With nothing left to lose, Jack submitted the random four digit number with a random photo showing his face, then sent it to the email address. Almost immediately, an email message came back with an invitation to meet at an address uptown. Perplexed but also desperate, Jack decided to go with it.

The nervous twink was met at the end of a dark alley at the edge of town by a tall, bald, handsome man in a perfectly tailored suit. It looked incredibly expensive. Jack recited the four digit secret code to the severe-looking gentleman, who nodded and then unlocked a gold-plated doorway that led into a dimly lit chamber. Jack was informed this was the ‘Vetting Chamber’. The young man gulped, but excitedly entered the room. The door was closed behind him.

The older gentleman introduced himself as Master Banner. In a no-nonsense tone of voice, this man with ice-blue eyes instructed Jack to take a seat and remain silent until spoken to. A shiver pulsed up the young twink’s spine. It was both terrifying and exhilarating to be addressed in such a way. He kind of liked it, but kept a straight face as he had a feeling even a stray smile might fuck up his chances at the money.

A pearl-white document was placed in front of Jack. Master Banner implored the youth to read every line. If Jack agreed to the contents of the contract, and he subsequently obeyed every command given to him going forward, the dollar amount stated at the bottom of the contract would be his afterwards.

A few moments later, his veins pumping with adrenaline, the newly-renamed Boy Jack was guided into another room. Master Banner said this was the “Grooming Chamber.” In the center of the room was a large square platform. The newly signed Slaveboy was commanded to remove his clothing, hop up onto the platform, and place himself in the doggy position.

The Boy Jack swallowed hard and hesitated for a moment. Master Banner snapped his fingers sharply and with a frigid, buzzer-like tone of voice, reminded the young Slaveboy that compliance was expected to be followed with haste and a sense of urgency. Anything less was unacceptable. The Boy took a shaky breath and nodded. He made a mental note and decided it would probably be wise to pick up the pace a little.

Soon, Boy Jack was completely nude and on top of the grooming altar. The twink slave was quite the specimen—long, tall, with flawless skin, and clearly into physical fitness as his body was well toned for one so young. Master Banner salaciously groped every inch of the Slaveboy’s beautiful body. Boy Jack moaned and sighed in response to the intimate touch.

Master Banner’s duty this evening was to prepare the slave for future buyers. The Boy, as stated in the contract, must be ready for anything—any desire that a gentleman buyer might have must be granted. And seeing that The Boy Jack was a virgin, Master Banner was required to begin the momentous ritual of preparing a Slaveboy for his first anal penetration.

The Boy Jack closed his eyes for a moment, enjoying the pleasant sensations of Master Banner’s touch all over his body. Those eyes immediately snapped back open when The Boy heard the sound of a cap popping open. The suited gentleman had a large bottle of what appeared to be oil and he began applying a very generous amount all over the boy’s chest and back. The proceeding was very sensual and arousing. Boy Jack immediately sported an erection and secretly hoped that the experienced Master might permit him to stroke his own cock using the oil.

Even better, Master Banner proceeded to massage the warm, gentle lubrication not just along the slave’s swollen twink member, but his hairless scrotum as well. That’s when the gentle ministrations suddenly turned more aggressive. The suited dominator held The Boy’s ballsack by the base and squeezed—hard. The Slaveboy involuntarily emitted a hiss of surprise and fear. Master Banner pressed hard up against the Boy and shushed him.

Boy Jack took a long, slow breath and held it while the merciless Master continued to test the submissive’s will. Other Masters would surely expect the Slaveboy to be eager and docile-- even in the face of somewhat harsh sensation. The Boy Jack thought about the money and soon, the intensity died down somewhat.

Finally, Master Banner released the Slaveboy’s testes from his tight grip and commanded The Boy to lie on his back and pull his shapely legs towards his chest, exposing his precious pink virgin hole. As he did so, the twink noticed how Master’s eyes seemed to feast on his boy pucker. The Slaveboy wondered with a slight shiver what was going to happen next.

Master Banner pulled out a long, curved glass dildo and The Boy Jack took another sharp breath. The sex toy was shiny like diamonds and had two cockhead-shaped bulbs on each end. Master Banner caught the Slaveboy’s glance. Here and now was the moment of truth. Master Banner would be gentle—at first.

The Slaveboy gulped loudly and took another deep breath. Master Banner poured a generous amount of oil all over the twink’s pink pucker. Then, when the Master pressed one bulbous end of the glass dildo against the Slaveboy’s anus, the older gentleman found himself aroused by hearing The Boy’s initial whine, followed quickly by a deep, primal groan as the dildo very slowly buried half-inch by half-inch deeper and deeper inside of the insanely tight anus…

Credits