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.