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How Will I Know is set against a fantasy, vividly colored background, with dancers in black outfits and wearing French-style makeup and a gospel choir.
The video is recognized mainly for the background, wandering spiders, animated paint dripping down the screen, Houston's frizzy hair and solid charcoal dress. Also, when Houston sings "I'm asking you 'cause you know about these things", there's a brief screencap of Aretha Franklin, Houston's godmother.