My First Cross Dressing Experience
The family had the annual garage sale all set to go. Tables of clothing, boxes of used toys, books and accessories lined the garage. It was Saturday and as an eight-year-old, I was always the curious type. I went into the garage scouring through the items when I came upon a table of woman’s clothing.
Bras, blouses, nylons, shoes and everything imaginable filled the table. At first I just looked at the clothing and moved on. Then as I walked passed a white, Playtex bra, I took another look.
The bra was plain and simple but I found myself in-explainablely interested in it. As I took it into my hands, the unique smell of the rubber and fabric aroused me. For the first time I had the urge to feel naughty and I held the bra up to my chest, imagining myself having tits and looking so very silly.
The entire rest of the day I found myself thinking about how naughty it would feel to strap on the bra and feel like a woman! I woke up very early the next morning and immediatly went out to the garage. As I walked in, I immediatly began searching for the bra. There, amongst the many articles of clothing was that feminine, erotic bra!
I immediatly took off my shirt and struggled for what seemed to be forever to hook the bra together so I could wear it. Finally the bra was on! It felt so feminine. I found myself aroused and my heart pounded inside my chest.
But it wasn’t enough. I looked around and found a few blouses and picked them up and quickly stuffed them inside the large cups to fill them out. Now I really felt feminine! As I pranced around the garage, hoping no one would walk in, I noticed an orange, stretchy women’s sweater. It had silver sparkles weaved into the fabric and I remember my sister wearing it last summer.
I pulled the sweater on, over my new, large boobs and now, for the first time, I really looked like a girl! I could not believe what I did next. I walked over to the door and slowly unlocked it. I am not sure why but I just had to go outside and walk around in my fully filled bra and women’s tight sweater! I went out and was amazed to realize that I was not even concerned someone would see me. I almost wanted to find myself walking around the corner to see someone that I knew!
That Sunday morning felt like heaven! I was a woman for the first time and something inside came alive for the first time.