My Journey into Crossdressing: My Girl’s Day out, and a Truly Momentous Moment.

First let me tell you about today.

I dressed in a black knit skirt, a light hoodie, and my black boots. I headed to Chicos. I was hoping to talk with the manager, but she was not there. Instead, I talked with Jill. I asked her how she sees me.

She said she sees me as a female. I can hardly express how that made me feel. As I walk this journey of self-discovery, and learn who I am, it is really encouraging knowing that I can talk with someone who is willing to treat me as an equal- a female.

Thursday: Today was perhaps the best day I have had on my journey. There were two things that made today especially stellar. The first was my shopping trip. It was beyond amazing. I really thought the shopping trip would be the highlight of the day, but the second thing ended up being the best part of the day.

The second: for the first time, I told someone who has known me for ten years about my journey.

The shopping trip: I quickly left the house and went to my closet. I pre-planned what I wanted to wear, so I put my white turtleneck on and my pantyhose (it’s still quite cold here, so I did not want to wear my dress without something to help keep me warm). I head out.

When I got to my closet, I took off my shoes, I put the dress on over my white shirt and pants, removed my pants, and put my boots on. The dress, a mini dress, that comes to just above the knees. It is a terracotta-colored dress that has two small pockets. It is a really cute dress and it looks nice on me.

I quickly finished getting ready, hair boobs and make up and headed out to my first stop, to get gas and coffee. The cashier told me that I looked really nice.

I then headed to Walmart to buy a makeup bag, I then went to wait for my girlfriend and her trans-son so that we could go to Gaylord to shop. We met in front of the Maurice’s there in Petoskey.

It was all that I hoped it would be. We visited several stores, some that I wanted to visit, and some Marty wanted to visit. We both bought some things. I needed a pair of athletic shoes, I found a pair at The Shoe Dept. While I was there, I went and looked at some purses, I found one that I really liked that is a cognac color that matches my boots very nicely. I am really excited about that.

We next went to Panera Bread for lunch. I had a wonderful salad, it was really, really good. We sat, enjoyed our lunch and just chatted about things.

When we got back to Petoskey, we decided to go into Maurice’s. I found a really cute light-weight turtleneck sweater on the discounted rack. I got it for twenty dollars. Overall it was a very good shopping day.

I really cannot express how much I enjoyed the day, and what it meant to me to be one of the girls. Marty said she had a wonderful time and wants to do it again soon. It will absolutely happen.

I think the most important part of the day was it felt so perfectly natural, as it should feel. I was so comfortable being myself, Destarte, that I almost forgot that I was a biological male wearing a dress, I was just one of the girls on a shopping day. It was so deliciously normal. Why is this so important? I think, for me, I was so comfortable in my own skin, so comfortable being Destarte, so at peace with who I am, that I truly was being the person I am, a biological male with a female counter part within me.

The next part of this really great day came about after I got back from Shopping.

As you may know, I have been looking for ways to expand the circle of people who know me and know that I am learning how to express my feminine side. I remembered a friend that I have come to really appreciate over the years. She worked at the store when I first started working there. We developed a nice friendly work relationship. She eventually moved on to another job but, we have maintained a nice friendship over the years.

Several months ago, she was in the store with two teenagers, a girl, and an obvious biological male dressed feminine. I did not know if it was her child or not, but as I have been looking for people to open up to, I thought about her.

I found her on Facebook and sent a friend request. She accepted my request, and I sent her a message to stop by the store and see me, I wanted to talk to her.

When I finished shopping, I went to work for a couple of hours. As I was getting ready to leave, she walked in.

She came up and gave me a hug. I told her I had something personal that I wanted to talk to her about, and I thought she might have some experience in this area. I asked if the trans teen was her child?

She explained, no that he was actually a good friend of her daughter’s. Her daughter had been threatening to dress him up as a girl, as a joke, and so she did it. They were just kidding around.

I thought well there goes that, but then, my friend told me that she has some cousins that have come out trans. She said that she has just decided that they have to be true to themselves and she is going to love the person no matter what. She said she also has some friends that are trans and she is perfectly fine with it.

I could tell by the look on her face she wanted to ask why I was talking about it. She just didn’t want to ask. So, I told her about how I have struggled with this all my life, this thinking I was part female and some recent events had really brought it up to the surface. I told her that I was just looking for people, friends, that I could be myself with. She got tears in her eyes.

We began talking and I told her how much I love women’s clothes and she was very accepting and open to me. I actually had the outfit I am going to wear tomorrow, in my car. We walked out to the car, and I showed it to her.

She loved it. I then suggested that we can maybe go out for coffee sometime. She is very open to doing so. She then gave me a really big hug and it was just so, so wonderful to have her know about the true me.

She and Destarte are now friends on facebook. She has seen the pictures I have posted and loved them.

So, the day has been one for the record books. I am so happy to have been able to experience this, and to have another friend that I can be my true self with and be able to interact with. It is really deep-down satisfying.

I cannot wait to see what tomorrow brings on my journey.