27 Dresses (2008)

27 dresses centers on Jane (Katherine Heigl), an idealistic, romantic and completely selfless woman… a perennial bridal attendant whose own happy ending is nowhere in sight. But when younger sister Tess captures the heart of Jane’s boss – with whom she is secretly in love – Jane begins to reexamine her “always-a-bridesmaid…” lifestyle.

Jane has always been good at taking care of others, but not so much in looking after herself. Her entire life has been about making people happy – and she has a closet full of 27 bridesmaid dresses to prove it. One memorable evening, Jane manages to shuttle between wedding receptions in Manhattan and Brooklyn, a feat witnessed by Kevin (James Marsden), a newspaper reporter who realizes that a story about this wedding junkie is his ticket off the newspaper’s bridal beat.

Jane finds Kevin’s cynicism contrary to everything she holds dear – namely weddings, and the two lock horns. Further complicating Jane’s once perfectly-ordered life is the arrival of younger sister Tess (Malin Akerman). Tess immediately captures the heart of Jane’s boss, George (Edward Burns). Tess enlists her always-accommodating sister to plan yet another wedding – Tess and George’s – but Jane’s feelings for him lead to shocking revelations… and maybe the beginning of a new life.

Director: Anne Fletcher

Writer: Aline Brosh McKenna

Producers: Roger Birnbaum, Gary Barber and Jonathan Glickman

Executive Producers: Becki Cross Trujillo, Michael Mayer and Bobby Newmyer

Also Starring: James Marsden, Malin Akerman, Edward Burns, Judy Greer and Melora Hardin