My Crossdressing Life

1. Going shopping with my mother and sister

I started crossdressing around the age of seven years old. Whenever my mom and sister went shopping, I would go with them.

When we were inside the store, I would walk by the lingerie and feel the silky materials.

I would look at the different styles and colors of bras, the Lacey panties, the girdles, and all the girl’s outfits.

The perfume scents were beautiful. I loved the different shoe styles, the sandals, the boots, the high heels, and the flats.

The jewelry was beautiful.

Bracelets and necklaces are my favorite jewelry. I always wished that I could wear all the pretty dresses and all the things I saw in the store.

Weekends were the shopping days for my mom and sister; they would leave early.

It gave me extra time to dress up and be girly. One weekend, I made up an excuse to stay home.

2. In my sister’s room

While they were gone, I would go into my sister’s room and put on her dresses, panties, high heels, earrings, bracelets, and necklace.

I would try on different outfits and put on lipstick and powder makeup. I like different colors of eyeshadow.

I would put on some music and dance around. I would sit properly on a chair like a girl, back straight, legs crossed, hands on my lap.

Walking in high heels required a lot of practice. I would use my knife and fork with feminine hand movements.

Use my napkin in a dainty fashion. I mostly played with girls at school, so I had an idea of how to act like a girl.

I knew how long it took my mom and sister to shop so I would keep track of the time, and I would make sure everything was back in place before my sister got home.

3. My wardrobe and makeup

My crossdressing continued into my teen years. Over time, I gathered a lot of clothes, which made it easier for me to dress up.

It was a good feeling to have my things and not have to use my sister’s wardrobe, makeup, earrings, and necklace.

Both of our parents had two jobs, so they weren’t around too much.

I knew my sister’s schedule, so I did not have to worry too much when I was dressed like a girl.

One afternoon, I rushed home and got dressed before my sister got home.

I was dancing around, looking in the mirror, acting all girly. I was just enjoying everything there is about being a girl.

The silk dress felt so smooth and soft that it just gave me that extra feminine feeling.

I was getting better at dancing in high heels. Softly moving around like a girl was the greatest feeling ever.

4. My sister caught me crossdressing

Since no one was home, I had the music extra loud, and I was just dancing away.

I guess I must have forgotten to close the door to my room because suddenly, as I completed a twirl, I almost had a heart attack.

There stood my sister, her arms crossed, looking at me. I stopped, froze, and looked at her.

My sister just looked at me; we both didn’t say a word for a few seconds.

Then my sister walked right up to my face and said, now I know why my dresses were never hung right.

I looked at my sister and asked her to please not tell Mom or Dad.

My sister just sighed and said don’t worry;

I think I have known all along that you were dressing up because all your friends are girls, you don’t like sports, you watch fashion shows, and You love dancing.

5. I am a Sister and Not a Brother

Sometimes, you even tell me when something does not look right on me.

My sister told me not to worry and that she would not tell our parents.

I think that the cross-dressing incident has drawn my sister and me a lot closer. I feel like a sister to her and not like a brother.

She invites me to go shopping with her, and now she asks for my advice when she’s getting ready for school or when she is going out on a date.

I am glad that she caught me crossdressing because I don’t have to be like a boy anymore;

I can even act girly around my sister. My sister surprised me one afternoon.

As I walked into my room, my sister had an outfit laid out; she had her makeup kit, a wig, pantyhose, a pair of shoes, nail kit.

I was in my seventh heaven.

6. We Are Girlfriends

So now my sister and I are just like two girlfriends. She is really liking the idea of helping me with my crossdressing.

When my sister does not have to stay after school, she will come home and do a makeover on me.

I told my sister that when I was a kid, and no one was home, I would sneak into mom’s room and wear her clothes.

The outfits were very big, but I didn’t care; I just loved the feeling of the material; it gave me such a good feeling.

I showed my sister my collection of fashion pictures that I cut out of magazines and pasted on notebook pages.

I would mix tops and bottoms and make all kinds of changes that I thought would be cute and feminine.

I just love putting outfits together, and it is even more fun at home with my sister helping.

7. No Sex Change

It will always be a mystery to me as to why I crossdress. If I had a choice at birth, for sure, I would have picked the girl’s gender.

I love everything feminine; when I wear the lingerie, I get aroused and almost have an orgasm.

I think I would like the idea of living full-time as a girl because when I am in the female persona, I feel like I am totally complete.

I am dressing up as a girl on Halloween. My sister is going to be dressed like a boy, and we are going to the same party.

I told my sister that I would like to get silicone implants and that I would not have male-to-female sex surgery.

I kind of like having my main male part available for the girls.

So, for the time being, I will just continue having fun cross-dressing and being girly.

When I am dressed like a girl, I sometimes wonder what it would be like to be with a boy sexually hmmm.

Learn More:

How I Came Out as Trans and Started to Crossdress at Work