Strange Dates: Crazy Hollywood hook-ups
Past Loves
Tom Cruise and Cher
As Tom was trying to make a name for himself in the '80s, and Cher was already topping the Billboard charts, they briefly dated.
Brooke Shields and Nicolas Cage
Back in the 1980s, America's sweetheart Shields dated Cage. The two even went public with their relationship at the 1987 premiere of his film "Moonstruck." The relationship fizzled out after a year.
Brad Pitt and Christina Applegate
The "Married with Children" star walked out on Brad Pitt at the 1989 MTV Movie Awards.
Everyone remembers Demi Moore with Bruce Willis, but did you know she dated Emilio Estevez before Bruce?
Nick Lachey and Kim Kardashian
A few months after his very public breakup with Jessica Simpson in late 2005, Nick Lachey started seeing then no-name, Kim Kardashian. The romance only lasted a few months.
Ted Danson and Whoopi Goldberg
According to people on set, the chemistry between these two wasn't only onscreen for "Made in America" in 1989.
Tom Cruise and Sofia Vergara
Fans may have been a bit shocked when Tom Cruise shacked up with Katie Holmes in 2005, but just a few months before Katie, Tom was seen out and about with Columbian hottie Sofia Vergara.
Ryan Gosling and Sandra Bullock
Sandra Bullock, 47, had a May-December romance with Ryan Gosling, 30, in 2001.
Kiefer Sutherland and Julia Roberts
Charlie Sheen and Kelly Preston
The former “Two and a Half Men” star was engaged to Kelly Preston in 1990, but their courtship ended soon after he accidentally shot her in the leg.
Juliette Lewis and Brad Pitt
Sean Penn and Madonna
Sarah Jessica Parker and Robert Downey Jr.