A sissified boy or man willing to work as a kitchen maid, laundry mail, scullery maid, woman's maid or housemaid. Often submissive in nature, a sissy maid may easily be convinced to wear a dress or maid's uniform in which to perform "her" sissy duties.
When she discovered how subservient he was, she gave him a long list of daily, weekly and monthly chores to perform. He became her sissy maid, and she rewarded his slavish devotion. She allowed him to slowly earn a proper maid's outfit complete with frilly underthings and a pretty pinafore apron in which to experience the drudgery of never-ending housework.
by Garielle July 09, 2006
A boy or man who is willing to or enjoys dressing as a maid and doing housework or menial chores.
He lost his job and eventually became his wife's sissymaid.
by Garielle June 29, 2006