|
Author's Note: An updated and extended version of a story from 2017...
Part 1
Will Jackson sat in the black Lincoln Town car pulling up to the posh brownstone on the Upper East Side and thought back to how he'd arrived at this moment.
"Sandra, I'm really tired of dead-end relationships,' he'd said to his former girlfriend over drinks a few weeks earlier. "I know we couldn't make it work, but every time I open up to a woman it seems she can't get away fast enough. I make good money, I'm not quite 40 and I'm really fit. I want to be with someone who's smart and creative and emotionally present and at least as kinky as I am. Isn't there anyone out there for me?"
Sandra sat quietly for a moment thinking carefully about what to say. She smiled coyly and fixed her piercing blue eyes on Will from beneath her long blonde bangs. Her black velvet dress stretched tighter on her lithe figure as she leaned forward revealing the soft, pale curve of her ample breasts. She took a deep breath and replied evenly, "Will, I know you haven't had much luck. I've been asking around. I think I've found someone who would be really good for you. She could be just your kind of woman. Madeleine has a great reputation and she's really good at what she does."
"But Will," she went on, "if you're interested, this won't be like a typical introduction from a friend or the usual kind of first date you've had. Before Madeleine is willing to get involved with anyone, she wants to interview them. She's had as much bad luck as you have. It won't be like a job interview, and certainly not the usual meet-for-coffee-or-a-drink kind of thing. And you get to interview her too."
"Sandra," he said, "I know you know your way around kink. Do you really think this might be someone who's right for me?' Sandra leaned back, crossed her long, athletic legs and smiled at Will again. "Will, she's perfect for you."
The Town Car stopped and the driver unlocked the door. Will got out and stepped onto the sidewalk. He stopped and looked at the bright red door of the building he was about to enter. "I wonder if she's the one?" he thought to himself.
As he reached the top of the stairs leading to the doorway, Will was surprised when the door was opened by a tan, muscular man in a dark blue, open collared shirt and black suit. He was about Will's height and just as fit. He offered his hand as he looked directly into Will's eyes. "Will Jackson, I'm Eric Smith, Madeleine's associate. Madeleine is looking forward to meeting you. Please come in."
Will followed Eric down the hall and was directed to a stairway lit by luxurious alabaster and silver sconces that led down to the basement. Will arrived in a small room with burgundy walls and a mahogany desk next to which stood the most attractive woman he'd ever seen. He stopped dead in his tracks. He couldn't breathe.
Madeleine's emerald eyes surveyed him over high cheekbones. Her dark black hair was pulled straight back in a glossy cascade of a ponytail wrapped in a silver band. A lustrous white blouse stretched tightly over her proud, perfect breasts. A black pencil skirt stopped just above her knees while her four-inch patent leather pumps showed off spectacular legs. Madeleine's long red-tipped fingers remained clasped in front of her as she spoke in a deep, calm, commanding voice, "Hello Will, I'm Madeleine Montaigne. It's a pleasure to meet you. Sandra told me a lot about you."
He couldn't speak. He stepped closer and looked deep into Madeleine's eyes. He felt Eric standing behind him. "Will, put your hands behind your back, please," Madeleine said. "Eric, please get Will ready for the interview."
Will put his hands behind his back and felt the cold steel of handcuffs moments before he heard them click shut. "Will, I feel like I know you already from what Sandra has told me. She and I have been friends for some time. I'm surprised she hasn't introduced us before now." She looked at Eric. "The next step, please, Eric."
Will's view of Madeleine disappeared as the black scarf fell over his eyes and Eric tied it tightly behind his head. Will blurted, "Madeleine, would you mind if we.." and suddenly his speech was cut off as Eric inserted a thick leather pad into his mouth and buckled the strap tightly. Will didn't resist.
"Will, step forward slowly until you're touching the desk."
His thighs touched the desk and nothing happened for a few seconds. Then he felt Eric reach from behind him to unzip his pants. Will had given up traditional underwear in favor of a tight fitting black jock strap. Eric pulled Will's big cock and balls out of the jock strap and out of his pants and held it in his hand. He pulled Will's balls away from his cock and snapped on a two-inch black leather ball stretcher. He fondled Will's balls, rolled them in his hand and gave them a squeeze. Will was getting hard fast. Eric kept fondling and squeezing Will's balls as he pumped his cock with his other hand. Will was quickly hard as a rock. Finally, as Will squirmed and tried to stand still, Eric announced, "Mistress, I present you Will Jackson."
