by Ruby Madden
I nodded, mute at this point – ball gag or not, it wasn’t needed any longer.
She’d stepped into another room, “I couldn’t hear you, Ethan.” I heard her call out.
“Yes, Mistress. I understand.” I answered.
“Good. Henry will escort you out.” She said.
Who the hell was Henry?
The door to the room she had disappeared into closed and an older gentleman whom I hadn’t realized must have been present the entire time, arrived in the room to wait for me to clothe myself and then be escorted out. He seemed completely nonplussed by the reason for my presence and I quickly remembered that the contract had indicated that she had a bona-fide butler. Whether I was her slave or not, he treated me like royalty.
Smart move…
Our session, from the moment we had entered her place had been maybe a total of a half hour. Then I remembered the half hour I had spent waiting in the lobby. Just as she had agreed, she’d delivered exactly one hour of her services. Somehow, she’d known to keep me suspended, waiting – that even when not literally in her presence, the effect of her was still the same. She truly was the class act I had heard about. I was glad I’d found her, very thankful indeed.
But how was I going to make it an entire week before our next session? I’d only secured her for once a week?
As Henry escorted me out of the building, he revealed nothing that indicated he disapproved of my reason for being at her place. It was then that I made another simple mistake.
“Henry, how long have you been under Mistress Cherry’s employ?” I asked.
Henry didn’t acknowledge me or my question at first. When I asked the second time, he stared straight ahead and stated, “You don’t yet have permission to ask me questions, slave. Mistress Cherry is who provides you that privilege. Remember that.”
Immediately, I was embarrassed and ashamed. I knew he would report back to her. I already knew I had another punishment waiting for me. The elevator doors opened and I exited, mute and satisfied. Walking, I relished the soreness of my ass. Once I got to my car and sat down, I practically leaped out of it.
Holy hell, that hurts like a…
{ MISTRESS }
Once Ethan left, I found my way out of my gear and lounged a bit reviewing the scene in my mind. If I needed to, I could watch it as I recorded all of my sessions with my clients.
I’d learned over the years the value of reviewing and auditing myself, to make certain that I was delivering what the client was paying me to do. I’d enter my notes in their client log and jot down ideas for the next session based on their behavior from the one just completed. More or less, I was always in a constant state of juggling my very elite clients in my mind.
This time, however, I was puzzling over myself.
I’d provided Ethan hand’s on cock pleasure in his first scene. This was a basic no-no. I knew better. Hands on pain, sure. But pleasure? No.
I was the one who defined the line, the blur, the merging between pleasure and pain for him. A proper introduction was needed. My new pup was a BDSM virgin and I needed to remind myself of that.
But the Top in me had wanted what I wanted and well, I took it. I wanted to feel his cock and I wanted to milk an orgasm from him. I’d wanted to penetrate what I knew was his virgin ass. I’d been greedy and I knew it.
Cherry, Cherry, Cherry…
I’d only allow myself to reproach my behavior for as long as necessary. No matter, I’d do a thorough course-correct with the next session and he’d be none the wiser. None the wiser at all…
For now, I wanted nothing more than a long bath and my favorite dildo to abuse. The session had left me satisfied in one way and unsatisfied in another. I pondered the beautiful welts I’d lashed onto his sexy ass and giggled at the thought of what must be a painful car ride home. It always is. The beauty of a bruised and sore bottom settles in for a few days with all my clients.
It is the first of many marks I will give him before I require a series of ultimate marking. A ‘C’ tattoo branding him as mine and a piercing or two, to be done of my choosing on his body. By the time I’d provide him this honor, he would literally be begging for it, his need and desire to be claimed as one of my own.
These men needed me, yes. I’d always made certain to establish ‘second-cousin’ privileges with other reputable Dominatrix’s who would attend to my clients when needed or at my whim. Sometimes, it was out of necessity – a way to train or groom, or humble and humiliate.
