27 Dresses

Summary

There are plenty of great rom - coms like 2008’s27 Dressesstarring Katherine Heigl and James Marsden . lead by Anne Fletcher,27 Dressesfollows Jane ( Heigl ) , the walking cliché of " always a bridesmaid , never a bride,“having been the former 27 times . After her harum-scarum younger sister Tess ( Malin Åkerman ) short becomes engaged to the man she ’s in secret in love with ( who ’s also her boss ) , Jane struggles emotionally with her nuptials preparation and maiden of honor duty while navigate amorous tension with a cynical marriage ceremony declaration writer , Kevin ( Marsden ) .

Upon its release in 2008,27 Dressessolidified itself in the romantic comedy canon and remain one of Katherine Heigl andJames Marsden ’s beneficial moviesto this daylight . At the metre , Heigl was coming off the success of the 2007 raunchy rom - comKnocked Upwhile also play Dr. Izzie Stevens inGrey ’s Anatomy . While27 Dressesproves Hollywood failed James Marsdenby only featuring him as the leading humans in one rom - com , Heigl has starred in many other 2000s and 2010s rom - coms , some of which also center around weddings .

27 Dressesis available to pelt on Netflix and Disney+ .

27 Dresses Movie Poster

Katherine Heigl will headline Netflix ’s Firefly Lane , which means that streamers will be funny about her recent work . Here ’s what she ’s been doing .

10The Ugly Truth (2009)

Rent On Amazon Prime Video & Apple TV

Cast

The yr after27 Dresses , Heigl starred inherthird rom - com in a wrangle , The Ugly Truth . Heigl bet Abby , a hopeless romanticist yet ill-fated - in - lovemaking television producer who is forcedto put up with Mike ( Gerard Butler ) , the chauvinistic host of a sunrise show segment at her place . While both rom - coms have Heigl in uncouth , the lead character dynamics are also signally similar . Marsden ’s Kevin total off a piffling better than Butler ’s Mike , butthe male love interests in27 DressesandThe Ugly Truthare both misanthropical about love and initially overstep with Heigl ’s uptight yet optimistic leave lady .

9Life As We Know It (2010)

Stream On Max

Heigl continued her rom - com bar withLife as We screw Itin 2010 . After their reciprocal married admirer die in a motorcar stroke , godparents Holly ( Heigl ) and Eric ( Josh Duhamel ) are named joint guardians of the gone couple ’s baby girl , Sophie . Despite never buzz off along after a disastrous blind date years in the beginning , Holly and Eric seek to get along and set up the child together . Again , Heigl is the major link to27 Dresses Here , butLife as We Know Italso features a alike hostile dynamic between the spark advance , though it ’s twinged with a lot more calamity given the linguistic context .

8The Big Wedding (2013)

Five yr after27 Dresses , Heigl starred in another wedding ceremony - centered fixed storage - com aptly titledThe Big Wedding . An American remake of the original 2006 Swiss - French filmMy Brother is stupefy Married , The Big Weddingfollows a divorced couple , Don ( Robert DeNiro ) and Ellie ( Diane Keaton ) who reluctantly attempt to get along after their adopted Word ’s biological mother prove up to his wedding . Heigl plays Don and Ellie ’s girl , Lyla , inThe Big Wedding , which has an telling ensemble cast . appear alongside Heigl , DeNiro , and Keaton are stars like Robin Williams , Susan Sarandon , Amanda Seyfried , and Topher Grace .

7Jenny’s Wedding (2015)

Stream On AMC+

After playing the sister of the bride and the groom , Heigl finally got to work the bride herself inJenny ’s Wedding , although the circumstances are more complicated for her titular reference . Jenny is openly festal but hides her relationship with her lady friend , Kitty ( Alexis Bledel ) , from her conservative kinfolk . After claiming Kitty was just her roomy , Jenny get along out to her family and severalise them she and Kitty are pursue , much to their impact . Like Tess in27 Dresses , the bride inJenny ’s Weddinghides the truth about herself , but it ’s a stack more understandable and sympathetic in this subject .

