
As Us Weekly notes, Courtney Cox's career kicked off in 1984 with a take-notice part in a Bruce Springsteen video but, naturally, it was her role as lovable neat freak Monica on "Friends" that really put the actress on the map. During her time as one of the most in-demand TV stars in the world, Cox dated many famous men including Batman himself, Michael Keaton, for six years. The actress sought Keaton out in 1989, after enjoying his performance in the previous year's "Clean and Sober."
Following their breakup, she gushed to People, "It's the most important relationship I've ever had, and I think he's the most wonderful person I've ever met" and hinted at a reconciliation down the line. Later, the actress admitted to USA Today (via People), "Relationships are tougher than I thought," adding, "And I've got a lot of work to do on myself."
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