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BDSM
The alternative lifestyle of BDSM had always intrigued him. The thought of it aroused him. Myles had been more than curious about bondage, discipline, submission, dominance, sadism, and masochism long before he became a gigolo, but now that he made a living from sex, Myles had many opportunities to wander in and out of the lifestyle with many of his clients.
Myles also knew that most people wouldn’t believe him if he told them that as much as twenty-five percent of the general population engaged in some form or level of BDSM. Many people would refuse to believe this; couldn’t comprehend it. He knew that sexually conservative and sexually repressed people couldn’t even comprehend what it was like to be so sexually free. They couldn’t understand that BDSM was not only pleasurable, but extremely fulfilling, too. And for Myles, it fulfilled him completely to be the submissive; the bottom; the slave; the bitch.
Many people weren’t comfortable in this position because of the complete surrender to your Master that it required for you to completely enjoy the experience. But Myles had no male ego about having to be dominant, so he found extreme pleasure in giving himself up completely to his Master. He enjoyed being a toy for her pleasure. He didn’t know her real name (not even her first name) and probably never would, but he knew what names he had to call her by: Mistress, Master, Ma’am, Whore, Slut, Bitch, and Cunt. He called her whatever she told him to call her; whatever she felt like being called.
He had met her like most of his clients – on his Gigolo website. She had liked his professional pictures and “his look.” As soon as she saw his pictures with his big, beautiful blue eyes, she could see he was the submissive type she was looking for in a playmate. So as she casually perused through the rest of his website, she came across his “levels” of service and their associated costs. She found his listing of BDSM services under the “VIP” link on his site, which required a password.
It didn’t take her long to find his phone number as she immediately called him. After only one ring, he answered, “Hello, this is Myles, how can I take care of you?”
She loved his answer and loved answering him in return with her best seductive voice, because his voice had just melted her ear to the phone. “Myles, this is your future Mistress calling.”
He responded without hesitation, faster than he could blink an eye, “Yes, Mistress, how can I be of service to you?”
“Good, you’ve already impressed me with your eagerness. Now be a good slave and tell me the password to your VIP section.”
“Of course, Mistress,” which rolled off of his tongue without trouble as he continued to speak, “the password is: Mistress – with an uppercase M.” She smiled as she somehow knew that was what he was going to say. She replied, “Oh, you’re such a good slave aren’t you? I look forward to meeting you soon. I’ll be in touch.”
After entering his VIP section, she discovered that this level of service, BDSM, required a public meeting first (even if it were only for a few minutes before they proceeded sexually), and it was very expensive. If she wanted to have a true BDSM experience where she was completely in control, she’d have to be willing to pay steeply for the experience: $1,000 for four hours; $2,000 for eight hours;$250 per hour after that; and for the price of $4,000 or $6,000, she could have Myles as her sex slave for 24 or 48 hours.
The 48 hour option was one that Myles had only experienced once before. It was an amazing experience, but it’s also the experience that required the highest level of trust – as he knew he’d probably be tied up for many hours during that 48 hour period. This option wasn’t even available to new customers. You had to be a repeat customer to order the “48 hour special,” as he liked to call it.
The thought of paying someone for their services turned her on even more, because after paying $2,000 for eight hours of his service, she was damn sure she was going to get what she wanted out of the experience. To pay that much money for his services made him her bitch immediately, which is exactly what she was going to make him – her Bitch; her Slave; her Whore.
Myles met her on a late Saturday morning in February, at a corner coffee shop near her suburban neighborhood. Meeting her in this “rich” part of the Twin Cities made him smile at the irony of the location. “How many of her neighbors know this side of her?” he thought. And he also knew the answer, “None.” Nobody knew or would ever know what Myles and her were about to do in the basement of her home.
With an air temperature of -10 degrees outside, the coffee shop was bustling with people who just wanted something warm on their lips while they got into their ever running, winter cars. She walked in wearing a full length fur coat and fur hat. And she wore it like it was supposed to be worn by a woman like her, without regret or apology. She made it look sexy and she didn’t even bother to hide her heavy makeup; rather, she flaunted her flamboyant lips, cheeks, and eyes for everyone to see.
