Who does your mind go to when you think of the best rom-com characters of the 1990s? Is it Vivian Ward going from Hollywood Boulevard to the Regency Beverly Wilshire Hotel in Pretty Woman? Is it Cher Horowitz "totally buggin'" on the Los Angeles freeway in Clueless? Maybe it's Phil Connors, stuck reliving Groundhog Day over and over? Here at Watch With Us, we love the classic '90s rom-coms and the memorable characters in them who have gone on to become pop culture icons. Here are our five favorite rom-com characters from the 1990s.
Us Weekly
Critical 5 Best 1990s Rom-Com Characters, Ranked: From 'Pretty Woman' to 'Clueless'
January 28, 2026
2 months ago
20 celebrities mentioned
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