Tuxedo Shopping

By moc.duolci@026.slohcinottik

Published on Dec 29, 2024

Transgender

Last week I went to the big city, to shop for a new tuxedo for an upcoming New Year's Eve party; a real formal affair. Having been directed by a friend and business associate to a suit and tailor shop run by a young business woman, whom I was told did impeccable work. I parked down the way and casually strolled to the little shop on Main Street.

My name is Felix, I am 45, balding and grey on the sides. I have a slim physique, like a swimmer, 5'9" and am around 160. I stay active and I am mostly vegetarian, don't smoke, drug or over use alcohol.

I hold multiple master degrees, criminology and tort law plus a doctorate in criminal psychology. I am licensed to practice law and psychology but I use my skills for other pursuits now. I interned with a federal judge in law school and consult now and then with the FBI's Behavioral Analysis Unit.

I work at a law firm in DC Metro area, as a fixer for clients of our firm; mostly politico types behaving badly.

My friend Franco is the lead investigator at the firm and recommend his tailer in Georgetown. We are having a formal, New Year's Eve party, at the firm and the higher ups want me to rub elbows with the beltway cliental that I help keep out of the lime light.

The windows of the brownstone shop were clad with manikins in various suits and fashions.

I opened the door, as the bells above jingled , I shuffled in; and I heard a quiet voice from whence I knew not, say 'welcome and I will be right there.'

A minute past and a beautiful young lady stepped out from the back, she extended a warm smile and said softly, 'I am Rita, welcome to my shop.'

Rita is a spritely looking young lady, maybe 30 but I wasn't sure, I am not good with guessing age. Rita looked about my height but very petite with probably a c-cup hidden under her silk shirt and cashmere sweater. She had a pencil skirt that went down, just below her knees and it fitted her bottom, in all of the right places. She wore black saddle shoes that made her whole outfit pop. Her chestnut brown hair was mussed up, in a bun, atop her head with a pen stuck in, holding it up. She wore pink cat eye glasses that accentuated her bright green eyes. In all Rita had this whole, librarian'esque look going on, very cute.

'Thank you for the welcome, Rita, a very lovely shop you have, my friend Franco sent me here because he says you are the best. He also sends his warm regards.'

What Franco, didn't tell me nor did he have reason to or maybe he didn't even know; is that Rita is a male to female transgender woman; which I didn't find out until much later.

She beamed brightly at this and said, 'thank him for me and let him know I am happy that he sent business my way.'

'I will' I replied gazing at her.

She escorted me to the fitting area, in order to get my measurements. She asked what the occasion was and I let her know it was a black tie formal for the New Year. I also let her know, that I needed something that I could wear anytime to other occasions, such as to the Opera or opening night at the Theatre. And that I also needed a few different options for under my jacket, like a vest or cummerbund and different shirt styles.

Before we got started with measuring she asked me to step into the dressing area and strip down to just my tee shirt, underwear and socks. I stepped in and closed the curtain, chatting with her as I removed my clothing. I carefully hung my suit on the hook and put my shoes by the bench. Once I was down to my underclothes, I stepped out in my plaid boxers and white tee shirt with my black trouser socks to my knees.

I got up on the pedestal area in front of three mirrors, askew at different angles. She grabbed her tape and began to measure, neck, arms, bust and on. She measured my inseam and inadvertently touched my slack cock, it must have jumped a little because she blushed and apologized.

She then measured my waist and again she brushed my cock and it started to slowly respond. Again she blushed and smiled sheepishly. I met her eye and just nodded at her, to let her know, it was no problem.

She went to a rack and grabbed a nice looking piece of linen cloth and chirped, 'I think this black linen would work perfectly for all of your needs.'

She also grabbed some nice Burgundy satin and said, 'this will look good for a vest or cummerbund, besides I have ties and kerchiefs to match.' I readily agreed, as the colors went well together and I liked the contrast of fabric, it was also great, that she some how knew that I preferred linen.

She busily started her tasks of measuring, remeasuring writing this or that down and coming in to take more measurements of me. Again this time, she was behind me, she brushed my cock and bumped my backside with her head.

'Oh, she exclaimed, I am so clumsy sometimes.' I chuckled lightly and she smiled, as my cock again responded to her touch.

Next: Chapter 2


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