The boy stood at the door of Mistress Michaela’s villa; after much back-and-forth emailing, he was finally allowed to visit her. When she had asked his age, he had honestly replied that he was seventeen; initially, he had thought that being younger would make him more attractive to an older Mistress.
However, Michaela informed him that he had to be an adult due to legal implications—or at least, that was how she put it. She made him wait, allowing him to come for a session only on his eighteenth birthday, though she had given him homework to prepare for his new duties as her slave.
And now, on his eighteenth birthday, he stood on the doorstep, quite nervous; some time after he rang the bell, the door was opened by a beautiful young woman. She was stunningly dressed in high black stiletto boots, a very short black leather miniskirt, and a black leather blouse. She was exceptionally lovely—blonde hair, light blue eyes, and tall for a woman (easily as tall as he was) with a slender figure; the contours beneath her blouse revealed that her breasts were quite large and firm.
This blonde goddess held a substantial riding crop, making it immediately clear that she, too, was a Mistress; even though he usually preferred older women, she turned him on immensely. “Good afternoon,” he said to Diana. “I have an appointment with Ms. Horvath; could you tell me if she is in?”
He wanted to come across as confident and nonchalant to the young woman, but in doing so, he immediately made his first mistake. “Welcome, Steven. The Mistress is expecting you in her lounge, but first, a word: to you, my name is Mistress Diana, and I do not wish to be addressed using the informal ‘you.’
Do you understand, slave? Now, kneel before me.” Visibly startled, Steven immediately knelt before the young Mistress; he had to hold out his hands, whereupon he received several incredibly hard blows across his upturned palms.
“There will be more punishment later; now, crawl after me.” Steven crawled after the young Mistress through the hall and had to wait by a door; Diana went inside and reported that Steven was waiting on his knees outside and that she had already disciplined this slave.
Michaela asked her to send the slave in; Diana went back out and ordered Steven to enter, then turned away without deigning to give the slave another glance and walked down the hall toward an elevator next to the stairs. Steven stole a look at the young Mistress as she walked away, her hips swaying; her heels made a sharp, staccato sound on the stone floor.
Steven stood up, knocked on the door, and heard someone speak from within. He saw that the room was quite large; about ten meters away, a Lady sat in a large chair—a sort of throne. “Come here, slave, and kneel before me.” Steven had, of course, recognized his Mistress; he had seen plenty of photos of her, and the clothes she wore made her look very much like his aunt, who also always dressed like a stern English governess.
Michaela was wearing a long black pleated skirt with black ankle boots and shiny black nylons, topped by a high-necked black satin blouse.
“Happy birthday and happy first day as my slave.” Steven had already become quite aroused at the sight of Mistress Diana, but now that he saw the Mistress he had long desired, he developed a massive erection that couldn’t be hidden, even beneath his clothes.
He had to undress completely, blushing deeply with embarrassment at the thought that the Mistress would see his hard cock.Michaela watched the slave and his huge, erect cock—she estimated it to be around 25 centimeters, one of the reasons she had chosen to make this boy her slave. She beckoned him closer and told him he was about to receive his birthday gift; Michaela stood before the kneeling slave, whip in hand, and ordered him to lift her skirt and open his mouth.
With her left hand, she grabbed the boy by the hair and shoved her member straight into his slave’s mouth, while using the whip in her right hand to strike his back hard in a specific rhythm—a rhythm the boy, having done his homework, knew dictated the pace at which he was to perform oral sex on her. Michaela held the boy firmly by his long black hair as she climaxed, shuddering deeply down his throat; the boy felt as though he were suffocating and nearly gagged when she withdrew and had her member cleaned by Herman, who seemed to appear out of nowhere with tissues and warm cloths.
The Mistress resumed her seat on the throne and ordered Herman to take Steven to Diana for further training. The boy still had a massive erection—something Michaela found appealing about these young boys. The boy had swallowed everything as required and crawled along with Herman to the dungeon.
Outside the door in the hallway, he was allowed to stand up again and followed Herman through the hall to a door concealing a wide stone staircase that led downwards; the stairs were dimly lit by small lamps attached to the brick walls. The staircase made a slight turn, and at the bottom lay a hall featuring a pair of wrought-iron double doors that served as the entrance to Mistress Michaela’s dungeons.
Herman made Steven kneel again and pressed a bell next to the doors; a red light on the bell lit up, signaling that the chime had sounded inside. Diana opened the door and Herman knelt before her; she barely deigned to glance at the slaves and told Herman he could leave, while Steven was ordered to go inside.
The dungeon made an overwhelming impression on the boy, and he felt a rising sense of fear—what had he gotten himself into? The rectangular room, measuring roughly 12 by 25 meters, featured a floor of dark red tiles and walls to match save for one long wall that was painted black and bore two crosses spaced four meters apart.
A naked slave was bound to one of these crosses, facing the wall; he wore a blindfold and a ball gag, and his back had been severely flogged, covered in black, blue, and bloody welts that extended down to his buttocks and thighs.The room also contained two pulley systems with various accessories; opposite the crosses, along the other long wall, were barred alcoves—two of the six held naked slaves, who were chained to the wall.
