For Ted, prom night went about as bad as it’s possible for any night to go. Thirteen years later, he finally gets another chance with his old prom date, only to run up against other suitors including the sleazy detective he hired to find her.
Cameron Diaz
Mary Jensen
Matt Dillon
Pat Healy
Ben Stiller
Ted Stroehmann
Lee Evans
Tucker
Chris Elliott
Dom Woganowski
Lin Shaye
Magda
Jeffrey Tambor
Sully
Markie Post
Sheila Jensen
Keith David
Charlie Jensen
W. Earl Brown
Warren Jensen
Sarah Silverman
Brenda
Khandi Alexander
Joanie
Marnie Alexenburg
Lisa
Danny Murphy
Boss' Brother
Richard Tyson
Detective Krevoy
Rob Moran
Detective Stabler
Jackie Flynn
South Carolina Police
Hillary Matthews
Dom's Wife
Willie Garson
Dr. Zit Face / High School Pal
David Shackelford
Coconut Guy
David Goryl
Petey
Jeffrey P. Lerner
Car Hood Kid #1
Cory Pendergast
Car Hood Kid #2
Brett Favre
Brett Favre
Warren Tashjian
Freddie
Kelly Roarke
Girl
Herbie Flynn
Homeless Man
Caryl Lippman West
Medical Assistant #1
Ken Rogerson
Pants at Ankles Guy
Brad Blank
Paramedic
Steve Sweeney
Police Officer
Cindy Oliver
Renise
Will Coogan
Smokey
Steve Tyler
TV News Reporter
Maureen Griffin
Wine Waitress
Mariann Farrelly
Driving Range Sweetie
Jonathan Richman
Jonathan
Tommy Larkins
Drummer
Lenny Clarke
Fireman
Daniel Greene
Pizza House Man
James Gifford
Jimmy
Sean Gildea
Prison Warden
Zen Gesner
Bartender
Tracy Anne George
Dancer
Jesse Farrelly
Dom's Kid
Abe Farrelly
Dom's Kid
Zack Lee
Mary's Little Friend
Valerie Bruce
Nimrod's Cafe Patron
Mike Charpentier
Hot Club Patron
Peter Grundy
Hot Club Patron
Michael 'The Cannon' Gannon
Hot Club Patron
Peter Conway
Hot Club Patron
Ann Conway
Hot Club Patron
Susan O'Day
Hot Club Patron
Heather Rosbeck
Hot Club Patron
Jack Shields
Hot Club Barkeep
Fallon Shields
Hot Club Barkeep
Bob Grundy
Hot Club Barkeep
Nancy Farrelly
Boardroom Babe
Bill Beauchene
Insurance Spitballer
Kathy Beauchene
Insurance Spitballer
Manny Barrows
Insurance Spitballer
Max Murphy
Office Worker
Sheila Mone
Office Worker
Barbara O'Connor
Ashtray Babe
Tim Sheehan
Camera Hog
Richie Balsbaugh
Cigar Smoker
Jim Blake
Architect Partier
Tim Robbie
Architect Partier
Providence Wissel
Architect Partier
Ruth Michelle Meyer
Architect Partier
Billy Meyer
Architect Partier
Brian McGlaughlin
Architect Partier
Brian Mone
Architect Partier
John Stroehman
Architect Partier
Pete Anicelli
Architect Partier
Duana Knight
Architect Babe
Kelley Schneider
Architect Babe
Meda Thomas
Architect Babe
Jeanie Flynn
Cuban Dancer
Kevin Civale
Cuban Dancer
Tom Leasca
Cuban Dancer
Mercy Lopez
Cuban Dancer
Michael Cheney
Cell Block Bitch
George Bedard
Jailbird
Terry Mullany
Jailbird
Rick Coleman
Jailbird
Michael Burke
Jailbird
Emilio Diaz
Jailbird
Billy Smith
Jailbird
Ed Nelson
Jailbird
Brian Stuebe
Jailbird
Don Daley
Jailbird
Clem Franek
Strip Club Pervert
Julia Hissom
Strip Club Pervert
Robin Gau
Strip Club Pervert
Paul Pelletier
Cordosa Gawker
Monique Pelletier
Cordosa Gawker
Nicholas Greenbury
Fish Hook Kid
Andrew Greenbury
Fish Hook Kid
Phil Rosenberg
Cell Block Masseuse
John Adamonis
Buttercup Singer
Kyle Adamonis
Buttercup Singer
Neil Pomfret
Buttercup Singer
Ruth Pomfret
Buttercup Singer
Josh Miller
Buttercup Singer
Deborah Smith Ford
Doctor (uncredited)
James Gaiero
Schoolboy (uncredited)
Paul Homza
Fight Fan (uncredited)
Richard Jenkins
Psychiatrist (uncredited)
Don Julio
Jailbird (uncredited)
Rick Michaels
Restaurant Waiter (uncredited)
Cord Newman
Extra (uncredited)
Al Quinn
Domino Player (uncredited)
Jevon White
Business Man (uncredited)
Harland Williams
Hitchhiker (uncredited)
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