You see, James was, by his very nature, a lowly and pathetic submissive. He longed for a woman to help him realize his true temperament, to bring out the filthy and untouched needs he harbored deep inside. He craved a strong and commanding Black woman to reduce him to what he knew he was inside, a worthless and pitiful excuse for a man. His job, his public persona was all a façade. James was, at his very core, a piece of shit and his entire life existed either trying to keep people from finding out that fact or longing to realize it in a way that allowed him a freedom he’d never known.
Dinner was to be at Spice on Juniper. It was one of the better restaurants in Midtown but money wasn’t really that much of an issue because everything could be expensed. Jessica was to meet him at 8, and with any luck, she would head back to James’ hotel with him to explore some of his desires. Running late, he called her on her cell to let her know that she should get a table and order a drink and appetizers because business was going to put him about 20 minutes behind schedule. By the time he got to the restaurant, appetizers were being served.
Jessica looked lovely and greeted him with a kiss on the cheek. He sat down and ordered a drink and started looking at the menu. As he settled into his seat to relax and enjoy his date for the evening, he glanced around to take in his surroundings and get a feel for the place. He froze. There, in the restaurant, was the one individual that had haunted James’ dreams and fantasies for years.
There are people that come into your life that make a lasting impression. Roberta Wonder was the woman that James just could not shake from his consciousness. She was the quintessential Ebony Domme that had tormented his dreams and fantasies for years; he was unable to rid himself of her influence on his very being. She had done things to him that made him question reality, that had pushed him past boundaries that no one else had come close to discovering. He belonged to her in many ways, even though she despised him on many levels. It was, however, her callous disregard for him that fueled his undying love and his yearning to prove himself worthy of her attention.
She was breathtaking, completely unaware that James was there. She was dressed to perfection and engaged in a deep conversation with her date, an attractive Black man that looked like he was basking in the glow of her company. The two seemed to draw the attention of everyone in the place, mesmerizing people with their fluidity and unspoken sexual chemistry. Her date made no attempts to hide his hands caressing her long, smooth legs beneath the table and she seemed to be aware that they were putting on a show for onlookers as she played up to that fact. It was like watching a movie that James couldn’t take his eyes off of.
Sensing the energy of someone staring her down, Roberta turned and made eye contact with James. It was as if she looked right through him, her eyes holding his gaze like a hypnotic trance. Jessica, sensing James’ distraction, tapped him on the shoulder and asked how he knew the couple. He fumbled for words and tried to direct his attention back to Jessica but she would never compare to the utter devotion he felt for Roberta. He made small talk, continuously glancing back, wondering if she was noticing him.
Wanting to assert himself and draw the attention of Roberta, needing her approval, he began mirroring the actions of her male companion. He pulled Jessica close and began showing very public signs of affection. It was more than apparent that they didn’t have the same commanding presence or chemistry of Roberta and her date but he was desperate to assert himself in some way. He knew not to approach her, he had been warned for years to leave her alone but there was something in him that was desperate for her acknowledgement. If he had been a peacock, he would have been showing his feathers and prancing around in an effort to get the attention of the female hen. His movements were vulgar however; they looked obscene rather than sensual, offensive rather than compelling. Jessica, while attractive, looked pale and trashy compared the deep sensual persona that Roberta exuded.
“It never ceases to amaze me how utterly contemptible I find your presence. You have the unique ability to make my flesh crawl from across the room.” James, startled by the words, turned to see Roberta towering above him. He rose and greeted her with a kiss to the cheek like she had said, “I’ve missed you so much.” The look on Jessica’s face was one of horror. It was more than apparent Roberta was amused by the disruption she had caused.
“How have you been?” he asked, sitting and making introductions between the ladies as cordially as he could, trying to hide the fact that her abrasive comments aroused him in a place that he didn’t understand himself. Roberta gestured to her date across the room and he waved back and she introduced him as Terrance, her significant other. He nodded back with a look that made James cringe. He feared that she had told him every detail of his dirty little secrets, that every nuance of his sick desires had been revealed. James swallowed hard and nodded, feeling emasculated somehow by the fact that he had always craved being the man in Roberta’s life and seeing evidence that he couldn’t measure up in any way. Terrance was smooth, refined, and sophisticated and it showed in the way he held his wine glass, the way his stylish clothes fit what was obviously a sculpted body. There was no doubt about the fact that Terrance was Roberta’s equal in every sense of the word and he hadn’t even opened his mouth.