Myles laughed on the inside as he watched her make her way through the coffee shop. He laughed because he could see all the men that wanted to stare at her but knew it would be too taboo to stare with such obvious desire. However, Myles, who was sitting in a cushy leather chair in his pin-striped suite and his dress coat unbuttoned, had no problem giving her a long, full, lustful, obvious stare.
He liked what he saw and wasn’t going to be shy about looking at it. He also knew by the smile on her face, that she enjoyed him undressing her with his beautiful eyes. She liked being the only object of his attention. She liked that he soaked her up without seeing anyone else around her. When she stopped next to him, she lightly spoke her first command, “Follow me.”
Getting out of his chair eagerly, Myles followed her out the front door and followed her home in his vehicle. Her home couldn’t have been worth less than $750,000. It was enormous and beautiful. There was plenty of room for him to park his Escalade ESV in their spacious five-car garage. She immediately closed the garage doors as his vehicle pulled in. “She obviously isn’t worried about her neighbors,” he thought. But he knew that was largely due to the privacy of her home, which was tucked back in the woods in her gated development – like all the other homes were, too. But he also found out later that she knew her closest neighbors weren’t going to be home this morning.
Getting out of his vehicle, he followed her into her home. “You can leave your shoes and coat here,” she told him. Next, she took her own jacket off in front of Myles which is when he discovered she was naked under her fur coat. She could see the surprise and satisfaction in his gaze as he looked over her beautiful body. She wasn’t a petite woman, nor was she “fat” or “big;” instead, Myles would have described her figure as “voluptuously curved to perfection,” which were the words that accidently escaped from his lips as he continued to stare at her body.
This remark made her laugh, but charmed her at the same time. Myles wished more women had a body like hers. That is, a body that’s sexy, not because of its perfections, but because of its beautiful imperfections. He loved her full arms and legs; again, not fat, but not skinny either. He loved her full breasts – he put them at the cup size of D. He loved the small belly she was developing. He loved her long, dark hair; her pretty, round face; and her dark, trimmed pubic hair between her legs. But what made her so sexy and beautiful was the fact that she was comfortable with her own body and knew that beauty could be achieved without perfection. He loved her high sexual comfort level with herself as she turned and started walking away from him. That’s when Myles discovered a couple of other things about her that he loved: he loved her beautiful round ass and the way she swayed her hips as she walked so seductively and slowly away from him.
“Go downstairs to the basement and put on the stuff I’ve laid out for you on the couch. You may have a drink from the bar to calm your nerves if you’d like. You have plenty of time. Don’t disappoint me by not being ready for me when I come downstairs, though,” she spoke as she walked away from him, up the marble stairs, and out of his site. He had immediately replied to her command as soon as it had left her lips, “Yes, Mistress.” And as she disappeared from his sight, he moved to the basement.
The basement of her home was larger than most homes total square footage. It had a full bar; large flat screen TVs’ everywhere; pool tables; dart boards; and a plethora of plush, leather sued couches and chairs. On the largest sectional couch in the middle of the room, Myles found what she had in mind for him. She had laid out a blindfold; handcuffs; a black-leather, slave collar with a long leather leash; a leather cock ring; and a small, black anal butt plug. Without any instructions, Myles knew how she wanted him to look, and began to prepare himself for her.
Taking off his clothes, he immediately got naked and hung his clothes in the nearby closet. Next, he put the slave collar on for her, followed by the leather cock ring, which he put down as far as he could on the base of his cock as he left it only snug for the time being. He carried the blindfold, handcuffs, anal butt plug, and the lubrication she had left him, over to the bar. “Yes, a stiff drink to calm my nerves is exactly what I need right now,” he thought to himself.
So when he got behind the bar, he grabbed the 6.5 oz. mouth-blown short glass, filled it with ice, poured vodka almost to the rim, and topped it off with a splash of orange juice, “To fight off scurvy,” he always liked to joke.
