Bob and Jeanette's New Girl

by JamieLin

 

Turning her head first left, then right, tilted just so, JamieLin's gaze never strayed from the mirrored image. With her fingertips she tousled her boy-cut, trying unsuccessfully to volumize it, instead emphasizing that though still young, her hairline had crept up a bit. She lifted her chin. Making a V with her left thumb and forefinger, her hand caressed down her throat as she examined the reflection. "Not bad," she thought, "maybe there's something to work with here."

In a whim she took her silk robe at the lapels and threw it back, exposing the flimsy, pink satin straps of her nightie. Turning, knees and feet together, JamieLin dipped in a little curtsy working hard to jut her buttocks one direction, and her pelvis the other. Arms squeezed against her chest, she pulled the white silk, holding it across her scapulae, imagining she was hiding cleavage from the viewer. She threw her head back and looked over her lifted, coquettish left shoulder, fashioning a pouty pucker with her lips. She studied the picture. She changed her expressions. A crinkled nose! A stuckout tongue! She turned her body this way and that. All the poses she had seen in women's fashion magazines.

It didn't work. She wasn't a homely woman. In fact her whole life she had often been referred to as pretty. But confronted with this new situation, the word had an entirely different connotation, and it no longer applied. She was not a pretty woman. She was a pretty boy.

Leaning toward the glass she squinted in close inspection of her face. How could she ever do anything more than pass? Pretending to be a woman wasn't her dream. Only being, totally, completely, genetically a woman could make her fondest wish come true. A wish first made when still a child.

Maybe six or seven, she, her 12 year old brother and nine year old neighbor were playing in the backyard. JamieLin was scurrying up an old metal pole occasionally used to fly the flag on special holidays. As the little boy climbed, his friend Steve remarked from the ground below. "You know that feeling you get? My Dad says, 'that's what a girl feels like!'"

The orgasm tore through the little boy's loins. Gripped him in its power, convulsing him in unconscious humps against the metal post. He was bewildered by his body's magnificent euphoric passion. He clung tightly to both the pole and the all too soon ebbing sensations.

"Stop it! Get down!" His brother jolted the little boy back to reality.

Perplexed but marveling, he slid to the ground. His thighs chaffed.

"Don't do that!" Robert chastised him.

The little boy's young mind raced with imponderable questions. How can a girl feel like that? How can she possibly go through life with that wonderful feeling all the time? He didn't know the answers to the questions, but he knew two things. He wanted to feel like a girl again, and if possible, he wanted to be a girl so he could feel that way all the time too!

JamieLin straightened away from the mirror, smiling at her simple childhood innocence. She let the silk melt away, relishing the feathery soft fabric draping its way down her body, landing in a heap at her feet. First one pink strap, then the other, were lovingly taken from her shoulders. Her arms relaxed and the satin material slid away in a rush of whispered caresses. She was naked now, except for her new Mistress's electric yellow and black trimmed thong. At least two sizes too small for JamieLin, her genitals were held firmly toward his ass. His body was hairless. A preparation Jeanette demanded before their first meeting just last night.

This morning her new Mistress was playing tennis, her husband Bob left for work just a bit earlier, and JamieLin stood alone in their master bath. Was she really ready for this? There was only one certainty, last night she had been with the woman of her dreams, touched her, kissed her, loved her, all as a woman would. Unselfishly, without concern for her own fulfillment, taking pleasure by providing pleasure boundlessly to another.

Fully sated, as she drifted to sleep in JamieLin's arms, Jeanette had asked, "are you okay not cumming?"

"Of course Love. Just go to sleep."

Jeanette sighed, snuggled deeper into JamieLin's embrace and fell asleep.

The simple question had kept JamieLin awake. She knew her sexual desires ultimately drove her. She had repeated her fantasies over and over, in a cycle of excitement, release and disgust. After years of replays, disgust ebbed to simple guilt, then acceptance. Recently, she passed through orgasms, her femininity intact and at the fore of her psyche. What would happen when she finally came this time?

JamieLin struck the over-the-shoulder pose again, this time gracefully balanced, her left leg in a figure 4. It was a view to appreciate. The exposed ass, thin thigh, exquisitely curved calf, nicely boned ankle and small foot wrapped in those sexy shoes. For all her other obvious shortcomings, she did have nice legs. Her middle fingers slipped inside the stocking's lace stop, sliding the sheer nylon across her thigh, over her knee and down her calf. She unbuckled the strap around her ankle, and dangled the patent leather from her toes, fascinated by the unmistakable image provoked, a woman undressing for sex.

