The Job. Part one

The job

Rebecca gazed out the limo's tinted window at the city skyline. New York from the George Washington bridge is always an impressive sight at night. A kaleidoscope of neon lets a visitor know that anything one can imagine is available on this most expensive of islands. From the sublime, to the ordinary, to the erotic. All is there waiting...for a price. Rebecca had learned that providing the erotic, unusual, best and most beautiful could command a price, a very high price to those who could afford it.
She had never meant to do this, at least not for money. She had met the Smiths, a name they used for things like this, at the bar in the Waldorf Astoria. They were a friendly couple who noticed that her date, a cute young surgeon had been called away even before the first course had arrived. Probably fifteen years her senior, they insisted that she join them and immediately refilled her Cosmo glass. John, the husband,was well over six feet with that perfect mix of salt and pepper hair, that only middle aged men can pull off and still be incredibly sexy. His slender build, a product of an obsession with marathons, combined with his olive green eyes, attracted the attention of every woman over the age of thirty. Talking quietly, he made a person lean close in to hear him. His quiet voice was in sharp contrast to his piercing gaze. Without even a touch he would hold you, captivate you, isolating your attention to the exclusion of everyone else in the room.
Maria, his wife, was just as striking. Her short, bobbed, brunette hair, perfect makeup and impeccable clothes provided that aura of sophistication that so many women strive for and very few meet. She had acquired those few extra pounds that middle age brings, but her black silk dress with it's plunging neckline kept their waiter's eyes bobbing up and down like a nervous twitch. Even Rebecca found herself staring at her barely contained cleavage.
That first evening had ended with the three on their third bottle of Pinot in the Smith's Park Avenue apartment. The conversation had slowly drifted deeper and deeper into the couple's relationship and enjoyment of things less, as he put it, mainstream. The offer of ten thousand dollars cash per month to join them up to two evenings a week seemed outrageous. And when she started to look surprised and offended she stopped and thought about how her life might be improved with this addition to her teacher's salary.
And so Rebecca found herself being picked up in a black town car around seven on Wednesday and Sunday evenings to be returned as the sun peaked over her East river brownstone. The sex had been fairly conventional with her watching the two, until Maria would climax, then they would trade places and usually let him have his way doggie style till his release. Always with a condom, it was always very pleasurable.
After their last experience they had asked if she was interested in making an extra five thousand in exchange for something less 'conventional'. They refused to be specific but told her if she agreed it would not be painful. They also said she could not run off in the middle.
Fifteen thousand...the shear idea seemed beyond comprehension.
Humorously, John provided a contract detailing the payments which they all signed and celebrated over a glass of single malt whiskey. He handed her the cash in an envelope as she kissed them both on the lips. Smiles all around, a contract, a binding agreement, she found herself oddly excited by the prospects of a new and even more erotic phase to their evenings.

And that was how she found herself today, all wet and tingly alone in the backseat wearing a red silk dress and Prada pumps. And as always, no underwear of any kind.
The car pulled to stop and her driver, their driver, opened the door.
"You look particularly, breathtaking tonight, Miss Rebecca."
"Thank you Michael." Averting his gaze. She still wasn't used to him or anyone for that matter, knowing how she spent these nights.
"Have a nice evening." He smiled. She stopped andlooked him in the eye and could see he was not being judgmental at all. Two people, making a living, providing a service. Their jobs weren't that much different.
"See you in the morning." And she found herself kissing him on the cheek. Comrades in the big city.

"Welcome Rebecca, it's wonderful that you are joining us tonight." John looked her up and back down approvingly.
"You do look ravishing tonight." Wearing his starched white shirt and a blue pair of silk boxers, his intentions for the evening were no longer in doubt.
"Yes she does." Maria appeared from the bedroom.
"Thank you..." Rebecca stammered as she took in the outfit of the formerly demure Ms. Smith. Her hair had been cut that day it seemed to what could only be described as a regular boys haircut. Her blood red lipstick and vampy makeup made her wonder for just a moment if she hadn't caught them on the way to a costume ball. But it would be no ordinary party...her black leather bra was only a very tight set of straps providing support but completely exposing her full breasts. Lightly dusted in foundation, each tit was creamy white with a bit of rouge coating her elongated pink nipples. A Sterling silver clamp squeezed her nipples, making them look more like small penises. A black corset compressed her midriff two sizes smaller. A garter and black sheer stockings ended at a pair of black strapped fmp's. She wore no panties and she was shaved completely smooth. Holy shit.
"Good evening Rebecca."
"Hello Ma'am," how interesting this was going to be....