Madeleine walked behind the desk, sat down and leaned forward to grasp Will's cock in her right hand and his balls in her left. She began to squeeze. A low moan escaped from Will's throat. She squeezed harder and Will gritted his teeth against the pressure as his cock became even more rigid. Madeleine suddenly let go and Will sucked in air with relief but pushed his cock forward as if to seek out her hands.
"Thank you, Eric. Please see to our other guest for me. We'll be along for the next part of the interview in a few minutes."
Madeleine got up and walked around the desk to stand behind Will, her stiletto heels making her perfect, heart-shaped ass stick out as she leaned toward Will. She pulled his jacket down off his shoulders and over his arms. She reached around Will and began to unbutton his shirt as she pressed up against his back. "I want to ask you a few questions, Will. Are you ready for the next phase of your interview?"
Will was overwhelmed by the sensations in his cock and balls and his restraint and hesitated before responding. He finally grunted, "Yes" through the gag filling his mouth. Instantly, he felt twin bolts of lightning in his chest as Madeleine squeezed both his nipples harder than anyone had ever squeezed them before. "'Yes, Mistress' is the proper answer if you want this interview to proceed," she growled. Will gasped and uttered a garbled, "Yes, Mistress" and the fire in his chest subsided.
"Step out of your shoes" was the next command. He instantly complied as he said "Yes, Mistress." He felt his belt being unbuckled and soon his pants were on the floor. His jock strap was pulled down and he was naked from the waist down. He felt Madeleine moving her hands over his ass and thighs, squeezing here and caressing there. "Spread your legs," she commanded.
His muffled "Yes, Mistress" was hardly past his lips before he felt her reach between his legs and grab his balls with both hands for another breath-taking squeeze. "Bend over the desk, Will," she said and as he bent forward Madeleine let go of his balls and spread his ass cheeks to inspect his asshole.
"Keep your hands behind you and stay right where you are." Madeleine unlocked first the right cuff and removed Will's jacket and shirt and then reattached it and did the same thing with the left side before reattaching the other cuff. He was now completely naked, gagged, handcuffed, blindfolded and bent over a desk with his legs spread by a woman he'd met less than ten minutes earlier.
"Stand up straight and turn around, "Madeleine said. Will inhaled the warm, sweet scent of a confident dominant female as Madeleine stood close in front of him and reached behind his head to remove the blindfold. He felt her firm breasts pushing against his chest as his engorged cock rubbed against her tight black skirt. As the blindfold fell away he saw and felt the shock of connection in her green eyes. She unbuckled the gag and he shook his head as it came away from his lips.
Madeleine took his face in her hands and spoke softly. "You're doing well in this interview so far, Will." With a sparkle in her eyes she asked, "Is this what you expected?"
"No, Mistress:" he replied. "This is much more than I expected." Their eyes remained locked as Madeleine dropped her hands to Will's cock and balls. He drew a sharp breath as Madeleine held his hard cock firmly in one hand and his balls in the other. "You seem quite pleased with the interview so far. Are you ready for the next step?" she asked. Will nodded. "Yes, Mistress."
Eric appeared from the doorway to the next room. He took the blindfold from the desk and again covered Will's eyes. He led Will through the door to the next room. Will felt the metal cuffs on his wrists being replaced by wide leather cuffs. Eric then put leather cuffs on Will's ankles and applied a three-foot spreader bar to the cuffs. Will felt his arms being pulled up vertically behind him as he was forced to bend over parallel to the floor. Eric removed the ball stretcher and replaced it with a noose that he tightened around Will's balls. The long end of the cord was attached to the middle of the spreader bar. Eric tightened the cord so that Will had to keep his legs more than slightly bent as his balls were pulled downward.
Through the stress in his back, thighs, balls and arms, Will could smell the pungent aroma of female lust. "Will, this interview will ask a lot of you. Do you trust me?" he heard Madeleine breathe softly in his ear. Will's mind was spinning. He had never been so aroused in his life or felt more vulnerable and cared for at the same time. He remembered the look in Madeleine's eyes and the energy he'd felt leaping between them. "Yes, Mistress," he replied.
