Taskmaster

Taskmaster

Brian handed Rachel four sealed and numbered envelopes and then crossed the room, his shoes echoing on the hardwood floor. He sat in one of two adjacent easy chairs, the other occupied by the stranger they had agreed upon earlier -- a younger man -- very fit with broad shoulders and a masculine face full of confidence. A fireplace was glowing in the corner of the large room. On another wall, the king-size bed awaited.

The instructions on each envelope were from Brian's imagination. Rachel had been edging him for days leading up to this weekend getaway -- teasing him with lubricated hands some days until precum oozed from the head of his penis and he began to plead with her to finish the job. Tighter he would tell her or -- or faster. And Rachel was compliant with his demands and attentive to his needs -- but only to a point. Other days were worse -- it was her wet agile mouth -- taking his cock deep and teasing his glans with the slick warmth of her tongue. Brian wanted nothing more than to reach with his fist and pump the length of his shaft so he could spill hot white cum all over her waiting tongue. He begged for release, but Rachel knew him well and drew away when his balls began to tighten.

She had reduced to him to state of need greater than any he could recently recall. When he took pen in hand and wrote each small note, you could imagine the fever fueling his imagination. Cock-teased to the point of unbearability and yet so happy to be left on this edge of intense arousal. The devil was his muse as he imagined the scenarios to come and he crafted the notes to fit.

The hotel was rustic, but upscale. The suite was large -- hence the chairs in the room and the space for the fire. It was dark outside, but the curtains were open, and a full moon provided additional illumination to the room -- through the sheers across the large window. Rachel sat in a simpler chair across from the two men. Brian had watched her dress at home before they set out. He recalled the black thigh-high stockings -- the garter added for extra hold -- the almost sheer, small, black panties and the black bra -- also see through with the clasp front and center. The bra, deliberately it must be admitted, was a size too small and her breasts were pushed together with some cleavage above the clasp. All the above, covered - at least for the moment, with a short black dress fastened with snaps most of which remain closed as she sat facing them in the hotel room. Brian has seen her in that dress before. He'd pulled those snaps apart quite aggressively before and fucked her hard when she had teased him in the past.

The gentlemen are casually but smartly attired. Rachel had noticed the tight fit of the faded jeans on the stranger and, yes, her eyes had lingered on what was outlined inside. An outline that was very pleasing and promising, and her imagination too was beginning to spark with possibilities. He had a crisp white dress shirt, and she noticed the strain in the material as it stretched across his well-defined chest.

Rachel gazed into both men's eyes, smiled at each, and then opened the first of the envelopes. She read aloud:

Using any technique you wish, arouse both men until you're certain that each is hard with desire.

Just the reading of the note had changed the temperature in the room. Brian knew the instructions but hearing the confidence in Rachel's voice as she read and imagining the surprise of the stranger, excited him.

Rachel pondered the possibilities. Men are simple. Their cocks are simple. She knew a light grazing of her fingers over the material of their pants would do the job. But she knew there were three more envelopes to come. She thought for a bit. She wondered if she need do anything further beyond the simple reading of the note -- let that silence linger in the air. The stranger would be wondering about the envelopes to come. She expected Brian was beginning to breath faster already and would not be surprised if stirrings were there inside his underwear given the state she had left him in earlier. Blood pulsing in but with no escape -- the prick lengthening and growing.

She pondered and decided on the choice that had been left to her. She began to speak -- softly, slowly and with a certain huskiness of tone that let them know she was enjoying this:

