#91 Scoop

Year: 2006

Director: Woody Allen

Starring: Scarlett Johansson, Hugh Jackman and Woody Allen

My Take: A blend of many different genres, the film follows the classic structure of a romantic comedy – while also being its exact opposite. This supernatural mystery (and very satirical) romantic comedy will make you laugh while also causing you to question whether or not the leading man is a serial killer.

#92 Not Another Happy Ending

Year: 2013

Director: David Solomons

Starring: Karen Gillan and Stanley Weber

My Take: A traditional romantic comedy of an author and her publisher/editor who have a love/hate relationship. While there’s nothing particularly new here, the two leads shine in this little known independent film that is very cute, very funny and very romantic.

#93 Casanova

Year: 2005

Director: Lasse Hallstrom

Starring: Heath Ledger and Sienna Miller

My Take: This hilarious romantic comedy tells the story of Casanova and how he falls in love with an independent and moral young woman who shows him what real love is.

#94 Bride & Prejudice

Year: 2004

Director: Gurinder Chadha

Starring: Aishwarya Rai Bachchan and Martin Henderson

My Take: Basically it’s Jane Austen’s Pride and Prejudice with a romantic comedy, Bollywood style twist. This movie is quite fun to watch and fully embraces old-fashioned romance.

#95 Mr. and Mrs. Smith

Year: 2005

Director: Simon Kinberg

Starring: Brad Pitt and Angelina Jolie

My Take: Part action, this romantic comedy of two married assassins (who don’t know of each other’s job) learn the truth when they’re hired to kill each other.

#96 Magic in the Moonlight

Year: 2014

Director: Woody Allen

Starring: Colin Firth and Emma Stone

My Take: While there is an uncomfortable age difference between the actors, this period romantic comedy is nonetheless hilarious with Colin Firth at his Mr. Darcy best.

#97 Down With Love

Year: 2003

Director: Peyton Reed

Starring: Ewan McGregor and Renee Zellweger

My Take: A satirical romantic comedy that pays homage to Rock Hudson/Doris Day classics. It’s very funny with a surprise ending that made the whole movie worth it.

#98 Brown Sugar

Year: 2002

Director: Rich Famuyiwa 

Starring: Sanaa Lathan and Taye Diggs

My Take: An enjoyable romantic comedy about two friends who have known each other since childhood who finally fall in love.

#99 Northanger Abbey

Year: 2007

Director: Jon Jones

Starring: Felicity Jones and JJ Feild

My Take: While a TV movie, this Jane Austen adaptation goes into romantic comedy territory with charming performances and wonderfully romantic scenes.

#100 The Englishman Who Went Up a Hill But Came Down a Mountain

Year: 1995

Director: Christopher Monger

Starring: Hugh Grant and Tara Fitzgerald

My Take: An English cartographer comes to a small, Welsh village only to give them the bad news that their “mountain” is really only a hill. But the townspeople don’t give up and work to prove that their hill is in fact a mountain. Meanwhile, the cartographer falls in love with a woman from the village. This is a heartwarming romantic comedy.

What are your favorite romantic romantic comedies? Sound off in the comments…Check out our other Lists!

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