6My Best Friend’s Wedding (1997)

Stream On Netflix

This certify classic from theGolden Age of rom - comsmay be the oldest movie on this list , but 1997’sMy Best Friend ’s Weddingstill has a hatful in common with27 Dresses . Rom - com queen Julia Roberts plays Julianne , who had a deal with her lifelong friend Michael ( Dermot Mulroney ) that they ’d get married if they were both exclusive at 28 . However , Michael announces he ’s plight to 20 - year - former Kimmy ( Cameron Diaz ) , causing Jules to realize she ’s in love with him . She check to be Kimmy ’s amah of honor while scheming to sabotage the wedding party and break the couple up .

Like27 Dresses , the distaff lead inMy Best Friend ’s Weddingagrees to be the amah of honor in a wedding despite being in love life with the groom . A hilarious singalong moment in a bar also makes up one ofMy Best Friend ’s Wedding ’s most iconic and memorable scenes . However , Kimmy ’s karaoke scenery is a lot more inapt and cringeworthy than Jane and Kevin ’s drunken " Bennie and the super C " pair in27 Dresses .

We love a good musical genre defying picture show and the beauty of many rom - coms is that they play on your expectations of the genre .

Katherine Heigl as Abby in The Ugly Truth & Josh Duhamel as Eric-Messer in Life as We Know It

Custom Image by Yailin Chacon

5Runaway Bride (1999)

Stream On Paramount+

Runaway Brideis another Julia Roberts fixed storage - com from the ' 90 that has a mickle in plebeian with 2008’s27 Dresses . reunify with herPretty Womanco - star Richard Gere , Julia Roberts stars as the titular cold - foot fiancée inRunaway Bride . Like most of the other rom - coms in its society , Runaway Bridedeals with weddings as a theme , but it ’s even more similar to27 Dressesbecause both movies share a basic premiss : the male principal is a diarist who writes a piece about the distaff lead ’s unusual nuptials trend .

Of naturally , Maggie ( Roberts ) is a successive bride whereas Jane is a serial bridesmaid , and Ike ( Gere ) writes his unflattering article about Maggie at the beginning ofRunaway Bride , whereas Kevin ’s musical composition about Jane is bring out in the third enactment of27 Dresses . Still , the hook shot for both Ike and Kevin ’s stories is that their subjects ( and subsequent love interests ) have participate in a hymeneals theatrical role a surprising number of time : Maggie has go out three fiancés at the altar , whereas Jane has been a bridesmaid 27 times . Maggie is labeled " the runaway bride " while Jane is deem a " recurrent maid of honor . "

4The Wedding Planner (2001)

Stream On Hulu

As the title hint , The marriage Planneris another rom - com that is centre around planning a wedding , just like27 Dresses . The film stars Jennifer Lopez as Mary , the titulary wedding planner from San Francisco , who begins falling for Steve ( Matthew McConaughey ) , the hostler of the excessive wedding she ’s planning . Like27 Dresses , The Wedding Planneralso star Judy Greer as the best admirer and co - worker of the leading dame , who has feelings for the groom . FellowGrey ’s Anatomyalum Justin Chambers also star inThe Wedding Plannerin his pre - Grey’sdays , creating another connection to27 DressesthroughHeigl .

Justin Chambers played Dr. Alex Karev onGrey ’s Anatomyfrom 2005 - 2020 .

For more film like Jennifer Lopez and Matthew McConaughey ’s The Wedding Planner , these are the in effect rom - coms to watch .

Katherine Heigl in Suits and Knocked Up

3Made Of Honor (2008)

Stream On Peacock & fuboTV

release the same year as27 Dresses , Made of Honorfollows Tom ( Patrick Dempsey ) , a serial womanizer and lifelong man-about-town who recognize he ’s in love with his best friend Hannah ( Michelle Monaghan ) just as she announces she ’s engage . like toMy Best Friend ’s Wedding , Tom harmonize to be Hannah ’s " housemaid " of laurels to undermine the wedding and win her over . Like27 Dresses , Made of Honoralso involves the trope of the lead fictional character who is part of a wedding party party despite pin after one of the engaged parties .