Of course, I returned the favor when needed.
Either way, it created a certain dissonance that psychologically always allowed them to ‘choose me’ as their Mistress, but to be ever-mindful of continuing to always earn the ‘privilege’ as I could terminate the relationship at any time. I’d only ever done so, once and it was for a very good reason.
Trained in the erotic arts and the power of mind-fucking, I also knew when to hit the ‘off’ button and tend to myself. And that was what I needed. I needed the ‘boys’ out of my head and a nice, long soak in a warm bath of luxurious sea salts mixed with jasmine and lavender.
As I padded into my bathroom, I gazed at myself in the mirror. My size D tits were full and currently my pink nipples were alert and flush with need, want and desire. Instantly, my mind flashed to Ethan’s mouth latched around one of them and suckling me. My already aching groin grew warmer and wetter. I sighed…
How patient could I be? I already wanted him, ached for the use and abuse of his cock and body, like last week for cripes sake!
While the bath water ran, I pulled out one of my favorite dildos and attached the suction cup base to the tile seating area just off to the side of my spa-jet tub. I straddled the thick dildo and lowered my aching pussy onto it.
Oh sweet, sweet relief…
As I fucked the dildo slowly, feeling it open up my pussy, I fingered my swollen clit and enjoyed the feeling of satisfying penetration and stimulation. I needed this from a real man, bad. It had been too long…
I watched myself in the mirror, my cherry-red lips wide open, panting a bit and my plentiful curves jiggling. I knew I was sexy, most men found me attractive on some level, in Mistress-mode or otherwise.
It wasn’t too long before I came as I was still imagining the naughty ways I would train Ethan to please me, when to suckle, when to nip, when to plunge, how to fuck me deep, hard and fast or slow and sensual. It was a glorious orgasm and I was still quivering from it as I lowered myself into the deep tub of warm water to soak away my concerns for the day.
My thoughts kept returning to Ethan, despite my best efforts to push him and our first scene aside. Using the ottoman had been a good move, it was a gentle introduction to how I would require his complete restraint on other, more ominous scene devices and accessories.
I preferred breaking in my puppies gently. Ease them into the extremes they craved from a Top/bottom erotic power exchange. Tempering my own eagerness was part of the Top in me. To get my complete fulfillment, I had learned the value of self-management, patience and persistence. My sub’s taught me more than they would ever know, or maybe even understand.
As it was, my next client was an evening client and would arrive in a few hours. Jerry enjoyed being used, abused and most of all – anally pegged, in humiliation, by his Mistress. Tonight, I had a special surprise for him – a voyeur to take in the sights of our session.
As I thought the scene through, I wondered about how I would first introduce Ethan’s virgin ass to my pegging sex-tools. When and how. At that point, I’ve usually accustomed my client to accept that his ass is mine to torment. I love nothing more than a man in chastity, getting pegged by me. His cock aching to achieve full erection, but unable to because of the chastity restraint he loathes yet secretly loves.
Thinking about this got me hot again and my hand slipped down between my pussy-slit. I was rubbing against my clit, imagining the blunt end of the dildo I would fuck one of my pupp
ies with, beating against the top of my pussy-lips and clit as I pumped the dildo into his well-lubed ass.
The friction and sensation, the sight of their vulnerable asses pried open and subjected to my probing torment, the grunting sounds coming out of their ball-gagged mouths, the beads of sweat on their bodies – all of it was enough to push me right over the edge and climax.
Ethan’s next session would involve the introduction of proper submissive slave poses, a chastity cage for his cock and an introduction to the anal plug. Ongoing reminders of my ownership that I would require of him. One, to start opening him up for anal pleasure. The other to restrain his erections and keep him ever-conscious of the cage his manhood lived in, waiting to serve his new Mistress.
It was his cock that my naughty thoughts kept going back to. He had the girth I craved and just the right length. We would fit very well together. I wanted to ensure that once I’d trained him to fuck me right, he’d stay hard as long as I’d like, until I was done climaxing as many times as I’d wanted to come.
