My Introduction To Crossdressing

When I was an adolescent boy, I would creep upstairs to my mother's bedroom, pull out all her dresser drawers and be thrilled by her lingerie. I would then go into the hallway into her closet and select one of her dresses to wear. Once I had completed donning her bra, corset with garter belts, stockings and slip into her luscious slip, I would then proceed to slip her dress over my head and shoulders, adjusting it to fit my new feminine contour. I would then clip on her earrings and necklace, and slip my feet into her high heels. This practice, which was to become "normal" in my later adult life seemed surreal to me at this age. I had read Christine Jorgensen's biography which excited me greatly. I fantasized of becoming a woman as had (s)he. As I gazed at myself in my mother's mirror on her dresser top, I was crestfallen because I was without a wig. I would later acquire several wigs which both suited me and complemented my feminine self. I would also later acquire a sizable wardrobe including breast forms and high heels which fit. I would dress up in full drag and full face, then go and sit on the couch in my apartment in Brookline where I would cross my legs and light a cigarette and smoke it in a womanly way. I could never get over how much I resembled my dear mother when I was fully dressed, which both enthralled me and made me happy to think her son was now transforming into her lovely daughter. If only she knew my real nature, which I'm relieved to reveal she never discovered Maura inside of her beloved Tommy, who excelled at all things a young boy could do. High school star athlete and scholar, onto a prestigious college where (s)he would continue to shine as both an athlete and a scholar, then into the Army where he squelched his female self to fit into that macho world. Then out into the urban Boston life where he garnered two graduate degrees (from Boston University and Harvard Divinity School) as (s)he continued to pursue her feminine self. That urge and sweet feeling has never gone away. I continue to yearn to be Maura forever and ever.