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These days as my memory tries to fade in situations I want to remember, I struggle to understand how I ever was able to pursue a life as a novice cross dresser.
The only thing I do know is somehow I became a very skilled person in hiding my small wardrobe of clothes and when I could wear them. Very early I was able to combine my meager allowance I earned from working around the house with money I earned from delivering newspapers. I was fortunate in that my Grandma lived in town within walking distance of several of the old five and dime stores which sold makeup as well as a small selection of women’s clothes. It was scary and exciting when I could visit her, sneak away, go downtown, and try to shop for my own feminine accessories. My memory has not failed me when I remember how terrified and confused I was when I made my own tentative steps to purchase items. First I needed to figure out what I was going to try to buy and then buy it. I was certain the clerk who checked me out would stop and ask me what I was doing with all my selections but of course she never did.
Another problem I had when I went downtown was my Dad worked nearby the stores I was going to. I certainly did not want to meet up with him with purchases such as lipstick or panty hose. Happily, I never did. Then, once I returned to Grandma’s, I needed to hide my treasures from her and begin to figure out how I was…