Madeleine pushed Will's head down until his face was buried in Sandra's pussy. "Lick, Will. Do your best," she said.
Sandra was blindfolded and laid out on her back in front of Will strapped to a gynecologist's table. Her feet were shod in five-inch black patent leather high heels locked into stirrups on either side of her former boyfriend's head. Her long blonde hair was pulled back in a ponytail. Her pink nipples rode high on her firm, conical breasts adorned with little shiny chrome clothespins. She groaned through her gag as Will began to lap at her clitoris.
Eric and Madeleine exchanged glances. Eric took off his coat and laid it on a chair. When he was naked, he approached the head of the table and removed the gag from Sandra's mouth. He turned her head sideways and replaced the silicone penis with his own as he gently twisted the pins on her nipples. The muscles in Sandra's elegantly muscular thighs flexed in response to Will's efforts and the sensations in her breasts as she gasped in pleasure around Eric's penis. Eric admired the line of her calves and the tension in her abs as she sucked on his cock and Will continued to pleasure her.
Madeleine stepped out of her skirt and unbuttoned her white blouse to reveal her high, rounded breasts encased in a black leather bustier. Her sheer, dark stockings and black lace garter belt set off toned thighs and perfect calves over black four-inch heels. She slid off her panties and picked up a double-ended strap-on dildo. She was already wet from watching Will and Sandra and Eric. She inserted the shorter end of the dildo in her pussy and buckled the strap around her waist.
Madeleine stepped behind Will and put her left hand on his hip. "Will, you're doing beautifully. There's more that I want from you now. Will you give it to me?"
Through a haze of lust and saliva and Sandra's juices Will stopped licking and croaked, "Yes, Mistress."
Madeleine spit on Will's asshole and used the eight-inch black dildo to rub her saliva around. She positioned the head of the black artificial dick with her right hand and pushed it slowly but surely into Will's ass. Will grunted as the head of the silicone penis passed his ass-ring. Madeleine reached around Will's right hip and took a firm hold on his cock as she pushed the dildo all the way into him. She began to move her hips back and forth as she pumped Will's cock with her hand.
Will tried vainly to fuck Madeleine's hand in time with the rhythm of the dildo pounding in and out of his ass. Will growled in frustration as he got closer but not close enough. Sandra screamed around Eric's penis in her mouth as Will finally pushed her over the edge. Suddenly, Madeleine let go of his cock and abruptly pulled the dildo out of his ass. Eric withdrew his dick from Sandra's mouth and pulled the table bearing Sandra away from Will leaving him suspended from his arms breathing hard into empty space.
Eric quickly put the penis gag back in Sandra's mouth while Madeleine lowered Will's arms and allowed him to stand up straight. Madeleine walked up to Will and kissed him hard. She could taste Sandra's juices mixed with Will's frustration as their tongues locked. She broke off the kiss and quickly inserted the leather gag back into Will's mouth and buckled it behind his head.
"Will, thank you very much for giving so much of yourself to this interview. I'll be in touch. Eric will show you out."
Having donned his clothes, Eric unbuckled Will's ankle cuffs and untied the cord holding his balls to the spreader bar leaving only the cuffs on his wrists and the blindfold in place. Eric led Will back into the outer office and closed the door behind him. Finally he removed the gag.
"Eric, what the.." sputtered Will before Eric quickly interrupted him. "Will, please be patient. Madeleine has her ways and you have to respect her process. When she says she'll be in touch that means you can count on hearing from her. I assure you that she's really pleased with the results of this meeting. When I release you from the cuffs, please leave the blindfold on until you hear the door behind you close and I've left the room. Then get your clothes on and let yourself out. That's all I'm going to say."
Will felt Eric release the locks on the wrist cuffs and heard the door close. He yanked off the blindfold and looked around. There was nothing else in the room but the cuffs, blindfold and his hard-on to connect him to the last 45 minutes. "What the hell was that all about?" he thought. Then he remembered the look in Madeleine's eyes and knew that this was just the beginning of the story
Part 2
When the sun rose, Will was lying in bed relishing the sensations still playing in his body and mind from the previous evening's interview with Mistress Madeleine Montaigne. His cell phone chirped with a message, "7PM tonight...MM."
