Romantic comedies are usually escapist phantasy , reserve the audience to imagine themselves being sweep off their foot by the arrant sports meeting - cute , the ideal first date , or some over - the - top profession of genuine passion .   Most of the time these moving-picture show consist of the amorous leads encountering a series of progressively elaborate and ridiculous obstacles to their arrant coupling .   However , the audience can rest easy in the knowledge that , no matter how bad it gets , the two heroes will find a way to get together by the end .

But real life is complicated , and sometimes things do n’t go to programme .   Some of the mostpowerful romancesare those they do n’t last .   They are fleeting , ephemeral , doomed romances that instruct profound example about life and sexual love .

Pretty in Pink (1986)

Pretty in Pinkis one of the defining teen rom - coms of the ' 80s .   The plot centers on high schooltime senior Andie Walsh ( Molly Ringwald ) , who subsist with her father in a form - class neighborhood in Chicago .   Her good friend Duckie ( Jon Cryer ) is secretly in love with her , but Andie wants to go to the promenade with rich kid Blane ( Andrew McCarthy ) .

In the original script , the film ended with Andie and Duckie getting together , but this was changed to Blane at the last minute .   At the time , the filmmakers were interest the original end might come across as classist for implying those from working - class background and the more wealthy should n’t fraternize .   But the revised end also entertain up well by today ’s standards , as it does n’t reward Duckie for some of his more obsessional deportment towards Andie .

Drinking Buddies (2013)

Joe Swanberg ’s rom - comDrinking Buddiesstars Olivia Wilde and Jake Johnson as two Quaker who figure out at a craft beer brewery in Chicago .   Although they seem like they would make the perfect pair , both are already in relationships .   Over the trend of the film , the two search their potential flavor , but ultimately realise that they probably are n’t meant to be together .

While it ’s a pretty straightforward write up , the film ’s lo - fi indie sensibilities , sharpen by the fact that most of the dialogue was improvise , makes its explorations of human kinship feel material and genuine .

La La Land (2016)

A vital darling and corner post success ,   modern musical rom - comLa La Landfollows scramble jazz pianist Sebastian ( Ryan Gosling ) and aspiring actress Mia ( Emma Stone ) as they both attempt to find renown and fortune in LA ’s often fickle amusement scene .

Surprisingly , the film ends with the two romantic leads part fashion to pursue their individual aspiration : Mia becomes a far-famed actress , while Sebastian open his own jazz club .   In the film ’s final minute , the interview gets a semisweet dreaming - montage of how Mia ’s and Sebastien ’s lives could have toy out if they had chosen to stay on together .   But ultimately the true end feels more in tune with their bohemian character , with both deciding to engage their artistry instead of their family relationship .

(500) Days of Summer (2009)

surprisal indie hit(500 ) Clarence Day of Summerstars Joseph Gordon - Levitt as Tom , a hopeless romanticist who falls for Summer ( Zooey Deschanel ) .   The film plays out non - chronologically , as Tom reflect on some of the central moments in their failed relationship .

More a coming - of - age story than a true romance , the great thing about   the film   – and the prospect that bring up it over standardized , though more indulgent , indie rom - coms likeGarden State(2004 ) – is that it actively meet with the frenzied pixie dreaming girl figure of speech .   For Tom , Summer is an theme , rather than a real person , and it is in the end his inability to humanise her that dooms their relationship .

Chasing Amy (1997)

Writer and director Kevin Smith ’s late-’90s cult favoriteChasing Amystars Ben Affleck as Holden , a comic book artist who come in sexual love with fellow artist Alyssa ( Joey Lauren Adams ) .   Holden soon discovers that Alyssa is festal , but he quest for a kinship with her anyway .   Ultimately , it is Holden ’s inability to deal with Alyssa ’s sexually adventurous past that dooms whatever modest chance they had to be together .

While there are some predictably debatable put-on in there , Chasing Amyis in many ways quite a reformist film that explores sexual identity in a amazingly humanistic way .   Kevin Smith based many of the characters and event depicted in the picture show on his own lived experience , which imbues it with a sensation of realism and turns what could have been another forgettable raunchy sex comedy into a gratifying and enduring bang .

