Kristin Dattilo As Cindy Then
Next up we have another one of Charlie’s women, Cindy. Although Charlie is known to charm many ladies into his bed, Cindy is not fooled by his behavior. But things get even more interesting, when Alan’s son, Jake starts to develop a crush on Cindy. And then, in a surprising plot twist, Judith and Cindy meet and form a bond over their daddy issues. Alan somehow catches on and gets suspicious about this newly formed friendship.
Kristin Dattilo As Cindy Now
This gorgeous actress has also starred on The Chris Isaak Show from 2001 to 2004. 50-year-old Dattilo has also appeared on TV shows like Beverly Hills, 90210, CSI, Grounded for Life, Dexter, Veronica Mars, and Dexter. Most recently she played Maddie Harmon in the movie How to Get Rid of a Body (and still be friends). In 2005, she married Jason Keller, who is the father of her two kids.