He became erect as he remembered the intensity of Mistress Madeleine's gaze when she wrapped her hands around his cock and balls. It would be a long day waiting for 7PM to come.
He called his friend Sandra to thank her for setting him up with Mistress Madeleine. The call went to voice mail. "Oh well, I'll catch up with her later," he thought.
Will was waiting at Madeleine's front door at 5 minutes to 7. He rang the bell exactly on the hour. Eric, Madeleine's assistant answered.
"Step inside, please," Eric said, "and don't say a word." Eric closed the door behind him. Will followed Eric into the same room with burgundy walls where his adventure had started the night before.
"Take off all of your clothes and put them in the open trunk against the wall. Then stand in front of the desk with your hands behind you."
"But," Will said before Eric cut him off. "One more word and I'll have to ask you to leave," he said. "Do I have to repeat Mistress's instructions?" Eric pulled a leather blindfold over Will's eyes and secured it behind his head.
Standing naked in front of the desk with his hands behind his back, Will heard the click of a lock from the direction of the trunk. Then leather cuffs were attached to his wrists and he heard two more clicks as the cuffs were locked in place. A third click attached the cuffs to each other. Eric said, "Open wide," and inserted a thick leather mouthpiece in Will's mouth and buckled the panel gag tightly behind his neck with yet another click.
Will gasped as biting cold enveloped his cock and balls. As his cock shrank, Eric slid a ring behind his balls and locked a metal cage on his cock
He grunted as he felt Eric pull down on his balls a tied a thin leather strap tightly around his scrotum. He felt a tug on his balls as Eric said, "Follow me."
Will took small steps as he moved slowly forward guided by Eric's pulling his balls. A slightly different, warmer temperature and the faint tang of wood smoke told him they were in another room. "On your knees," said Eric. Will knelt and abruptly felt a downward tug on his balls. "Just making sure you don't go anywhere," said Eric as Will knelt a little taller and was rewarded by a yank on his balls.
Will stayed on his knees for what seemed the longest time. He felt the warmth of the fire on his front side. Suddenly, the warmth of the fire was blocked and he felt a presence before him. He waited. He felt a searing pain in both of his nipples followed by a chuckle and a throaty, "Did you miss me, Will?" He felt himself getting hard. Madeleine's hand wrapped around his cock. "This is mine now," she said. "Just for me and for nobody else. Do you understand?"
Will grunted and shook his head. The searing pain in his nipples resumed. "What did you say?" He mumbled, "Yes, Mistress" around the gag. He felt the caress of her hands on his neck and shoulders before she pushed his head down to the floor. "I have something for you," Madeleine said.
Will flinched as he felt her hands play across his ass. Moments later she ran her hand over his anus. She inserted first one slippery finger and then two and moved them in a circular in and out motion. "Are you ready for the next step, Will?" He again grunted, "Yes, Mistress."
He felt pressure on his anus as Madeleine slowly pushed the plug in. "Try and relax, Will," she said. He tried to relax but the pressure was relentless. It felt like he would split in two. Harder, harder she pushed and with a momentary sharp pain the plug seated itself in his ass.
Her hand on his chest pushed him up right. "Two down, and one to go," she said.
Madeleine unlocked the chastity cage and concentrated on the head of his cock as he became slightly erect. He felt her apply something slippery to his urethra. He shuddered as he realized what must be coming next. He shook his head side to side ever so slightly. One more time he felt a biting pain in his nipple. "You have to trust me, Will. I know what you want better than you do," she said.
The pain in his nipples stopped to be replaced by pressure at the tip of his penis. Slowly, slowly the plug entered with a gentle stretching sensation in his cock. Just when he thought it would never end, it stopped. Before he could get too hard Madeleine slid the cage back on his cock to hold the urethral plug.
"This is what you wanted, isn't it Will? You are mine. Every one of your orifices is filled, your balls are tied to ring in the floor, your hands are locked behind you and you can't see. I'm going to leave you here for a little bit to enjoy this."
He felt the warmth of the fire again on his chest. As time passed, his knees began to hurt and his thighs were tiring. He heard someone enter the room. There was a click from behind his head as the lock on the gag was removed and pulled out of his mouth.
