The cocktail a woman drinks while she applies makeup and does her hair for a night out, delivered to her bedroom by her gentleman. A proper lady has one before leaving the house.
Husband: "Honey, what would you like for your Dressy tonight?"
by El Crabador March 28, 2010
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Basically it means casual but not too casual. You need a little spice in the sugar if you know what I mean. That's what dressy means. SO basically, jeans are ok, as long as they're good jeans. And, collared shirt, don't go overboard and wear like a suit. You'll look stupid.
Usher, Kanye West look at the stuff they wear when they're rapping.
They always dress nice, so does P. Diddy.

ex. Kanye West wears a polo and jeans, this is dressy casual.
by Kevin Kim May 26, 2006
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