Sara's First Time

General Douglas MacArthur

At about four years, my mother on wash day would pile up the clothes on the floor for washing. I would go to the pile of women's underwear and play with them. Putting on the panties, bras, slips: both grandmother and mom would laugh! I was not allowed my grandmother's most fine items.

My mother was born in the same month as Shirley Temple and was a fan for a lifetime. Her favorite gifts as a girl were Shirley Temple dresses! Many times they asked if I wanted to try on the dresses! I really did! The ladies got into this from time to time and even went to the point of starting with panties and slips and going to full little girl drag.

One way they found of tempting, was my grandmother had some of her silk little girls panties, that after first trying them on they felt so nice and good, that all my grandmother had to do was hand them to me after a bath, and I never refused!

Once at age five, they did it and mom and dad had words over my dress which was uncommon, they rarely ever had a fight out where others could see! The next Saturday after my bath, my grandmother hands me the silk panties, which I took and it started, with a bouffant little girls slip, on to a blue dress with girl’s frilly socks and topped with patent Mary Jane shoes. These events usually lasted an hour. But this time grand took me and using an electric old style curling iron did my shoulder length hair into little girl curls.

From Colonial times to the early last century, it was common for boys to be dressed as girls up to age 5 or 6. My Grandmother was a fan of General MacArthur and General Patton, she collected books on them; after I started to read she went through them as a way to help me read, MacArthur had a picture of himself at five, and a picture of his family in 1930 with first him and then his son at the age of 5-6 both were in girls dresses with long curls!

The biography of Patton said that he was dressed as a girl to age eight and as a boy only outside of the family until age 10 and was not allowed to read till age 12.

After an hour my father called from the living room as I popped by "come over here little girl!" After several repeats, I did. Dad pulled me up to his leg and said do you like your dress little girl?
“Yes.”

Several other questions on my clothes followed, then he picked me up and set me on his lap and said "Little girl, do you want to keep wearing your dress for the rest of the day?”

“Yes,” I replied demurely. At that point he grabbed my head and kissed me on the forehead then pulled me into an embrace and snuggled; that I had seen him only give to little girls in the family! It was great! Total acceptance as I stayed there for several minutes! Till both my mother and grand came in from the doorway.

No more was said.


I invite all Femulate readers to share their first crossdressing experience. Try to recall that moment the first time you tried on a woman’s garment and began the process of unveiling and exploring your feminine self. To entice you to share your first time story, I will give away a free copy of my e-book Fantasia Fair Diaries to all whose stories I use in Femulate.

Wearing Marciano.

Johnny Downs (right) in the 1941 film All-American Co-Ed.