Terry: How I Became A Crossdresser

Hi, my name is Terry and I am a crossdresser. It all began when I was 18 and my girlfriend was 17. She decided to have a masquerade party and told me that I would go as a girl. I was dubious at first, but she convinced me to do as she said. We were both slender and the same height so I was to wear her clothes. Bra, panties, blouse, skirt, stockings and high heels. A blonde wig was purchased also.  When it was time to get ready for the party, she dressed me in her clothes and applied makeup. Eye shadow, lipstick and blush. She stuffed the bra with socks. The final touch was the wig. When she told me to look in the mirror, I was shocked at how pretty I was as a girl.  The party was a huge success, and I had a great time. My girlfriend was so pleased with the outcome that she decided I should start dressing up like a girl whenever possible. I was so excited and agreed with her. We went out often with me dressed like a girl and I loved it. Ever since then I have been a happy crossdresser.