JamieLin's own unsatisfied sex strained. That was reality. Those desires were still moved her now. Once fulfilled, how would what remained react? In the past 12 hours she had satisfied Bob four times! Those memories raced her heart. Drove her toward attaining orgasm. To feel like a girl!

Both stockings and shoes were off. She released herself from the confining miniature thong, turning it inside out as she pushed it down her legs, finally dropping them to the floor. She watched as the released penis engorged in surges. Rising by degrees, it waved before her, reminding her, she was really like Bob.

"I'm not gay."

He had done it to show love and submission to Jeanette. He gave his last measure of devotion, and it excited him, but would he feel the same once her moment came?

"Oh, I can't think about that now. I'll go crazy if I do. I'll think about that tomorrow!" She gave her best giggle. "And Scarlett thought she had problems!"

JamieLin eased into the fragranced bath. The water was a little too hot. Just the way she liked it. As the water passed her navel, her skin began to gooseflesh, and her small brown areola crinkled as her nipples erected like two little bullets. She wished she had brought some ice to tease them. The water crept up her body until she was in to her neck. The water and lavender scent relaxed her entire body, save one part. Her hard sex screamed for relief.

She concentrated on her bath. Attentively loofahing her body. She lifted her leg from the water, pointing the toes and arching her foot seductively. She drew her knee toward her body. Water raced in rivulets along the oiled skin curve of her calf, trembling as it gathered, wavered then fell into the hot soapy water. The tiny metallic plops echoed in the room. JamieLin's throat was dry. Her breathing heavy.

She remembered kneeling on the bedroom carpet, swallowing hard. Bob's cum was sticky in her throat. There really wasn't much taste. She was honestly disappointed by that. What she really missed was the smell, the slightly pungent, slightly chlorine smell she had associated with male ejaculate.

She had practiced acquiring the taste with own, with countless sessions of preparatory masturbation. Time and time again, with unfailing discipline, she cleaned up each drop. The most rewarding episodes were with legs thrown over head, spraying into her own mouth. Powerfully connecting the reinforcement of orgasm with swallowing. She would rush to a mirror, watching as she scraped each morsel into her eager mouth. Enjoyed as it was, she did this infrequently as the exertion diminished her orgasms. Attenuated from the immediate sex act, she never enjoyed cum quite as much.

Bob had fallen on the bed, breathing hard.

From her spot on the floor, JamieLin turned her head and watched him. She was already naked, having herself disrobed as gracefully as possible with Bob's enormous man-meat in her mouth!

He kicked his loafers off onto the floor. He dug his heels into the bed, lifted his ass and pushed his pants down. He alternately kicked legs working the pants off. He hooked each sock with a big toe and pushed them off. Finally, grabbing the bottom of his polo, he sat halfway up, and in one swift motion his shirt was over his head before he fell back to the bed.

Nothing he did was intended to be the least bit sexy or seductive, but strictly utilitarian in purpose. Yet, JamieLin was stirred by his body. The lean muscles, shifting back and forth, flawlessly ordered by years of masculine athletic games that are so naturally a part of the western male's life.

"Come here, dear." Jeanette, softly called to her.

She turned her head back over her other shoulder and spied Jeanette sitting sumptuously in her deep, black leather chair, a soft lamp glowing on the table beside her, surrounding her in a halo of light. She was still immaculately dressed in a black summer wool suit. Legs properly crossed before her, she appeared neither flushed, flustered or even moved. She was the very image of restrained propriety and ice-sculptured beauty. Every hair was in place, no wrinkle on her clothes, her blue eyes peered passively. Only the steady rise and fall of her breathing chest betrayed she was alive.

"Come." She called again, this time with a faint smile.

JamieLin rose and walked toward the golden tanned, youthful blonde woman. She drew close to the chair. Eyes, like hearts, locked together, Jeanette reached out and trailed the backs of her fingers, up, down and over the length of JamieLin's body. Shimmering waves of pleasure ran over her.

Jeanette turned toward the table beside the chair. Impulsively, JamieLin reached out toward her face, needing to coax her back into the connected embrace of their mutual gaze. As the beautiful blonde's face returned, she reached up and took JamieLin's hand, giving it a firm squeeze.

Dangling black shoes and stockings from her fingers she asked, "wouldn't you like to put these on, dear?"

JamieLin nodded. She stepped back as Jeanette moved forward, the rich leather crunching as her weight shifted. JamieLin placed her hand on Jeanette's shoulder for balance, then lifted first one leg, then the other as Jeanette eased each stocking on in turn, smoothing the cool nylon up, then running her index finger around inside the wide elastic lace top, comforting the fit. JamieLin then curled her toes and slipped her covered toes inside the black patent leather Mary Jane's identical to Jeanette's. The second was more difficult. She teetered on the first's 4 inch heel as Jeanette deftly bucked the dainty strap.

