romantic movies The Best Movies Where the Guy Doesn't Get the Girl  

Ann Casano
4.4k votes 855 voters 96.3k views 28 items Embed

WARNING! Potential spoilers on this list.

We’ve been trained by Hollywood to expect that the guy will always get the girl at the end of the movie. The couple will be greater than their differences, overcome their enormous obstacles, and fight against all odds to stay together in order to live happily ever after. That’s how all great romantic movies end, right? Yes. Except when they don't.

This is not a list of films where relationships end because someone died like in Love Story. Instead, this list ranks the best movies and rom coms that dare challenge Hollywood conventions and shove past genre codes, even at the expense of audience delight. In these movies, the guy doesn't get the girl, there isn’t a happy ending, and we can’t imagine a future filled with children and Disney vacations.

Sometimes romantic comedies and other films about relationships are actually like real life. And in real life, most relationships simply don't work out. Not every couple is meant to overcome their differences (The Way We Were), not every couple can fight against uncontrollable odds and stay together (Casablanca), and not every couple is meant to last for the long haul (500 Days of Summer).

We might cry at the end of Casablanca every time we see Bogey watch Bergman get on that plane, but admit it, doesn’t the bittersweet ending help to make Casablanca one of the best films ever made? Life isn’t all about happy endings anyway. There has to be some truth, even in our entertainment. So vote up the best movies about in which guys don't get the girl and hope that your own attempts at true love are more successful.

225 77


Casablanca is listed (or ranked) 1 on the list The Best Movies Where the Guy Doesn't Get the Girl
Photo: via Tumblr
"Here's looking at you kid." Rick (Humphrey Bogart) kisses Ilsa (Ingrid Bergman) goodbye and audiences bawl their eyes out. Yes, they will always have Paris, but why, Rick, why did you send her away?! Why?!

Also Ranked

#7 on The Very Best Oscar-Winning Movies

#42 on The Best War Movies Ever

#81 on The Greatest Film Scores of All Time

#2 on The Best Black and White Movies Ever Made

see more on Casablanca

(500) Days of Summer is listed (or ranked) 2 on the list The Best Movies Where the Guy Doesn't Get the Girl
Photo: via Twitter
Just like in Annie Hall, we know right from the beginning of Marc Webb's postmodern, non-linear love story that Tom (Joseph Gordon-Levitt) and Summer (Zooey Deschanel) do not wind up together in the end. The narrator tells us, "This is a story of boy meets girl, but you should know upfront, this is not a love story." It's true that sometimes the cynic and the dreamer are just not meant to be and it's heartbreaking to watch Tom wallow in his misery, that is until he meets Autumn (Minka Kelly) during a job interview, and the tides of love seem to change with the season.

Also Ranked

#59 on List of Movies Like Inception

#35 on The Greatest Date Movies of All Time

#1 on The Best Movies About Getting Dumped

#29 on The Best Movies for Heartbreak

see more on (500) Days of Summer
201 86

Cast Away

Cast Away is listed (or ranked) 3 on the list The Best Movies Where the Guy Doesn't Get the Girl
Photo: via Twitter
No, this isn't about Chuck (Tom Hanks) losing dear Wilson, although that is perhaps one of the most tragic events in the film. Chuck's girlfriend Kelly (Helen Hunt) thought he was dead, and though she searched for him after his disappearance, after four years she moved on to marry another man.

Also Ranked

#27 on The Best Adventure Movies

#43 on The Best Epic Movies

#21 on The Top Tearjerker Movies That Make Men Cry

#25 on The Greatest Movies for Guys

see more on Cast Away

Captain America: The First Ave... is listed (or ranked) 4 on the list The Best Movies Where the Guy Doesn't Get the Girl
Photo: via Imgur
Being a superhero ain't easy, just ask Captain America. How often do heroes have to give up true love in order to save the day? Captain America (Chris Evans) falls for Peggy (Hayley Atwell) while he's fighting Nazis. But in the end, he has to make the decision to save the world from Red Skull, at the expense of his love life. Is there anything lonelier than being a hero?

Also Ranked

#94 on The Best Disney Live-Action Movies

#90 on The Greatest World War II Movies of All Time

#15 on The Best Superhero Movies Ever Made

#3 on Unbelievable Working Titles for Blockbuster Movies

see more on Captain America: The First Avenger