Actor Val Kilmer dated many top actresses over the years, including Cher and Angelina Jolie, but his split with one top actress caused him the most pain. According to People, in his memoir, Kilmer revealed that he was heartbroken when he and actress Daryl Hannah broke up,

Top Gun and Batman star Val Kilmer confessed to still being in love with a Hollywood actress he previously dated and took a swipe at her husband, in his 2020 memoir

Val Kilmer enjoyed romances with the likes of Cher, Angelina Jolie, and Cindy Crawford, but he said his split from actress Daryl Hannah was the most painful of all

Val Kilmer had many Hollywood romances, but Daryl Hannah was the one that broke him. He admitted crying over the breakup for months.

"He slept at my house and I at his, but nothing happened, we spent a long time solidifying what we had in that way," the artist admitted later.However, Cher was surprised because Val was the one who took the step to break up,

Late Top Gun star Val Kilmer previously shared an insight into his love life and admitted that splitting from one of the world's most famous women left him inconsolable

Top Gun actor Val Kilmer confessed to still being "in love" with a Hollywood actress he previously dated and took a swipe at her husband in his 2020 memoir

Val Kilmer wrote candidly about life, love and "Top Gun" in his 2020 memoir. Upon his death, we revisit the book's most interesting revelations.

Kilmer's depiction of the cool and confident fighter pilot resonated with audiences and solidified his status as a leading man in Hollywood despite Tom Cruise taking the leading role