Follow up to The Slave run.
Winston's large cock snaked slowly into the boy's virgin hole as he smirked down at the newly enslaved white boy. Its legs were over Winston's head and it looked up at the black barber like a rabbit looking at a set of headlights. Only the rabbit could get away, this piece of meat couldn't move as the weight of the fifty something year old man anchored it down. It also knew that if he did resist there would be consequences and it had already felt punishment earlier in the day, something it didn't want repeated. It had received a large dose of humiliation whilst it was brought to the brothel as a newly enslaved virgin, and it had gotten an erection, something the slave runner took opportunity to whip the slave over.
It wouldn't be able to get an erection now, as its little dicklet was securely locked into a two-inch metal cage. The slave also had one of the brothels collars around its neck and had received a second enema of the day ready for a late night being used as a cumdump hole in the brothel.
Winston had requested special access to the slave, which came at a cost for VIP members of the brothel. He had ordered the slave be prepared for his large cock and the Overseers happily obliged.
Some of the brothels' regulars watched as the Overseers forced the slave down on to the oversized butt plug right in front of them. They watched as its cunt stretched open and it cried out in pain. The regulars laughed and hollered at the moans of pain the slave went through, and the Overseers took delight in entertaining the crowd. They even slicked up the slave's insides with thick slave spunk from a high-yielding milk boy. The Overseers and the onlookers alike verbally humiliated the slave on its embarrassing deflowering.
Winston was almost at orgasm. The slave screamed like the pig it was becoming. Winston spat down onto the piece of meat he fucked, glazing its face as he did in the dimly lit brothel lock up.
"Are you ready to take me to the hilt, Bitch?"
"Yes, Sir" was all the defeated bitch could mutter. If it wasn't broken it was soon to become so.
Winston was a wise man. He knew that if he went too far too soon the new cockslut would be in too much pain to be used in any way this evening. He also had the experience to know how to slowly get inside a bitch and stop there until the moment the bitch started to moan and beg for his cock. After a few minutes Winston started to move slowly in and out again. The slave found it hard but slowly it became easier. Slowly it became more pleasurable. Slowly the moans got louder.
"I always knew one day I would be deep in your boy pussy fucking it long and hard" Winston declared in a degrading way. The old man started going faster and pulled the bitch's legs apart. He spat on its face again as he sped up further. The cock cage was twitching up and down in an almost comical way. Sweat rolled from the man's face down on the slave's body below him. He didn't care though, he wasn't interested in the slaves' thoughts. All the time as a Freeman the ungrateful bastard had moaned about its hair cut being too short, or too long and so the man had no qualms in hurting it a little. The boy was nothing but a cunt for use. A hole for real men like him to use however they wanted. The man knew that it would soon have a number two crop as most slaves like this one did. Soon it would be owned by someone who would use it for a sex toy, there was no doubt. There was also no doubt that the boy would stay at the brothel for a little while and would be trained to suck cock as well as its fucking skills and recognising what free folk want without them ordering. It would even endure degrading pussy eating lessons with at least a couple strong powerful Dominatrix. Winston knew within the month the new slave would be totally submissive and used as a sex object, first and foremost. He had an eye for straight boys who would make excellent sex slaves. Its body was perfect, its arse nice and tight and muscular, and defined abs, with beautiful cock-sucking lips.
"Oh yes!" moaned the slave, pushing on Winston's big black cock. The cock was pulsing and throbbing in delight within the stretched boy cunt. The slave had a brief moment of thought while it moaned.
"Being a slave may not be that bad after all!".
Little did it know what was to come.
Winston fucked harder, he half hated the slave wasn't hating the fuck and instead moaned and almost begged for the fucking but knew that if it did actually beg for the fucking then it may have been punished. Then it happened. It both surprised the slave as well as the Freeman using its' pussy. The slave began to squirt a watery clit spray from its cage. One quick shot, then another, and one more as it tightened its cunt around the man cock inside of its hole.
"Yes!" the man bellowed loudly. "I'm shooting my load, Bitch!". Squirt after thick creamy squirt went into the pussy boy. "You are a natural cunt" the man spat onto the boy's face.
"Thank you, Sir," was a surprise reaction to both the man and the slave.
It made Winston think.
Two months later and Winston was right, the slave came up for auction as a bed slave. A fuck bitch. A pussy boy. Whatever you wished to call it.
Prior to enslavement the fresh twenty-one year old had been arrested for fighting in a park one night at an illegal gathering. Following Winston's initial fuck the slave had been fucked countless times and received degradation beyond its wildest imaginings, and Winston had visited two or three times. He watched as the boy serviced others, and tested its new skills on his own thick meat. He was patient.
Winston had done his maths and had thought it through, and made enquiries both at the brothel and in his shop, but played his cards close to his chest. He was wealthy due to the fact that slaves were not allowed to cut hair due to sharp instruments so close to free folk. His trade never took a hit from the Indented Slave Act. He also researched how he could use the slave in his business and make the purchase profitable.
The slave stood silent on the piece of worn-down wood, almost dancing with fear rather than simply shaking. The metal collar cut into the skin around Its neck, and Its butt plug was of standard glass. It's arms were shackled to a wooden cross beam, and It let out a desperate sigh as It balanced delicately.
The slave's cock was already small prior to chastity, but since its enslavement the brothel had been dosing it with shrinking agents so it now only stood to be a one inch cock when erect. Even though it was humiliated beyond belief, the tiny pecker was leaking straight down It's leg, right on to the wooden block. The slave was ideal for breeding the nice arse it had gotten playing soccer before enslavement, but equally had appeal for an owner that liked shrunken boy cocks and the humiliation that brought. Its body was not muscular, but lean and toned and athletic like the soccer star it was, adding to the appeal for developers of such boys, or ones who would like to have a young slave in his or her bed. Its tits were also enlarged during its time at the brothel, and made to be more succulent to add to the desperation and humiliation as it loved when its nipples were toyed with and sucked or licked or even bitten.
It hoped for a young female owner, maybe even a Dominatrix, but reality was, it would be more appealing to a much older man. Many older men had used it over the last few months. A few women too, but not as many. Mostly they found its dicklet bemusing and useless. They just wanted to talk down to a male for a while and degrade the boy rather than fuck it in any way shape or form.