Charlie Sheen is engaged and the new Mrs. Winning is an old friend of the Howard Stern Show. Sheen reportedly proposed to girlfriend, porn star and former Miss Howard TV Brett Rossi on Saturday night.
Rossi was named Miss Howard TV way back in December 2011 after she was "discovered" by Stern Show security chief Ronnie Mund on Twitter. Mund scouted Rossi as part of his "Hot Chick of the Week" series, and she eventually found her way into the hearts (and other organs) of Howard TV fans. Rossi missed out on the Miss Howard TV of the Year title which went to Aspen Rae, but with the Stern themed cable channel now defunct and Rossi about to become an official "goddess," it seems as if Rossi may have gotten the better end of the deal.
This will be Sheen's fourth attempt at marital bliss. Sheen married model Donna Peele in 1995, but was named as one of Madam Heidi Fleiss's best customers shortly afterwards. He and Peele divorced in 1996. Sheen married actress Denise Richards in 2002, but the couple divorced in 2006 after Richards accused him of drug abuse, threats and endangering their two young daughters. Sheen married socialite Brooke Mueller in 2008 and was arrested for choking her in 2009. What followed was a flurry of domestic violence and substance abuse allegations from both sides. The couple became officially divorced in 2011.