96 minutos
High school guidance counselor Jeff and his platonic friend and co-worker Anne are responsible, well intentioned, kind… and boring. They frustratingly watch on as their peers find love and companionship, while they continue to fail in spectacular fashion when it comes to romance. As they reach their loneliness breaking point, they make a pact to forgo their familiar, vanilla personas in exchange for their unexplored, confident alter egos. They wave goodbye to Jeff’s awkward all-male book club and Anne’s flailing attempts to catch the eye of Jeff’s sexy neighbor Max, and say hello to raucous summer nights filled with booze, dancing, and sex. Naturally things don’t exactly go according to plan.
Adam Pally
Jeff Lowry
Sarah Burns
Anne Martin
Reid Scott
Max
Catherine Reitman
Julia
Mary Grill
Beth
Kate Flannery
Principal Miller
Marceline Hugot
Joyce Lowry
Kevin Dunn
Darren Lowry
Megan Neuringer
Laura
Bobby Spears Jr.
Fellini Café Waiter
Peter Grosz
Dr. Mark Sonderskov
Christine James Walker
Hot Babe
Montana Marks
Sexy Dressed Student
Amy Londyn
Female Student
Francis Toner
Partying Teacher
Natalie Anne Pagano
Keg Standing School Nurse
Rebecca Anne Viscuse
Body Shot Girl
Chris Anthony
Good Looking Guy
Chase Hemphill
Al
Julie Mun
Carol
Sarah Van Auken
Ambivalent Girl
Gil Ozeri
Dan
Bobby Moynihan
Lenny
Cecily Strong
Amber the Ex
Schoolly D
Rapper
Angela Shelton
Michelle
Frances Callier
Robin
Devante LeYeom
Tyree
Molly Pace
Elayna
John Jensen
Johnny
Martha Stuckey
June
Pete Postiglione
Gary
Dave Ferrier
Paul
Mark Ogawa
Ricky
Daniel Reguera
Darts Opponent
Amanda Kay Livezey
Bar Waitress
David Prado
Bartender
Suzy Kaye
Carmen
Nikki Corinne Thomas
Pam
Christopher Dalbey
Wasted Guy
Amanda Damron
Diana
Michelle Mercier
Fun Girl on Bar
Sean LeeRoy
Good Looking Meathead
Chase Bowman
Guy at Door #1
David Beaver
Guy at Door #2
Matthew Andrews
Guy at Door #3
Maeve W. Joyce-Argott
Maeve
Hollie Schwarz
Brunch Waitress
Greg Wood
Prisoner of Love Narrator (voice)
Thomas Leonard
Bar Drunk
Rachel Johnston
Model Date
Patti Davidson-Gorbea
Phone Message Stacy
Carlos Delgado
Furniture Repo Guy #1
Lou Rosmini
Furniture Repo Guy #2
Dana Kreitz
Lara
Charlie McDermott
Student in Guidance Office
Gary Ayash
Teacher in Car
Aaron Benjamin Miller
Random Guy