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What a chance I had and decided there and then that would be spend the evening as Chloe and spend the evening dressed and on cam and chat with anyone who wanted to chat. When she had left with her overnight bag, I raced to get dressed to make sure I got every minute I could after spending a few days in male mode. I dressed in a matching lacy bra and panties, suspenders and stockings. High heels and a dress that came just above the knees. The wig I chose was a long black straight haied one, and make-up and got myself in front of the webcam. I went into a chatroom, and nothing was happening on the cam or in the chat room, so I turned it off and decided to watch television. It must have been about midnight i was sat there dressed when I heard the key in the door! Before I had time to hide or even think, my sister had now walked into the room. I must admit she looked hot in her little black dress and heels dropping her bag. She spoke asking where her brother was and then I registered. My mistake was to buy one modelled on a porn-star. Hahaha, it was waaaay too big, it was huge!. It was very lovely though. Big and pink, with a nice head and a lovely pair of balls. No hair, obviously, but the feeling of the material was very sensual. I remember the first time trying to push it in and getting absolutely nowhere. I was slapping so much lubricant on everything that it became hard to keep a grip on the damn thing. I was thinking help - what’s a girl to do?The real trick is perseverance. I just kept on trying. I also bought an inflatable butt plug. Not too sure if this really helped but it was fun as a practice trainer. I just kept on trying and trying and feeling a bit miserable every time I failed.So you can imagine my sheer joy when one night the darn thing just ‘popped’ in!. Wow. It was a tad worrying because I felt really stretched. I also got an amazing sexual feeling as the head and ridge passed through my hole. Wow I though as I very gingerly slipped that beauty.
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