Kevin looked in the mirror. He was heading for another “date” and had been given his outfit for the evening.
Basically, he was dressed as a Roman soldier. He had a red tunic, very slim and almost see through. Leaving his extremely swollen nipples and their piercings clearly visible. He had received strict orders to apply vacuum cups to his tits and leave them on for at least an hour. The result being that his nipples were more than double the size from before!
He had on a sort of kilt made up of divided leather straps hanging down from a waistline that fit snuggly low on his waist. He tried to haul it up, but since the leather straps were arrow shaped, quickly tapering off, that would mean exposing his cock and ball sack clearly. When he let the waistband just graze his cock root the exposure was limited to the glints you could get when he moved, since the leather was very thin and light, they parted easily if pressured from the inside.
Turning slightly his cock head pushed out between two straps, more swollen than ever, since he also had been subjecting his cock to a vacuum pump for the last hour before pulling on a heavy metal ring, adding to his package pushing out against the doubtful cover of his kilt!
He had rope sandals on his feet and that was all there was! Sighing he turned around and opened the door to the hallway and exited his dorm building. Outside, waiting for a car to pick him up, the slight wind kept him busy trying to keep as covered as he could be.
-Hey man! You going to a costume party? I hadn’t heard there was one of those tonight. Standing beside him was Mace, who lived two rooms down from Kevin in the dorm.
-Hey Mace, yeah, it’s for some benefit or another, the team was invited. He made up.
-Ok, wow, you are brave aren’t you! Mace said, looking him over just as a slight sigh of wind lifted the leather straps and revealing Kevin´s naked asscheeks fleetingly before they fell down again.
-Mmm, was all Kevin got out. Fortunately, the car arrived and he hurried up to the back door and opened it. As he got in, he didn’t realize that the parting of the straps meant that for a fleeting moment Mace could clearly see his swollen cock hanging down!
The car took off and Kevin realized that he wasn’t alone in the back seat. Next to him was Frank, also dressed up. He had on a very skimpy loincloth, and nothing else! The screwy nipple piercings he had been fitted with from the beginning, had now been replaced by rings pulling them out even further than before. It was obvious that he had been pumping them since they were now swollen and not just pulled out.
Frank looked at Kevin.
-So, it’s you and me tonight?
-I guess so, Kevin responded.
-Drink up guys! They heard from the driver in front of them, looking down, they saw two energy drinks and picked one each and guzzled them down.
As before, by the time the car stopped outside a house in an affluent suburb, Kevin was feeling no pain. His cock had hardened nicely and stood out between the straps, pulling his ball sack along through the rift.
Frank´s eyes were glazed and he couldn’t stop twitching.
-Man, this is killing me, he mumbled, lifting the loincloth revealing that he was still in chastity!
-I can’t get hard!
Kevin could just see the very tip of Frank´s cock, with a hollowed sound going into his urethra and clear fluid coming out of it.
Getting out, they stepped up to the door which opened for them and let them into a grand hall filled with twenty or so men, all dressed in senatorial togas, some with laurel wreaths on their heads.
They all turned toward Kevin and Frank as they entered.
-Ah the evening’s entertainment is here! Mr. Grey walked up to them.
-So, you have a small stage over there for you to perform on. Your scene is this; You have been a naughty slave and are being punished. The soldier will whip your bare ass, taking good care to catch your free hanging nutsack with a couple of licks too! After that, overcome with sexual energy, you will fuck the slave in the ass standing up and holding up one of his legs so we can see you clearly ravishing the cunt. Understand?
Kevin was woozy, but he did understand that at least in this scene he wasn’t going to be fucked! Win!
Frank looked slightly nauseous.
-Coach tells me that if you perform well this evening, he will remove your cockcage tomorrow. Mr. Grey gave him as encouragement, before propelling them to the slightly raised little stage, complete with a bar for Frank to lean over, thus thrusting out his ass.
Kevin adjusted Frank´s legs so that his oversized nutsack popped back between them, forced back a little further than normal due to the heavy chastity pushing his caught cock down.
