Val Kilmer says his split from Daryl Hannah was the ‘most painful’

Val Kilmer reveals split from Daryl Hannah was his ‘most painful’ as he reflects on romances with Cindy Crawford and Angelina Jolie

Breaking-up with Daryl Hannah was not easy for Val Kilmer.  

The actor, 60, revealed in his new memoir, I’m Your Huckleberry, that their break-up was his ‘most painful split’, according to an excerpt obtained by People. 

The couple began dating in 2001 after working on the movie In God We Trust, but the relationship still clearly stands out to Kilmer.   

Heartbreak: Val Kilmer revealed in his new memoir, I’m Your Huckleberry, that his break-up  from Daryl Hannah was his ‘most painful split’ (pictured 2003)

He even playfully called out her husband Neil Young, who she wed in 2018 after four years of dating.  

‘Lord knows I’ve suffered heartache. But Daryl was by far the most painful of all. (Neil Young, I always loved you, but I’m afraid I hate you now.),’ he wrote. 

Kilmer still has fond memories of his time with Hannah in New Mexico.  

The relationship started years after Kilmer ended his marriage of eight years to actress Joanne Whalley, who he shares daughter Mercedes, 28, and son Jack, 24, with.

She is something: Kilmer began dating Hannah after working on In God We Trust, and he still has fond memories of their time together in New Mexico

She is something: Kilmer began dating Hannah after working on In God We Trust, and he still has fond memories of their time together in New Mexico 

'I'm afraid I hate you now': Kilmer called out Daryl's husband Neil Young, who she wed in 2018 (pictured in 2014)

‘I’m afraid I hate you now’: Kilmer called out Daryl’s husband Neil Young, who she wed in 2018 (pictured in 2014)

Left an impression: He also was in a relationship with Angelina Jolie, who he described as 'perhaps the most soulful and serious of them all' (pictured 2004)

Left an impression: He also was in a relationship with Angelina Jolie, who he described as ‘perhaps the most soulful and serious of them all’ (pictured 2004) 

Following his divorce, Kilmer dated Cindy Crawford, who he says helped him become happy again. 

He also was in a relationship with Angelina Jolie, who he described as ‘perhaps the most soulful and serious of them all.’

‘When people ask what she’s like, I say she’s like other women and other superstars, just MORE,’ he added.  

Hand in hand: Following his divorce, Kilmer dated Cindy Crawford, who he says helped him become happy again (pictured in Moscow in 1996)

Hand in hand: Following his divorce, Kilmer dated Cindy Crawford, who he says helped him become happy again (pictured in Moscow in 1996)

Celebrity romances: Jolie and Crawford were both given shout-outs by Kilmer

Celebrity romances: Jolie and Crawford were both given shout-outs by Kilmer

Celebrity romances: Jolie and Crawford were both given shout-outs by Kilmer

Kilmer also reflected on his special relationship with singer Cher, who helped him get through his battle with cancer. 

The pair dated in the 1980s, and Cher invited him to move in with her during his recent illness.

Fortunately, Kilmer is now cancer free after undergoing a tracheotomy, chemotherapy and radiation. 

Kilmer has been keeping busy as of late.

In addition to his memoir, which will be released April 21, 2020, he also will be reprising his role of LT Tom ‘Iceman’ Kazansky in Top Gun: Maverick, set to hit big screens this summer.   

Good friends: Kilmer also reflected on his connection to singer Cher, who helped him get through his battle with cancer (pictured 1990)

Good friends: Kilmer also reflected on his connection to singer Cher, who helped him get through his battle with cancer (pictured 1990)