Bob and Jeanette's New Girl

by JamieLin

 

The young couple approached the table somewhat apprehensively. She was stunning, her thin figure fit perfectly in a stylish but conservative black summer wool suit. She bit the left edge of her lower lip, took a deep breath, then questioningly turned down her blonde tressed head, arched her eyebrows, and asked, "jamielin?"

"Yes, Miss!" Was the eager reply. Her male companion pulled a steel patio chair away from the table and offered it to the exquisite picture of femininity. With both hands, the Lady smoothed her skirt across the curve of her bottom, sitting demurely. She held her knees together, luscious calves angled beside the chair, her feet in shining patent leather mary jane's. A single thin strap wrapped each ankle, 4 inch flared spike heels and no blouse under her jacket betrayed this was no ordinary business meeting. Her nose turned up ever so slightly, sprinkled with freckles, enhancing the youthful face framed by straw-blonde hair. A simple 24kt gold serpentine chain encircled her neck, draped across her collar bones, and lay upon her shimming skin, kissed with a hint of golden sun.

"So glad to finally meet you jamielin. I'm Jeanette and this is my husband, Bob." Their first communication was a short week ago. Jamielin had responded to a personal ad, and this was the with which he was rewarded.

"I must admit, jamielin. You're prettier than I expected." At this, her husband gave a dismissive snort. He was a typical 26 year-old. Dressed in a pair of khakis, polo and loafers, he looked like every other man out that evening. "You don't think so?" His answer was interrupted as the drink orders were taken. Bob of course went first, ordering a generic beer for himself. Jeanette order two martinis for herself and jamielin.

"I can't believe you don't think jamielin's pretty. Why, I think he's one of the prettiest men I've ever seen." Bob averted his eyes from those at the table, his own insecurity driving him to look anywhere else. Pursing his lips, shrugging his shoulders, tossing his head toward his perfect wife but never looking away from the people passing on the street, Bob flippantly said, "I'm no queer. I don't know if he's pretty or not, but if he wants to get my rocks off, I'll let'm." Jeanette allowed the comment to fully register with jamielin. There seemed an awkward moment of silence, but it was an illusion. Jamielin never stirred or waivered, entranced by the vision of loveliness before him.

The remark plainly affected Bob. He was pouting now as the attractive latin server returned with their drinks. Jeanette took a sip from her glass, peering over the rim straight into jamielin's soul. She patiently waited for the attractive woman to set down all the drinks and step away. Bob commented, "that waitress has a sweet ass doesn't she? Nice tits too. What do you think, jamielin?" jamielin continued his mesmerized, adoring gaze at Jeanette, answering, "I'm sure she does. Everywoman does in her own way, but I hadn't noticed." Bob scoffed, "what a fag!" Jeanette's chest heaved with a deep breath, and she let go a sigh with a resigned shake of her head.

Jeanette leaned almost imperceptibly closer to the table toward jamielin, laying her arms on the surface, palms up. Inviting jamielin. Melting in compassion, love, yearning and need. Yes, most of all need. The need to do any bidding for this heavenly manifestation sitting with him now. Jamielin slid to the edge of his seat and from there nearly prostrated himself across the bare wrought iron mesh table, placing his hands in Jeanette's. She turned her hands over and covered jamielin's.

"You see what I put up with dear? He is a real man with needs. Work, sports and his orgasms. Well for reasons that aren't important to you, Bob and I are staying together. I won't leave, but I'm done being the quickie before Sports Center. That's where you come in. Bob's agreed that he will never touch your little dick. That belongs to Me alone."

"I understand you're a cherry sissy, and Bob's promised your first time will be just as you want it. We'll go home and up to our bedroom. We have a deep Italian leather chair where I will sit and watch as you satisfy my husband's impatient urges. You'll fall on your knees before him, unbuttoning his trousers, slowly pulling down his zipper as you look into his eyes, drawing him toward you by grabbing his firm ass and pressing your face against his briefs."

