Jennifer Taylor - "Chelsea"

The WB Television/ Michael Tran/Getty Images

At the beginning of Charlie's relationship with Jennifer Taylor's character Chelsea, he strictly saw her as a one-night stand. Over time, that changed as Charlie began to grow feelings for her. As a result, Chelsea had the pleasure of becoming the first woman Charlie ever professed his love to. She ends up leaving him for Alan's lawyer.

Taylor is now married to Paul Taylor. One of her most recent TV appearances comes from the hit series Shameless. Taylor also has two shows still in post-production.