His questions hung in the dark air of the first private room I entered in Sinners and Swingers. Not only could he be the sexual mentor I yearned for, but this was my one chance at climbing the corporate ladder. Climbing to the top in a career I ached to dominate in. Prove to everyone in my life that I could stand on top where I fucking belong.
This. Was. My. Chance.
“Yes, Master Robert. I will.”
I never understood how much those words would change my life.
Master Robert became the one man in my life I would break all the rules for. And I did without a care in the world. When it came to Robert, gone were all the rules I made for myself, and all the rules society had put in place to keep the kinky folk like us feeling bad about the shit we liked sexually. There wasn’t anything wrong with what we liked, it just wasn’t the norm.
What the fuck is normal anyways?
Soon there after meeting Master Robert, my work space was moved. No longer was I stuck in a cubicle on the tenth floor of the White-Woods Global building. I was moved to the sixtieth floor, where I could see for miles, all around the island of Manhattan. A beautiful view I never imagined could be mine. I had an office I called my own, and that was enough to make me think it was all a dream. I landed only steps away from my Master’s office. Inside the doors of the office I called him James, or Mr. White. Keeping things as professional as we possibly could given the intensity of our situation. The relationship we carefully built outside of the view of corporate onlookers.
Inside my bedroom, his bedroom, or the walls of Sinners and Swingers I called him Master. But, we didn’t have your typical Master and submissive relationship. He was my teacher. My mentor. He trained me to work alongside of him, reel in the men that he desired. The men we both desired the submissive men that would become sexual playthings to us. I can’t help but remember the first man we took together.
Lucas was a regular at the club, and he was a bisexual sub that Master Robert had topped more than once. Bringing me into their scene was just an added bonus for both men involved. I couldn’t look down on them for enjoying the sexual company of the same sex, when I had done it so many times myself with Star. There was a certain beauty in sharing an experience with someone of the same sex. A line in the sand crossed that only helped get me off. It wasn’t up to me to judge what the men enjoyed. It was up to me to learn from my Master and walk in his footsteps of topping men, not only in the bedroom but in the boardroom.
Master Robert taught me everything I needed to know when it came to making men my bitches. Not that I didn’t know a great deal already. While Daniel had aided me in ensuring I would never have another broken heart, Robert taught me the game of dominance, and the reward of submission. Something that went from a sexual kink to a lifestyle I could never bring myself to give up once I had the tiniest taste. A power hungry bitch would have been a pretty accurate description.
The playroom in Sinners and Swingers was set perfectly. The lighting was dim and the navy clad bed in the center of the room was a focal point. It was my first time in a playroom of this size. Everything about it was grand. I couldn’t rip my eyes from the details long enough to notice the man kneeling next to it. Not until Master Robert’s voice snapped me out of my deep exploration of the playroom setup.
“Lucas, say hello to Mistress Marilyn,” the name he had given me a week earlier. Help in ensuring our corporate worlds would never crossover into the club again. He caught my first transgression, and ensured I would never make that mistake twice. Marilyn, as in the late Marilyn Monroe; he compared my sexual grace to hers, along with my full figure. The comparison to someone I had idolized most of my life was the ultimate compliment.
“Good evening Mistress Marilyn.” He whispered while still looking at the floor. His sandy blond hair flopped to the side, as I eyed his muscular back. My line of sight following down to his sculpted ass, only covered by a pair of thin boxer briefs leaving little to the imagination. Something about a nice ass in a pair of those tight boxers did things to me I could never understand.
“Good evening, love.” A term Robert often used and quickly rubbed off on me. Another habit I would gain from Robert and never be able to part with.
“It pleases me to see you kneeling for me, Lucas. Tonight I am going to teach Mistress Marilyn, and I hope you will be a willing participant in her training, yes?” What struck me most about the way Master Robert spoke was the clear cut authority in his voice. Even though he was asking a question of his sub, there was no opportunity for Lucas to say no. As a matter of fact, if I was in Lucas’ position, I wouldn’t have even wanted to say no to Robert. He just had that kind of power about him. Yes, Lucas could leave now, he wasn’t a prisoner. Robert’s question was commanding. He owned the words as they left his mouth with a sense of power that no one would willingly question. I admired that authority. I was jealous of his possession.
