1. First time with Brooke.


    Date: 11/12/2014, Categories: Fetish, Shemales, Author: ahsleymills, Rating: 100, Source: xHamster

    like this one.” She immediately looked at the size on the tag and commented that it’s big but it might work. She asked which one was my favorite. I picked up a blue one with silver dots. She grabbed it holding it up to herself and looking in the mirror saying she likes it too. Brooke turned around facing me, still holding my bra to her chest and she asked, “What do you do for boobs?” At this point I still didn’t want to hold anything back. I went into the other box and took out two yellow balloons filled with icepack gel. She picked one up, feeling the weight in her hand, saying, “Oh, I see...that probably feels nice.” Brooke went back to the box and took out more of the clothes. She took out some denim skirts, camisoles and tank tops, and other stockings and garter belts. Now my girly clothes were all over the bed. It looked like a typical girl’s room with clothes s**ttered as if I couldn’t make up my mind on what to wear. She went into the other box which had my shoes. The first pair she pulled out were black, mary jane shoes and said, “These are cute!” Then she took out the black patent high heel pumps. She first said, “These are tall, you can wear these?” I said yes and she remarked, “This is probably what you wear when I hear the tapping through the ceiling.” I hadn’t thought about the fact that she could possibly hear me. And then it hit me…she probably knew I crossdressed all along, and yes, I probably was wearing those shoes. Brooke turned back to me saying she likes ...
    all my clothes and maybe would want to borrow things sometime. Why would I say no? Watching her go through my clothes and holding them up to herself was really turning me on. Brooke asked if I would try some things on for her and I told her that only if she picked it out. She went back through everything and picked out a black, red and white plaid skirt with pleats, a white cami-top and a red one, (she said to wear the red over the white), the blue bra she was admiring, black fishnet stockings and my knee high, lace up boots. She looked it over and turned to me asking, “Is this OK? Oh and don’t forget your boobs.” I told her it was fine with me but I have NEVER been dressed in front of anyone before and she would have to wait in the living room while I changed. She walked out the door and said, “Ok, but don’t keep me waiting.” I was nervous as hell. My hands were shaking. I kept thinking that this must be a dream and that this is not happening. I reassured myself saying that she wanted to see this and she picked out what I should wear. It took a bit longer since I had to keep adjusting and making sure everything was perfect. Well, as it could possibly be. I cracked open the door and asked if she was ready. Brooke responded, “Are you ready?” I told her I think so and slowly walked out. I had no idea what to expect. Here I was standing in boots with 3” heels, a short little skirt and sexy tops with nice full tits. I even put on the black satin panties she “found” on the floor ...
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