Sipping on the drink slowly, Myles could feel his nerves (which had been tingling before) begin to calm and his muscles relaxed. After finishing his first, Myles had one more stiff drink. He wanted that perfect buzz from the alcohol – the buzz that numbed his senses (especially the feeling in his cock) without affecting the performance of him becoming long and hard for her.
Beginning to feel in the submissive mood, he knew what he must do next: he gently lubed his own ass with his finger before the short, stubby butt plug was swallowed eagerly by his ass. Once the plug was in place, Myles walked over to the couch where he put on his blindfold and then cuffed his own hands behind his back.
After what seemed like an hour, he could hear her coming down the stairs, so he immediately got on his knees for her. When she saw him on his knees, next to the couch, she let him know that she was pleased, “Good job, Slave. You’re already house trained I see. I like that.”
When she was next to him, she grabbed the top of his head and pushed his nose only centimeters away from her pussy lips and pubic hair. “I want you to smell me,” she commanded, “I want you to get a good smell of the sweetness of my pussy. And, maybe, just maybe, if you’re a good slave, you’ll get to have a piece of it later.”
Myles did as he was commanded and pulled in the air around his nose slowly and deeply as it was filled with the scent of her pussy – he could smell heat, wetness, salt, sugar, and lust. “Mmm, your pussy smells so good, Mistress. I promise to do whatever it takes to get a taste of that later,” he told her.
“Maybe, you will, and maybe you won’t. But next, I want you to smell something else of mine.”
Taking a couple of small steps and turning away from him, so that her ass was facing him now, she reached behind herself, grabbed the back of his head, and pulled his face into the crack of her ass as she bent over and spread her cheeks apart with both of her now free hands. This was a scent that was very different from what he had just experienced next to her pussy, but one that turned him on equally; perhaps, even more. Which is why he asked her, “Mistress, may I get a closer smell of your ass?”
“Yes, Slave, you may,” came her response, “but no licking or touching my brown star is allowed yet, Slut!”
So with her permission, and by feel alone, he put his face next to the bottom of her pussy again, and this time, gently touched her with the tip of his nose as he ran it up her pussy lips and the crack of her ass. His nose was buried between her open cheeks and gently touched them, but he made sure he never touched her star with even the slightest tip of his nose. Being this close to her asshole, he definitely could smell the scent of her ass: it smelled musky, dirty, hot, eager, tasteful, and forlorn. He also hoped he would have the opportunity to have a little of this dessert as well.
After sniffing her pussy and ass for several minutes, she stood up, grabbed his leash, and made him crawl on all fours to the ottoman next to the couch. “Stand up, Slave,” came her sharp command.
As he stood, he told her what she needed to hear, “Yes, Mistress.” Getting to his feet, his cock was already ragging hard, which she immediately slapped downwards with her hand, bring a light moan of pleasure and pain out of his lips. “You like that don’t you, Bitch!” she whispered in his ear.
“Yes, Master, may I have more,” he pleaded. “I’ll give you whatever I want, not what you want, do you understand?” she asked, but yet commanded.
“Yes, Mistress, I understand,” which is when he felt her next slap across his mushroom tip that sent his cock wiggling from side to side. Again, he moaned as he enjoyed the light punishment she was giving his cock. “Lay on your stomach on the ottoman, Slave,” she demanded next.
He had only been on the couch a few short seconds, when he could feel her hands pulling his ass cheeks apart as she looked at his ass and the plug that was extruding from his asshole. “You like that plug in your ass, don’t you, Slave?!” she asked loudly. His response was what she knew it would be, “Yes, Mistress, but I’d love your fingers in my ass even more.”
“No, you want nothing! Do you understand? I’ll give you what I want! I’ll give you what you deserve after that smart remark!” she scolded him.
Taking the leather crop that she had placed on the couch, she began to spank his ass firmly. And just before the first, hard whip of the crop met his ass, she pushed play on the remote and the air was filled with music that muffled his moans of pain and pleasure. Then, randomly in between spanks, which were frequent and many, she bent over him and repeated some of the lyrics that were playing. She repeated them softly, yet firmly in his ear as she repeated Rihanna’s lyrics, ”Don’t try to hide it. I’m going to make you my Bitch . . . And it’s not even my birthday.”