"Taking his pants above each hip you'll pull them to mid thigh, exposing his quickly firming penis. Remember he doesn't have much patience, so don't tease. Take his cock in your left hand and point it toward the sky, revealing his taut sack. Kiss and nibble those balls. Gently roll them in your right hand, while stroking his hard cock with your left. Close your eyes and caress it across your face. Nuzzle it with your nose. Worship it as you know Bob would want me. Tell him how hot you get touching his huge dick. How badly you've wanted him to put it down your throat. Always remember, when you're with Bob, you're not yourself. You are Bob's fantasy of me. A beautiful, young adoring wife who can't get his cock fast enough, anywhere, anytime, anyplace."

jamielin's breathing was shallow and fast now, as the unearthly beauty continued dictating the first step in her new life! "Don't be surprised if he takes your head and begins thrusting in and out of your mouth. He likes doing that work, so it will make it easier for you to undress while you're sucking him. He's a jackrabbit. Especially the first time each day, so hurry, but be sexy. And more importantly, be enthusiastic! That's what makes him happy."

"After he's cum in your mouth, Bob will probably fall into the bed. As a reward for getting that far and taking Bob's selfish junk for me, and just to make your deflowering extra special, I've bought another pair of the shoes I'm wearing in your size, and a pair of black nylons too. You'll get to wear them for being a good girl and making my husband happy! Then, just like you've dreamed, you're going to give up your sissy cunt for the very first time."

jamielin was oblivious to all around her. She was enraptured by the Being before her. She saw Jeanette look toward her husband, but jamielin's focus never wavered. She only appreciated the opportunity to admire her new Mistress from a different angle, and was giddy when Mistress's attention returned with a slight smile.

But the smile from Jeanette was not innocent. Bob was paying attention now! Despite his earlier protestations, he obviously liked what he heard, and ogling jamielin up and down he was at least satisfied with what he saw, of his new cum receptacle. Even if she was still dressed as a man. Jeanette recognized the look of sexual frenzy building in Bob's loins. A frenzy that would unleash his tremendously large and powerful cock and its prodigious load of jism. She had seen that look too many times and was done taking and giving what he wanted NOW! That was now jamielin's job. She would do fine.

With moistness signaling her own growing passion, Jeanette continued. "After I've helped you slip into your pretty things, I'll ready your tight virgin sissy-cunt. A little jelly lovingly applied will ease your path to womanhood. If you've been especially good, I'll even give you a little kiss." jamielin was certain she'd do anything to earn such a reward.

"You'll walk back to the bed, and give me one last look over your shoulder before returning your full attention to Bob. He'll probably be hard, but if not you'll know what to do, and so will he. There'll be no waiting around. As you've requested, the first time will be face to face, missionary style. Just like every girl dreams. He may kiss you. I'm sure he'll grab your ass to hold you in place as he takes his pleasure. Tell him how much you love him being inside you. How he's finally filled you up. Completed you. Made you a woman. I'm sorry. I know it will be over too soon for you, but believe me, there'll be more. Won't there Bob?"

Bob's eyes glinted now. He only swallowed and nodded.

Jeanette realized the young women at the next table had been listening for some time now. One had her mouth literally agape, her eyes darting back and forth between the three soon to be bedmates. She unabashedly returned Jeanette's conquering smile. Caught looking by Jeanette, the other quickly looked away and then dropped her right hand to her lap when she realized she had been reflexively stroking her left nipple through a sheer tee.

"Then jamielin, honey. Bob will leave to go watch his game or check the stock report or whatever, and I will make your ultimate fantasy come true. You my dear will get the privilege that Bob sacrificed with his rapid fire pecker. You and I will make love. Passionate, deep, romantic love like only two women can share. And so long as you keep Bob satisfied, you and only you will enjoy that privilege. Are you ready?"

"Yes, Mistress!"

For only the briefest moment, jamielin looked at Bob. He thought, "What an asshole! How could he have given up this Goddess for a football game? He was giving up Feminine Perfection to fuck a sissy? And he had the nerve to call jamielin queer?"

She couldn't believe her good fortune when Jeanette asked, "well, shall we go? Bob, why don't you pay the check?"

Bob steely stare never left jamielin as he answered, "No, Jeanette. You pay the bill." Bob stood and grabbed jamielin just above her left elbow and pulled her to her feet while swinging her chair away from the table with his right hand. Heading inside without a glance at his wife, he continued, "I think jamielin and I need to use the head!"

As jamielin was rushed ahead, she could only think, "this is going to be more work than I thought!"

  

  

  

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