Molly Ringwald Anne Juergens Actor Shailene Woodley Amy Juergens Actor Mark Derwin George Juergens Actor India Eisley Ashley Juergens Actor Daren Kagasoff Ricky Underwood Actor Francia Raisa Adrian Lee Actor Megan Park Grace Bowman Actor Greg Finley Jack Pappas Actor Ken Baumann Ben Boykewich Actor Josie Bissett Guest Star Renee Olstead Guest Star Camille Winbush Guest Star Allen Evangelista Guest Star Amy Rider Guest Star Mark Curry Guest Star Grant Harvey Guest Star Sinqua Walls Guest Star Ana Lucasey Guest Star DeVaughn Nixon Guest Star Mindy Cohn Guest Star Brenda Hampton Executive Producer