Dave McGuiness is about to propose to his longtime girlfriend, but before he does he'll embark on an epic journey across South Chicago to discover whether or not he's ready for a life of marriage.
Dave McGuiness
Marvin Renaldi
Ben McGuiness
Karen Ross
Al
Hank
Alice McGuiness
Marvin Renaldi Sr.
Mrs. Ross
Amy
Security Guard
Woman at Party
Aggie
Buddy
Carla
Pam
Waitress
Dean
Eddie
Beth
Cherise
Gary
Melanie McGuiness
Angie Ruffolo
Theresa Ruffolo
Loser
Loser's Girlfriend
Ben McGuiness' Girlfriend
Man at Party
Furball
Man at Party
Darla
Jody
