Cher and Tom Cruise
In one of the oddest pairings of all time, Cher admitted to dating Tom Cruise, 16 years her junior, in the '80s.
"He was just the most adorable man you can possibly imagine," she gushed to "Good Morning America" in 2008.
(Photo by Kevin Winter/Getty Images for AFI, Photo by Gareth Cattermole/Getty Images)
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