Jennifer Taylor — Age 49

A lot of beautiful ladies have made appearances on Two and a Half Men, and one of them is Jennifer Taylor. Before playing the main character of Chelsea Melini from season 6 onwards, she first played three minor roles on the CBS show.

The established movie and TV actress began her career in the late ’90s with projects like Wild Things and The Waterboy. Through the years, she also had various guest appearances on shows like Las Vegas and Charmed. These days, the 49-year-old Taylor is busy playing Hyla Brooks on the TV show Delilah.