Reaching for the whip, Kevin noticed that it was fairly light and the threads were not knotted. Swooshing it in the air, he could tell it wouldn’t really leave any marks, but more be a sharp humiliation than anything else.
Standing on the side facing the audience, he lifted his arm and delivered the first lash across the exposed ass. Frank grunted, even though it didn’t leave welts, he could feel the sting from the multiple threads.
Kevin got a good rhythm going, swinging and making sure to wander up and down the ass in front of him, making sure to include the ball sack every three or four lashes, making the nuts in them dance a bit and turning it slightly more rose colored.
Looking out over the audience he could see Mr. Grey making a sign to get on with the next part of the performance. Dropping the whip on the floor, Kevin spat in his hand and smeared it up Frank´s crack, making sure to drill his finger into the hole. As he had suspected, it was already loosened and lubricated, just as his own was!
Pulling Frank to a standing position, he lifted the leg obscuring the audience view and pushed his bloated, pierced cockhead up to the moist soft hole and pushed in!
Frank yelped a bit from the sudden intrusion and the widening of his hole necessary to penetrate him. Kevin wasted no time feeding his shaft into the rectum, scraping his two piercings across Frank´s prostate, making him moan from the sudden and drug-enhanced stimulation.
Holding Frank´s leg up with one hand, using the other to pull on one of his already overstretched nipples, Kevin started rutting, pulling out about halfway before reversing and bottoming out in Frank´s ass.
The audience had a beautiful view of the bloated cock going into the ass, pulling some of the pinkish red inner lining with it on the way out. They noticed that Frank was basically peeing precum through his sound by now, and his large nuts, which had been swinging with each fuck were now slowly pulling up snug to the chastity ring.
Suddenly Frank opened his eyes wide and with a keening noise he came from the anal stimulation! The spurts coming from the sound were thick man milk and they were pushed out of him by Kevin´s cock knocking on his prostate. The pulses went on for a long time, emptying the burden he had carried since put in his cockcage in the beginning of the week!
Kevin clearly felt the rhythmic contractions around his sensitive and highly engorged cock. Feeling his orgasm nearing, he doubled his effort and pulled his cock almost all the way out before smashing it as deep as he could. The resulting skin slapping sounds could be heard over the grunts from both participants.
Suddenly Kevin tensed up, and grinding his cock up Frank´s ass, pulling even harder on the nipple he held onto, leaned his head back and bellowed as he came. He had never experienced such an orgasm before, it felt like his nuts held gallons of cum, and it kept pouring out of him in huge heaving contractions, making it hard to stay standing upright.
As they subsided, he pulled his cock out and let the last spurts decorate the now gaping hole before letting go of Frank and turning to the audience, his cock still hard, and oozing cum.
-Excellent work soldier! Mr. Grey enthused, now come circulate among us senators and taste our appreciation!
With that most of the men pulled their togas apart and let their erect cocks out in the opened.
Kevin approached the first man and was pushed down on the floor, the cock pressing into his mouth before he had time to think about it. He started caressing it as coach had taught him over the week. Noticing another man entering the stage and forcing Frank to bend over the whipping bar again, aiming his own cock up to the now cummy and leaking hole and pushing in.
Would Kevin get away with his ass unmolested for once?
__________--------------
It is strange how quickly one can adapt, Kevin was thinking to himself. On the way home for Thanksgiving, he had time to ponder the fact that the whole team, him included, now accepted their place as rent boys and that coach controlled their whole life, on the field as well as off.
Kevin had been in high demand during the semester, and he looked forward to giving his ass a rest. He had started taking photos of his asshole every week, trying to decide if it was changing or not. Now he scrolled down and compared the first one with the last one.
There was clearly something happening! He could tell that the entrance looked “softer” and that the corrugated sphincter now was permanently forming lips around the hole, that in itself looked slightly elongated instead of uniform round.
He looked at the body pics he had taken and could spot the differences. His nipples were no longer strained by the bars; they were poking out at least an inch due to the chronic pumping he had submitted them to.
His cock likewise had swollen permanently form the pumping and constant rubbing that the no-underwear rule precipitated. The piercings still looked slightly grotesque, and the fact that his reveres PA had been replaced two weeks previously by one even larger and much heavier added to the length it hung down!
