Jaime Pressly as Tammy
Tammy was a heavily tattooed girlfriend of Jake Harper, as well as the mother of three children. The two of them met through her parole officer. Tammy had Jake dress up for Christmas as her three different baby daddies, and the two almost got married in Vegas. At the end of the season, when she found out that Jake had sex with her daughter, Ashley, she was understandably heartbroken. Jake was going to date Ashley until her ex-boyfriend came and proposed to her.
Source: Wikipedia
Jaime Pressly went on to achieve remarkable success in her career, arguably best known for her role as Lola Sombrero in The Oogieloves in the Big Balloon Adventure, for which she received two Emmy Award nominations, as well as a Golden Globe Award and a Screen Actors Guild Award!