Forced Crossdressing: A Collection of Forced Crossdressing Stories

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Mom smiled, oh my dear she said. I love you no matter what and I would never laugh at you or betray your trust in me besides I love pretty things why shouldn’t you. I told you that you can tell me anything and borrow anything of mine including my clothes and she gave me a big hug. I felt so much better and now I really wanted to see what I would look like all made up and wearing the dress. They actually told mom to go already, and that they would be home around 10:30. She was planning on going to the casino with friends. So they knew she would be out of the house, meaning they could do this. Oh honey I love you so much, that is so sweet that you want to look like me. I looked at her and almost thought she was going to cry but she started again with my makeup. When she finished my face it was flawless and looked so beautiful. I thought I had gotten pretty good at putting makeup on but wow what my mom did was so much better. I walked into the house and mom and Jill were standing there just looking at me. I knew what they were thinking but told them we were just friends. Jill smiled at me; I wish I had a friend that kissed me like that she said. Mom just smiled so you are going to tell Mary about her. I told her no there was no reason for Mary to find out and made them both promise not to say anything. Mom smiled again, I need to talk to you both, David and Rachel. You see dear I have to go to LA for the summer to help with the new office my company is opening. I just looked at her. I will be there for two months the whole summer. They have a condo that they are letting me use. Now you have a choice to make. I just looked at her. Dear I will be working during the week while we are down there and you can’t just sit in the house. We can continue as we are with David during the week and Rachel on the weekend but it may be really hard on you. You can also be just David while we are down there. I looked at mom.

Forced Fem | Crossdress Boutique Forced Fem | Crossdress Boutique

When I was young, I became interested in crossdressing. I think it started around the age of 7 or 8. I was fascinated by the way women looked and how they dressed. I loved the way they could express themselves through their clothing and makeup. I also enjoyed the feeling of wearing women's clothes. It made me feel pretty and unique.So I went to my room and sat on my bed in a couple of shopping bags. Inside was panties, bras, pantyhose, and girl's clothing. There was a note from her saying, " I love you, exactly the way you are." I started crying and felt a significant weight lift inside me. Once I composed myself, I went downstairs and hugged her and told her thank you. We left it at that. Sweetheart, I was suddenly going through my makeup a lot faster. I knew someone else had to be using it and sense we are the only two here it wasn’t hard to figure out. I hope you don’t mind I bought water proof mascara and all day lip color so you wouldn’t be able to wash it off till I got home. Once puberty hit, crossdressing took on a whole new aspect. I started to realize that I wished I could dress in girl's clothes all the time and that I preferred the way girl's dresses fit my body and how they looked at me. I also began to feel trapped in the wrong body and that I should have been born a girl. These realizations were confusing and scary for me, and I wasn't sure what to do with them. She placed her hand on my knee and looked me in the eyes. I know how much you like my makeup and I would really love to see if you really look like me but if this is too much or you just don’t feel this is right for you please tell me and I will be okay with it. We can just play with the makeup you love. She was looking right at me.

Tg Stories - Cross Dressing, TG Transformation, Feminization

We did not talk about it for the rest of my time living at home. When Christmas came that year, a number of catalogs were placed on my bed. The first one was opened to the women's clothing section and a note that said, circle things you like. Then, days later, some items appeared on my bed; she also added stuff to improve outfits. This happened each birthday and Christmas till I moved out. After A Long Time, We Talked About My Crossdressing During the spring of my freshman year at college I was completely obsessed with a girl in my Early American Lit class. All I knew about her was that her name was Anne and she didn’t much care for the poetry of Philip Freneau. I asked her out a few times after class, but my advances didn’t interest her. After a few rejections I didn’t bother anymore, but unfortunately I couldn’t get her out of my mind so easily. She gave me a big hug. Sweetie my dear this is not your surprise. I looked at her for a moment. This had been the best night of my life and this was not my surprise.I was so relieved I got up and gave her a big hug, you mean I can wear your makeup whenever I want to I asked? Beatrice was frantically searching through her underwear drawer. ‘Goddammit, Harold!’ she screamed. ‘Are you wearing my undies again? I’m late for work!’ Yes dear, but there is one condition. No more secrets. If you want to borrow something please just ask. I can even give you some help with your makeup.