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Slide 2 of 10

Nia Long Then

The '90s It girl was dazzling audiences long before she stepped into Jordan Armstrong's pumps. Before "The Best Man," Long had standout roles alongside major stars in "The Fresh Prince of Bel-Air" with Will Smith, "Love Jones" with Larenz Tate, "Boyz n the Hood" with her costar Chestnut, in addition to starring in cult classics like "Friday," "Soul Food," and "In Too Deep." But Long's role in Lee's 1999 film certainly became one of her most celebrated characters, gifting us the infamous improv slap scene we still love to this day.