"John..." An unspoken command, he knew the order. They had discussed it over the last week, in great detail.
Walking into their back bedroom, Rebecca followed him to see how it had been transformed into what could only be described as a playroom. A large, low round bed occupied center stage. A bright red sheet and throw pillows covered the mattress. A mirror covered the ceiling as well as two walls. A chaise lounge covered in faux animal fur sat in the far corner. The only light was a spotlight in the exact center of the room.
Maria sat down in the chaise smiling at both of them.
"Undress him, Rebecca."
She stood in front of him, he looked uncertain and a little afraid, like a dog that had been kicked by its previous owner. She wanted to tell him that she hoped he had agreed to everything. That this was at least in part, his idea....
"Now, Rebecca."
She unbuttoned his shirt and pulled it off. His boxers had developed a tent in front. Yeah, he was ok with this. Kneeling down, she slowly pulled them lower and lower, bending his appendage at the base. She looked up at his eyes, the ones which had always commanded her attention. They had softened visibly. She slowly dragged the hem of each leg till only the head was pulling the waistband, forcing an uncomfortable shape. His member softened under the strain at which point she drew them off.
"Ahhh." He sighed with relief.
"Quiet!" She rose from the chair with a short whip.
"We discussed the rules."
"Yes ma'am"
"Bend over."
"Yes ma'am."
John bent over facing Rebecca, his bare muscular rear pointed towards his master.
"What do you think of his ass, Rebecca?"
"It's very nice ma'am." She was learning what this was about.
"Pay attention Rebecca, I may call upon you to do this for me later if he continues to disobey. " She looked at her grasping the crop tightly.
Rebecca nodded with a small grin, she had wondered what activities she might be called on for her pay increase. This scenario had crossed her mind and it was one of her favorites.