Before there could even be any discussion or catching up on any details, the waiter brought the food they had ordered. Roberta seemed less concerned with talking to James as she did with Jessica. She sat at the table and turned her back to James and they made pleasant small talk, complimenting each other on shoes and lipstick and such. “I’m sorry, I’ll leave you two to your evening. It has been such a pleasure meeting you Jessie.” She stood to leave, James rising to be cordial. She turned momentarily and looked James in the eye and spit directly on to his food. James’ heart sank. “Enjoy your meal.” With that she turned quietly and walked back to her table.
Jessica was outraged. She started to get loud and draw unwanted attention to the table. James’ heart sank. He sat and tried to calm her down, to quiet her. “Is she crazy . . . are you crazy?” The utter confusion on her face was only lessened by the fact that she was outraged that the woman was so casual in her disrespect. James sat at the table a defeated man, staring at the plate, knowing full well that he could not walk away and leave it there or have it returned. It was far too precious a gift and he had to enjoy it. He couldn’t even hear Jessica’s words, he was in a trance. He kept looking to see if Roberta was watching but she was completely ignoring him, wrapped up in conversation with her lover. He slowly picked up his fork and knife and cut into his steak, carving out the piece of meat that held the most saliva. He closed his eyes and brought the food to his lips and placed it in his mouth. He could detect the taste of her slimy offering more than he could taste the prime cut of beef he held in his mouth. It was better than caviar or lobster; it was the precious and divine spit of the woman he craved.
Jessica was outdone. She had calmed herself down enough to stop drawing attention to herself but she needed answers. She was calling James names, trying to make him be a man, threatening to go slap that black bitch herself, dumbfounded as to why he would eat the food. You see, she wasn’t a true domme like Roberta; she had no clue that true domination was done in the mind and Roberta had masterfully exacted her domination without so much as raising her voice.
Just then, the waiter returned and asked if everything was okay. He handed James a bill and said, “The lady and gentleman over there have indicated that you are going to be picking up their tab so would you like to settle for them now or wait and have me bring you both your bill and there bill together?”
James looked down at his plate in silence. He didn’t say a word as he reached for his wallet and his little cock was now raging out of control in his slacks. He looked over at them and they waved back with familiarity and thanks. Jessica was PISSED and demanding answers. This had gone too far; she needed to know why on earth had he just paid for their meal? There was a barrage of unanswered questions as James just sat there, feeble and ashamed.
As they walked towards the front door, Terrance’s arm holding the small of Roberta’s back, she stopped and turned back to James’ table. “I’ve been thinking that you, Terrance and I should have some fun tonight, you know, for old time’s sake. Jessie dear, it was a pleasure; we’ll have to get together sometime. James, let’s go.” She took a step back and motioned for James to join them as they left. James’ eyes glanced back and forth between Roberta and Jessica. Roberta showed no signs of anything on her face other than quite possibly amusement. Jessica was outraged and threatened by the power Roberta possessed, desirous of it.
“Now, James,” her words were as soft and sensuous as her entire persona and James responded like a person who had been hypnotized. He signaled for the waiter again and whispered that he wanted to pay for their meal now, virtually untouched by either of them. The waiter was taking too long to return and he threw four twenties on the table and stood to leave. He knew without being told that his first test of the evening was to leave Jessica sitting at the table. His knees were shaky and he could faintly hear the curse words that Jessica was spewing but he found himself following Roberta and Terrance out the front door, ten steps behind, like a flunky.
Out in the night air, James breathed deeply. Roberta told him that he was to come with them in their vehicle. The valet brought around a champagne colored Navigator and held the door for Roberta to get in first. James sat in the back while Terrance drove and before he knew it, they were traveling northbound on GA400 towards Alpharetta. They chatted about James like he wasn’t even in the car, laughing about how he looked like he wanted to lick every drop of the spit off the food, about how he was so pathetic he didn’t even raise a fuss at paying for their meal, they even laughed about how Jessica would probably never speak to him again. James wanted to speak up on his own behalf but he felt like a child, incapable of articulating himself. If only his cock wasn’t so hard, if only he wasn’t so turned on by the control Roberta had over him by ignoring him.