“Yes, I’m your Bitch, Master. I only want to do what you want me to do. I only want to speak what you want to hear,” came his reply to her whisper. And, though, he couldn’t see her face, she smiled as she responded, “Good, now you’re starting to understand, Slave.”
She continued to spank his ass with the crop for several minutes, while she occasionally spanked his balls lightly. Her next command was for him to roll over on his back, which he did eagerly. And as he rolled over, she could see a wet spot on the ottoman from where his juices had worked their way out of the tip of his hard cock. “Slave, I didn’t give you permission to make a mess,” she told him. “You’re going to have to be punished some more; that is, until you learn how to behave like the good little Slut you are!”
“Yes, Mistress, I deserve to be punished, but I promise to learn how to be a better Slut for you,” was how his submissive plea came off of his lips. Again, he couldn’t see it, but these words brought a smile to her face as she slapped his nipples and cock with her crop. Some of the spanks were light and playful, and she even occasionally dragged the tip of the crop over his skin, over the tip of his cock, which made his whole body jerk with pleasure. Yet, ever so often, and without warning, the spank would be hard and would leave his flesh stinging and feeling hot. He enjoyed both types of spanks equally as more pre-cum oozed from the tip of his dick.
Suddenly, and without any indication that she was going to do so, she pulled his blindfold off. It took his eyes a few seconds to adjust to the dim light of the room. There was just enough light from the dimmed, recessed lighting in the ceiling for Myles to see her in her Dominatrix outfit. As his eyes became instantly bigger from the lust he felt for her, she commanded him, “Look at me, Slave. Soak me in with your eyes and lust me!”
Myles had begun to do what she had commanded him to do even before she had commanded it, so he continued to take the sights of her body in slowly and deeply. Her black-leather, open bust corset; garter belt with red fishnet, crotch-less stockings; and her wide, black-leather collar that had “Master” embroidered on it, made her look so sexy and powerful at the same time. He definitely was feeling what she wanted him to – lust for her.
Seeing the lust in his eyes that she wanted and needed to see, she unlocked his handcuffs from behind his back and told him to get on all fours on the soft, suede ottoman. Moving in front of him, she pulled out some cotton bondage rope and began to tie his hands together. From the ease of which she tied him in a rope handcuff, and how quickly she tied both loose ends of the rope in a reef knot to the wooden legs of the ottoman, he knew this wasn’t her first time, and he was so impressed that he made the accident of speaking to her without being spoken to first, “Your husband is a lucky man,” he said. He could immediately see the disappointment in her eyes and she immediately moved behind him once his hands were completely secure.
She spanked his ass so hard with the crop, that he knew he had made a mistake, but he wouldn’t make it again. He knew better than to speak without being spoken to first, and especially should have know better than to mention her husband. He knew the punishment his ass was receiving would leave bruises and that it would hurt to sit down later. As she gave him his last spank, she told him in a calm voice, “Do you think my husband knows about this side of me, Slave? Do you think for even a second that I would marry someone like myself?” and her angry, but calm rant continued, “My husband is a good man, a good husband, and a great dad to our children, but he’ll never know about this side of me, which is why I hired you, Slave!”
“Yes, Mistress, I understand and promise to never let my tongue slip so stupidly again,” he promised her with his words of apology. “Good,” she said, “You’re forgiven this time, but don’t let it happen again.” Myles never did let it happen again – because while he was still relatively new to the BDSM lifestyle (only having experienced it a few times before), he had “done his homework” and learned fast while on the job. Yet, he felt disappointed that he had been such a bad slave for her thus far. He hoped he would be able to make it up to her later.
Putting the crop down, she moved in closer to him from behind. Turning his head back to get another look at her, he thought, “God, she’s sexy!”
