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
Tom
Michelle Monaghan
Hannah
Kevin McKidd
Colin
Kadeem Hardison
Felix
Chris Messina
Dennis
Richmond Arquette
Gary
Busy Philipps
Melissa
Whitney Cummings
Stephanie
Emily Nelson
Hilary
Kathleen Quinlan
Joan
Selma Stern
Grandma Pearl
James B. Sikking
Reverend Foote
Kevin Sussman
Tiny Shorts Guy
Beau Garrett
Gloria
Christine Barger
Psycho Blogger
Lilly McDowell
Lingerie Salesgirl
Kelly Carlson
Christie / Wife #6
Craig Susser
Christie's Lawyer
Corinne Reilly
Restaurant Hostess
Trip Davis
Waiter
Valerie Edmond
Cousin Kelly
Hannah Gordon
Colin's Mother
Cathleen McCarron
Cousin Cathy
Eoin McCarthy
Cousin Ewan
Clive Russell
Cousin Finlay
Myra McFadyen
Aunt Minna
Iain Agnew
Colin's Father
Mary Birdsong
Sharon at Bridal Shower
Elisabeth Hasselbeck
Elisabeth Hasselbeck
Grant Thomson
Huge Scottish Football Player
Te'onna Simone Tye
Felix's Daughter
Marty Ryan
Chaise Husband
Veronica Alicino
Long Island Wife
Sarah Wright
Sexy Blonde
Jaime Ray Newman
Ariel / Bakery Date
Ellie Knaus
Sick Monica
Annalaina Marks
Barbara / Antiques Date
Edith S. Wolfrey
Older Lady in Coffee Shop
James Earl Adair
Guy Selling Alligator Purse
Leah Elias
Flirting Brunette
Jeff Rudom
Large Burly Scotsman
Forbes KB
Man at Highland Games
Murray McArthur
Driver in Scotland
Rab Affleck
Sheep Herder
Finlay Welsh
Ferry Porter
Ron Donachie
Horse Owner
Jennifer De Minco
Woman in China Department
Christina Hogue
Beautiful Girl
Claire M. Fagin
Older Woman in Boat
Samuel L. Fagin
Older Man in Boat
Bella Weiland
Child in Scottish Church
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