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Bad Luck(or best day ever)

Fortunately nothing else was said until they were leaving, then saying goodbye, the woman said the black bra looks good on me. I about died. I shouldn’t have gotten out of bed. I was glad lunch time was here. I usually go to a hamburger joint of some sort, but Cheryl, I remembered her name, was by my car. Saying I can`t get off that easily,and said hop in and drive. She took me to a small bistro around the corner. It was a quiet, tablecloth with candle sort of place. We ordered food and had a few drinks while waiting for our food. I as getting a good buzz, with only a sip of coffee for breakfast. Cheryl stood up and took me by my hand and led me into the ladies room. I was confused, buzzed, and interested. She told me to strip down to my “undies”, while she locked the door. I did as I was told and the next thing I knew she was putting eyeliner, mascara, jewelry and a new sexy schoolgirl outfit on me. I know I should have tried to stop her but I secretly always wanted to be dressed as a woman by a woman. So far it felt great. Then I was told to go look at myself in the mirror. It was an "OMG, I look fantastic" moment. I could barely take my eyes away from the mirror. As I admired the sexy woman in the mirror, Cheryl gathered my men’s clothes. As she was exiting the restroom she told me to meet her outside and there are shoes in the bag. I was stuck, totally dressed as a woman, looking really sexy; she is making me go out in public. What a day. So far the only good thing was that I got wear a pair of black patent leather heels and feel pretty and feminine. I took a peek out the door and it looked clear, so I walked out with my head held high, strutting on 4” heels trying to look like a woman, when out of nowhere, Steve my coworker, grabs me by my arm and walks me to my car. I was totally busted.


Steve said to get in the car and wait but I couldn’t, my keys were in my other clothes. Steve said no problem; he will be right back and he took off around the corner, leaving me stranded, embarrassed, but feeling kinda girly, and alone on the street.

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