TG: The Bra Fitting Clinic

By Ricky

Published on Oct 21, 1996

Transgender

Controls

From alt.sex.stories.tg Thu Oct 24 16:46:39 1996 Path: nienor!fu-berlin.de!unlisys!news.maz.net!uunet!news-in2.uu.net!news.idt.net!news ~~Newsgroups: alt.sex.stories.tg ~~Organization: IDT Corporation ~Lines: 104 Message-ID: 326B0113.13C@mail.idt.com NNTP-Posting-Host: ip182.rochester.ny.interramp.com Mime-Version: 1.0 Content-Type: text/plain; charset=iso-8859-1 Content-Transfer-Encoding: 8bit X-Mailer: Mozilla 2.01 (Win16; I)

You know the drill, if you are under 18 you need to ask your mother if you can read this because it has sex and other adult stuff in it.


The Bra Fitting Clinic by Ricky

Twilight was gathering on a cool spring evening as I jogged past the small women's clothing shop once again. I had just moved into town, a boy fresh from college with a new job and a new apartment. In the window were two mannequins clad only in corsets and a sign saying "Bra fitting clinic today". It was closing in only a few minutes, so it was now or never and I went inside. The clerk was a middle aged woman who had an almost motherly air, but her figure and style were anything but motherly.

"Uh, I wanted to see about a bra fitting?", I said tentatively. The woman glanced quickly at my left hand and said "Of course, is your girlfriend free tomorrow?" Crunch time was here, so I gathered my courage and said "Actually, I was hoping to be fitted myself." There, I'd said it! She smiled and said "That's no problem at all. Just let me close a few minutes early so you won't be embarrassed if someone else comes in. I always enjoy helping a man find the right clothes to express his femininity." She quickly went through the routines of closing while I nervously examined the merchandise, then led me to a back room. There were more bras, corsets and teddies on display than I had ever seen, mirrors on the walls and several comfortable chairs and couches scattered about the room. She invited me to sit down and seated herself beside me.

"Have you ever been fitted for a bra before?", she asked. She was so matter of fact, so encouraging that I soon found myself telling her that I had only tried on my mother's clothes a few times but they didn't fit me at all. I had always had the urge to dress in girl's clothes just to see what it would be like. She took my hand and said "So now you're worried you are the only man who ever wanted to wear a bra but you can't help yourself. Don't worry love, we have quite a few men who are regular customers, it's not all that unusual." She stood up and asked me to take off my sweatshirt and soon I could feel the warmth of her body on my back as she wrapped a tape measure around my chest. Her hands sending a shiver up my spine as she cinched the tape around me. "Hmmm, size 40. Let's start with something basic, then you can try on some of the exotic models. Since you don't come naturally equipped, you have your choice of cup size. With your frame I'd think a C cup would be best. We have a complete line of artificial breasts, you know."

I didn't know, I had come in on impulse, to scratch an itch in myself that wouldn't go away. Once again my back felt her warmth as she drew the bra over my outstretched arms and she snapped it closed. "You want the bra band to be just comfortably tight around your body, and the straps adjusted to just hold the weight of your breasts." It was comfortable all right, I was in heaven feeling the elastic pressure around me. Moments later I felt her breasts pressed against me as she reached over and filled the cups with the artificial breasts. As I watched in the mirror her hands slid over my body, settling the bra in place, running trails of fire over my shoulders as she adjusted the straps. "You want to adjust the straps so they hold the weight of your breasts comfortably, there should be no pressure on your chest when they're right. She cupped her hands around my newly acquired boobs and bounced them up and down to demonstrate, and I realized my bra cups were not the only thing being filled up. My cock was quickly filling my shorts as this lovely woman caressed my body. "Would you like to try on some panties and stockings? I think you would look very good in them."

Of course I wanted to, but my now erect boner would be a bit of a problem. I felt her hands around my waist as she once again plied her measuring tape. Her hand brushed my member through my sweats and she murmured in my ear "Don't worry about that either, dear, it's a common reaction to wearing a bra for the first time. Would you like me to help you get it under control?" Her hands slipped under the elastic at my waist and began to caress my cock. I looked in the mirror and saw myself staining there with a bra around my chest, my pants around my ankles and a woman I didn't know around my body stroking my cock as she kissed my back. I had never felt better in my life! "Perhaps you had better sit down, dear, I wouldn't want you to fall over." She seated me on one of the soft chairs and began to suck my swollen member. I spread my legs wide and leaned back into the chair, savoring the weight of my breasts as she began to eat my prick. Her fingers played over my dangling balls, her tongue danced up and down my shaft as it pointed to the ceiling. I closed my eyes and felt her mouth cover my glans with it's moist heat, felt her sucking gently to draw out my waiting cream. Her nails stroked my thighs as she took my manhood deeper into her throat, wet ecstasy slithering down my shaft, then slowly drawing back up again. She reached up to cup her hand over my new bra, sending shivers of pleasure through me as she continued to suck my dong. That was all it took, I erupted in her mouth at her touch on my bra, spurting cream as these new and wonderful sensations washed over me. I opened my eyes and saw her smiling at me, a small trickle of white cream dripping down her chin as she grinned. "I hope you don't think I do this with all my customers, but you looked so inviting I'm just plain horny. I think men who dress up are so sexy! Would you like to try on some other things?"