Rubbing my clit, thinking about his cock, imagining its thickness sliding into me and then the hard fuck I would require of him at times. I was coming again and gasping with satisfaction.
Lulled into an after-climax nap while still in my bathtub, it wasn’t until I heard a gentle rap at my bathroom door that I woke up, the bath-water having gone nearly cold. I was pulled out from a delicious dream that had involved Ethan’s sexy cock and lots of devoted oral worship from him.
I was aching for him, still.
“Mistress, I hate to interrupt, but your next client will be here in forty-five minutes.” Henry said softly through the door.
His ever impeccable manners, discretion and respectful tolerance for my unique lifestyle earned him nearly a hundred thousand a year, with full room and board and other perks.
I called out a hasty thank you to Henry, stood up immediately and stepped out of the cold bathwater. I had a scene to prepare for. It was time to get back to work.
{ Henry }
Henry marveled at how his employer, Mistress Cherry could juggle so many clients and meet so many of their needs.
Tonight was like any other work night for her. She was decked in a divine Femme-Domme outfit and currently pegging her client with a well lubed strap-on. Henry listened to the pleasured grunts coming from her client. He made a point of looking in the direction of the scene but not directly at her client. That would be breaking her rules, something that Henry never did.
Henry was particularly fond of being under Mistress Cherry’s employ. He’d never had a better employer than her in all his years as a butler. Sadly, he regretted that he hadn’t considered working for a powerful, independent woman sooner.
Something akin to a mangled moan of displeasure came out of her client’s mouth. Henry’s eyebrows shot up. He knew the difference between groans of agonized pleasure versus those of dissent from a submissive man. Without needing to look, he already knew what was coming next.
She pulled the strap-on out of her client and circled him, like a predator observing its prey. The click of her thousand-dollar, thigh-high boots made the most amazing sound from contact with her flat’s wood flooring. Mistress Cherry grabbed a fistful of her client’s hair and pulled his head backwards, forcing him to look at Henry, “Slave, it would behoove you to remember who is in charge here. If I want my butler to watch you take it up the ass, you will accept it and like it, do you hear me?”
“Yes, Mistress.” Her client gasped, the sweat on his face dribbling a bit.
“I thought so. Henry is my servant but you, you are my slave. Remember!?”
“Yes, I remember Mistress. I’m nothing more than your devoted slave. I’ll do anything to please you.” Her client groveled.
Henry had to keep from chuckling, he loved it when she got like this. He marveled as her client’s erection became more pronounced.
“Good, because if you are in true distress, there is always a safe-word to be used, do you hear me grunt!?”
Mistress Cherry then selected a riding crop and administered a swift round of strikes to his ass, ones that left a swoosh sound in the air as well as the red marks on his body.
“Yes, Ma’am! I hear you!”
She teased his anal entrance with her strap-on. “Do you want it or not?”
“Yes, Mistress. Please, Mistress…” He groveled some more.
“I need to hear you beg some more to motivate me to stick this hard, thick toy up your ass.” She gyrated just a bit, continuing to tease and torment him.
His delay in responding earned another swift strike. This was the blow that sent him over the edge and into the beginnings of subspace he went. Mistress knew it as if she smelled it.
“Please Mistress, I’m yours to do with as you please…” He said meekly, humbly, sincerely.
She pushed in the strap-on. As she began to pump him, she started to jerk him with her free hand. Watching his face, gauging his breathing and taking her time to tease him and edge him, she suspended him on the threshold of coming for a while, not uttering a single word.
He whimpered and begged for release. “Please, please, please…”
Patiently, she kept the rhythm going. In with the strap-on, up with the jerk-off. Suspended in her control, having completely surrendered to her and the situation. He lolled his head helplessly. That was his body language cue. Mistress Cherry knew what he needed now. What he paid for her to do. To coax these hard-won orgasms from him and his body. Without her skilled touch and timing, this client couldn’t come elsewhere or otherwise. This she knew.