"I want to tell you about the first time I tasted a man's cum. I remember it well. I was still a young woman myself, virginal but eager to escape that condition. We'd made out several times on the bench seat of his Dad's Chevy. He was a sloppy kisser, but I taught him to take his time and he improved steadily to the point that his tongue, now in my mouth, and his hands over my clothes made me very wet. I was often braless in those days and on this occasion. I hadn't stopped him as he slowly opened my blouse and touched my firm high-school tits. Sometimes surrounding them with his large hands and sometimes teasing my nipples with his fingertips. I was straddled across him. My skirt was pulled up and my panties, damp now, were firmly pressed into his crotch. He kissed me. He touched me. I ground against him. I felt his hardness against my panties. It was almost enough to make me come and I really, really, wanted to come. I reached down, undid his belt and zipper and he raised his hips for me. I pulled his jeans down so I could press my pussy against his underwear that were also slightly damp. It was much better now. I felt his length and his hardness. Even better I felt the heat of his cock against my own heat. I came closer still. In in the heat of the moment I reached between us and pulled his underwear down freeing his large cock. A new experience for me -- the sight of it overwhelming me. I stroked him -- amazed at the heft -- astounded by how hard he was. I pressed my panties against him again and rocked my hips against him. I came hard -- with a loud moan and gasp -- delighted by the intensity of pleasure -- vibrations from my clit, contractions of my cunt, pulsing of my asshole. All so, so good. I caught my breath. I wanted him to feel what I was feeling. I leaned back, took his cock in my hand, tightened my fingers, and began stroking him. He panted. Soft moans escaped his lips. I heard over and over "Oh Rachel. Oh Rachel. Oh". He gently placed his hand on the back of my head. Just a hint. I knew what he wanted -- what all men want. I doubted much expertise was required. I lowered my head. I parted my lips. I opened my mouth. I placed my tongue on the head of his cock and then drew him in. I stroked him with my hand and felt my mouth over him. I felt his cock tighten and then pulse and then whoosh -- his semen was exploding in my mouth. I'll never forget the feeling of power a woman has over a man. When he was spent, I opened my mouth wider and let his cum spill from my lips and coat his cock."

Rachel glanced over and there was no doubt task one had been accomplished. Two large dicks were clearly outlined -- even in the dim light. She drank in the sight of them for a moment and then opened the second card. She read it silently -- looked them closely in the eyes and then recited her next instruction:

Arouse both men until they cannot help but touch themselves. You may use any technique you wish but nothing you have already done this evening.

So -- no more stories then. As they were to touch themselves so she felt she should keep her distance still. Rachel knew how to excite men from a distance. She reached for her phone, browsed through her music selections, and played one of her old favourites. The voice of Chris Isaak filled the room:

"I've been thinking of what I should say

All last night I stayed up dreaming,"

Rachel stood and began swaying to the music. Slowly she undid the snaps at the top of her dress and a vee opened and plunged to her waist. She let them watch her fingers. She saw their eyes take in the exposed flesh and her breasts contained by her bra. She turned her back to them and raised one foot to her chair which she planted there. The lovely shape of her calf was formed from the tall stilettoes she wore. She reached under her skirt, undid the clasps of one garter and slowly peeled the stocking down to her heel. She danced some more, feeling the music move her body and removed the other stocking before taking her seat again. She bent deeply at the waist -- causing her breasts to press more tightly against their confinement. A confinement the men were staring at and wishing away. She pulled each stocking over her shoes, stood once again, and turned her back to them again. They could see her arms as she worked again at the front of her dress. They heard each snap come undone and saw the dress billow open -- just out of sight. With her back still to them, Rachel bent forward, reached behind her to grasp the material of her dress just below her round ass and slowly, slowly lifted it. Uncovering her white thighs, still firm from gym workouts. Uncovering the bottom of her ass -- slowly revealing the crotch of her panties and then continuing to lift the material up and over her round cheeks. She bent each knee in turn and swayed in circles - her bubble ass moving in front of them.

She turned to face them now, pulling off the rest of her dress and dropping it on the floor. She was halfway there. The stranger made no effort to hide his hands on his cock -- rubbing himself through the material. Rachel saw clearly how big his cock was becoming and she was pleased. A close match for Brian's member without a doubt. Brian resisted touching himself -- pushing her to continue her dance.

