1. How I Became Me


    Date: 3/20/2017, Categories: First Time Shemales, Taboo Author: annav, Source: xHamster

    Being brought up in a household with an absent father, I spent many hours playing with my two elder s****rs, Macy and July. I don’t recall ever playing with toy guns, I never played soldiers and I never had an Action Man. But I do remember playing with my s****rs’s dolls. We spent many hours making clothes for the dolls and dressing them up and playing with them. And that was my c***dhood. As we got older my Macy and July grew out of playing with dolls and started playing dress up with our mother’s clothes. When they were all dressed up and practising with their make-up, I wanted to carry on playing with them so I started playing with Mum’s wardrobe too. I didn’t realise it at the time, but when I look back at the f****y photo album, Mum must have encouraged me to explore my dressing up. I’d forgotten that when I was still at middle school she had let my hair grow beyond shoulder length. With a little help from my s****rs and a little make-up I could have passed quite easily as a girl. And that was how we spent our c***dhood. At school a was teased a little about my hair length, but it didn’t bother me. Since I spent my home life in the company of women, most of my school friends were girls. Once the boys started getting interested in girls, they were keen to make a friend of me so they could get to know the girls better. I had loads of fun playing matchmaker and I loved the school discos we had each term. I’d spend the night dancing with all of the girls whilst the ...
    ... other boys would be desperate to be invited. When the slow tracks came on I’d have plenty of offers from my friends to smooch with them. My only regret was I couldn’t wear a pretty dress to the disco like my girl friends did. There were so many days I would run home from school, rip of my school uniform and pull one of my July’s pretty dresses over my head. Once in a dress I was more relaxed and felt so comfortable. Mum would get back from work and shrug. “I see Anna’s home again. If you’re going to spend so much time dressed in your s****r’s clothes, perhaps we should get you some of your own.” “Oh could I Mum. I’d do anything to have my own things.” Mum was finally accepting that her baby boy had gone past dressing up being a game with his elder s****rs. The desire to dress like a little girl was what made him happy. “Lets do a deal. Every time you help out around the house I’ll treat you to something for your new wardrobe. If you keep your room tidy you’ll get some underwear or a pair of tights or stockings. If you do the hoovering you’ll get a top or skirt. If you do the laundry, a dress. And if you prepare a meal and do all of the washing up, some shoes.” “Oh Mum, you’re the best!” I jumped up and gave Mum a big hug and kissed her on the cheek. “I promise to do my best.” And that was how I ended up having two wardrobes. The small one contained the boy clothes I had to wear at school and outside the house and the larger contained my dresses, my skirts, my tops and my ever ...
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