I told her everything and she sat there listening. I could see from her face, Amy was totally shocked to realize it was actually me dressed as a girl. I was nervous to look into her eyes so kept staring down.Īmy getting a little closer now ” Why aren’t you talking? What are you doing here?”. With all the courage I had, I turned around. She was going to get really shocked few moments later. So I tried to think what to say but I was feeling so shy to turned around and face Amy.Īmy spoke again”” Who are you? Where is Jake? Are you his girlfriend?” I figured it was no point to hide it anymore. I froze completely feeling so embarrassed. I was so shocked to see her.Īmy then finally spoke and asked ” Who are you? What are you doing here?” I turned back immediately & stood there not knowing what to do. To my horror, Amy was standing right there. Then, I opened the door and stepped into the living room. I checked myself in the mirror and I was happy with how I looked. This time, I decided to wear the white heels. I had 3 pair of shoes, all of them high heels. I didn’t feel like putting on the makeup because it took time and effort to remove them as well. And to finish the look, I put on a brown straight hair wig that I brought recently. Then, I slipped into a yellow summer dress and sheer pantyhose. I undressed myself completely and put on the bra and knickers first. My mom wasn’t going to comeback for a few more hours, So i decided to dress up. We finished the report and Amy left the house. One afternoon, we were doing a group report together in my house. I used to invite Amy to my house a lot but mostly we hanged out in the living room because I had many things hidden in my closet and I took every precaution I could to hide my crossdressing secret. Amy was my group partner in most of the subjects. I wanted to share my crossdressing with someone but I really feared they would not accept me after that.ĭuring one college week, we had tons of assignment. My mom had no idea because I was very good at keeping things hidden from here. But I only did all these things when I was alone. After some time, I did get better at my transformation and my confidence grew. I used to learn dance steps to famous girl group songs. I practiced a lot in-front of the mirror to improve my feminine gestures and walk. So slowly, I started to make myself become more passable as a girl. But at the same time, I was sacred to go out and afraid someone might find my secret. I was bored dressing just inside the house. That gave me more time to dress up around the house.Īs time passed by, my desire to go out in public grew. I lived with my mother and most of the time she was out of the house due to her long work shift.
I used to buy things like dresses and makeup online. I was crossdressing almost everyday when I was around 18 years old. We did so many things together and I could always count on her. I was quite shy but I felt really comfortable around Amy. She was kind of a tom-boy and didn’t really fit with the other girls. She was so cool and we use to hang out a lot. But I kept my crossdressing a secret until one day ,my best friend found out about it. Since then, I was really hooked on dressing like a girl. I remember she told me to put on a pink frock and white stockings. When I was young, we had a play in school and the teacher dressed few of us boys as girls.
Since a young age, I was interested in crossdressing. Please let me understand.įind out how “The Gay Best Friend” responded to her question at Hello Beautiful.My name is Jake.
And, another thing, he always seems to mention or announce that he’s comfortable with his sexuality. I don’t know if it’s because they haven’t seen each other in a long time and that he’s making up for it. All I know is that he seems like he worships the ground he walks on.
My boyfriend has told me that he and this friend have been real close in the past and that they have showered together, and he mentioned they’ve had sword fights with their privates. He would rather go hang out with him than see me, or we’d do something and his friend comes along or at least he gets an invite. He recently ran into an old best friend he had when he was a kid, and now they are glued to the hip. He’s freely admitted that he’s touched another man’s penis and seemed proud of it. When he’s with his guy friends they joke around and grab each other, and sometimes they touch places that shouldn’t be touched. He does have a small group of male friends which I have meet and all hung out.