“Good boy, you may come now.” She whispered coyly in his ear as her gloved hand wrapped around his firm cock-head.
And just like that, Mistress Cherry’s client was coming from all the paid mistreatment he slaved for. Ass taken, humiliated by the presence of a voyeur in the room, and spanked right along with it. Henry knew the look of satisfied surrender at this point and wondered what sort of tip Mistress Cherry would earn tonight?
Mistress Cherry pulled the strap-on out of his ass and stepped in front of her client, tending to his after-care in a manner befitting a queen. She had captured a handful of his come-spunk and in one of her signature moves, fed it to her client. As he gratefully licked her fingers, she cooed at him in approval. She then forced the freshly used dildo into his mouth.
“That’s right, lick and suck it clean…”
Earnestly, he did just that. Groaning and moaning in humiliated appreciation for the attention Mistress Cherry had bestowed upon him. This was a session he’d soon not forget.
“You may show your gratitude now, slave.”
Her client was immediately kissing her patent-leather bedecked, six-inch heeled feet and murmuring praise about her and the scene.
Any sign of dissent was gone.
Mistress Cherry seemed pleased and affectionately rubbed her gloved fingers through his hair. She loved using her client’s own come after an orgasm, to rub in their hair or lick off her boots and shoes. It was a way of humiliating and marking them. One that turned her warped endearment inside out.
“Good boy, such a good boy…” She purred down at him.
Mistress Cherry’s client, a grown man, and a tech millionaire groveled freely, tears on his face.
Henry took a sip of his beverage and shifted a bit in his chair. As a paid voyeur, he enjoyed observing scenes at her request. He reminisced about the first time they had met. She’d snatched Henry away from his last employer when she had taken on his former boss as a client. She’d noted that his boss treated him unfairly at times. Before she eliminated his boss as a client, she had managed to get the maid to arrange a chance to chat with Henry privately.
She’d been very direct, hitting the bulls-eye of his situation and making him an offer only a fool would refuse. The best part, she had seen the latent homosexual voyeur in him that he’d never dared allow to come out. That is, until she invited h
im to be part of her scene play. Henry had a get-out-of-jail free card. He could decline being her voyeuristic instrument anytime he chose for whatever reason. He usually accepted, however.
Mistress Cherry snapped a leash to her client’s collar. “Henry, please take him to the restroom to clean up and empty his bladder.”
Henry stood and graciously took the leash as if the Queen of England herself had requested his assistance with her pet. Without a word, he led the crawling millionaire down the hall into the guest bathroom.
When they returned, Mistress Cherry was standing at the window, gazing out upon her million-dollar view. Henry returned her client-slave to his pillow, kneeling and awaiting her to dismiss him and end the session. Henry slipped away knowing that his presence would now only be required to escort her client out of her penthouse and down to the lobby of the building.
{ ethan }
One whole week.
Seven days.
A hundred and sixty-eight hours.
Way, way too many minutes… I groaned. I had barely made it through the first forty-eight hours. I realized that all my usual vices were being stripped from me. She was ensuring I only craved and needed one thing – her.
It was evil. It was glorious. It was brilliant.
What a woman. What a Goddess.
It was the end of the workday and I sat there staring at my computer screen, then the screen to my smart phone. Back and forth I went, hoping for some form of distraction. I wanted to ask if I could increase the number of sessions I could have with Mistress Cherry in a week. I was thinking that three a week was more realistic.
Would she agree to it? Probably not…
But I could always ask.
I typed out the email to her as fast as I had ever typed. Before I could second-guess myself, I hit send. Like an eager school-boy, I sat there waiting for a reply. I wanted a quick reply. I knew I wouldn’t get it. She would make me wait. I knew she would, it was what I was paying her to do – after-all.
