were also on the board because of the way he was tied. Each hit sent pains through boys cock and his balls, each hit made boy feel like he was losing his balance and put more pressure on his crotch, there was no relief. Skinhead then took a razor strop and began to whip boys back and upper butt cheeks, each hit pushing boy forward, each hit giving a level of pain boy had not felt for some time. Each hit leaving a large red welt, skinhead worked to leave a series of crisscross welt on boys back starting on one side of boy then moving to the other to get the desired effect. After a while skinhead stopped, went to boys balls and tied each one separately, pulling them apart in their sack. Then from the rope he hung 15 lbs and let the weights fall on either side of the board pulling on boy, ensuring he was forced on to the board. He picked the weights up several times and dropped them, causing boys body to jerk and spasm to the intense jerk and impact from the weights dropping. Boy remained hard, but the pain on his perineum was intense and eventually he lost some of his erection. When skinhead saw this he tightened up the tie down ensuring boy's cock remained well secured. He continue abuse for a while.
Skinhead left boy sitting like that, feeling the pressure then he cut the tie down from boys cock and started to jerk it off. He kept this up until he felt boy getting ready to cum and stopped, leaving boy very frustrated. He left boy to cool down for a bit, while he cleaned up. He let boy down and they took a break, skinhead knowing that he was next to enduring boys' torture on his body.