1. My b*****r's Lover


    Date: 12/8/2014, Categories: Shemales, Taboo, Author: sparkyking, Rating: 100, Source: xHamster

    I was eighteen and in high school when it happened, my b*****r was twenty and still living at home. I had to borrow my b*****r's computer one day to do some work for school and I guess maybe I let my curiosity get the better of me a little as I found myself instead of writing the essay I was supposed to be working on, looking through what files he had saved on his computer. I was pretty interested in particular by a very full folder hidden away in a place that you would not expect to find it. Now, I'd been a teenage boy for long enough to know that I had probably just stumbled across my b*****r's stash of porn saved from online. Now, it's perfectly natural in such a situation to check out what's available, when there's an opportunity to look at porn it's not common for an eighteen year old guy to turn down that opportunity. And besides, I was finding myself slightly curious about just what my b*****r was into. We had never been that close, he was big, sporty and laddish and I was small and introverted, and didn't really share things like other b*****rs might so I really didn't know, did he prefer blondes or brunettes? Curvy or skinny girls? I really couldn't tell you. Whatever I might have assumed about my b*****r's tastes, I could not have expected what greeted me when I started opening the files in that folder. Because what I found was a huge number of picture and movie files showing beautiful women of all kinds, white and black, fair haired and dark, busty and flat ...
    chested, but all sharing one very obvious feature, a very unfeminine cock between their legs. Yes, it turns out my b*****r had a little bit of a thing for girls that were a little more than they seemed. Well, more than a little bit of a thing, he was completely obsessed. There were images of gorgeous, convincing, feminine crossdressers and shemales posing in sexy lingerie, getting their cocks out and stroking them and then more hardcore stuff, shemales sucking off guys or being sucked off, getting fucked and fucking. It was an amazing collection and it showed that this wasn't a passing fancy for Darren, this was something he had invested a lot of his time in exploring, I wondered which were his favourites and how many times he had sat there in front of his computer wanking himself to these images. After my initial reaction of shock and surprise, I didn't know quite what to think about this discovery about my macho b*****r. It seemed so weird and disturbing to get a window into the kinky things that turned him on and it was certainly something that I had never really thought about too much before, these men who could pass successfully as hot and sexy women yet beneath their skirts still held onto that one strong aspect of masculinity. Although it started out just seeming weird, I was finding I couldn't stop looking at this stuff, I kept opening the files, playing the videos, I was engrossed, completely fascinated by these strange but beautiful creatures. It began to be an incredible ...
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