Sighing he closed the photo app and leaned back, waiting to arrive at home.
Kevin’s dad, mom, and little sister were all happy to see him and they had a good first evening reunion with good food and loads of catching up. Kevin went to bed happy and for the first time in a long time he slept almost like he was unconscious.
He woke up once and had to go piss, sleepy and slightly disoriented, he walked into the bathroom and did his deed. Just as he opened the door to the hallway he realized he was naked! Turning off the light in the bathroom he peeked out into the hall, which was empty. Hurrying towards his bedroom he managed to get in without being seen.
When next he woke up, it was light outside and he could hear his family downstairs doing breakfast. Looking at his phone he noticed a message had been delivered.
“Hey bitch, don’t forget to keep your cunt clean and ready! I will be by this afternoon.”
There was no signature and the number was unknown to him. He felt his heartrate speed up, who was this? And what did he mean, was he going to fuck Kevin in his parents’ house?
In the end Kevin went down for breakfast, being slightly less happy, and afterwards he went through his bathroom regime, ending with cleaning his ass and lubricating it before getting dressed for the day.
In the afternoon, his mom and sister went off to the mall for some pre-Black Friday sale or another. His father said he had to do some work for a couple of hours and asked him about his plans.
-I think I’ll just hang out and do nothing! Kevin replied. It’s been a stressful semester so far.
-Go on, relax and I’ll see you in a while. His father left for his office and Kevin got in front of the TV, not really watching but just hanging.
After an hour or so the doorbell sounded and when he opened it Uncle Tom was standing outside with a smirk on his face!
-Well, if it isn’t my favorite bitch! He said, pushing Kevin in and closing the door before grabbing hold of Kevin’s neck and pulling him closer, pressing his mouth against Kevin’s, forcing his tongue in proceeding with sloppy kisses and tonguefucking his oral cavity.
When he let go Kevin was winded and his face was moist from all the spittle, his lips reddened and puffy.
-Get naked!
Hearing the words he just did as told, conditioning was powerful enough to overcome any thought of being seen nude in the house. Shortly he was naked and looking over at his uncle, he could clearly see the effect this had on him. The massive pole reaching down close to the knees inside his left trouser leg was evidence enough!
-Go on, turn around, and bend over, pull your ass apart!
Kevin did as told and felt fingers immediately starting to play with his hole, two of them eventually went in without any other lube than what he himself had put there in the morning. There was a slight sting from the almost dry entry, but the fingers homed in on his prostate and hitting it full force made his whole system go into overdrive!
His cock immediately started to thicken and rise, and his balls got moving in his nutsack. And when Tom reached around and started pinching, pulling, and rolling one of his nipples between his fingers, the inevitable flow of precum started, dripping down on the carpet under him.
-You are a horny whore, aren’t you? Tom said.
-Let’s get you on your knees and get busy.
With that he pulled Kevin into the family room and pushed him down on his knees before opening his trousers and pulling them down.
His massive cock swung out and tapped Kevin on the chin.
-Get on with it!
Kevin grabbed a hold of the cock pulsing and steadily rising, opening his mouth he started to lick and lube the exposed head before starting to swallow it. The size was just on the verge of making it impossible for him to get it in, and once his lips sealed around the edge, his mouth was full.
Jacking on the shaft he tried to massage the head with his tongue, but Tom was not satisfied with this, and taking hold of Kevin’s head, he started to fuck his cock in and out, increasing the pressure so that more and more of the shaft entered, displacing the head further into Kevin’s throat, and as he reached the opening of Kevin’s esophagus he pushed as hard as he could while simultaneously pulling Kevin’s head towards him.
The head, smashed through the opening and he managed to push at least twelve inches of his cock in before it became obvious that the whole thing wouldn’t fit. He went on and fucked Kevin’s mouth for a few minutes, Kevin felt himself getting dizzy from lack of oxygen and the thick deep phlegm he produced from the savage fucking started to drool out around the cock, coating it and Kevin’s face before he was abruptly pushed off the cock and landing on his backside.