They pulled into a subdivision with nothing less than million dollar homes. They pulled into the driveway of a huge house and parked the truck in the driveway. Roberta leaned over and gave Terrance a sensual kiss that made James’ heart drop. He knew that as long as he lived, he would never be the recipient of anything as tender and wonderful as that kiss. Terrance came around and held the door open for her. James was instructed to remove his clothes and place them on the seat. His cock was extremely hard as he longed for the degradation and humiliation only Roberta knew how to administer.
It was Terrance’s voice that barked the next command. Terrance pushed him up the walkway, causing him to stumble. James felt clumsy and awkward and profoundly humiliated that a man such as Terrance would be able to push him around without so much as a word in retaliation. It was Roberta’s way of controlling James, making him feel like less than a man.
Inside the house, James was led to a basement and made to stand in a corner. He heard Roberta and Terrance talking but he couldn’t make out the words. Without warning, Roberta approached him and said, “It’s going to be pretty difficult to explain your expense account with charges to your company credit card of plane tickets to Aruba, wouldn’t you say?” A lump formed in his throat and he couldn’t breathe. Roberta was not one to make idle promises; she was letting him know that his job was in jeopardy and she was going to reap the benefits with a well paid vacation. There was no way he could report the credit card lost or stolen, it would be an indication that he would never get the opportunity to serve her again. No matter how remote the possibility, no matter how detrimental to his livelihood, James could not take that chance. Before the interrogation was over, he had given her his PIN number to his personal account and assurances that all of his assets would be under her control. James inquired if that meant that he could now become her full time submissive if he relinquished all of his possession over to her, if he would be allowed to serve her malevolent wishes if he only lived in poverty. Roberta assured him he could have no such assurances and that she might not ever see or speak to him again. Terrance laughed out loud, making note of how funny it would be to see the supposed high powered white executive living on the streets in exchange for one night of domination with Roberta. James began to cry like a baby. He was filled with a shame that was beyond human comprehension. He wanted to run, he wanted to put a stop to everything but he stood in silence and very erect.
He could feel Roberta circling him but she was reticent to touch him. His very presence was repulsive to her. His pasty white skin made her want to wretch and his tiny cock deserved to be kicked and slapped it was so small but she couldn’t bring herself to touch it. He could smell her perfume and feel her body heat near him. She made him kneel on the floor and Terrance attached weighted nipple clamps on him. He screamed out as searing pain shot through his entire body. It was just like Roberta to push James past his limits and the humungous weights caused him extraordinary pain, more than he had ever endured before. The fact that he was in more pain than he had ever experienced caused him a sense of pride that he would be able to tolerate it for his ultimate mistress.
Nipple clamps in place, Roberta approached him and whispered sweetly in his ear. “I want you to see what a real man looks like.” He blinked his eyes to get used to the dimly lit room and he saw Terrance standing before him completely naked. He averted his eyes to the floor quickly, ashamed and afraid to look. He was perfection, a sculpted body with a massive cock sticking straight out. “Isn’t he lovely, James? A million times better than you, you disgusting piece of shit.” James cried openly, saying he wanted to end this game, that he wanted to go home. He knew what his fate was and he was having second and third thoughts about if he could go through with it. If only his little cock wasn’t so damned hard, he might have been a little more convincing.
Terrance approached him and stood inches from his face. Roberta moved next to him and stroked him to full hardness. James could smell the manly aromas emanating from him and he swallowed hard. The tip of Terrance’s cock was only a few centimeters from his lips and he could feel himself breathing hard. “James, you are a sissy faggot bitch, aren’t you?” Roberta’s voice remained syrupy sweet and as smooth as silk, never rising a decibel. His knees were aching and the pain in his nipples was about to cause him to pass out but he uttered a defiant, “NO!”
The sting from the slap across his face was more excruciating than all of his tortures combined. “You pathetic fuck, are you saying that I don’t know a dirty little cock sucking faggot when I see one?” If she had only displayed some measure of emotion, some detection of hatred in her voice, but her consistent and soothing voice made him melt as he conceded that she was correct. She wasn’t content with just an affirmation; she needed him to say the words. Knowing her as well as he did, he knew that his confession would have to be creative and inspired to please her. “Mistress, I’m a perverted, nasty sissy faggot bitch that loves having real cocks from real men fuck my slutty pussy mouth.”