He could see what she had planned for him with her lipstick painted nipples, as she slowly pulled the butt plug out of his ass. Grabbing her left tit firmly in her left hand, she squeezed her breast to a point as she rubbed her nipple and lipstick all over his ass cheeks. She moaned as she rubbed herself on him. And then she went one step further – spreading his left ass cheek open with her left hand, she grabbed her right tit the way she had with her left breast, but this time, she rubbed her nipple up and down the crack of his ass and he could feel the tip of her nipple tickle his asshole as it lightly grazed over his puckered surface.
They both moaned at the same time from the pleasure it brought them. Having painted his ass with her lipstick covered nipples, she got out the large bottle of lubricant and began to spread it all over his ass cheeks. She watched in pleasure as the lubricant ran down the crack of his ass. She was obviously using some kind of heat activated lubricant, because his entire ass began to feel warm as the lube soaked into his skin.
And as the lubricant dripped down his ass crack, she began to work the lube into his asshole with just the tip of one of her fingers. Again, he moaned loudly (and in the back of his mind, he was wondering if this was acceptable, because he knew for some Masters it was not; but for her, she enjoyed hearing his moans and allowed it – she was a kind Master.) She continued to tease his asshole with just the tip of her finger as she wiggled it around inside of his ass. Doing this for several minutes, while she occasionally and lightly slapped his balls with her other hand; she pulled her finger out of his ass and commanded him, “Watch me!”
Before this command, his eyes had been closed and his head was down as he enjoyed her having her way with his ass, but his head immediately whipped around when she commanded him to watch her. He watched as she brought the finger that had been in his ass to her nose and sniffed in his scent deeply.
“Mmm, I’m going to enjoy fucking you – you have a sweet smelling ass!” she told him. This was the first compliment she had given him, but he knew the compliments would be few and far in between. And with those words, she gave his ass crack another squirt of lubricant.
But this time, she slowly inserted her entire middle finger as deep as she could into his ass. She enjoyed the warm, tight feeling of his asshole wrapped around her finger. After leaving her finger deep inside of him, while she wiggled the tip of her finger around for a five minutes straight, she began to slowly move her finger in and out of his ass. His body squirmed as the pleasure of her fingering his ass caught up with his body and mind.
“Oh, you like that, don’t you Bitch!” she asked. “Yes, Mistress,” he said once again.
It wasn’t long before she slowly began to add more fingers to his ass. She was pleasantly turned on after three of her fingers fit inside of his ass as she continued to slowly fuck him with her fingers. This caused Myles to buck against her hand as he began to enjoy the thrill of thrilling her.
She immediately spanked his ass hard with her other hand while she continued to push and twist her fingers inside of him. Feeling the muscles of his sphincter finally relax, she pulled her fingers out of him, wiped them on a towel, and then told him, “I think you’re ready now.”
“Ready for what,” he thought, but didn’t say it out loud. Of course, he could guess many things, but it was his second guess that was correct.
Taking the string of anal beads that grew in size as you went further down the string, she slowly inserted the first one into his ass, which he didn’t even feel after having her three of fingers inside of him. But as she moved the anal beads further into his ass, and as they grew in diameter, he began to moan loudly once again, which brought yet another devilish grin to her face. The second to last anal bead was so big that it even stretched Myles’ asshole to the limits before it was all the way inside of him, which brought a different type of moan from his lips – a moan of true pain.
And while she enjoyed punishing him, being in complete control, and even humiliating him at times, she didn’t want to cause him any serious pain, so she asked, “How’s my good Slave doing?”
He knew that since the large anal bead was past the opening of his asshole’s sphincter, he was free from the pain again, as his ass began to relax and he replied, “I’m doing fine, Master. Whatever you want, Master!”
“Oh, you’re such a good, Bitch,” she told him as she twisted the beads around inside of his ass and slowly began to pull them back out. After the largest bead was out of his ass, she began to pull them out quicker, which brought his asshole pleasure as they “popped” out of his ass. She was so aroused from playing with his ass that her pussy was now dripping wet. And then she did something she hadn’t expected she would do so soon.
