Charlie Sheen & Julia Stambler – 3 Years

Charlie Sheen a list of wives and girlfriends that’s longer than a chimpanzee’s arm. He has also been married three times: first to actress and model Donna Peel, Then to Denise Richard, and finally to Brooke Mueller. All ended in divorce.

In the aftermath of his unceremonious booting from the hit sitcom Two and a Half Men, Sheen had a rough patch announcing he was HIV positive. But he seems to have found some stability with model Julia Stambler. The couple reportedly started dating in 2017 after Stambler worked as a nanny to Sheen’s twins. Sheen hasn’t done any acting since 2017, the same year he and Stambler started dating.