He could smell her now. She was close. The warm, pungent, sweet unique smell of a woman. He felt hands on the back of his head as she pulled his face forward to her. "I think you have some idea what to do next, Will," she said. "You can be sure I'll give you guidance if you need it," she laughed.
He was harder than ever now in the chastity cage. Will stuck his tongue into the folds of her vagina. He began licking and felt her grab his hair and squeeze. "Slower," she said. "Slower, softer." He backed off and began moving his tongue in circles around her clit. "That's much better," Madeleine said in a husky voice.
After a while, Will felt her shudder and cry out softly. She let go of his head and backed away. "That's a very good start, Will. On to the next step."
Will felt another presence join Madeleine. He felt Madeleine's hand caress his forehead. "You're mine to do with you whatever I want, Will. Open up."
Will smelled a flat male aroma just before Eric's penis went into his mouth. "I want to be sure, Will, that you can manage whatever I need," Madeleine said.
Will felt Eric's hands on the back of his head as Eric slowly thrust his big cock into Will's mouth. "We will be gentle with you at first. Will," Madeleine said. "You have to learn how to do this. Just relax. Breathe through your nose and get a lot of saliva going."
Will could feel the crown ridge of Eric's penis going in and out between his lips. "Use your time well," Madeleine said. "Be creative. Imagine what you would like and do it!"
Will caressed the head of Eric's cock with his tongue and sucked and sucked. Finally, Eric grabbed the back of Will's head even harder and pushed his cock down Will's throat as he exploded. Will gagged and Eric quickly pulled his cock out. Well felt a warm cloth wipe his face as he swallowed Eric's come.
He felt Madeleine's hand caress his face yet again. "You did very nicely, Will. We're going to be great together." Eric's manly scent was replaced by her light fresh aroma as he briefly felt her lips on his. Something hard pushed against his lips and he opened his mouth as the gag was again locked around his head.
"After all that, you need to rest, Will." He felt a tug on the leather wrapped around his scrotum. "Get up now," she said. After a few steps, she turned him around with hands on his shoulders pushing him to sit.
He felt the surface of a firm bed beneath him. "Lie on your side, Will." Eric buckled leather cuffs on his ankles and locked them together. He used a leather belt and strapped his knees together. Then he took a piece of chain and pulled his ankles up to his wrists into a semi-comfortable hogtie. Then Eric buckled a collar around his neck and attached the collar to one corner of the bed. Another chain connected the leather belt around his knees to the opposite corner of the bed. "I hope you didn't have any plans for the weekend, Will," Madeleine said as she and Eric left the room.
Will found himself with every orifice filled, immobilized, and helpless. It was beyond anything he'd ever experienced. "What have I gotten myself into?" he thought as he drifted into sleep.
Part 3
Will awakened to someone licking his cock inside its cage. He couldn't move very much and the blindfold prevented him from seeing who it was but that didn't mean that he couldn't react. He got hard fast. The urethral plug made his trapped erection feel fuller than ever before. He could feel the come building up as he got closer and closer to coming. He couldn't imagine what would happen if he came with the plug in his cock but he couldn't stop getting closer and closer. Just as he was about to come the licking stopped He growled in frustration. "I hope you had a nice nap, Will," Madeleine whispered into his ear.
Eric removed the chains locking Will to the bed and the straps holding his knees and ankles together. Eric guided him to a sitting position on the edge of the bed. "Stand up, Will," he said. A hand on his shoulder guided Will as he walked slowly forward. He could feel cold tile beneath his feet. "You're going to freshen up, Will," he added.
"Good morning, Will," said Madeleine. Her warm hands untied the leather wrapped around his scrotum and Madeleine ever so slowly pulled out the urethral plug before removing his chastity cage. Then she led him by his cock a few feet in another direction. "This is your chance to urinate Will. Make it count."
Among the many things Will had never done was to urinate with a woman holding his cock. He finally managed to empty himself into the toilet. "How is the rest of you doing Will, do we need to do anything else?" He took his head no. He felt hands at the back of his neck removing the gag and in a few moments glass of not too sweet liquid was at his lips. "Drink this, it'll keep you going," Madeleine said He drank about 12 ounces of water full of electrolytes, a little protein and Cialis.
As soon as Will was finished drinking, he felt the pressure of another gag at his lips. This time it was a 3 -inch penis gag that was locked behind his head. "Onward, Will!" said Madeleine.