"Let me look at you. Oh! You're beautiful, dear. Now we're twins!" There was a hint of excitement in her voice.

She relaxed back into the leather once more, and the pale ice princess visage returned to her face once again. She whispered. JamieLin strained to hear. "No. We're more than twins. We're the same."

"Come on. Get the fuck over here, bitch!" Bob interrupted the moment.

Jeanette smiled sympathetically. "Come give me a kiss, dear."

JamieLin bent down and received a quick peck on the mouth. She felt herself pushed away by the beautiful woman, while at the same time receiving a comforting pat on her hip.

"Now. Go become a woman."

She had crossed the chasm between Jeanette's chair and the bed. Bob held out his hand. Remembering her earlier instructions, the virgin JamieLin gave one last look over her shoulder at Jeanette. What was the look she saw in her eyes. It seemed empty, but it must have been compassion for JamieLin's special moment of transformation.

She reached for Bob's hand. He yanked her off her feet easily. She tumbled on top of him, and in one movement he rolled her over and was above, reflexively positioned between her legs. Beside her he pressed his hands into the bed, straightening his arms, chiseled muscles outlined under smooth skin. His powerful back arched as he rubbed his large penis against JamieLin's own sex. Sawing back and forth, the raw, unlubricated friction building Bob's frenzy.

JamieLin reached to his shoulders. Hands glided down, feeling the delts, triceps and forearms. She entwined her arms under and around Bob's. She turned and kissed the only part of him she could reach. Bob balanced on his left hand. With his right he gathered a wad of spit onto his fingers, then rubbed it on his cockhead.

JamieLin's eyes closed. She thought. "Relax! Relax! Relax!" She felt Bob's dick slide up and down her crack once, then twice, as he searched for her opening.

"Uuuunnnnnhhhhhhhh!"

Bob drove home his full ten inches in one motion. JamieLin felt the burning of stretched skin. He recoiled from the intruder. His insides were knotted in feelings of constipated nausea as Bob punched too deep.

"No! Stop! UNH! Fuck! Please stop! Pleeeeeash, stop!"

He thrashed as he tried squirming up the bed. With his substantial weight applied to the crooks of JamieLin's elbows, Bob pinned his arms.

"You're hurting me. Stop!" He winced with each blow inside him.

"Aaaaahhhhhhhhhhhhh!" His erection gone, he heard himself scream!

Like the pain, his assailant was relentless. He began to cry.

"Please, please stop. You promised you'd stop." He sobbed. "Please, please, Bob."

Bob made a final plunge. His entire body stiff, but not motionless as every muscle quivered in tension as he released his seed into JamieLin's deepest recesses.

Instinctively JamieLin's hands were drawn to his torso, she grabbed the steel-like dimpled muscles of his buttocks. Her heels dug at the hard flesh. The illness she felt was real, but ignored as her impulses drew him into her, absorbing every particle of energy he surrendered. She stared up into his face, scrunched in contortions, lost in the oblivion of orgasm granted by his woman!

In less than a minute the entire event was over. Bob relaxed and fell heavily on JamieLin, his head buried face down in the pillow beside her. She felt a brief panic of suffocation, but Bob was halfway out of her ass now, relieving the ill filling in her stomach, more than compensating for the difficulty breathing. She wrapped her arms around his waist and traced her fingertips across the muscles of his back, mimicking how Jeanette had stroked her only moments before. She gave an open mouthed kiss to the now relaxed muscles along the front of Bob's arm that was thrown across her chest.

Bob laughed. He hunched his ass upward and withdrew from JamieLin. She immediately felt the emptiness as wetness poured forth from her. Bob pushed to his knees, towering upright before him. He leered. JamieLin pulled her right leg up and around him, bringing it together with the other, trying to hide her vulnerability. With one final look of conquest, Bob spun to the side of the bed, where he sat on the edge and reached for his pants.

"Not too bad. Not too bad at all, and all before half time!"

He dressed as quickly as he undressed. His shirt's pique fabric stretched over his elbows, as he hooked the neck with his thumbs and pulled it over his head. With his left hand he grabbed his socks, while with his right he placed his index finger in one shoe, and the middle in another, and without a word or look toward either woman, he walked out the door and was gone.

JamieLin looked at her Mistress. Her expression unchanged, she still sat motionless in her chair.

"You were wonderful, dear. You must be so proud. You're a woman now."

JamieLin was sweating in the hot water. She played with her nipples. Her hips were thrust from the water, penis exposed so the lubrication would not be washed away. She had been going slow, uncertain whether to risk the release. She fisted herself more quickly now. Spurred by the memory, she gave in and came!

  

  

  

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