1. First time with Brooke.


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

    cream and sometimes fed me some. It was about 35 minutes of her being there when she “popped the question”. She took a bite of ice cream and said, “So, how long have you been wearing panties?” I stumbled for a bit and asked back, “Why do you ask?” She responded, “Well you do, don’t you?” At this point in my life I figured that I really don’t care. Plus, if she was offended, she wouldn’t have given them to me or even asked at this point. I told her that it has been since I was about 14 and more consistent in the past few years. I asked her is it bothered her and she said she was just curious. She then went back to eating more ice cream and watching TV. I totally though I was off the hook. “That’s it?” I thought. Until… She turned back to me and asked, “So what else do you have?” Now I was really taken back. I didn’t really want to give her the full answer. Maybe she was ok with panties. But other things might be a bigger issue. I didn’t know how to respond. I had a blank look on my face and asked, “What do you mean?” She replied, “You know, like bras and stockings?” I wanted to hold back and say no. I didn’t want her to think I was a freak. Most women do not know how to respond to a crossdresser. Most women think we are gay, we want to become a girl, see us as a threat, etc, etc. I looked her straight in the face and said, “Yes”. Yes? What kind of an answer was that? What was I saying yes to? I wanted to correct myself but before I could she quickly stood up, grabbed my hand ...
    and pulled me off the couch and said, “Let’s go see.” I quickly stopped her and had to lay down some ground rules. If I was going to show her, it was going to be everything and I wasn’t going to hold anything back. There would be no judging. I had a lot of anxiety at this point and several mixed feelings. Brooke looked at me and said, “It’s OK, I want to see.” I felt relieved. And we went into my bedroom. Brooke sat on my bed with a smile on her face in that “I’m waiting” kind of way. I went into the dresser drawer and pulled out some panties and set them on the bed next to her. She quickly went through them feeling the fabric, commenting on some that were “cute”, and holding some up and admiring then as if she was shopping. Then she asked, “What else?” I reached back into the drawer and took out some stockings and pantyhose. She separated the pantyhose from the pile and said, “Boring…”, but she liked the stockings and said, “Ooh…sexy, you have fishnets.” I was all giddy. She was really interested. I don’t know who was more excited, her for seeing this side of me, or me for meeting someone who actually “wanted” to know about my crossdressing. I went into the closet and pulled out a couple of boxes and set them on the bed. She looked at them and said, “Well, what’s in there?” I opened on and said, “Here, take a look.” I let her go through the first box which she did eagerly. Brooke started with my bras, taking them out, commenting and even holding one up to herself saying, “I’d ...
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