1. Fit and Tanned - Get's Fucked by Dan! Chapte


    Date: 6/3/2016, Categories: First Time, Shemales, Taboo, Author: LittleMissLipService, Rating: 100, Source: xHamster

    for masturbating). It was my love for all things feminine that caused me my inner turmoil. No big deal I hear you say, many teenage boys obsess over girls in lingerie, stockings and high heels. Yes…but I Ioved the feel and look of them as well which led to many, many early experiments with crossdressing, anal stimulation and even tasting my own cum. So even though I found it incredibly pleasurable, my guilt, embarrassment and self-loathing left me conflicted and in denial about my true sexuality. Fortunately, like most teenagers, I had plenty of distractions and was a constant blur in motion as I really did play a ton of sports that I loved. I never let the fact that I was smaller-boned and had a lighter build stop me from being very competitive and enjoyed going toe to toe with opponents that were typically a head taller and half again as big. I loved seeing the surprised looks on their faces when someone that looked small enough to be their younger b*****r had just beaten them. But speed and finesse will only get you so far when you are giving your opponents a 60-80 lb weight advantage. So by my senior year, I had given up football but dove deeper into soccer: made the Select team, played for my league team and also was invited and started playing for a men’s league team as well. All of this constant running and movement on top of my steady diet of other sports didn’t exactly bulk me up, but I was amazingly fit and very well-toned… even had myself a little 6-pack. But in ...
    spite of all this, I was a late bloomer and still had a girlish torso and a higher and not very masculine voice. So what other details will help to provide some context and generally set the scene for what turned out to be a wonderfully erotic and life-altering event for me. I had recently graduated from high school and was working a summer job on rotating shifts across town. Our f****y friends lived close to where I worked and had offered me the use of their basement suite that summer if I would agree to house sit for them while they spent July in France. Al and Cindy were really good to me and told me to make myself at home. They were both marketing professionals, loved to do triathlons and had no c***dren of their own. They encouraged me to help myself to whatever was in the fridge or the freezer, watch movies on either the TV’s upstairs or the one in the basement ( they had a huge videotape collection ) and to use their pool. I settled in nicely and enjoyed watching movies, playing games or just laying around the pool with them. Both Al and Cindy were pretty easy going and would often wander around in their bathing suits, workout gear or sl**pwear. In fact I often caught quite an eyeful of Cindy sometimes in her babydoll nighties and high heels. She would bake cookies and bring some downstairs for me - sometimes leaving a little note. I wasn’t until later that I connected some of the dots as to their behaviour - but let’s not get ahead of ourselves. I was a good k** and ...
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