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A housekeeper or maid that is also a sexual partner to the head of the household. There are two types of upstairs maids. The first is a full-time upstairs maid that regularly sleeps with the head of the household when there are no overnight guests. The second is part-time upstairs maid whom is run by a pimp that hides the call-girl as a maid for her to perform tricks.
"Yeah, no luck at the clubs tonight but still horny. The upstairs maid is sleeping with me tonight."

"Don't worry man, I can get one of my ladies into your gated community. She covers as an upstairs maid."
by Steve-er January 31, 2010
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