Tom took off his clothes and sat down in a comfy chair, reclining it until he was almost laying down, he said.
-Get up here and ride me!
Kevin looked at the man he had known his whole life. Realizing that behind the façade there had always lurked a pervert. Getting up from the floor he approached the chair and climbed up on it.
Grabbing hold of the now fully erect and hard cock, he also realized that this was the biggest one he had ever seen, last time he had seen it was when it already was softening from fucking him. He estimated it had to be at least seventeen inches, if not more. And the thickness could rival any he had taken before!
Not really having any lube beside his own phlegm on the cock, he spat into his palm and greased his own hole as best he could before aiming the now oozing head up towards his ass. Sinking down he felt the head push in between his lips and start to dilate his ass. With every little he managed to squeeze in, the hole had to expand rapidly to accommodate. And before half the head had passed his sphincter, he was whimpering from the raw stretch and felt like something would soon snap.
Tom, leaning back with his arms under his head, was enjoying the view. Finally, he had his best friend’s son where he had wanted him for years; Balancing trying to take his oversized cock up his ass. Even though Kevin had been fucked regularly he was still extremely tight and it felt like a tight rubber band was pushed slowly down Tom´s head and snapped into place when it entered the warm moist rectum inside it.
-Come on cunt, you don’t have all day! Do you want your family to catch you?
Kevin realized that his dad would probably be back before long, and no telling if his mother or sister soon had had enough of shopping!
Taking a deep breath, he tried to push his ass out and sit down on the inhuman cock. This strategy led to him managing to seat himself all the way after several minutes. Looking into Toms eyes, he saw contempt and lust looking back at him!
-Such a fine whore. Ride me!
Kevin started riding the pole sticking up halfway to his throat, or so it felt like. The natural moistness in his bowels combined with the massive precumming from Tom and soon there was a nice squishing sound heard. After some time, Kevin recognized the moment his inner sphincter gave in and now he felt full, but not hurting anymore.
Tom started to pull on Kevin’s nipples, smashing them between his fingers and at the same time started to meet Kevin’s movements with his own. This led to Kevin’s prostate being put under pressure even more, and the signals to Kevin’s cock increased his own flow until Toms stomach was soaked in precum from Kevin’s heavy flopping cock.
Letting go of Kevin’s nipples, Tom grabbed his hips and increased his thrusts even more. Kevin felt his balls pull up and with a grunt he started to paint Toms chest and abdomen with his load. It sprayed everywhere since the hard thrusts made it swing all over at the same time as he let loose.
The heavy contractions pushed Tom over the edge to, and pulling Kevin down on his cock at the same time as he pushed all the way in, he shouted.
-Fuck, this is the best cunt I’ve ever had!
Kevin felt the cock in him swell even further before discharging its load deep up his colon, at the same time as his own cock now started to relax, drooling cummy fluid.
Tom kept him sitting on his cock until it started to go soft and then pushed him off.
-Get me cleaned up whore! He pulled Kevin up by his hair and faceplanted him on his chest, making it clear that he expected Kevin to lick his own juices off him.
Kevin knew better than to hesitate, he started licking and sucking up all the cum and goo he himself had painted Tom with! He realized that the only upside to this was that when he reached Toms massive cock it had relaxed even further, making it easier to suck and lick it clean.
-Don’t forget my balls! Tom said, and Kevin lifted the cock out of the way and sucked the ball sack clean as well.
-Good cunt, now get dressed!
Kevin stood up and just as he was reaching for his clothes, he could hear the back door from the garage opening and his mother talking to his sister.
Pulling on his clothes as quickly as he could he noticed that Tom was taking his time adjusting himself in his clothes.
-I guess you either have to stall them or answer their questions if they find me naked here, he smiled at Kevin.
Kevin hurried towards the kitchen and just managed to stop his sister from entering the family room by grabbing her and asking.
-So, guys did you find anything for me?
His mother looked at him, her eyes narrowed a bit.
-Why are you sweaty?
-Oh, Kevin stuttered. I just finished a workout and am heading for the shower.
