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The First Realizationthis story is part of the FanClub (mm:first time, 1798 words)

Author: Jamietta
Added: May 08 2001Views / Reads: 3003 / 2193 [73%]Story vote: 8.00 (1 vote)
Straight crossdresser discovers he's anything but straight after all!
 


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I always considered myself a normal teenage boy growing up, but I had one very private secret. Whenever I had the house to myself I would sneak into my sister's room and try on her clothes. I would put on her dresses, heels, blouses, hose, etc. and admire how I looked in the mirror. Even though I was a crossdresser, I knew I was straight because I loved looking at pictures of beautiful women while I masturbated. I figured the women's clothes were just a quirk in my development so I kept my fetish a secret all through high school.

One summer day after graduation my family left for the day leaving me with the house to myself. As usual I went to my older sister's room to doll myself up, putting on her bra and underwear beneath a blue jean skirt and grey tank top. I was already getting aroused but I wanted to complete the outfit with a pair of her sexy 3" heels. I looked around the room only able to find one so I peeked under the bed and found the other sitting on top of a magazine. I pulled out the shoe and the magazine hoping it was perhaps a Glamour or Cosmopolitan issue full of pictures sexy girls in the ads. Instead it was the December issue of Playgirl. I didn't want to open it - I wasn't interested in that sort of thing, but curiosity got the better of me and I flipped it open to middle. There I saw the full pullout nude picture of Mel Tournebean, playmate of the month.

I just stared at his muscular body for a minute without moving. Then I noticed my dick had gotten rock hard and my entire body was about to ...

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