Celebrity Dating History: Charlie Sheen

by Lucy Moore | 3 September 2014

Charlie Sheen is 49 years old today so we take a look back at his relationships over the years.

Sheen has been married three times. His first relationship was with his high school girlfriend Paula Profit. They had one child together Cassandra Jade Estevez, born on the 12^th December 1984. Sheen is now a grandfather after Cassandra gave birth to Luna in July 2013.

In 1990, Sheen was engaged to actress Kelly Preston, who he accidentally shot in the arm and she called off the engagement not long after.

In the 1990 Sheen dated a few adult film actresses such as Ginger Lynn and Heather Hunter.

In September 1995, Sheen got married for the first time to Donna Peele, however it was discovered that Sheen was one of the clients of an escort agency and they got divorced only a year later.

He met actress Denise Richards on the set of the film Good Advice in 2000, however did not start dating until October 2001. They had previously starred in the film Loaded Weapon 1 and Friends, however not together. Richards then guest starred on Sheens TV show Spin City and the romance blossomed from there.

They got engaged on the 26^th December 2001 and married on the 15^th June 2002 at the estate of Garry David Goldberg, the Spin City creator.

The pair have two daughters together, Sam and Lola Rose.

In 2005, Richards accused Sheen of alcohol and drug abuse and filed for divorce, which was finalised in November 2006. They then had a custody battle over their two children.

On the 30^th May 2008, Sheen got married for the third time in Los Angeles to Brooke Mueller, with guests Rebecca Gayheart and Eric Dane who attended the ceremony and were responsible for introducing them. They had twin boys together, Bob and Max, born on 15^th March 2009. A year later Sheen filed for divorce and it was all wrapped up by May 2011.