My Journey As a Cross-dresser: Boot Addiction

My Journey As a Cross-dresser: Masturbating In Sexy Women Boots

I had absolutely no idea why a pair of high heeled Boots had that much power over me; and I had absolutely no resources available to research this phenomenon.  All that I was certain of was that I was addicted to and completely powerless to the perverse effects of my fetish.  At 15 years old I would have sold my soul to the devil to have a pair of shiny stiletto Boots.  I would have committed to a life of servitude or even given up my first born child for a single night in a sexy pair of shiny Boots.  Yes, I was hooked, like a drug addict and unable to stop. I knew that sooner or later, I would be discovered.  I just could not predict the time or the place.
Well the time was about 4:00 in the afternoon.  It was at Bill’s house down the street from me after school one day.  Bill asked me to get a board game from his sister’s bedroom closet upstairs.  I had every intention of getting the game and returning promptly.  But when I opened the closet door, there on the floor lay the most beautiful, shiny lace up Boots I had ever seen.  I couldn’t help myself… as I put them on, I immediately felt my cock swell followed by a steady stream of warm cum running down my leg…. and then the post-climatic bliss that follows… and then Bill saying “what in the hell are you doing?”  I gave him some lame excuse for my behavior, but I am sure that he didn’t buy my story.  What could I say.  I was a teenage boy wearing a shiny pair of high heeled women’s Boots with a load of sticky cum everywhere.  I left and nothing else was ever said about it again.  But our friendship did begin to wane, and we drifted apart as we attended different high schools by then.
I wish I could say that was the first and last time I was caught in an embarrassing fetish faux pas, but there is much to tell…

To Be Continued        

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