Mark Waters Director, Executive Producer Matthew McConaughey Connor Actor Jennifer Garner Jenny Actor Michael Douglas Uncle Wayne Actor Breckin Meyer Paul Actor Lacey Chabert Sandra Actor Robert Forster Sarge Actor Anne Archer Vonda Actor Emma Stone Allison Actor Daniel Sunjata Brad Actor Noureen DeWulf Melanie Actor Camille Guaty Donna Actor Rachel Boston Deena Actor Amanda Walsh Denice Actor Emily Baldoni Nadja Actor Catherine Haena Kim Charlece Actor Noa Tishby Kiki Actor Logan Miller Teenage Connor Actor Christa B. Allen Teenage Jenny Actor Olga Maliouk Ghost of Girlfriends Future Actor Jon Lucas Screenwriter Scott Moore Screenwriter Jonathan Shestack Producer Brad Epstein Producer Marcus Viscidi Executive Producer Jessica Tuchinsky Executive Producer Toby Emmerich Executive Producer Cale Boyter Executive Producer Samuel J. Brown Executive Producer Rolfe Kent Original Music Daryn Okada Cinematographer Bruce Green Film Editing Cary White Production Design Denise Wingate Costume Design Maria L. Baker Art Director Barbara Haberecht Set Director Geralyn Flood Casting Marci Liroff Casting