” Dana said to the guys as I was being led through the kitchen to my master bedroom. Tonya told me to sit on the edge of the bed as Jennifer walked behind me to the other side of the bed and began taking things out of the backpack. “Jennifer and I came up with something that I think you will truly love my dear.” Tonya said looking down at me. “Tonight, you will no longer go by the name of Mike. Tonight your new name is going to be Michelle. We have some things that you are going to wear and show off to the guys. Once we get you dressed up in your new clothes, you will then go model for the guys and then take all orders from Jennifer as to what you will do next.” Michelle? Were they planning on doing what I think they were going to do? Were they going to make me dress up in women’s clothes and pretend to be a woman? My heart began racing and my mouth went dry. There was a part of me that started to wonder if all these bets had gotten out of hand and were spiraling out of. At the two doors, not knowing which way to turn, I glanced left.There she was, standing in front of a dresser at the back wall, shirt off and in the process of taking off her bra. Unlike with most women, with her that was a real production. Let me describe her.Her name was Pamela. She was 51 years old, more than a dozen years my senior. She weighed 265, over forty pounds more than me. She stood 6' 1", just an inch taller than me. But much of her weight was in the enormous globes on her chest. I would find out later that she wore a 52-JJJ bra that she had to have specially made. Now as she worked on the last of the hooks she had her eyes closed and was concentrating on the contraption. Silently I watched as she pulled the material away and revealed the biggest tits I had ever seen on a woman.She dropped the bra and, lifting the heavy flesh, began to massage the angry red lines that ran under them showing where the bra had applied pressure to hold up the globes. As she spotted me in.
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