Somehow I managed to avoid twisting my ankle as Istumbled around before Julia's mother knocked on the door, came in andtook a picture of me."I am sending it to your mother and sister," she said.Great.Just what every boy needs. His mother and sister seeing him dressed as agirl. I might consider myself a bit of a feminist but I thought I coulddraw the line at dressing as a woman."Time to do your makeup," Julia said as she sat me by her dressing tableand started plucking my eyebrows.Then she painted my face.Apart from my hair I looked like a girl now.I started to panic. What would Julia's neighbours think if they saw aboy come out of her house dressed in a girl's underwear and makeup?Julia could see I was panicking and told me to calm down. She showed mea little black dress and said, "Relax, you will be wearing a wig. Youmastered your heels quickly, no one will notice."The dress it turned out was a top and shots but the shorts were designedto look like a miniskirt. The blonde. I then squirted some more lube in my hand for the buttplug and started putting it on the plug. I was really starting to notice just how huge the plug was and started to get nervous but it was too late to back out now. I bent over the bed with my ass up in the air and my face down in a pillow. I pulled the thong to the side, and started to work the tip of the plug in. At first it didn't hurt at all, but the further I pushed it in the pain started to make me moan. It started to hurt so bad but felt so good. I was almost at the point I couldn't handle my ass stretching any further, and all of a sudden it popped into place. It felt amazing and my cock immediately started to drip cum. As I started to stroke my cock, I couldn't keep from moaning. As soon as I was really starting to get into it, all of a sudden the bedroom door swung open. I looked back and noticed her mom standing over top of me bent over. My heart was beating so fast at this point and I had no clue what to say. She walked.
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