Awsome nights, with a true Gentleman

Every story begins somewhere, so tell us how you got started crossdressing. Only one (1) topic per member, please!

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Melissa J
Miss Crystal Goddess
Posts: 24
Joined: Mon Dec 17, 2012 11:21 pm
Location: ON, Canada

Awsome nights, with a true Gentleman

Post by Melissa J »

I had been dressing many years before this story takes place.. but this was the earliest experience of acceptance

For many of my high school years I worked part-time at an upscale hotel in town. By this time I had already become comfortable wearing "ladies" undergarments under my school and work uniforms. They always just felt right to me, more comfortable, and gave me that sexy feel..

Anyways..
I guess the start of this story would have to be one night at work. I was a bit older and working the night cleaning shift. I was going about my duties, down on my knees cleaning some equipment, when the night cook pointed out to me that the lace on my underwear was showing.. he knelt down and whispered it in my ear, but I was so embarrassed. I smiled casually and pulled those pants up :)

We worked together a lot, overnight. It was no secret to him that I liked to wear something under the work uniform. He was always a perfect gentleman, and I always felt comfortable with him. We would dine together, and drink fine wines, nothing went to waste :)

I had always worn a cute pair of panties to work, and would change into a bra and stockings under my uniform when everyone else had left. One night he suggested I go down to laundry and pick out a nice servers blouse and skirt, if I would feel more comfortable.. I couldn't hide that excitement..

So for the next few years, when everyone had left..
I would grab my skirt and blouse from laundry, head to the (staff)ladies room, and primp myself. Tie an apron about my waist and go on about my work.

He was always a perfect gentleman with me, pinching my bottom occasionally, and always flirting, but never making me feel uncomfortable with him.

This must have been one of the most accepting an encouraging men I have ever been with, there was never anything sexual between us but he will always be one of the most influential men in my life. I will never forget those candlelit dinners alone with him.
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DonnaT
Miss Great Goddess
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Re: Awsome nights, with a true Gentleman

Post by DonnaT »

Good that you were able to be yourself.

So, you worked a cleaning job alone?
DonnaT
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LeeAnn
Miss Sapphire Goddess
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Joined: Tue May 22, 2012 10:11 am

Re: Awsome nights, with a true Gentleman

Post by LeeAnn »

I remember I had a co-worker who saw my panties. I was working on a ship and I was not watching where I was stepping and I did not see a step. I feel down breaking my ankle. Everyone came to me to make sure I was all right. I was on the ground and I felt my pants had fallen down a bit, enough to show my panties. One of the workers noticed I was trying to pull my pants and hide the fact I has panties on. He said not to worry about what I was wearing, they were more concerned about me being OK. I was happy no one made any comments. It is nice to have good co-workers.
Melissa J
Miss Crystal Goddess
Posts: 24
Joined: Mon Dec 17, 2012 11:21 pm
Location: ON, Canada

Re: Awsome nights, with a true Gentleman

Post by Melissa J »

DonnaT wrote:Good that you were able to be yourself.

So, you worked a cleaning job alone?
I never worked alone, I started this job pretty young, just general kitchen help, but became a one man(girl?) overnight kitchen cleaning crew after a while.. I mostly worked with the same guy for many years, everyone else would clear out within a few hours of me starting a night shift.
It was so glad to have such a discreet "outing" if that makes sense.. and definitely made me more comfortable with expressing who I am... It was one of the most pivotal points in my short life that helped me be comfortable with myself..
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