Val Kilmer had a history of dating that included some of Hollywood's most beautiful and famous women.
However, the Batman Forever star, who passed away this week at the age of 65, revealed five years ago that he had remained single for the past 20 years.
According to People Magazine, in his 2020 memoir, “I'm Your Huckleberry,” the “Top Gun” star added, “I've had no girlfriend for 20 years.”
Below is a look back at the history of Kilmer's A-list date before he became single.
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Kilmer and Shale
Val Kilmer and Cher in 1982. (Longalella/Longalella Collection by Getty Images)
Kilmer and Cher, 78, dated them in the early 1980s after the former couple met at a birthday party. I told people.
On Wednesday, the “Belied” singer posted a homage to Kilmer on social media, calling him “brave”, “funny”, “brilliant”, “great friend” and “A-'s pain.”
In the post, Cher called Kilmer “courage.”
She told people in 2021: We also called Maximus and Cherus Reprimandus.
She added, “He seems like someone I've never known before. He's infuriating and hysterical. It's thrilling and funny, and doesn't do what anyone else is doing.”
“It ended up falling in crazy love, laughing hysterically and respecting each other's abilities,” she added their relationship. “I don't know how we became friends, we just did. We didn't try. We just did.”
Kilmer wrote in his memoir that after his throat cancer diagnosis in 2015, Cher invited him to stay at the guesthouse.
He said he woke up one night and had to spew blood and call 911.
Hollywood star who passed away in 2025: Photo
“Shale stepped in and stepped up,” he wrote.
“Even so, even in my critical condition, I saw her scanning an emergency medical man who was Gregory Peckdrop dead handsome,” he wrote. “Only in Hollywood, right? Despite the fact that I'm covered in blood, I caught her eye and bounced my eyebrows like Groucho Marx: Haba Haba.
Kilmer and Carly Simon
Carly Simon in 1978. (Richard E. Aaron/Redferns)
Kilmer met singer Carly Simon at the party for the “Top Gun” premiere with Cher in 1986, the parade reported.
In his memoir, he wrote that he “falled in love with 81 singers, “You're so wasted” and “failed in despair.”
“I wanted to be with Kali every day of my life,” he wrote. He said he eventually broke up. She said, “It's too overwhelming for me. Her shy sensitivity was seen through my soul. She saw me fall in love with her in despair, like crazy.
Kilmer and Ellen Birkin
Ellen Birkin and Val Kilmer (Glove photo/shutterstock)
Kilmer also dated “Animal Kingdom” star Ellen Birkin in the late 1980s.
“I remember her wit, her steamy eyes, but mostly her laugh,” Kilmer wrote of Birkin in his memoirs. New York Post. “And her hair. Who remembers the softness of a woman's hair? If you have the opportunity to touch Eren's hair so gently, it's worth it to look like she's going to drop her on you.”
He called her “one of the witches who escaped, and for my inability to care for, without a doubt, for my negligence.”
Val Kilmer shares something like filming “Top Gun: Maverick” on a Tom Cruise: “I didn't have time at all.”
Kilmer marries Joanne Holy
In 1990, his wife Joanne Holy and Kilmer. (Ron Galella, Ltd.
Kilmer married British actress Joanne Holy in 1988 after meeting her in the set of Ron Howard George Lucas' collaboration “Willow.”
The former couple had two children: Mercedes (age 33, Jack, 29).
Kilmer I told Elle In 2006 he discovered that Whalley had filed for divorce on television in 1995.
“I was visiting Marlon Brando in Ireland and turned on CNN and found out my wife had filed for divorce,” he told the magazine. “She took the kids and moved them to another state.”
He continued, “You don't understand humility until you have a child and get divorced. I was very hurtful and very angry. But when a child is involved, do you become a respectful friend, or you become a deadly enemy.”
When asked about his philosophy regarding his dating co-stars, he said, “Never do that.”
Kilmer and Whalley were married for eight years, but he never took the plunge again.
Kilmer and Cindy Crawford
Cindy Crawford and Val Kilmer in 1996. (Sachaorlov)
Shortly after his divorce from Holy, a young Cindy Crawford entered Kilmer's life.
The former couple met at the 1995 “Batman Forever” premiere, both from Richard Gere, a fresh divorce.
According to Entertainment Tonight, he wrote in his memoir that 59-year-old Crawford helped him get over his divorce.
“Yeah, I loved Cindy and I continued to love her, and I thought I could have died from her love.
Kilmer and Daryl Hanna
Daryl Hanna and Kilmer in 2003. (Jon Kopaloff/Filmmagic)
Kilmer met actress Daryl Hannah, 64, on the set of 2001's “In God We Trust.”
“The Lord knows I suffer from heartache, but Daryl was far more painful of all,” he wrote in his memoirs.
He joked about Neil Young, who married the “Splash” star in 2018.
He added that after their parting, he “cryed every day for six months.” US every week.
“The Lord knows I suffer from heartache, but Daryl was the most painful of all.”
Angelina Jolie and Kilmer at the 2004 premiere of “Alexander.” (sgranitz/wireimage)
Kilmer and Angelina Jolie
Kilmer has once again begun a romance with her co-stars after a broken heart with Hannah.
The “Tombstone” star met Angelina Jolie while playing Alexander the Great's parents in 2004's “Alexander.”
“I couldn't wait to kiss Angie, buy her a Gulf jet and draw V+j in the glory of the rainbow of the tail,” he wrote in the book.
He said, “When I ask people what Angelina is like, I always say she's like other women and other superstars, but she's even more gorgeous. She's even more wiser. More tragic. More magic. More grounded. Is it worth it?
Jolie became famous with Brad Pitt in 2005 after her farewell to Kilmer.
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Kilmer died of pneumonia Tuesday after defeating cancer in his throat years ago, the Associated Press reported.