Madeleine massaged his balls and penis and he felt some kind of strap being buckled around his scrotum. He felt a tug on the strap as they moved away into another room.
The plug in Will's ass was uncomfortable as he shuffled slowly forward. The cuffs behind his back were unlocked and first one hand and then the other were pulled over his head and attached to some kind of bar. Eric nudged his thighs apart and his ankle cuffs were attached to another bar. There was a mechanical sound and his hands were pulled taught until his heels we're just barely off the ground. Eric buckled a belt around his waist with a front panel and a strap to hold Will's cock straight up flush to the panel. Madeleine buckled the head of his cock vertically in front of him. Then the strap around his balls was pulled down to the ring in the middle of the bar holding his feet apart and pulled taught.
He felt Madeleine's warm breath as she pushed her body against his chest and held his ass in her hands. As she licked his jaw next to the gag, she breathed into him and said, "I have to warm you up a little bit for the next part of your adventure." Will wished for the umpteenth time that he could see her but the blindfold made sure that wouldn't happen.
She pulled away and he heard a rustling and then a swishing sound. After several repetitions, the swishing sound was followed by an explosive burst of fire across his ass. "Count for me, Will," she said.
"One," he growled. By the time he got to 100 the backs of his thighs, his ass, the front of his thighs, his stomach and chest had all felt the crop. Then came the first crack of the crop on his testicles followed by his erect penis. "Keep counting, Will." When he got to 200 his cock and balls and nipples were on fire and he was harder than ever.
He heard the sound of something rolling across the floor. Will's former girlfriend Sandra was hooded with ear plugs blocking out any sound. She was naked, gagged and bound on her hands and knees on a rolling table in front of Will. Sandra had clamps on your nipples and an electrified butt plug up her ass.
Mistress whispered in Will's ear, "Our friend here is clearly wet and ready for you. No matter what she does, no matter how much she moves, no matter what happens, you... may... not...come!"
Will was beyond excited. His whole body was on fire and his cock felt like there was an electric wire running through the middle of it. He had never been harder or more eager to come in his entire life. "Did you hear what I said, Will? You may not come." He nodded his head and mumbled "yes" around the penis gag.
Earlier in the day, Sandra had been brought to the brink of orgasm by Eric time and time again. It felt to her like her every hair on her body was standing up straight and quivering. She trembled with anticipation and longing for release. And then Eric turned the dial on the power box that led to the butt plug up her ass.
Sandra started to shake even more and to rock back-and-forth on her knees despite the chain attached to her collar. The buckle around his cock was unsnapped and his erection sprang out straight in front of him. He felt the warmth of a woman's vagina slowly embrace his entire length.
Will groaned as she tried to push herself harder onto his cock and he willed himself not to come. He had little purchase with just the balls of his feet on the ground and his heels in the air. At that moment, he heard the swish and then the crack of the flogger on his ass driving him forward into Sandra. He quickly pulled himself back as the flogger struck again, and again, and again. The pain in his ass was overlain with the fire in his cock as he made a superhuman effort not to come.
The flogging stopped. Will pulled himself back as best he could. Eric rolled Sandra slightly forward so no matter how far back she leaned she couldn't touch Will's cock. Will and Sandra were both covered with sweat and panting with exertion. Yet as close as each had been, neither had gone over the brink.
Eric detached Will's wrists from the bar above his head. He brought them quickly behind his back and locked them together. He wrapped a leather strap around Will's arms above the elbow. He pulled the ball gag out of Will's drooling mouth and quickly replaced it with a penis gag with a 7-inch cock protruding out in front.
"Consider your frustration a service to me, Will," Madeleine cooed into his ear. "Bring our friend to orgasm as fast as you can."
Will bent forward as Eric rolled Sandra closer to him. Sandra shuddered as the big black silicone phallus entered her cunt. Will began to thrust in and out.
"Let's see if I can help you along," said Madeleine as she picked up the long black crop. She struck Will with the crop with the regularity of a metronome as he thrust the phallus sticking out of his face forward into Sandra. After just a few minutes, Sandra came screaming into her gag and all but collapsed in her bonds.
