Fly slang means stylish, attractive, cool, fashionable, impressive, excellent, originating in African American Vernacular English and hip hop culture of 1970s, 1980s, and 1990s, and still used today to describe something that looks good or is cool. When someone says that outfit is fly, or those shoes are fly, they mean stylish and attractive. Fly can describe person, clothing, car, music, or anything considered cool or impressive. As adjective, fly is positive compliment, similar to cool, dope, fresh. It can also mean attractive person, as in she is fly. The term fly came from idea of flying high, being elevated, impressive, and was popularized in hip hop lyrics and movies. Fly also can mean to be knowledgeable or aware, as in fly guy who knows what's happening. In older slang, fly could mean cunning or clever. So fly slang generally means stylish, cool, attractive, fashionable, impressive, and is used as compliment. For example, that new car is fly means it looks great, he is fly means he is stylish and attractive. The slang is still used though somewhat retro, replaced by newer terms like fire, lit, drip, but still understood. So fly slang means cool, stylish, attractive, fashionable, impressive.
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