She used her hands now - sliding up and down her sides, cupping her breasts in her palms. The garter next. Slowly she pulled it down and stepped out. Spinning away again, her back to them. They saw her reach in front and watched as she shrugged the bra off her shoulders. They looked at her bare back and admired the shape of her - the tight lines from shoulders to waist.

Just the sheer panties and heels left. The heels would stay. The panties did not. Again, she bent forward and again she slowly peeled them off her ass and let them fall to the floor. She leaned now on the seat of the chair -- her ass in the air. She spread her legs and let them look at her asshole and her wet pussy. They could see this. They certainly caught her aroma -- that delirium inducing scent of an aroused woman -- there is nothing like it. They wanted to taste her. She could imagine that. Two tongues -- taking turns. And she turned and watched then-- each now helpless in refraining from self-touch.

Making no effort to cover herself, she sat once again with her legs parted and reached for instruction number three. She read silently this time -- Brian in the know -- the stranger left to wonder:

Inflame your audience until they disrobe. You may use any technique you wish but nothing you have done before.

Rachel was becoming eager for their touch. She became excited earlier by reliving a first-time from her past. She was excited by the performance she had done and the effect it had on them. She was eager for them to become as naked as she was. She wanted those shirts off. She wanted their pants off. She wanted to see them straining against their underwear. She wanted to see their bare cocks at attention -- all that desire doubly-focused on her. She wanted to touch them. She wanted to be touched. She wanted to taste. She wanted to be tasted. She wanted to wrap her pussy around those big cocks. She wanted to be penetrated -- twice in turns. But there was still the final envelope, still unsealed.

No stories. No striptease. But more torture for sure. She could tease them by touching herself. She moved to the edge of her seat. She licked her fingers, spread her legs, and began touching herself. Lightly at first. Then more insistently. She closed her eyes and let her head fall back in languor and felt the familiar wonderful dance of her fingers on her clit. Her fingers were quickly creamed. She was reaching her own edge. She heard movement and looked across. Brian was standing now and stripping for her. She locked eyes with him and continued to touch herself. Close now. The stranger followed Brian's lead. He was eager to know about envelope four as was Rachel. Rachel's fingers moved furiously now as he too stood and undid his shirt. His arms were powerful -- shoulders and muscles. His chest was broad. His skin was bare. He reached for his belt. She watched his zipper descend. She saw his pants drop to the floor. She saw more clearly still the size of him. She was so close to coming. He dropped his underwear. She stared at his swollen cock. She admired the hardness she had willed. She pressed tighter on her clit -- focused on his cock -- until she raised her eyes -- locked on his and made herself cum. Hard!

She could not believe the intensity of her climax and felt warmth flood through her. She drew her legs together, closed her eyes, sat back in the chair, and caught her breath. As she rested, Brian crossed the room -- big dick swinging, and placed the final envelope in her hand. Again, she read aloud:

Arouse both men until you witness a climax. You may use any technique you wish but repeat nothing you have already done.

This was Brian's wish and it became hers. She would not use her voice -- she had spoken to them before. She would not show her flesh -- she had danced already. She would not reach for her own intimacy again -- she needed more.

She knew her husband. What did Brian wish to see? What did he wish to experience? What did she want next?

She took Brian's hand and led him to the left side of the bed where she stood him facing the centre. She beckoned the same for the stranger who now stood midway down the opposite side. The two men stood facing each other. The bed was empty between them. There was a place for Rachel there. A place for Rachel on her knees. A place for Rachel's ass in the air facing one and her mouth facing another. Fucking for one, cock-sucking for the other. She would let one of them fuck her hard until they could barely manage. She would stroke and blow the other until he nearly reached the point of no return and then she would slow her pace. And she would turn to the other and simply tell him -- "Fuck me harder. Make me cum." And as he fucked her harder and as he made her cum and cum again, she grasped the other man and danced her tongue over the head of his cock and let them spit-roast her until Rachel saw and felt his cum splash all over her face and hair.

She knew she could make all of this happen. She had the power. She had the beautiful body. She had the imagination. She had the experience.

Which man would she face?

...