Eric wheeled Sandra away while Madeleine took the gag out of Will's mouth. Breathing heavily, Will straightened up and tried to compose himself. She removed the blindfold and wiped his face and neck with a warm washcloth and before patting his face dry with a towel. It was the first time Will had seen Madeleine since his visit a week earlier. Even in the midst of his predicament and running with sweat, her stunning beauty left him transfixed.
She took his face in her hands and looked deep into his eyes. "Thank you, Will. Your control and responsiveness are everything I'd hoped for. Eric is going to take you to get some rest. I want to make sure before you go that you'll be ready for tomorrow." He lost himself in her green gaze for a moment.
Will flinched as Madeleine reached over to the small table and took an icy compress which she quickly applied to his cock and balls. "Breathe, Will," she said as she kept looking into his eyes.
After a few minutes, Will's cock was just slightly erect. Madeleine slipped a stainless steel ring over his cock and balls and seated it. She dipped her fingers into a small bowl of clear oil and spread it gently under the base of the ring around Will's package. She picked up the cage with the urethral plug, guided the plug into Will's cock and slipped the cage onto the post on the ring and locked it with a small black lock.
"I know you've had a big day, Will. You need your rest and I don't want you to get distracted." Eric appeared to unlock Will's ankles from the spreader bar. He attached a leash to the tip of the cage and started toward the door with Will following. "I'll make sure to clean him up and feed him, Mistress. We'll see you in the morning."
Part 4
Eric went about cleaning up Will in a workman-like way much as a groom would tend to a horse. He fed Will, watered him, washed him down and tethered him to the bed. Will spent the night in fingerless gloves with his arms attached to his collar. His arms were bound tightly to his body with leather straps and his knees ankles and thighs similarly restrained. Eric inserted a small diameter tube into the gag in Will's mouth and turned out the lights. The lights came back on abruptly.
"Oops, I forgot to attach you to the bed, " Eric chuckled as he attached the leash that ran from the tip of Will's cock cage to the bedpost.
"All better now," he exclaimed as he turned out the light again. For the second night in a row, Will went to sleep wondering what could possibly happen next and what he had gotten himself into.
"Good morning, Will," growled Eric as he unraveled Will from his bonds to get him ready for the new day. Will had slept soundly but for the minutes after he'd been awakened by the midnight pain as his cock tried to become erect in its cage.
Eric again made sure Will was completely clean before re-locking his cuffs behind his back and putting a small diameter ball gag in Will's mouth." No blindfold today," Will thought, "I must be coming up in the world."
Eric tugged Will along by a chain attached to his cage. They walked into the same room with burgundy walls and a fireplace that had been the scene of so much pleasure and pain the day before. In front of Will was a two foot high, three by five foot X-shaped table festooned with cuff and straps on metal attachment points at the corners and at the intersection of the X.
Will saw the pads close to one end of the table as Eric said, "Get up and kneel on those pads, Will." Will shuffled over to one end of the X and Eric helped him to kneel on the pads. He locked the cuffs on Will's ankles at the lower ends of the X Just at the level of Will's waist was a metal cradle with a leather buckle belt at the top. "Lean forward and grab the corner posts on the front part of the X, Will, said Eric. He buckled Will's wrists into the cuffs at the front corners of the X as Will's chest and stomach rested on the cradle that rose from the table. Eric buckled the straps over Will's back to bind him tightly to the cradle leaving him on his knees, torso horizontal with his hands spread out in front of him.
Eric removed Will's gag and replaced it with an open-faced head harness with attachment points in front, back and side. He ran an adjustable strap for the back of Will's head to an ass hook that he quickly inserted in Will's ass as he drew the strap tight raising Will's head to a 45 degree angle. There was no place Will could go and he couldn't move.
Eric went around the table to check all the buckles and straps. He reached underneath the table and pulled out a power box. cables and some blue bands. He squirted some electro gel on the bands and attach one just behind the head of Will's cock and the other tightly around his scrotum.
Madeleine walked into the room. "Good morning, Will," she said. "So glad to see that you're ready to start the day with some fun." Madeleine was wearing black heels, stockings and a black garter belt with a wickedly tight corset. Her hair was pulled back in a ponytail and she had black leather gloves laced up to her elbows.