That was something I admired most about him. He was so comfortable and confident in everything he did no one would ever question him. I wanted that air of authority. I wanted that unquestionable control over people. I craved that power, the way he knew I would. He read me like a book from the moment we met. Each word he spoke to me, he worked to pass along that rare trait to me. Each minute we spent together, my confidence grew with leaps and bounds.
“Yes, Master.”
“And how do you address your Mistress, Lucas?” Robert snapped at him, addressing his lack of response for my presence in the room.
“Yes, Mistress.” His vision never once left the floor. His body language spoke like a truly obedient man. Something I had never experienced before. My curiosity was piqued for the experience before me. I wanted to learn anything and everything there was to being a Domme alongside Master Robert. An eager student, if you will.
“Tonight, Mistress Marilyn is going to top you while I watch,” Robert spoke without missing a beat. My attention turned to him, only questioning him with my eyes, never disrespecting him with my words and never ever questioning his authority in front of a sub. I can’t even imagine the kind of punishment one would endure for that kind of mistake.
“A word, Master Robert?” I asked before Lucas could reply.
“Relax for a moment, Lucas. I will knock before we return, and I expect you to assume your position again.” He nods in my direction and we step out into the hallway.
“I’m not sure how I am supposed to top him, Master?” I question Robert.
“Oh, my love. Do you know how one man tops another?” He questions me, as his finger traces down the side of my face. I want to laugh. Of course I know how a man tops another. But unfortunately I don’t have the equipment to top another man. I guess there are other ways a woman can exude control over a man, but I don’t want to disappoint Robert by getting this wrong. He had clear ideas of what he wanted tonight, and the doubt in me would only lead to letting him down. I didn’t want that.
“Yes, I know how a man tops another. But, Master I am missing a crucial part.” I let out a chuckle, as does Master Robert and I am finally able to relax in the slightest. He may have been serious and domineering with Lucas, but with me he is playful.
“You enchanting girl, tonight you are going to learn the art of topping a sub with a strap on. Man or woman, this will become very handy to you some day.” He winks at me before knocking on the door to give Lucas a moment to get back into his submissive position.
“But…” I try to interrupt him, but a mere look silences me.
I’ve never thought about this kind of dominance, but it is something I have no choice but learning tonight. Why not make the best of it?
“It pleases me to find you in such a perfect submissive position for us, Lucas.” Robert says as we walk through the door together. “You may stand, and make eye contact with us both, Lucas.” Slowly he rises from the floor, standing before us. His eyes trail over my corset clad tits, and slowly down to the thin thong covering my bare pussy, a fresh wax courtesy of Master Robert himse
lf, a man of many talents.
I never thought I could be so sexually exhilarated by an older man, but just the slightest taste of Robert sent chills down my spine. Daily we would work together, pleasing each other under the guise of meetings or work. The real reason he moved me to his floor with a new spacious office. I didn’t give a rat’s ass though. I would continue to climb the corporate ladder any way I fuckin’ could. Period. And I would bask in the enjoyment of my corner office, even if it meant I was that woman who was sleeping with her boss. A girl has to get ahead somehow.
“Permission to speak, Master and Mistress?” Lucas interrupts my thoughts, and I nod giving him approval, only waiting for Robert to do the same.
“Permission granted,” he says. I make a mental note of speaking to my sub, giving him the verbal answer instead of a simple nod. It is far more effective.
Lucas stands still for a moment, only staring at me. Before I can become self conscious and irritated he finally speaks.
“Thank you Master Robert for bringing such a beautiful Mistress.” Beautiful? I don’t think anyone has called me that, well before Robert, but our relationship really isn’t your traditional hearts, and romance. His compliment makes me uncomfortable. I am not used to compliments from men, and it sets me off. It shouldn’t bother me, and I almost feel bad for the wrath I am about to take out on his poor man.