“Good boy,” as she patted him on the head. James’ heart practically leapt from his chest being the recipient of Roberta’s praise. He wanted more humiliation if only it made her proud of him. “Show me how you like to suck real cocks. Make me proud by proving that you are a filthy cunt that loves getting your mouth fucked with ten hard inches of real man meat.”
James opened his mouth and didn’t have to do much. Terrance grabbed the back of his head and forcefully shoved practically the entire thick weapon in his mouth. James gagged and choked but he saw the look of disappointment in Roberta’s eyes and quickly stepped up to the task. He grabbed his little cock and started stroking it furiously. Roberta grabbed the clamps and pulled on them even harder and James tried to scream out in pain but it only forced Terrance’s cock deeper in his throat. He was sweating profusely and he felt like he was about to pass out. Terrance began moaning and saying he was about to cum and James sucked that much harder. He wanted to be the best head Terrance would ever get from one of Roberta’s submissives.
Almost without warning, Roberta pushed James to his hands and knees. He gasped for air as could breathe for the first time. He was babbling incoherently now, chanting and begging for more. Terrance repositioned himself in front of him and this time he dove for that monster cock without prompting, he loved the taste and feel of it and he was going to enjoy his journey into being a filthy cocksucker as long as it pleased his Mistress. As he began sucking it like there was no tomorrow, he felt Roberta’s hands on his back. He froze for a moment and continued on with his duties. Terrance grabbed his head and forced it all the way down on his cock and held it there tightly, forcing James to breathe through his nose and smell the manly scent of Terrance’s pubes.
Roberta’s hands spread his ass cheeks and he felt the head of a dildo pressed against his hole. He tried to scream but Terrance just held him in place like a rag doll. The lubricated head of a strapon rubbed his asshole over and over, sending chills up and down his spine. “Tell me what you want, James.”
Knowing his role, he began spewing out his desires. “I want to be used like a slut. I want to be your sissy faggot bitch. Fuck the shit out of me. Fuck my useless pussy raw, Mistress. Please use me.”
No sooner had the words come out of his mouth than he felt the searing pain of the head of the dildo penetrate his ass. He was getting fucked in both holes now, being used like he’d never been used before. He was sucking that cock like there was no tomorrow and before too long; he was experiencing nothing but pleasure from the strapon in his ass. His body was alive with pleasure. He felt Terrance tense up and start to unload a huge load of cum in his mouth and James realized he could no longer go back to his normal way of existence. His life would no longer be the same. All of his dreams, all of his desires were being realized in that moment. He was being completely used and manipulated by one of the most beautiful, dominant, utterly superior women he’d ever had the pleasure to meet. She had reduced him to the unthinkable and he loved it, he craved even more. He was about to explode as he felt Roberta’s soft thighs pounding against his ass and he realized he didn’t deserve that sort of pleasure, he realized that others would pay dearly for the opportunity he was experiencing.
Terrance pulled back and shot load after load of sticky cum on his tongue and James swallowed every drop. He looked up at Roberta as she smiled sweetly down on him. Terrance removed the strapon and fondled Roberta as only a lover could as James watched with jealousy and envy. Roberta instructed James to lie on his back and jerk off that poor excuse for a cock. He did as he was told; not needing much stimulation to get reach and orgasm, his level of arousal was at an all time high. She kicked him gently in the side as he moaned out more from the stimulation than the discomfort as she stepped over his head. She squatted lower and for the first time in his life, James saw the pussy of perfection that had filled his dreams. It was more exquisite than he had imagined and he could smell her sweet essence in the air. He longed to lift his head up and taste her but he knew he would not be allowed. He was stroking his cock and staring up into perfection when he felt the first drops of piss splatter on his face, He moaned out loud and opened his mouth as the delicious golden piss rained down on him. He swallowed hard and jerked off harder. He could hold back no longer and cum shot out of his cock like molten lava.
Some time during the early morning hours, he was kicked out of the home with a brown paper bag that held his clothes; he was naked and smelling of Roberta’s piss, his balls drained and his body full of Terrance’s cum. He had no money or credit cards in his wallet and he couldn’t call a cab. He had to rely on someone to come pick him up. “Hello, Jessica. I’m really sorry about last night. I need to ask you a really big favor. . . “