He'll do anything to get the groom out of the picture.
Tom and Hannah have been platonic friends for 10 years. He's a serial dater, while she wants marriage but hasn't found Mr. Right. Just as Tom is starting to think that he is relationship material after all, Hannah gets engaged. When she asks Tom to be her 'maid' of honor, he reluctantly agrees just so he can attempt to stop the wedding and woo her.
Patrick Dempsey
Thomas 'Tom' Bailey
(Acting)
Michelle Monaghan
Hannah
(Acting)
Kevin McKidd
Colin McMurray
(Acting)
Chris Messina
Dennis
(Acting)
Richmond Arquette
Gary
(Acting)
Busy Philipps
Melissa
(Acting)
Kadeem Hardison
Felix
(Acting)
Whitney Cummings
Stephanie
(Acting)
Kathleen Quinlan
Joan
(Acting)
Sydney Pollack
Thomas Bailey Sr.
(Directing)
Emily Nelson
Hilary
(Acting)
James B. Sikking
Reverend Foote
(Acting)
Kevin Sussman
Tiny Shorts Guy
(Acting)
Beau Garrett
Gloria
(Acting)
Selma Stern
Grandma Pearl
(Acting)
Kelly Carlson
Christie - Wife #6
(Acting)
Lilly McDowell
Lingerie Salesgirl
(Acting)
Corinne Reilly
Restaurant Hostess
(Acting)
Craig Susser
Christie's Lawyer
(Acting)
Christine Barger
Psycho Blogger
(Acting)
Sarah Wright
Sexy Blonde
(Acting)
Murray McArthur
Driver in Scotland
(Acting)
Leap Year
08 Jan, 2010
27 Dresses
10 Jan, 2008
Enchanted
20 Nov, 2007
The Ugly Truth
24 Jul, 2009
Life As We Know It
02 Oct, 2010
The Back-Up Plan
23 Apr, 2010
Sweet Home Alabama
26 Sep, 2002
Valentine's Day
10 Feb, 2010
What Happens in Vegas
07 May, 2008
The Wedding Date
04 Feb, 2005
My Best Friend's Wedding
19 Jun, 1997
How to Lose a Guy in 10 Days
07 Feb, 2003
Two Weeks Notice
19 Dec, 2002
Monster-in-Law
13 May, 2005
The Proposal
01 Jun, 2009
The Wedding Planner
26 Jan, 2001
Definitely, Maybe
08 Feb, 2008
Letters to Juliet
13 May, 2010
Something Borrowed
05 May, 2011
Confessions of a Shopaholic
05 Feb, 2009
When in Rome
29 Jan, 2010