“On your knees.” I demand. “Facing away from me.” I turn around and face Master Robert. He can read me like a book judging by his disappointment.
“On the bed, Lucas. I’ll get you ready for Mistress Marilyn. Mistress, you will find your strap on to the right, please bring it to me so I can get you familiar with your equipment for the evening.”
On the wooden table I find what looks to be a leather belt and a dildo. I mean, I’ve seen quite a few of those in my lifetime. I was a single woman for some damn time. I laugh to myself as I pick both pieces up. Robert watches me closely. Not amused by my humor in the situation.
“Give me the leather piece, Mistress.” As he pulls it from my hands he holds it up, and the design makes sense. “Come here, I will slip it on for you. But this is the only time I am going to help you with this. You are expected to perfect this, Mistress.” As he holds the harness up, I step one foot in at a time careful not to lose my balance on my sky high, black leather heels. The same ones Master Robert insisted I wear.
“Have I mentioned how much I love those shoes, Mistress?” I smile at his approval. The smallest bit of validation from him sends me soaring. Like a drug I get high on. The most natural high I could feel.
“Yes, Sir.” I smile at him, because he genuinely makes me happy. This fucked up relationship brings me some of the greatest joy I have ever known. I am unsure what it says about me and my character but I am pretty sure I don’t care.
“Now, I am sure you can figure out the second piece,” he says as he winks at me. “I will start out with Lucas, and once I am finished, you get your turn. Watch me. Watch my movements. Study me, and watch how it is done, not to cause pain, but pleasure. This isn’t about hurting our sub. It is about demonstrating dominance while sharing mutual pleasure. If you do a good job, you will be rewarded just as Lucas will be.” His words send a chill through my body. I want to please him. I want to be rewarded by him.
“Yes, Master.” I watch how he lowers his pants and begins to stroke his cock to life, slowly growing under the touch of his own hands, before he rounds Lucas, standing in front of him. His cock rests at Lucas’ eye level, and Master Robert nods in his direction. Without second thought, Lucas opens his mouth, taking Robert’s cock. Slowly at first, but speeding up as he clearly deep throats the Master’s cock with ease. I am almost impressed at his cock sucking skills. I could probably learn a great deal from the sub himself.
“Good boy, Lucas.” Master Robert encourages him as he pulls away, hard cock standing at attention. The same cock that was buried deep inside me yesterday afternoon as Robert bent me over his overpriced desk, after his acquisition meeting went south.
“Hands and knees,” Master Robert speaks, and without second thought, Lucas is up on the bed, doggie style, ready and waiting for his Master. As Robert passes by me he picks up a bottle of lube which sat next to my strap-on accessories when we entered the room.
“Mistress, it is important that you pay attention now.” His tone is clipped, and he means business. He isn’t kind when it comes to him getting off. He is possessive, and often cruel. But I find myself in the same boat when I want to get mine.
Master Robert kneels on the bed behind Lucas, opens the bottle of lube and liberally applies it to his cock, as well as Lucas’ puckered asshole. Watching this erotic act pushes me to my edge. My wet pussy presses against the harness. I want to rub my clit just watching these two men enjoy each other. Don’t hate on me, I love some damn gay porn but seeing it happen in front of me… Holy fucking hell.
As Master Robert slowly pushes inside Lucas, the sub’s grunts of pleasure fill the room. I can’t pull my eyes from the scene in front of me. The pleasure washing through my body has my nipples standing at attention as my clit begs to be rubbed. I carefully watch Robert’s technique, his movements. The way he continues to apply lube as he slowly works in and out of his sub’s ass. I am lost in their pleasure, as I continue to watch their encounter.
Robert’s pace slows, and his ass cheeks clench together. His breathing becomes rapid, and his words get dirtier with each thrust. He is going to come. I know his climax better than anyone that has come before him. The tell tale signs that his body gives away.
He grunts, and pulls out of Lucas, coating his ass with thick milky spurts of his release. I am pretty sure there is no holding back my own orgasm which is so fucking close, even though no one has laid a finger on me. Yet.
