Couple Nickname: None
Dated Between: 1993 - 1995

There isn't a better embodiment of Joe Jackson's 1978 single "Is She Really Going Out With Him?" than Lyle Lovett and Julia Roberts. Though Lovett was a successful country musician in his own right, Roberts, at the height of her career was a superstar. She was America's sweetheart, guaranteed to bring in boatloads of money at the box office in whatever project she was starring in.

Prior to Lovett, she was in a very serious relationship with Jack Bauer (Kiefer Sutherland) himself, and she even possibly dated Daniel Day-Lewis after him. So, it was pretty surprising when she ended up tying the knot with Lovett out of seemingly nowhere in 1993, and he started coming out with quotes like, "Our life is like one giant honeymoon."

Though the two broke up in 1995, it's been reported that they've remained friends regardless. Isn't it just the worst when nice guys finish first?