Krista Allen as Olivia Pearson | Then
Though she was already a girlfriend of Charlie in the past, Olivia was formally introduced into the show when Charlie, Alan, and Jake Harper visited their mother at a dinner.
Everything turns out to be a wreck when Olivia and Charlie start talking about their failed relationship. The heated discussion involved Olivia throwing her drink in Charlie’s face, ending the dinner prematurely.
Jaime Pressly as Tammy | Then
Tammy is the ex-girlfriend of Jake Harper and also the mother of three children. Although all her tattoos may say otherwise, Tammy is actually a soft and good-hearted woman.
It’s no wonder she felt absolutely torn and betrayed when she found out that Jake had sex with Tammy’s daughter, Ashley. That indeed was a little too far!
Jaime Pressly as Tammy | Now
Jaime Pressly went on to achieve remarkable success in her career after appearing on the show. She was actually best known for her role as Lola Sombrero in The Oogieloves in the Big Balloon Adventure, bagging two Emmy Award nominations, as well as a Golden Globe Award and a Screen Actors Guild Award!
She then appeared in hit films such as Not Another Teen Movie, DOA: Dead or Alive, and I Love You, Man.
Krista Allen as Olivia Pearson | Now
Krista Allen is a comedian and actress, moving on to being renowned for her appearances in the television series, Days of Our Lives and Baywatch. She’s also recognizable for her appearances on the big screen in Hollywood blockbusters such as The Final Destinations and Anger Management.
In addition to her career in acting, Allen also spends her time headlining across Los Angeles as a stand-up comedian.
Kristin Dattilo as Cindy | Then
Cindy was one of the characters that stood out for not getting into bed with Charlie. For a guy that can easily urge any woman to have sex with him, Charlie certainly did not take Cindy’s rejection well.
She ended up being Jake’s first “crush” and ends up being on one of his erotic drawings.