Sissy Nancy Boy

Teddy Made Me Do It

Submitted by on

It was the third time that I would have to pee in my bed that week. Just the night before my grandma had made it very clear what would happen if she were to find me in a wet bed the next morning which is why I began to cry as I tried to go. It was so hard to start peeing myself even though my bladder hurt from being so full I felt it would burst.

Becoming Sissy Nancy Boy

Submitted by on

I, like many others, learned to read from the “Dick and Jane” series of books to which I was first introduced in the first grade. While the dog, Spot, ran and Dick played games with Jane, I was absorbed in looking at pictures of the pretty dresses Sally wore. I was envious of the puffy sleeves, the pink, the ruffles, and the short hems. I learned to read really quickly while pouring over those books wishing I could wear those beautiful outfits.

A Series of Unfortunate Mishaps - Part II

Submitted by on

“I don’t think I’ve ever heard Patty laughing so hard.

“Well, that settles it,” my mom said grinning at Mrs. Garner.

I’d guessed wrong. I looked at Mrs. Garner and saw she was smiling from ear to ear with a glint in her eyes. Patty was laughing hysterically and Amy was giggling. I looked at my mommy and she was putting away the baby items in what used to be Patty’s diaper bag and I realized with shame that it was now my diaper bag.

I began crying. I’d just agreed to be a baby girl and everyone thought it was my choice.

A Series of Unfortunate Mishaps - Part I

Submitted by on

“Mom,” I called downstairs, “I don’t have any underwear!”

A few moments later my mom was standing in my doorway looking at me. I was late for breakfast having ignored my sister the first time she told me to get up and now my sisters were downstairs eating while I was still wearing my pajamas.

“What’s all over your floor,” my mom said while she glared at me.

“Dirty clothes,” I said.

“So,” she said sternly, “you do have underwear - only they are all dirty as you haven’t put them in the hamper like I’ve told you to do a hundred times.”

Subscribe to Sissy Nancy Boy