Ghost World (2001)

Black comedyGhost Worldis a minute of literary genre mashup : part art flick , part adolescent coming - of - age play , part singular romanticism .   The pic surveil the everyday escapade of two friends , Enid ( Thora Birch ) and Rebecca ( Scarlett Johansson ) in the summer after they graduate from high school .   After the girl find a personal ad posted by a unfrequented middle - aged man named Seymour ( Steve Buscemi ) , Enid strikes up an unconvincing friendly relationship with him , which seems like it might produce into something more romanticist .

The film is by turns acerbically witty and poignant , exploring ideas around the loss of early days and innocence while maintaining its deadpan bodily fluid throughout .   But the great force of the film is its wryly observed characters , who come across as existent , thinking , flawed human beings .

Lost in Translation (2003)

Sofia Coppola ’s breakout hitLost in Translationstars Scarlett Johansson and Bill Murray as two lost souls who meet in a hotel in Tokyo .   Bill Murray plays Bob Harris , an age pic adept who has been flown to Japan to take a whisky commercial message , while Scarlett Johansson play listless Charlotte , who is accompanying her celebrity lensman husband ( Giovanni Ribisi ) while he is on assignment in Tokyo .   Both lineament suffer from insomnia , and they form an unlikely – and potentially romanticist – bond certificate over former - Nox crapulence in the hotel ’s bar .

As with many of Coppola ’s films , lose in Translationhas a surreal calibre .   The film ’s many long , loiter shots give the impression it is capturing something momentary and ephemeral : this impossible , bittersweet connective that subsist between these two semi - tragic character .

My Best Friend’s Wedding (1997)

Julia Roberts ' vehicleMy Best Friend ’s Weddingwas a box role run into and remains one of the most loved ' XC rom - coms .   When New York food critic Julianne Potter ( Roberts ) incur out lifelong Quaker Michael O’Neal ( Dermot Mulroney ) is getting splice to young college student Kimmy Wallace ( Cameron Diaz ) , she move around to Chicago to sabotage the wedding and pretend her love to Michael .

Featuring a charming lead story performance from Roberts , My Best Friend ’s Weddingis a perfect rom - com ; made even better by the fact that it subverts the distinctive well-chosen - ever - after - terminate in favour of something more true to sprightliness .

Celeste and Jesse Forever (2012)

underrate indie rom - comCeleste and Jesse Foreverstars Rashida Jones and Andy Samberg as the eponymous Celeste and Jesse , two eminent school peach who are now in their early XXX and have decided to get a divorcement .

The plastic film explore the ways in which relationships alter over clip .   Although it ’s clear that there is still a lot of chemistry between them – and they seem skinny to reuniting on a number of occasions – the film ends with them each going their disjoined ways : Jesse has matured and is fathering a child with another fair sex , while Celeste is beginning to engagement other citizenry .

Annie Hall (1977)

Woody Allen ’s classic amatory comedy focuses on neurotic New York comedian Alvy Singer ( played by Allen ) who is reflecting on his failed relationship with the titular Annie Hall ( Diane Keaton ) .   The film   is a melancholic but often hilarious meditation on love and relationship , peppered with fourth - wall - breaking moment and phantasmagorical entr’acte – such as when the movie momentarily turns into a Disney cartoon .

And yet , despite all these strange comic sequence , the end result is a movie that is far more serious in tone than Allen ’s earlier ridiculous comedies .   Notable for its secure personation , canny book , and insight into making love and the human condition , Annie Hallwas a worthy winner of that class ’s Academy Award for Best Picture .

NEXT : Diane Keaton ’s 10 Best Movies ( accord To Rotten Tomatoes )

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In a dusty landscape Finn stares out into the distance in Star Wars: The Force Awakens

Ben Affleck as Christian drumming his hand on the table while talking to Cynthia Addai-Robinson’s Marybeth in The Accountant 2

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Michael introduced Kimmy to Julianne in My Best Friend’s Wedding

Rashida Jones and Andy Samberg sitting together in Celeste and Jesse Forever

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