A silly question, that. "Sure, but I need a guide to know what to wear." I reached out and undid the buttons on her blouse, exposing her bra to my view. I ran my fingers lightly over the edge of the cup where her creamy tits were exposed, stroking her flesh tenderly. Cupping her breast in my hand I repeated her gesture of making sure the straps were properly adjusted, feeling the firm, yielding flesh quiver in my fingers. Her nipples were plainly visible through the thin fabric of the cup, dark, brown, inviting circles under the pure white of the halter that surrounded the sharply outlined mounds of her nipples. I took them in my hands and squeezed gently, watching her face suffuse with delight. I drew her upward, sliding her blouse over her shoulders where it fluttered to the floor, her skirt soon joined it. She wore only simple white panties under the shear mesh of her pantyhose and I wondered idly why someone with the riches to be found in this store chose to dress so simply. Oh well, perhaps when bra and panties are everyday garments they have less appeal than they do to someone like me. I was dying to try on the panties and hose, but there was a willing woman in front of me who demanded my attention first.

I turned her around, leaning her back until her weight was pressed against my bra and began to play with her nipples. I was entranced as I watched us in the mirror, her body reacting as I caressed her tits, nibbling on her earlobe and murmuring meaningless words into her ear as I caressed her. Reaching down I began to gently stroke her crotch, feeling her react to my hands with enthusiasm, pressing her sex into my hand and grinding her hips against me. I found her clit through the layers of fabric and began to concentrate on it, feeling her pleasure as I stroked her. I could feel her body tensing, leaning her full weight against me as she rose to her gratification. She was moaning and grinding into me with vigor now, and I strove mightily to keep my hand over her clit as I burnished her aching crotch until she at last came with a shudder. I supported her by crotch and tits as the tremors ran through her body, setting up smaller quakes of pleasure in the quivering inserts of my own bra. I sat down in the chair behind me, holding her on my lap as she recovered, gently running my hands over her body as she came back to earth.

With a sigh she said "That was lovely, thank you. Just let me sit here a minute and feel you hold me, then we can try on some clothes." I held her for a little while more and then we got up. It was a wonderland of riches, I got to try on all the things I had dreamed of wearing, teddies, corsets, panties, stockings, wigs. She taught me how to cheat when I put a bra on by myself (you snap it up in front then spin it around), how to figure out what sizes I wore, told me about matching colors and styles. Her hands roamed freely over my body as she fitted and fussed, and I was only too glad to help her into a few interesting garments. My budget wouldn't cover all that I wanted to buy, but I blew my first week's pay on a wig and a small pile of basics. With a wicked grin she said it was time to try on the "naughty collection" and handed me a couple of pieces of black froth. They turned out to be a nightgown and crotchless panties, which left my semihard dong free to dangle. She wore the same outfit in red, and one look was enough to buck up the old cock to full length. Kneeling she lifted the black foam around me and once again began to minister to my manhood. Damn, she was good! I was soon fucking her mouth while the filmy nightgown swirled around my body.

I pulled out of her mouth and positioned myself behind her as she kneeled in front of the mirror. Her tits hung down invitingly as she raised her ass in anticipation, so I lifted the red nylon out of the way and drove my dick into the gap between her crotchless panties. I had never been so hard, never been so aware of my manhood as when I watched me fucking her in the mirror with both of us dressed in naughty nightgowns. She was wet and willing, slamming her ass back into my cock with vigor. I could see her tits swinging, track the waves created as our bodies met as they ran through her ample ass. My dick hung uncovered in the air at the entrance to her dripping snatch for a moment before I plunged it once again into her hot, dark hole once again. I was a piston, a hammer, a riveting machine as I slammed my meat into her. I could see her raising her head to watch us in the mirror as I screwed her, a smile on her face as she urged me to fuck her harder. I did, ramming my rod up her wide open hole until at last my balls tightened and I filled her with spunk, blasting stream after stream of cum deep in her until I could do no more. I knelt there with my spent stick still buried in her while watching us in the mirror.

I pulled out at last and rolled her over on the floor. For all my efforts she had still to reach her climax, so I buried my head in her crotch. I could taste her womanly wetness mixed with the salt of my own sperm, and eagerly began to clean her snatch, running my tongue over the slippery skin of her sex. Each time I traversed her clit she gave a cry and her hips rose, but I wanted to make her pleasure last. I drove my tongue into her slit, wiggling and slithering all over her. I reached up and caressed her nipples, then brought my hand down to insert my finger into her cunt. I played with her g-spot, traced lacy patterns around her lips and nibbled on her clit, feeling her tension build. At last she could stand no more, so I covered her love knob with my mouth and began to lick and suck for all I was worth. She came with a scream, bucking under my mouth as I rode her desperately. Over and over her hips rose and her body twisted as orgasm washed her from end to end. At last she lay quiet, and a look in the mirror revealed two satiated people coated in nylon forth.

It was time to go, I donned my new underclothes under my sweats and took the rest home in a bag. This weekend she is coming over to help me dress in my new clothes and take me out to see the town. I can hardly wait.

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