Maggie Lawson as Ms. McMartin | Then
Ms. McMartin was the assigned social worker when Alan and Walden decided to adopt a child. Impressed with their lifestyle, Ms. McMartin provides them with a 6-year-old African-American boy named Louis. However, when she realizes that the “couple” has deceived her, she instructs Louis to be removed from the house. In an attempt to change her mind, Alan ends up sleeping with her.
The two eventually begin a relationship until she leaves him for Walden. Nope, not messed up at all!
Justine Eyre as Gabrielle | Then
Gabrielle was Charlie’s girlfriend up until Alan decided to steal her. Apparently, Alan was seeking revenge after finding out that it was Charlie who stole his high school lover from him. Charlie obviously reacts badly, expressing that he felt betrayed by his own brother. In regret, Alan apologizes and says he will give her back, but Charlie thinks it’s too late.
Though the two keep seeing each other, Alan eventually feels uncomfortable and goes home. Upon coming home, he sees Charlie with Charity who deviously tells Alan, “now we’re even”. Burn!
Justine Eyre as Gabrielle | Now
The stunning Canadian actress and model, Justin Eyre, has made a few more television appearances after the show. Though her career hasn’t blown up as big as most of the stars on this list, she was still able to nail roles on hit shows like Mad Men, The Secret Life of the American Teenager, and CSI: Miami.
She’s recently taken a break from acting but hopefully decides to return soon.
Maggie Lawson as Ms. McMartin | Now
Maggie Lawson has kept up a successful career in television, appearing in shows such as Angel From Hell, Psych, and The Great Indoors. She’s also starred in the sitcoms Crumbs, Inside Schwartz, and It’s All Relative.
The actress also played the role of Juliet O’Hara in the movie version of Psych.
Denise Richards as Lisa | Then
Played by Denise Richards, Lisa was one of Charlie’s love interests in season 1. She and Charlie had lived together in Charlie’s beach house up until he realized he was not willing to be in a committed relationship.
After the two break up, Lisa discloses to Charlie that she plans to get married. Struck by jealousy and regret, Charlie tries winning her back by pretending he has changed into a family-oriented man. Lisa ends up divorcing her husband for Charlie but is once again dumped because of his fear of commitment.