1. Lisa Wilkes on the Fresh Prince of Bel-Air

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Will Smith has had many love interests on the Fresh Prince of Bel-Air. But who can forget Lisa? She was introduced in season 5 as “the one” in Will’s life. The two fell deeply in love and were supposed to get married twice but never tied the knot. They went as far as the wedding ceremonies, but it flopped both times and Lisa was never seen again after the second time. ICYMI: The role was originally for Jada Pinkett-Smith but she was too short for the role compare to Will who was 6’2”, so Nia Long ended up with the role from 1994-1995.