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I Started Crossdressing By Wearing My Moms and Sisters Clothin

I started crossdressing probably out of what my mom thought was necessity. I was the youngest of four children, and also the youngest of about eight other cousins. My mom and aunts always passed around 'hand-me-downs' as one child outgrew their clothes. So when a t-shirt, pair of shorts, pants, or sometimes shoes got to me, my mom didn't care too much if they were boys or girls, as long as they weren't too feminine or dresses, I wore them. This went on until I grew bigger than most everyone.

However, I loved the feeling of wearing girls clothes. I thought it was neat how they would fit me too, and almost no one ever noticed. I did this right up to about 8th grade.

Fast forward to my 20's and living alone, and I rediscovered my love of wearing women's clothes. At first I was kind of timid about buying women's clothes, but as I did so I realized that no one took much notice.
introvertguy · 41-45, M
My mother was a single mom and I have 3 older sisters. They always had nicer clothes than me, so I started wearing theirs. Now, years later, I still enjoy crossdressing
joe438 · 61-69, M
My older sister was always popular and surrounded by friends. She thought I was a pest and didn't talk to me. I wanted to know the source of her power - how did she get so many friends? In my young boy brain (I was about 7 at the time) I thought maybe it was the cool clothes she got to wear when I only got scratchy boy clothes. The closet in my room was a large walk-in and my mom and sister used it to stash things they no longer wore. I found some of my sister's things that fit me and loved them. They made me feel like a different person.
turbineman40 · 80-89, M
Do you still buy female clothes? Does anybody notice or sayanything?
SheenVCD · 56-60, M
@turbineman40 Yes, and no one really says anything negative. "A sale is a sale" as they say in the retail business. Dollars talk loud. In fact there's a few stores that I regularly patronize because they know I'm buying, not just looking around being creepy, so they are very accomodating.
turbineman40 · 80-89, M
@SheenVCD most stores don't care if I am buying just sell the merchandise

 
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