This transgender story contains adult themes dealing with crossdressing. If you are too young to read such a story, are offended by such themes, or it's illegal to read this where you live, then stop and don't read any further. ____________________________________________________________________________
Convention Center, a Dream Come True
I have been crossdressing for years. My wife knows about but finds it difficult to accept my desires for lingerie and lace.
Last year, I attended a computer trade show at the San Diego Convention Center. My company reserved my room at the "Town & Country Suites" nearby (because it was cheaper). Since I only live a few hours away, I drove rather than fly so I could take my special suitcase too. Just before I left home, my wife smiled and said you and your girlfriend have a good time.
It has been a very long time since I have answered the same questions over and over all day long. When the time arrived to close up for the day, I was ready. I was ready for dinner and a glass or two of red wine. I decided to dine at the hotel restaurant. Dinner was ok but my server was a knock out.
"Good evening Paul, my name is Stephanie, how may I serve you" she asked. How did she know my name? Duh, my vendors badge still hung from my neck. I ordered a glass of Merlot and told her I still had not decided. I think I wanted another excuse to stare at her. She returned a few minutes later with my wine and took my order. As I watched her leave all I could think about was getting into her panties (and bra too). Dinner was almost over and I was on my second glass of wine when she appeared again and asked me if wished to order any dessert. I declined. She put the folder on the table. Instead of the bill, it contained a note (addressed to me). "Paul, your bra strap is showing. I just thought you should know". I headed for the restroom. I opened the door and saw her standing there as if she was waiting for me. She mouthed "Close the door", I obeyed. I just stood there paralyzed. No-one, other than my wife, knew about my passion for lingerie until then. She pulled off my sweater vest and unbuttoned my shirt exposing my blue & black lace bra. My skin was alive as she traced the outline of my bra with her finger. I lost count of all the goose-bumps. Then she reached for my belt whispering "I wonder what's down here". She found the matching panties, probably just as she had expected (or hoped for?).
An ugly noise jolted us back to reality, her servers pager was vibrating. She slipped out leaving me half dressed and confused. When I returned to my table, she approached and handed me a "to go" container. She winked as she said "Here's your dessert and thank you for dining with us tonight. Will there be anything else I can assist you with this evening". "No thank you" was all I could say. Once outside, I opened the container. Inside was a pair of green panties and a note "I get off at 11, call me". I looked at my watch and thought, damn; I had less than an hour. I rushed back to my room showered and shaved from the neck down, applied my scented lotion and got dressed for what was to be an evening to remember. I had 8 minutes to spare.
At 11:01 the phone connected and all she said was "Which room". Moments later she knocked, I opened the door and she entered and locked the door. I stood there dressed in a dark blue & black lace Merry Widow with a short matching petticoat skirt, black lace top stockings, dark blue 3" pumps and her green panties. She smiled and motioned for me to spin around. As I completed her inspection, she pulled me to her and buried her tongue in my mouth. Her hands migrated everywhere; my head, neck, back, ass and boobs. My head was spinning. She broke off the kiss pushed me to the floor, planted her pussy on my face and buried her face up my skirt on my clit. I exploded almost immediately. She was so swollen and wet she rode my face for all she could get. I may not be passable as a woman but I sure know how to please one when it comes to eating pussy. When I sucked her clit into my mouth and bit it, she screamed and I got bathed in pussy juice.
She rolled off and asked me "Where's your dildo". I motioned into the bedroom. I gave her my dildo, needless to say, she was not impressed. With one shove, she buried it in her pussy and started fucking herself with it. She pushed me onto the bed, said "Raise your knees", removed a very wet dildo from her pussy and shoved it into mine. I screamed; she smiled as I came again.
After she left, I passed out. I awoke to the bright sun through my window still dressed. I got up showered, shaved and dressed for day 2 of software hell. I wore her green panties to the convention center. On the back of the front door was a note "My dinner break is at 8:00, don't be late.
To be continued ... Saturday night was even hotter than Friday night.