1. First dress and the changes it brought...


    Date: 7/20/2016, Categories: Fetish, Gay, Taboo, Author: swat412, Source: xHamster

    My long-term boyfriend, all through school, was attracted to me because, like most young guys, you experimented with sex. It helped that I was willing, eager and easy – kind of cute too. It helped that many of my features were more feminine. I always had a nice backside, not a bubble-butt but fuller, rounder. I never had an Adams apple and I always had a slight overbite with fuller lips. Even before he suggested that I dress in some girls clothes, I had tried. It was out of curiosity. My s****r was a little younger, her clothes were a little small but some fit me. Tight, but they did fit. The thing was, I always felt more like a girl than a boy anyway. I had a chance one day, alone on the farm for most of the day, to dress-up and see what it was like. I went into her bedroom, undressed and started looking through things. I tried panties first. She had some newer ones that were a little bigger, cotton but stretched a little, just enough. When I tucked away my balls and cock, I still had a lump there but it wasn’t bad. I tried on a few more pair. The feeling I had, while putting the panties on, was very different. They felt good and it was almost a thrill to tuck myself in/back and pull them up nice and tight. When I checked myself in her mirror – my ass actually looked pretty good! I tried on some of her camisoles and girls t-shirts then got to the skirts and dresses. She wasn’t quite 11 years old and hadn’t started to develop so she didn’t even have a training bra yet. Her ...
    skirts almost fit me. They were very tight in the waist but it gave me an idea of what my legs would look like. I managed to get into a pair of her shoes. Putting the skirt on was arousing as hell! Looking at myself in the mirror was too. I lay down on her bed and tried to imagine what it would be like to have a boy run his hand up my leg…under the skirt…then start to play with me…feel me up good. Get his hand inside of my panties or…pull them down and start to finger me…play with my little ‘clit’. Thinking about that, using my hands to go through the process, got me so worked up that I got a little erection. I knelt on her bed and played with myself until I came! There was nothing to do with the little watery load so, I caught it in my hand then, just slurped it up and ate it. God…I was trembling all over after that! I could imagine Ron doing that to me and I think I became even more aroused. I tried on some other skirts, some dresses and spent a few hours looking at myself in her mirror. My hair wasn’t long but – if I brushed it just right – it looked more ‘girlish’. While I was playing, I became aroused two more times. By the time I was finished I’d cum three times, eaten every little load, there was some smeared on my face, a few pair of her panties had little spots of cum in them. There were a few spots on a dress I liked too. I loved it! The last time I’d cum it had been so intense I thought I’d pass out. I didn't know it then but I was on my way to being a cute little TS ...
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