Dressing As a Sissy

Ms. Sarah is a strict, yet sensual Mistress who demands only the best behavior and appearance from her sissies. Part of looking your best is learning how to go out dressed as your true, feminine self–that means dressing as a sissy. That doesn’t necessarily mean over-the-top sissy hair, makeup, gaudy jewelry, and mini skirts (although we LOVE those things, too). It’s the subtle things that make you feel feminine inside, and therefore reflect that femininity on the outside.

Sissy Assignment: Going Out Dressed

Your task is to read the following essay about Going Out Dressed as a Sissy and to take what you’ve learned to do something small and subtle to go out en femme. That might mean wearing a sissy bra under your man clothes for the very first time, or wearing an anklet discreetly under your pants. We have lots of sissy shopping assignments full of ideas for things you can wear to feel more feminine in the most subtle of ways.

Our community of Sissy Mistresses fellow girlie girls can’t wait to hear about your experience and support you as you begin to experiment with and accept your femininity. Share your thoughts below!