One of the most surprising celebrity couples of the 90s’ was Michael Keaton and Courteney Cox. The Beetlejuice star and the Friends actress began dating in 1990 after his divorce from Caroline McWilliams. Unlike many Hollywood couples, Keaton and Cox kept their relationship private. Unfortunately, like many celebrity relationships, the couple broke up in 1995. It’s been nearly 30 years since their split and it’s still shocking to those closest to them.