Madison Cooperstein (Renee Olstad) is best friends with Amy Juergens (Shailene Woodley) and Lauren Teacy (Camille Winbush). She recently dated Jack Pappas (Greg Finley II) but her father made her break up with him because he found out that the two of them had oral sex. She also lied about staying at Lauren's house so that she could spend the night with Jack in Grace Bowman's (Megan Park) guesthouse.

Madison always means well, but unintentionally spreads gossip about everyone, including her best friend Amy's pregnancy. She also feels as though Amy hasn't spent enough time with her because of her relationship with Ben (Ken Baumann), and sometimes tells people what she thinks they want to hear so that she can get what she wants.

Memorable Quotes:

Lauren: "I just think you should see a doctor. And I would go to a doctor before you go to whoever this guy is. There may be something else wrong with you that's making you test for pregnancy, even though you're not pregnant."

Madison: "Oh yeah, like the monkey pox or like a flesh eating virus or something! I mean, that would be a relief!"