The space was filled with torture equipment, including racks displaying whips, canes, and riding crops, as well as stands holding strap-ons, dildos, butt plugs, clamps, urethral sounds, and more—all of top quality. However, the boy had little time to take it all in; a slave secured him to the empty cross, then freed the masked slave from the other cross and chained him into one of the wall alcoves, subsequently drawing the red velvet curtains over the occupied alcoves. Diana sat on a black leather sofa, waiting as the slave placed a high stool by the cross where Steven was bound.
Steven now noticed that this slave had no testicles—only a penis—and he recoiled at the thought that the same thing could happen to him. After dropping Steven off with Michaela, Diana had changed into a “schoolgirl” look: a very short red plaid pleated skirt, crotch less black tights and a white satin blouse with the top buttons undone to reveal her breasts.
She had taken over from her mother, Mistress Madelon—who had just finished punishing a slave for Mistress Michaela—and Madelon had just left in the elevator (reserved for the exclusive use of a Mistress) for the second floor, where her quarters were located next to her daughter’s.
Consequently, Steven was struck by the fact that this young girl had been the one to strike the slave; the contrast with her innocent schoolgirl appearance made the whole situation very confusing for him. Diana’s sophisticated outfit—the short skirt, the alluring blouse, and the black pumps with 7cm block heels—made her incredibly attractive; she was already earning so much money that she was considering dropping out of school.
School complicated her life too much: playing the role of a stern Mistress with dozens of slaves for most of the day, only to switch to being an obedient, studious schoolgirl for the rest of it. The castrato placed a footstool in front of the high stool and helped the young Mistress onto it; at her command, he carefully draped her skirt over the seat so it wouldn’t crease.
Diana felt the leather beneath her naked pussy; in the reflection of a strategically placed mirror, she saw herself sitting there, her skirt cascading alluringly over the seat and obscuring it from view. When she crossed her legs, she caught a fleeting glimpse of her wet, hairless, aroused pussy. She knew her slaves saw it too. She relished the moment—the submissive castrato and the fear in the eyes of that young slave with the huge cock.
Despite her youth, she had seen many slaves—young and old, including black ones—but Steven’s was truly the biggest. She sent the castrato to his spot by the alcoves; there, he had to kneel and await her orders.
“Look at me, Steven,” she said in a firm tone. “Yes, Mistress,” he replied.
“Had I given you permission to speak?
*Now* you may answer me, slave.”
“No, Mistress; I’m sorry.” Steven realized instantly that he should have known this; he had studied the rules, but nerves had caused him to slip up. Diana’s pussy grew wetter as she watched Steven’s fear mount; his voice was already trembling slightly.
“Listen, slave—and listen well. You are now an aspiring slave to Mistress Michaela, and your conditioning is about to begin. The training will be conducted largely by me, but also by Mistress Madelon, Mistress Denise, Mistress Parichat, and Mistress Victoria. You will be shown photographs of them later, and I hope for your sake that you recognize them and know their names.” Diana snapped her fingers, and the castrato hurried over and knelt before her.
“Bring the electric cart.” Then he had to help his young Mistress down from the high stool, immediately clearing away the footstool. Diana inserted a gag into Steven’s mouth, moving close enough for him to see her face even though he was looking down—as slaves are required to do; he saw and felt the young Mistress’s short skirt brush against his semi-erect cock, causing it to harden further.
She fastened the gag tightly, ensuring her skirt kept touching his cock and making it grow even harder; by the time she finished, his 25-centimeter member was standing straight out in all its glory. Diana was quite impressed by his penis; she bound his cock and balls separately with cable ties—and not gently, either. Next, she attached electrodes to his cock and scrotum and began torturing poor Steven.
For the next 30 minutes, his cock and balls were tortured with varying electric shocks; he screamed in pain as his lower body jerked in uncontrolled spasms—movements largely restrained because he was strapped to the cross. This caused him additional pain in the wrists and ankles securing him to the cross, while his cock and balls also ached from the bindings and the shocks; after 30 minutes, he lost consciousness while still on the cross.
The torture was turning Diana on more and more; after Steven fainted on the cross, she ordered the castrato to lick her. The castrato was an expert at giving head and was equally skilled at cunnilingus—a necessity, given the number of female Mistresses he regularly had to serve. Diana had multiple orgasms in no time; the castrato’s face was completely wet when he was dismissed—first he had to clean her up, and then return to his spot.
When Steven came to, he saw the slave with his head beneath the young girl’s skirt and watched her climax repeatedly in spasms, all the while striking the slave hard with a riding crop. After this interlude, he was turned around on the cross to face the wall, and the punishment began with a cane and a long riding whip.
Fifty lashes for using the informal “you” and thirty for speaking without permission; Diana took her time administering the punishments to ensure he suffered for a long while without fainting. She beat Steven black and blue with extreme cruelty; after his punishment, the castrato took him down from the cross and removed his restraints. Next, the young Mistress ordered him to lie on his back on a platform; she squatted over his face, forcing him to lick her.
She used her whip to dictate exactly how he licked her and for how long. After she had experienced several orgasms and delivered dozens of lashes, she decided she had had enough and had the castrato stow Steven away in an alcove; he was not chained up, though he was kept behind bars, and the curtains remained open. All slaves were monitored via cameras and microphones, but because Steven was new, the castrato also checked on him every ten minutes.
This time, Diana dried herself off with a towel, took the elevator to the second floor, showered, and reported to her stepmother; their relationship was steadily improving, and the briefings helped both of them become better Mistresses.