A woman on the brink of a marriage proposal is told by a friend that she should date other men before spending the rest of her life with her boyfriend.
Rebecca Hall
as Anna
Dan Stevens
as Will
Gina Gershon
as Lydia
Jason Sudeikis
as Glenn
François Arnaud
as Dane
David Joseph Craig
as Hale
Sarah Steele
as Stevie
Morgan Spector
as Reece
Raúl Castillo
as Heron
Michelle Hurst
as Dr. Bennett
Bridget Everett
as Charlie
Lindsey Elizabeth
as Tiffany (uncredited)