Just then Tom walked into the kitchen, his clothes made up.
-Ah Annie, Jenny, good to see you again! Been too long.
As he stopped by Kevin side, he reached out and put one of his hands on Kevin’s ass, caressing it and squeezing it while smiling at the women in front of them.
-Tom, I didn’t know you had arrived all ready, Kevin’s father said from behind them.
__________-----------------
It was getting close to Christmas, Kevin and the team had done exceptionally well in the league and were qualified for play-offs starting in January already. Whether this was due to coach´s unique guidance or not must be left unsaid.
When Kevin returned from his Thanksgiving break, he realized he had to talk to coach about his ass. Uncle Tom had fucked him at least twice daily, and often extremely long sessions. The photo he took of his hole when he returned to his dorm room showed the lips now displaced outwards and the hole itself was hanging open the size of a quarter! He had to have tissue stuck up it to not leak through his trousers.
Coach had taken a dim view of the whole thing and being a wise man, had taken Kevin out of fucking for two weeks to see if it would heal. He had also sent Kevin to the team doctor for a consultation. Kevin had been examined laying on his back, his legs up in the air and his ass hanging off the edge. Making it easy for the doctor to prod and probe his rectum and ass. In the end Kevin was given a salve to apply, more exercises to perform and as a thank you the doctor got a blowjob!
The salve had done wonders and within two weeks he was back as a rent boy, still popular and busy at least twice per week.
As Kevin and the rest of the team were changing for practice, the assistant coach entered and called for their attention.
-Listen up! This weekend there is a fundraiser downtown and you are going to perform and wait tables there.
-Your uniforms will be brought here tomorrow so we can fit you in them. Oh, and the entertainment part is you all stripping Full Monty on stage to the tune of Snoop Dogg “Drop it like it´s hot.” You had better download it and tomorrow we will go through your moves!
The team looked at each other with horror in their eyes. Stripping naked in front of people, revealing all their piercings and hairless bodies for all to see?
-Coach, won’t everyone see us and leaked it all over the internet? Kevin asked.
-Don’t worry yourselves, you will have masks on the whole evening, you will just be naked below them. Coach smirked and left.
Kevin turned around and looked at Jay and Sean, standing beside him. Resignation could be clearly seen in their eyes. Sean turned around, and as he bent forward his asscheeks parted and his hole could be seen. It was wrecked! Some of the inner lining popped out between the bluish tinged lips, which were hanging uselessly open.
-My God, Sean what happened to you? Kevin gasped. Even though he wasn’t loud, several of their team members heard him and turned around to see what he was on about.
Putting a hand on Seans back, forcing him to stay bent forward, Kevin prodded the protruding mass with his other hand.
-I was fisted yesterday. Sean said with a sad tone in his voice. There were four of them and they ended the session with two arms up my ass, making me ride them.
-Coach has looked at it and says it will close, hopefully soon. I have had a plug in overnight, and it is slightly less open now.
-Less? It’s a cavern!
The other players surrounded Sean, many of them touching the prolapse, curiosity was overwhelming. But also, their steady supply of drugs made them susceptible to anything remotely sex related, and all of them had boners on the rise from the feel and look of a cunt gone broke!
When Sean stood up he himself was hard from the prodding and the thought of his teammates seeing his destroyed ass up close. Johnny couldn’t keep it back, and pushing Sean down on his knees, started to try and entice him to suck the hard long cock already oozing precum.
Sean opened his mouth and sucked him off! Around him the others started wanking themselves, spurting their loads all over Sean’s face and body, covering him in heavy loads, dripping off him and down on the floor.
Johnny lasted a while longer before he pulled his cock out and spraying Sean with his load.
-You had better have a shower before practice. Kevin said to Sean.
The day after, they were all gathered in the locker room when coach and his assistant carrying two big boxes entered.
-Here you are, find something your size and let me look you over! Coach said, standing back.
Kevin opened one of the boxes, in it was skanky underwear! Nothing more than a translucent reddish colored cocksock with a thin string attached that could be tied as a waistband. Under these were some kinds of trousers, white, made of very thin fabric. And even though there was a button to get them to stay up, there was no zipper or buttons going down, basically making sure that the cocksock would be protruding out.