Will couldn't move a muscle and the penis gag in his mouth kept him from saying anything. Today at least he could see Madeleine, or at least most of her, until she got up close to him. His face was right at the level of her vagina. She slipped off her panties, dropped them on the floor and move to within inches of his face.
"Do you like how I look, Will? Do you like how I smell? Would you like to know how I taste?"
Will felt the first tingling from the power box to his cock. At first it was just prickly and then it reinforced itself into waves of blissful pain.
Eric walked behind Will and Will could feel his slippery fingers up his ass. Eric started gently massaging Will's prostate and he thought he would explode in an instant. Those fingers were replaced with Eric's massive cock, slowly at first and as little by little Eric inserted himself into Will. He got all the way in and stopped moving.
Madeleine unbuckled Will's gag and moved herself in front of Will until the little tuft of her pubic hair was tickling Will's nose. "You know what to do, Will," she said.
Will stuck his tongue into Madeleine's vagina and made soft circles around her clitoris until see cooed "Very nice, Will. Keep that up.
Eric began to move slowly in and out of Will. All the way out and then all the way back in as Will felt alternately empty and then full again.
Will moved his tongue directly up-and-down on Madeleine's clitoris. She grasped the back of his head and breathed hard. "That's even better now, Will." Eric dropped his hand to the power box and turned up the intensity. Will flinched as the first pulses of the higher voltage ripped through his cock and balls. He could feel the sperm boiling in his balls.
Madeleine's musky scent and tangy juice covered his face as Will licked for all he was worth. Eric started moving more quickly in and out in and out. The electricity seem to be reaching down into Will's balls to pull the come out through his shaft.
"Mistress, may I come?", he asked.
"Keep licking, Will," she replied. "I may let you come after I do."
Will re-doubled his efforts though he was distracted by the cock up his ass and the constant pull of the electricity against his effort to hold back.
After what seemed like an eternity to Will, Madeleine began to pant. "That's it, Will! That's it!" With a little cry and rammed her vagina into his face. Will could feel the contractions of Madeleine's pussy.
He turned his head slightly. "Mistress, May I come?. " "Yes, Will. You may come," she said.
He buried his face again in her pussy. Eric pushed harder and faster and turned the electricity just another notch. Will felt the fiery happy agony of his sperm coming closer and closer to exploding from his cock. One more thrusts from Eric and a few more pulses of electricity and he came screaming into Madeleine's vagina.
In the early afternoon Will had been given time to clean himself up and to dress in the clothes he'd taken off two days earlier. He was sitting in the room with the burgundy walls in front of Madeleine's desk. The events of the previous days enveloped him in a happy glow that he had not experienced in years.
The door opened and Madeleine walked in wearing a dark green sheathe dress that set off her eyes and raven hair. Will stood instantly. "Mistress....'" he began.
"Just a minute, Will. Come sit with me on the loveseat." They walked over to a dark blue loveseat and sat at 45° to each other with their knees touching.
Madeleine took Will's hand in both of hers.
"Will, here's what I know. You are made to work, play, and perhaps do more with me. It is important to me what you think and right now it's more important to me that you do what I tell you what to do."
"Stand up and face me. Unbuckle your pants and let them drop to the floor."
Madeleine reached for a box on the end table next to the loveseat. From a red felt bag in the box she extracted the stainless steel chastity device. She pushed the retaining ring over his cock and balls, added the cage and locked the device on Will's cock.
"You are mine until I say differently. We will talk about this again in a week. I want you to have time to think about everything that happened. I want you to think about what it would be like to spend more time with me. I don't want your money, I know you have friends and relatives and a terrific career. I don't want those parts of you to become any less. Yet the rest of you, your heart, your soul your fantasies, your dreams, your hopes, and perhaps one day even your love are all things I'd like to find out if you're willing to share. Do you think a week is long enough for you to think about all this?"
Will looked into Madeleine's green eyes. It took only an instant for him to answer. "Yes, I'll think about everything you said, Mistress, but I don't need a week."
Madeleine reached up and grab Will's balls beneath the cage and squeezed hard. He grunted and bent forward with the pain.
"Will, I told you to take a week to think about this. That means you're going to have to think about it for a week. I'll see you again seven days from now and you can tell me then what you want to do."
Madeleine let go of his balls and he straightened up.
"Yes, Mistress. I'll see you in a week."