Moving around to where his head was on the ottoman, she pulled hard on his leash as she buried his face in her pussy. “Lick me, Slave,” she commanded. He lapped at her sweet, wet pussy for several minutes before sucking her clit hard. He pinched her clit firmly between his lips and massaged her while she was inside of his mouth. The pleasure she experienced made her light-headed, and she knew she was ready for what was next.
Taking the strap-on off of the couch, she pulled it up over her pussy and synched it tightly against her body. Pushing her seven inch, strap-on cock next to his lips, she commanded him again, “Suck my cock, Slave!”
And so Myles sucked her cock for several minutes straight. The site and thought of him sucking on her “woman cock,” turned her on and made her even hotter, especially since she had placed an egg vibrator in her pussy before putting the strap-on on her body. And once the strap-on was in place, she placed a vibrating butt plug in her ass as he continued to suck her cock. Looking her in the eyes while he sucked her, he could see the cords from the toys coming out of her pussy and ass and knew she intended to enjoy fucking him very much.
So, he knew what to do next – he grabbed her lifelike, rubber cock between his teeth and began to push the base of the strap-on up against her clit firmly as he moved his head out and then in again, pounding the strap-on against her clit. This was more than she could take, so she immediately moved behind him in slight anger as she had allowed herself to come so close to an orgasm. So she once again took it out on his ass as she whipped him with her leather flogger.
She was in charge and wasn’t ready for an orgasm yet, so she cursed herself for letting herself get so carelessly close. She had to even take a few minutes to recover from the pleasure he had brought her before continuing with what was next.
Feeling flushed, she walked over to the bar and asked him if he’d like to have a drink with her, “Yes, Mistress,” was all needed to say. Getting out two tequila glasses, she poured them each 2 oz. of Patron Silver. Bringing the glasses over to the couch, she sat down and laughed as she asked him, “Come on, what are you waiting for, Slave? Join me.”
Of course, with his hands still tightly bound, he couldn’t go far from his prison of the ottoman. But there was just enough slack in the ropes, that he could reach her legs and kneel down before her. “Good, boy,” she told him as she held the tequila glass to his lips and let him sip on the 100% Weber blue agave. She continued to let him slowly drink the tequila from his glass, and when he was finished, she showed him how the Master drinks tequila – looking straight into his eyes, she drank her glass of tequila in one large gulp.
Feeling the burning, calm of the tequila warm her stomach, and the slight numbness it brought, she commanded him once again, “Get back on the ottoman on all fours, Slave.” He did as he was commanded. But this time, when she moved behind him, she wasn’t playing around as she slid the strap-on inside of his ass. Having lubricated her rubber cock before using it on him, it slid in easy.
She fucked him slowly for thirty minutes straight, bringing many moans from both of their lips. She could feel it building up deep inside of her; she could feel her orgasm at its origin in her body, but couldn’t pin point exactly where it was coming from within her. “Was it more physical or mental pleasure that was bringing her this feeling,” she wondered. And she knew the answer, it was both physical and mental pleasure she was feeling.
So after “making love” to his ass for thirty minutes, she knew it was time to really fuck him hard. Her thrusts began to become quicker and firmer as she pounded his ass with her cock. As her thrusts continued, she turned on the vibrators in her pussy and ass – bringing her instant pleasure. Between the feeling of the strap-on slapping up against her clit, the sight of her cock in his ass, and the vibrations inside of her, she began to moan loudly, “Oh, yes, Slave! Make me cum hard!!!”
This feeling of extreme physical pleasure continued to slowly rise to the surface of her body, and for almost five minutes straight, she moaned his names loudly - Bitch, Slave, and Slut – and then screamed, “I love fucking you!” just before she had her own intense orgasm.
He could tell the instant her orgasm ended, because she slowly stopped thrusting at that point and pushed her strap-on deep inside of his ass as she held onto the last pleasurable feelings from her orgasm. The base of the strap-on up firmly pushed up against her pussy lips and clit as her whole body tingled with pleasure. Her cum dripped all over the floor.