Turning them around Kevin saw that, where the back pockets should be, there were panels cut out of the fabric instead. He realized that their butt cheeks would be visible and available all the time!
Looking over he saw Frank lifting a shirt from the other box. Pale grey, slim in shape and with a deep v neck that would surely reach almost all the way down to their bellybuttons!
The team managed to get clothes and pulled them on, some of them were deemed to have gone for the wrong size. In the end the V-neck looked painted onto them, pulling apart and for some of them their nipples were coming out!
The trousers were extremely tight and there was no place to push their bulges down, so the cocksock was clearly seen and the contrast in color made eyes naturally pick out the shape in it.
Lastly, they were given black face masks, covering them from the top of their foreheads to the cheekbones.
-There you go ladies, all done. Your trousers come off through Velcro straps on the sides; you can feel a little tab on each side about halfway down your thighs.
Kevin felt for the tabs, small but clearly there!
-Now then you will start out with moving to the music, you will be in two lines, changing places as the song goes on so that everyone can see you, and at the end you will untie your underwear and throw them into the audience. Understood?
The team went into the gym and lined up, and as the song was playing, the assistant coach took them through the routine. Making sure they fully exposed their bodies, did a sexy shimmy out of their shirts, and got the right snap to remove their trousers in one go.
During that part they stood with their back to where the audience would be, and the first sight would be of them bending forward and as the trousers came off, their exposed assholes would be seen before they straightened up and turned around to expose their bulging groins in the cocksocks.
Before they removed that, they had a choreographed short dance number, focusing on getting their cocks to flip around as much as possible.
When finally, their underwear was off they were all to stand in line, arms on their teammates shoulders and pushing their cocks forward. By now they were all hard and most of them were leaking. The rubbing and overly sexual nature of what they had done making sure of this.
-Good, ones again from the top! Coach said, sitting in front of them, his shorts doing little to cover his hard cock pushing up and out.
They repeated the whole thing, and he proclaimed them to be ready!
-So, the evening will start with you circulating with trays, in full uniform. After your performance you will resume serving, but now you will be butt naked! If someone wants to feel you up or more, just accept it! It is, after all, for a good cause!
-Now then, as a treat I have invited some guests to view your performance, so get dressed and ready from the top!
He reached for his phone and sent a message, leading to the doors to the gym opening momentarily and the male lacrosse team entered with their coach leading them.
Kevin couldn’t help it; a small whimper of fear escaped him. But as he looked closer, he noticed that the team approaching were obviously not really in a position to give them away. Every single one of them only had on small hotpants, thin and elastic, making it clear that they were all boned up and some cockheads had already slipped up over the waistline or down peeking out through the leg openings.
The lacrosse team lined up behind the seated coach, a chair brought out for their own coach placed beside Kevin´s. The music came on and the team went through their routine again, ending with throwing their skimpy underwear to the watching lacrosse players. By now not one of them was soft any longer and several were drooling heavily into their shorts.
-Good show boys! The lacrosse coach said. Now it’s my boys’ turn!
As the lacrosse team went to take the stage, Kevin, and his team trooped butt naked to stand behind the two coaches.
Music came on and, to the tune of Marvin Gaye´s “Let’s get it on,” the team started undulating, then pairing up and basically rubbing themselves against each other, loosing their shirts and in the end their hotpants, leaving them with nothing on! Then they started to slide their cocks up each other’s butt cracks, and ending the whole number with one line in front showing off their erect cocks, and one line behind, having pressed their cocks up between their teammate’s legs, thus their cock heads could be seen peeking out.
Kevin and his teammates were transfixed by the performance, unwittingly several of them had started teasing and wanking their cocks and a couple of them had shot their loads from the sensory overload!
-Excellent number! The soccer coach applauded. It will be perfect as the number two act after my boys have warmed the people up. I wouldn’t be surprised if each of them will be on their knees or bent over by the end of it!
-Now get cleaned and to make sure your balls grow bigger, you will all be caged until the performance!
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