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. Like, before I met my current guy, I spent a period living with a roommate. We both needed to live with eachother to be able to afford anything, but other than that, there was nothing between us. I'm sure he's sneaked a peek or listened at my door at some occasions, but to be honest, I would have done the same. In fact, I did.Anyway, he was a nice guy and that's it.One time, I was sort of going steady with a guy and he wanted dirty pictures. Now, as a brash young girl you don't really think things through very long so you stick some stuff inside you and snap a couple of pictures. Because of reasons the pictures didn't quite get where they needed to go and a few seconds later I get a knock at my door with the notification from my roommate that I might have made a mistake.I opened my door for a bit, keeping my less modest parts out of sight, apologised to him and told him to enjoy my mistakes with a wink and that was it.He spent some time masturbating to my ass for the first time, I. "See Bill your new bra is very pretty and I know you like it. It's ok,sweetie, its yours. Why don't you try it on and wear around the house."Bill didn't say another word and walked to his bedroom to change. Isaid he didn't have to leave the room, I would help him adjust his thenew bra, I told him. He was to embarrassed and went to his room tochange.He came out, the padding was perfect, and his bustline was perfect,very pronounced, very sweet looking. Even with his own t-shirt, it waytight, I could see his new shape and bra under it, he looked great.This was so much fun. I gave he a huge hug saying how nice he looked."How does your bra fit Bill?"I thought he was going to cry being so excited. "Sally are you sure youare ok with me wearing a bra around you. Are you ok with mycrossdressing? Feels a little strange you doing this with me."Bill, I love you, I know you crossdress. I think you look great. Whydon't you leave your bra on now around the house, like a training bra,get use to your.
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