10 celebs who have been married the most times: From Jennifer Lopez to Johnny Depp

10 celebrities who've been engaged the most number of times

Here are some celebrities who have had multiple engagements, reflecting the complexities and challenges of maintaining relationships in the public eye.

1. Elizabeth Taylor 

Elizabeth Taylor, the iconic movie star who died in March 2011, was engaged 10 times. Her first husband was William Pawley Jr, then she married Conrad Hilton Jr, who was also her first divorce. The other men she was engaged to include Michael Wilding, Mike Todd, Eddie Fisher, Richard Burton, John Warner, Larry Fortensky, Victor Luna and Dennis Stein.

2. Larry King 

Larry King was engaged 8 times and married 7 times before his death on January 23, 2021. He married his high school sweetheart, Freda Miller, in 1952, but their marriage was annulled the following year. Other women he was engaged to include Annette Kaye, Alene Akins, Mary Francis 'Mickey' Sutphin, Sharon Lepore, and Julie Alexander. His last wife was Shawn Southwick, from whom he filed for divorce in 2019.

3. Billy Bob Thornton

Billy Bob Thornton has been engaged seven times and married six times. His marriages to Melissa Lee Gatlin, Toni Lawrence, Cynda Williams, Pietra Dawn Cherniak and Angelina Jolie ended in divorce. He was also engaged to Laura Dern before marrying Conning Angland in 2014.

4. Gary Oldman

Gary Oldman has been engaged six times. He was married to Lesley Manville, Uma Thurman, Donya Fiorentino, and Alexandra Edenborough. He was also engaged to Isabella Rossellini, but their relationship did not lead to marriage. Oldman is currently married to Gisele Schmidt.

5. Jennifer Lopez

Jennifer Lopez has had her share of high-profile engagements and marriages. She first got engaged and married to Ojani Noa, then to Cris Judd. After these relationships, Lopez got engaged to Ben Affleck in 2003, but they called it off the following year. She married Marc Anthony and divorced him in 2011, before getting engaged to Alex Rodriguez. In April 2021, Lopez and Rodriguez broke up, and she eventually rekindled her romance with Affleck, whom she married decades after their first engagement.

6. Johnny Depp

Johnny Depp has been engaged six times. He was married to Lori Anne Allison and Amber Heard and engaged to Winona Ryder, Jennifer Grey, and Sherilyn Fenn. There were also reports of an engagement to Vanessa Paradis, though it was never confirmed by either party.

7. Drew Barrymore 

Drew Barrymore has had five engagements and three marriages. She was first engaged to Leland Hayward when she was 16, followed by an engagement to Jamie Walters. Her other fiances include Jeremy Thomas, Tom Green and Will Kopelman.

8. Marc Anthony

Marc Anthony has been engaged five times. His first engagement was to Claudette Lali, which ended in 1998. He was also engaged and married to Dayanara Torres, Jennifer Lopez and Shannon De Lima before marrying Nadia Ferreira in 2023.

9. David Foster

David Foster has been engaged five times and married four of those times. His previous marriages were to BJ Cook, Rebecca Dyer, Linda Thompson and Yolanda Hadid. In 2018, he proposed to Katharine McPhee, and they were married in London in June 2019.

10. Kelsey Grammer

Kelsey Grammer has been engaged five times, leading to four marriages. The 'Frasier' actor first married Doreen Alderman, but their eight-year marriage ended in the 1990s. He then married Leigh-Anne Csuhany in 1992. After their split, he became engaged to Tammi Alexander, though they never married. Kelsey's next marriage was to Camille Donatacci, lasting 13 years. He is currently married to his fourth wife, Kayte Walsh.