Val Kilmer dated Cher, Cindy Crawford, Angelina Jolie and more before going 20 years without a girlfriend

Val Kilmer had a dating history that includes some of Hollywood’s most beautiful and famous women. 

However, the "Batman Forever" star, who died this week at 65 years old, revealed five years ago that he had remained single for the last two decades. 

In his 2020 memoir, "I’m Your Huckleberry," the "Top Gun" star revealed: "I haven’t had a girlfriend in 20 years," adding, "The truth is I am lonely part of every day," according to People magazine. 

Here's a look back Kilmer's A-list dating history before he became single.