Paget Brewster as Jamie Eckleberry | Then
Growing up, Alan and Charlie always knew Jamie Eckleberry as the chubby and unattractive kid whom they harshly nicknamed, “Eckleberry hound”. The two obviously become shocked when they see that Jamie grew up to be absolutely gorgeous.
They end up trying to hit on her but she rejects both of them. She definitely gave them a taste of their own medicine!
Liz Vassey as Kate McLaughlin | Then
Kate is the nice, single mother who was introduced to Charlie at Jake’s soccer game. Upon meeting him, Kate finds it hilarious that Charlie appeared to look wasted and eventually starts hitting it off with conversations.
She made another appearance on the show but as Charlie’s dermatologist, Michelle. The scene ends up being absolutely priceless when she is seen removing a mole off of Charlie’s behind. The two begin to date until Michelle finds out about Charlie’s other woman.
Liz Vassey as Kate McLaughlin | Now
It was probably peculiar for Liz Vassey to be cast twice as different characters but who’s complaining?
Since her appearance on the show, Vassey continued to work on others show such as the web series, Nikki & Nora. Though, the actress is best known for her role as Wendy Simms in CSI: Crime Investigation, a role she played for five years straight!
Pagent Brewster as Jamie Eckleberry | Now
Though this was after her appearance on the show, Pagent Brewster was actually first recognized for her role as Kathy on the popular sitcom, Friends. She then made her career breakthrough as Special Agent Emily Prentiss on the CBS crime drama Criminal Minds, appearing regularly from 2006 to 2012.
Though she’s appeared mostly on television shows, her most recent work was done for a horror film, The Witch Files.
Rachel Cannon as Chloe | Then
After dating Charlie for a little while, Chloe ended up getting dumped for being way too clingy. It was only up until Chloe fell for Charlie’s handyman, that he starts decided to win her back. Out of jealousy, he makes the effort of showing up to the handyman’s house all dressed up in trendy clothes.
In the end, though, he fires Fernando and lets him stay with Chloe.