Jeri Ryan As Sherri Then
The character of Sherri is a tough role to play in the show. Jeri Ryan played a character that was playing hard to get for Charlie. She portrayed a character that show that she doesn’t need a man in her life. Because of this, Charlie was motivated for no one denied his charms before. They managed to hook up later on, but they split up not so long after. Sherri’s personality just seems to irritate Charlie, which is why he broke up with her.