Michelle's Stories
(Read in order 01 and so on)

So every girl has their dream day.   This is a day that every little wish and thought come as close as it can to be true. This is my dream day as Michelle. As I sit on my couch waiting for you to show up, I have butterflies in my stomach. I can't tell you how many times I have fixed my hair and my blouse. I want to make sure that I look as pretty as you had pictured me. There is no Faceapp now to hide behind. Finally, we get to see each other face-to-face. We have been chatting online now for at least a couple of months and it seems that we are very close in many thoughts and values. It seems that after each time we chat, both of us can wait until the next time. Since I was so nervous in meeting you for the first time, I decided to wear the most comfortable outfit that I could think of.  I decided to wear my favourite top and jeans that I had picked up at Torrid. The top is blue with a flower pattern all over it. The jeans are the ones that I think that I look the best in. I d...

My Cross Dressing Dream So, this dream was Euphoric partly because part of it was something that I have dreamed about and the other was just so happy but unrealistic.

So, I have always wanted to have a correct bra fitting done. This is my amazing journey. If I am going to be investing some money into clothing including bras, lingerie and other women’s clothing, I feel that having the correct bra size is important. I started looking around the internet for different stories and saw what other crossdressers had experienced. I guess that is a little of my OCD but if I am going to purchase anything, I have to do my research. I should have saved the link but I found this amazing story of a crossdresser that found a boutique that helped her out. The owner was nice enough to open for him late after closing. She even asked an employee to stay a little late to help. They went through the whole process. Tried on a couple of different bras. The owner and employee gave their honest opinion. After the correct bra was chosen, they even let her try on some other sexy lingerie and even some shapewear.  After reading that story, I was determined to find a local ...

Weekend to remember I was crossdressing many years ago when I was first married. My ex-wife caught me wearing some of her shapewear and she was not very happy at all. Our marriage was not doing well at that time and her finding me didn’t help. So, I stopped. I have always thought about it but I was scared to do it again. I thought stopping would help our marriage but it really was destined not to be a success. Some new toys Give it a year or so later, I had stopped crossdressing, but I stumbled on a porn video which had a woman fucking a guy with a strap-on. I was so turned on, I went out and purchased a couple of dildos. First one was a little narrow and short but, at that time, I took it as a suggestion from the girl at the sex shop as a good one to start with. A couple of months later, I am back at the same shop, talking to the same girl about getting something bigger. But this time I had a plan in my head and I wanted to make sure that this one would fit a strap-on harness. This on...

So this is my memory of the first time I was out of the house dressed as Michelle this past summer of 2022.