1. Road to Ruin


    Date: 9/29/2015, Categories: BDSM, Fetish, Author: klammer, Rating: 100, Source: xHamster

    woman, it would not be so wrong, but I was a man. In any event, I was pretty sure that I had taken my walk on the wild side and spent some time overcompensating for it. A nice fantasy to use, but not something I would repeat. I would walk down the street desperately trying to make sure that I was attracted to every woman that went by. Unfortunately, my period of real chastity didn't last all that long. After a few weeks of trying to be very macho, I reverted back to being more feminine, at least in private. In short order, I became addicted to my closet dressing and wore panties underneath my regular clothes almost every day. I also painted my toenails and went about my business with my covered up toes screaming alternative lifestyle. In addition to the feminine clothes that I had purchased, I went to the local &#034marital aids&#034 shop and purchased a number of toys. I bought a butt plug and a couple of dildos. My fantasy life for masturbating mainly consisted of me dressing up fully, putting on makeup and getting one of my dildos and putting it in my mouth and pretending that I was sucking cock, while at the same time, stretching my ass with a fairly good sixed butt plug. I really liked wearing bright red lipstick for some reason. I would also practice sucking cock on the dildo and got my jaw muscles in better shape than they were before. I fantasized about men cumming in my mouth. I liked to watch bukakke videos. I would tell myself that I would swallow my own cum to ...
    practice doing it for the next man I might pleasure. Of course, as soon as I had an orgasm, I would be disgusted with myself and take off my clothes, wipe the cum off my hand and not swallow anything. Fantasy and reality do not always mix. I did have a few times where I would lay on my back and bring my legs over my head so that my cock was in front of my face. If I really f***ed it, I could just get the head of my cock in my mouth. I started getting some neck pain from that and stopped that practice pretty quick. In any event, as was my practice, I had driven to school for class and was driving home to the West side of town. From the outside, I looked like a typical college student with boots, bluejeans and a flannel shirt. However underneath I had painted my toenails red, had red thigh highs on and red panties on underneath everything. I picked up a hitch- hiker who was going about half way down Main Street. He said his name was Frank. Frank was a tall very built, black man in his early 20's. We started talking about music and found we had a lot in common. We both liked the same kind of music and he said that he invited me back to his place. He seemed like a nice guy and I had nothing to do, so I agreed to take him home. It was snowy out, so I took my boots off when we got to his place. We spent what seemed like a few hours talking and we were drinking a fair amount and I was pretty buzzed. He was playing a bunch of records by artists that I was not familiar with and I think ...
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