Snap! The report from the leather contacting bare skin filled the room. John flinched slightly, but did not utter a sound. A small red welt marked his right cheek.
"Now, as we discussed." She looked into his eyes with a fire. The sound had been like a jolt of electricity for their master. She was in her element,commanding, provider of pleasure or punishment.
Climbing onto the bed, he spread himself face down, placing each arm near a leather strap attached to the edge of the bed.
"Bind him, Rebecca."
She buckled each strap to a wrist. When she pulled it, there was an adjustment at the base of the mattress. She looked down at John who had bent his knees so he was squatting with outstretched arms. She looked in his eyes and saw a glint of enjoyment. She had never guessed him for a "sub". His face was flat against the bed and turned towards her. She smiled back with the slightest of grins.
His semi hard dick pointed down with his full testicles at its base. Looking closer she could now see he had been given a complete wax treatment. All pubic hair was completely gone. The thought of how this had been done around his balls, without ripping them loose, was a question she suddenly was dying to ask.
"I think he looks dry don't you Rebecca?"
"Yes I do ma'am."
Maria handed her a copper squirt can with a long, thin, tubular spout. As she held the can, it was obvious the contents were very warm.
She pulled his cock back between his thighs forcing his balls apart. Pulling it out straight she felt him respond to her touch. She knew this was going to probably burn and yet he was throbbing in her hand with excitement. WTF, oh well.
She pumped the lever of the can sending a stream of thin amber oil splashing against the base of his dick. She felt him jerk as the heat registered. Two more pumps coated each tight bald orb. This time she watched his whole body convulse in response. His grimace confirmed that the liquid was hotter than their submissive was anticipating. Releasing her grasp, she watched as the lubricant dribbled the length collecting on the ridge of his cock head and then dripped into a small puddle on the sheet.
"Well done Rebecca."
"Thank you ma'am."
"See how his dick is responding to the oil, see how it jerks and throbs. My special ingredient...it burns a little at first but then he will grow rock hard for our pleasure."
"Stroke him, massage the oil into his balls and around his asshole."
She did as she was told, feeling his cock pulse and turn harder than she had ever seen with a man. Looking to his face she now saw his eyes closed tightly. What was he thinking?
"Bend his dick back between his legs."
She bent it back slightly but feeling the hardness stopped her.
"More, Rebecca."
She pulled it back towards his ass, feeling him shrink from the stretching.
"He must be taught Rebecca."
"Yes ma'am."
And so it went, stroking and squeezing his dick, grasping each ball, spreading his ass cheeks, bringing him closer to release.
"Hold his ass apart for me Rebecca, open his ass hole."
Doing as told she watched in horror as Maria took the oil spout and slowly inserted, first the tip, then a full inch of the nozzle. She couldn't believe he wasn't screaming in pain with the chrome tube buried inside.
"Relax John." She slowly pumped a shot of oil. The reaction was immediate, Rebecca could see his anus clamp down on the tube as he jerked hard against the wrist straps.
"I said relax John, we talked about this. "
Rebecca was holding his butt cheeks apart, she could see his seemingly possessed dick twitching as he forced himself to ease his grip on the nozzle. Oil oozed out and down his leg.
"That's better." She slid the tube out, feeling him breathe out in relief.
"I think he deserves a break Rebecca, why don't you release his straps and let him roll over."
With the bindings removed, John collapsed on his back. His dick, now slightly limp, glistening with oil as it stretched out on his tight belly.
Rebecca stroked up his thighs and across his chest feeling his heart start to slow. But even she knew this was only the beginning, and she didn't have a copy of the script.
"Come dear." Maria took her hand and pulled her up till they were nearly chest to chest.
"I know what our poor abused stud would like." She reached around and unfastened the dress. The woman slid her hands across Rebecca's shoulders causing the dress to drop straight to the floor. And suddenly she was nude, standing before this dominatrix with bared nipples squeezed by silver clamps, inches away from her own breasts.
"It's your turn dear, I want you to ride my husband's cock till you feel him close to cumming. We shall both bring him to that edge." They both watched as his dick started engorging once more at this news. "But first Rebecca, let's use that hardened cock to excite your little pink clit."
Guiding her to a reverse straddle position, Maria took the slippery dick and proceeded to rub it back and forth against the girl's sex. The oil smeared and coated her swollen pussy lips bringing back that tingling that she so enjoyed. Ordinarily, she would have felt awkward with another woman so close for something so intimate, but strangely this all felt so erotic. Rebecca accepted it eagerly. Swaying her hips, she felt the cock tip rub her clit as she balanced over the man.
"Feels good doesn't it?" The woman smiled.
"Yes ma'am, it feels very good." Swaying and lowering herself slightly,she watched in the wall mirror as the shaft slid in and out of her now glistening opening.
Maria reached around cupping her right butt cheek guiding her lower with each pass until she felt him completely enter her.
"That's it girl, you're ready now. Fuck him for us."
Rebecca continued stroking lower until she felt him fully fill her as she slid up and down squatting in front of their mistress. Steady, rhythmically, driving him in and out.
"Very good Rebecca, all the way in with each stroke." She watched as with each squat, their master, compressed his balls causing his dick to jerk inside of her. She knew this was just for the money, but the pleasure was both unexpected and intense. In and out she pumped his cock squeezing her pussy with each of his spasms.
"You like this Rebecca, don't you?"
"Yes ma'am." She was lost in the pleasure now as she felt the fingers of the Dominatrix reach
up to her full, hardened clitoris and start rubbing it, teasing her with each thrust, driving her completely over the edge.
She fell into Maria's arms unable to continue. Her pussy spasmed in wave after wave of her most intense of orgasms. This woman's partner was still buried deep inside of her, and yet she felt no remorse.
"Very good Rebecca, let me help you off." Lifting her free, she saw their slave cock spring free, still purple and rigid.
The two women shared a glass of wine allowing Rebecca a moment to regain her composure.
"I'm going to let our pony here mount me dear." She smiled devilishly at her.
"Yes ma'am."
"But I want you to help our stud feel his full potential." She handed Rebecca a latex glove.
"I understand ma'am."
"Come here John, it's time." Maria positioned herself in the center of the bed on all fours. Her gaping pussy dripped with juices from the excitement of the evening.
He nodded knowingly and maneuvered behind her, his dick still coated with the mix of oil and Rebecca's juices.
"Rebecca, I need you to slide that cock in dear, but very slowly. He needs to be taught."
Beads of sweat dripped from his face as the bright spotlight illuminated the pink exposed sex of his mount.
"Of course, ma'am ." Squeezing the fully engorged penis, she leaned close, to hold the tip at the edge of Maria's opening. Drawing the head clear she could easily see drops of his clear precum drip onto the sheet. She now understood, the excitement, the rush from controlling his sex. It was all very heady.
In and out, slowly penetrating the master, deeper and deeper with each entry. He stared straight ahead mesmerized by the scene in the mirror on the wall.
"Faster Rebecca, pump him hard now."
She cupped the man's ass and pushed it hard, forcing his dick in till both balls slapped against her creamy butt. He followed her rhythm flexing his hips to drive deeper with each thrust. They were in synch now. A fucking machine racing towards the finish.
"Now Rebecca. Show him how it feels."
With her gloved hand she probed his bobbing ass and began sliding her finger inside.
She held onto him for balance as he thrust deeper still, feeling the penetration.
And yet he continued.
"Fuck your master!" The woman ordered, as his cock stroked hard, all the while the white latex of Rebecca's glove squeezing his ass, index finger buried deep inside.
She watched as Maria exploded, wordlessly climaxing from the confluence of sweaty bodies meeting her needs. Her pussy quivered sending the man over the edge, pounding one last stroke and pulling free to spray long streams of cum on the back of his master.
Rebecca drove her finger in and held it, watching his dick spasm to her invasion.
"Stop!" Maria ordered. The dominatrix had spoken.