Blame Larry Flynt

 

 I had chalked up my experiences with Anna's things as a dead end experiment of adolescence, a stupid mistake, and even though I still possessed my trophies of the experiences, I left them buried in their hiding place for a very long long time. My thoughts were focused now where 95% of other guys my age were, and that was normal everyday hetero pursuits, supplemented of course by another prized possession cache of any teen male for decades. My porn stash.

 

 In the late 80's early 90's Hustler magazines were the gold standard for cutting edge porn material, and while being caught with a Playboy might have gotten you a scolding, being caught with a Hustler mag, usually bought you an ass whipping by your folks. While I lusted after the porn superstars of my youth, Ginger Lynn, Nina Hartley, Victoria Paris, Taija Rae, Sandra Scream, Candie Evans, Ona Zee and others, within the pages of those magazines, it was the seedy back pages where all the phone sex, mail order, and misc classified ads were that routinely attracted my attention. 

 

Those pages were filled with some wild no holds barred content, from regular girls, to BDSM, and Tranny sex ads among others. Each time I would get my hands on a new Hustler, eventually I would find myself scouring the back pages for the stuff that would fuel wild new fantasies. My crossdressing was thought to be long behind me, but as I was to discover, those experiences which began as a seed planted and nourished extensively just months previously would now begin to meld and evolve into a new outlets over time. I wasn't aware that I was still on a path set long ago, I thought I was on a new road, and while the road looked to be off in new directions, little did I know where it would eventually lead. 

 

Those back pages would draw me in to some ads that at first turned me off, but it was my first introduction to a Shemale. I remember at first being quite perplexed at what I saw. I felt no immediate attraction but a curiosity. On one hand I was astonished at the compelling female beauty but seeing another cock in panties other than my own was not yet computing in my head. Yet over time there were more iconic images that remained with me. Somehow over time I began to see the connection albeit vague at first. These Shemales were simply an advanced version of what I was yearning to be when dressed in Anna's things. They were not what I associated with fully yet but on some basic level I knew that there were true similarities in what my desires had been yearning for just a year ago. It was at those realizations that I began to understand that my horizons were expanding most likely far beyond of most in my age and cultural makeup.  Although I was somewhat confused as to the role that these Shemales were playing in my deep psyche, I was always sure that the guys they were pictured with held zero appeal. That's something that has never wavered from the start and up to this day. What I was fascinated by was what the experience would be like being with a Shemale? I had already lost my virginity as a guy and knew what being with a real girl was like, and as we all have learned, that was a great experience! Yet I was extremely curious as to what being with someone who was girl on the outside with a cock in her panties would be like? It made for some interesting and mixed up thoughts and emotions. The one image that burned in my mind was this one....

  This was the first Shemale porn pic that gave me a hardon the moment I saw it, and still does ;)

Clearly there was more in store than I bargained for.....