“Mistress Marilyn. Repeat what I just did.” His demand echoes through the dimly lit room, and I am on my feet and taking over his position, palming the fake cock in my hand, my confidence waivers.
“Marilyn, don’t second guess yourself. Now.” His tone is still harsh as he continues to struggle to catch his breath. I pick up the lube from the bed and rub it along the length of the strap-on, before positioning it at Lucas’ opening.
“Use my come also,” Master Robert calls out from the bench I was just sitting on, watching as a spectator.
I run the dildo through the fresh release left behind, and slowly start to press the cock into his ass. I push all my reservations from my mind; the unnatural nature of the act. The fact that I am getting little pleasure from the act, I would much rather have my sub licking my aching pussy.
“Stop over-thinking it Mistress, and do as you are told.” Master Robert’s words snap me back into the task before me. The reminder of being rewarded echoing through my mind as I work the strap-on in and out of his ass.
The moans of my sub’s pleasure spark something deep within me I have never felt before. The sense of domination releases through my veins like a new endorphin. It sparks a fire deep inside my soul I never want to give up. I pump harder, only turning to look for approval from Master Robert once. When I catch him stroke his cock back to life, I know I am doing exactly what he wants. Making him proud. Giving him exactly what he wanted from me.
“Good, Mistress. Very good.” He interrupts. “Pull out, and remove the strap on.” He instructs. Lucas doesn’t move, frozen on his hands and knees waiting for his next instruction hard cock hanging between his legs begging for attention.
“You please me, Mistress Marilyn. More than any other trainee before you, my love. Lucas lay on your back, and Mistress you have your way with him as a reward. Condom first.”
That was the day my need for sexual domination was born. There’s something about holding the power over another person. Male or female. Sexual or not. It was a high I needed. A high nothing else in life would ever give me. Drugs would never be my thing, and the booze only clouded my judgment in a way I wouldn’t become routinely vulnerable to. I didn’t want
to, or need to with this new kink or Robert in my life.
In that room with Master Robert and Lucas that day… something clicked and I finally felt as though I found the real Seven James, even if she was masked as some bitch called Mistress Marilyn.
After Daniel Alexander I said I would never fall in love again. That was a lie. I tried to stick to the rules I had set for myself, trying not to expose myself enough to feel for another person. Master Robert broke all of my walls down, one-by-one. Our relationship may have been unconventional, but there was one thing clear between the two of us and that was love. Maybe something that wasn’t there from the start, but sometime later we both knew we were in deeper than either of us wanted to admit.
The months we spent together were a blur of work and sex; in that order on most days. It wasn’t just the two of us but a plethora of subs willing to fuck us in Sinners & Swingers, and that is exactly what we wanted. But some nights, at the end of a long day or just times where the kink wasn’t a need for us… there were tender moments… moments of making love, holding each other with the need for nothing more than a kiss goodnight. Moments I would think about for the rest of my life.
One of my fondest memories of Robert is a dinner we shared about a year into our relationship. He would always make up some kind of a celebration, but this evening there really was an occasion; my birthday. Something I hadn’t celebrated in ages. Not because I wasn’t happy about growing older but because I never celebrated it once growing up. Birthdays in my family were just another day of the year. It wasn’t until I was an adult that I realized for most people they were yearly celebrations, not just another day of the year. That day, I turned twenty-five.
“In your office you will find an Alexander McQueen dress I purchased especially for you. Please wear it tonight, Seven. And be ready for six, we have reservations at Eleven Madison Park.” He continued reading through the stack of papers on his desk, ignoring me. He was good at that when he knew I would raise some kind of objection. “Seven, please don’t make me dismiss you. Just be a good girl, and do what you’re told.” He let out a carefree laugh. God I loved that sound. The fact that he had just spit out reservations at one of the most lavish restaurants in the city didn’t faze me. His lifestyle rarely did by this time. I had become used to his wines, and his need for the best of everything. And he deserved it, because he earned it.
Seven's Diary: A Novella (Hers) Page 2