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Sure, Monica and Chandler were a great couple, and the will-they-or-won’t-they drama of Ross and Rachel was endlessly entertaining. But the best pairing on the show was Phoebe and Mike, played by an utterly lovable Paul Rudd. Rudd has had perhaps the most successful career of the Friends vets: Anchorman premiered the same year that Friends wrapped, and the comedian quickly shot to superstardom with The 40-Year-Old Virgin, Knocked Up, Role Models and I Love You, Man.
Before she was Mystique in the X-Men movies, Rebeca Romijn baffled the Friends by dating Ross despite being super hot. (Though too be fair, the Rachel-Ross combination never really made sense either.) But Ross ultimately breaks up with the girl because her apartment is filthy and has rodents living in it.
In the 1990s, Tate Donovan was probably best known as Jennifer Anniston’s real-life boyfriend. They played an onscreen couple too: Rachel goes to great lengths, even donning her old cheerleading outfit from high school, to win the affection of Joshua. Donovan went on to stints on The O.C. as Jimmy Cooper, Damages as Tom Shayes and 24: Live Another Day as Mark Boudreau as well as roles in films like Good Night, and Good Luck and Argo.