I was drinking a glass of juice she gave me and I almost spit it out. She said it’s ok to tell her because her husband was a cross-dresser too. Then I mustered my courage and told her that I started cross dressing when I was 12 using my moms and sisters clothes and never stopped since. She said it’s fine and if I need any teaching in wearing various clothes or makeup I could ask her because she has experience helping her husband. I was happy to hear that because I was still not able to wear things like saree properly or to do a good makeup.So I accepted her suggestion and she asked me to come tomorrow evening which was a Friday. She asked me not to bring any female clothes and took down all my measurement before leaving. I got really excited and that was the only thing I thought all day in my office in the next day.At evening, I took a long bath and cleaned my body hair with a hair remover. I even shaved my face thrice. Then I wore a short and t-shirt and went her room. She invited. Do you understand”? “Yes” she said.“Yes what?” I commanded.“Yes sir” she replied her eyes looking downward. Good, grab some toys and, let’s hit the road. I have a big consolation trip for Ashlynn planed.“If it works out, I will let you use her sometime” I said looking around. (Road Trip)Connie, had packed a bag of toys, an overnight bag of clothes, and put on black dress, again something that came all the way up to her neck. And we were on the road.Before we were even out of town Connie had Ashlynn on the floor her feet planted on either side of the minivans sliding door. Connie had a riding crop she had asked me if it was OK to use, she said it would hurt but not cut the skin. Although it could leave burses. I told her “Burses were fine. In fact Ashlynn like to admire her marks in the mirror”. I could hear the crop as Connie smacked Ashlynn with it followed a commanded. With each smack I could hear Ashlynn’s little gasp, a mix of pain and pleaser. She had Ash scooch around until.
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