Made of Honoralso features multipleGrey ’s Anatomystars , include its leading man who , alongside Heigl , was part of the original main cast of the aesculapian drama . Dempsey played Dr. Derek " McDreamy " Shepherd inGrey ’s Anatomyfrom 2005 - 2015 . Kevin McKidd , who plays Hannah ’s fiancé Colin inMade of Honor , is also aGrey ’s Anatomystar , though he still plays Dr. Owen Hunt on the show after joining the cast the same class thatMade of Honorwas released .

The noteworthy roles Katherine Heigl has acted in since her popular performance in Grey ’s Anatomy and what she plans to do in the upcoming future .

Gerard Butler and Katherine Heigl in The Ugly Truth

2Bride Wars (2009)

Stream On fuboTV

Bride Warsis another wedding - centered rom - com relinquish around the same sentence as27 Dresses . Bride Warsfollows two childhood best friends , Liv ( Kate Hudson ) and Emma ( Anne Hathaway ) , whose wedding accidentally get book on the same twenty-four hour period at their joint dream venue , the New York Plaza Hotel . This error causes major clash and frame their lifelong friendship to the test . They may not be blood - related , butLiv and Emma certainly bicker like sisters , just like Jane and Tess in27 Dresses . Bride Warsalso opens with a flashback to the distaff leads attending a life - change hymeneals as nestling .

Not every wedding comes with a fairy tale ending , especially in film , and some of these weddings go incorrectly before the mates can take the air down the aisle .

1The Proposal (2009)

Stream On Hulu & Apple TV

Another rom - com released the yr after27 Dresses , The Proposalfollows Margaret ( Sandra Bullock ) , the widely dislike editor - in - chief at a book of account publishing mansion who is facing deportation to her home country of Canada . In social club to keep her US visa , she do a deal with her assistant Andrew ( Ryan Reynolds ) to pretend to be engaged to each other , but their arrangement outcome in a trip to Alaska to confab his kinsfolk . The Proposalis maneuver by Anne Fletcher , who also directed27 Dresses , and stars Malin Åkerman , who wreak Jane ’s sister Tess in the 2008 read-only storage - com .

Headshot Of Katherine Heigl

Headshot Of Gerard Butler

Headshot Of Eric Winter

Headshot Of Nick Searcy

Katherine Heigl and Josh-Duhamel in Life As We Know It

Headshot Of Josh Duhamel

Headshot Of Josh Lucas In The New York Special Screening Of ‘Wicked Little Letters’

Cast Placeholder Image

Robert DeNiro, Diane Keaton, and Katherine Heigl in The Big Wedding (2013)

Alexis Bledel and Katherine Heigl in Jenny’s Wedding

Headshot Of Julia Roberts in the Los Angeles Premiere Of ‘Ticket To Paradise'

Headshot Of Dermot Mulroney In The Variety 2023 Power Of Young Hollywood

Headshot Of Cameron Diaz

Headshot Of Rupert Everett

Ryan-Reynolds-and-Isla-Fisher-in-Definitely-Maybe-Cropped

Jules (Julia Roberts) wears a cowboy hat while Ike (Richard Gere) wears a baseball cap in Runaway Bride.

Matthew McConaughey And Jennifer Lopez in The Wedding Planner

Headshot Of Jennifer Lopez

Headshot Of Matthew McConaughey In The 2024 Vanity Fair Oscar Party

Headshot Of Bridgette Wilson-Sampras

Headshot Of Judy Greer In The Los Angeles premiere of Hulu’s ‘Reboot’

Collage of characters from Sweetest Thing, The Wedding Planner, My Best Friends Wedding

Headshot Of Patrick Dempsey

Headshot Of Michelle Monaghan In The 2023 Baby2Baby Gala

Headshot Of Kevin McKidd

Headshot Of Kadeem Hardison

What Katherine Heigl has done since leaving Grey’s Anatomy

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headshot Of Sandra Bullock

Headshot OF Malin Akerman

Headshot Of Craig T. Nelson

27 Dresses