Top 25: Romance Films You Should Know

Let’s talk about the top 25 romantic films you should know. Why? Because it’s Valentine’s Day and Commentarama loves you! What makes a film romantic? A romantic film pulls at your heartstrings. It gives you the warm fuzzies or the “Spock can’t die?” weepies. But most importantly, it’s about love, baby, love.

Romances began in ancient Greece as comedies, i.e. not-dramas. But it wasn’t until western Europe’s medieval period that romances came into their own. Not coincidentally, many of the conventions that we ascribe to romances today were created at that time. For example this period gave us the white knight stories and the noble sacrifice. The Shakespearean era added romantic mix ups and the star-crossed lovers. And the Jane Austen era finished us off with the cross-class romance, the couple who are already pledged to others, and the ugly ducking. With those final pieces, romances had everything they needed, and they’ve developed little since.

1. Gone With The Wind (1939): I don’t want to die, so I’m giving the mob what it wants. Yet. . . there are legitimate reasons this film belongs at the top of the list. With a stellar cast, an interesting story, and one of the most memorable lines in film, this film, one of the all time highest grossing films, continues to transcend generations. But even more importantly, this is the only film on the entire list that doesn’t fit into the conventions discussed above, and that makes it truly special. “Frankly my dear, I don’t give a damn.”

2. Casablanca (1942): Boy meets girl, Nazis invade Paris, boy loses girl, boy meets girl again, girl is married to unappealing jerk, boy and girl make sacrifice for greater cause, boy keeps Nazis as parting gift. Described by many as Hollywood’s finest moment, this is THE movie for anyone who’s ever been dumped without a lot of explanation. It also contains the most famous line never said: “Play it again, Sam.” “We’ll always have Paris.”

3. Pride and Prejudice (1995): Ok, I’m cheating because this was a miniseries, but rules were meant to be bent, and this miniseries brings Jane Austen’s classic novel to life better than any other version or remake. Pride is the classic struggle of two people who fall for each other despite initially disliking each other, and then can’t ever seem to get together because neither can express themselves -- though they are quite good at arranging the lives of others. Pride is one of the most copied works, as seen again in movies like Clueless, The Sound of Music and many others. “In vain have I struggled, it will not do. You must allow me to tell you how ardently I admire and love you.”

4. An Affair To Remember (1957): Ranked as the most romantic film of all time by the American Film Institute, this Spock-weepy classic staring Cary Grant and Deborah Kerr presents a true star-crossed lovers tale. Two strangers fall in love, despite being engaged to others, and promise to meet in six months to start anew. But things go wrong, as one suffers an injury, and fear of rejection threatens to keep them apart. “There must be something between us, even if it's only an ocean.”

5. Beauty and the Beast (1991): Am I kidding? A cartoon? Nope, not kidding. Show me a little girl. . . or a big girl for that matter, who doesn’t know this movie by heart? Beauty and the Beast is the classic princess fairy tale, mixed with a little Pride and Prejudice, a heaping dose of unrequited love and lovers' misinterpretations, and it plays on the idea that the right woman can turn a frog into a prince. “She’ll never see me as anything but a monster. It’s hopeless.”

6. Pretty Woman (1990): Pretty Woman is the most recent version of Pygmalion, later to become My Fair Lady. My Fair Lady, which I vastly prefer, could easily have taken this spot, but I chose Pretty Woman because of its more recent vintage and because it wasn’t a musical. This story embodies the modern version of the white knight tale, with Richard “Gerbil” Gere, the heartless corporate raider, rescuing Julia Roberts, the hooker with the heart of gold. This movie made Roberts into America’s Sweetheart, gak. “I want the fairy tale.”

7. Four Weddings And A Funeral (1994): The highest grossing British film up to that point, and the film that made Hugh Grant into an international star, this film follows Hugh Grant, who falls for Andie MacDowell after a one night stand. They keep running into each other thereafter at weddings and a funeral, each time with one of them engaged to another, until they finally put it all together. “The castle beckons.”

8. Ghost (1990): Ghost is the classic story of the separated lovers, with an interesting twist -- they are separated by Patrick Swayze’s death. Moreover, Swayze must work to protect his wife from his own killer. Add in the fact that he’s unable to tell his wife that he loved her until after his death, and this turns into one of the most memorable romance movies. This movie even makes Whoopie Goldberg likeable. Will miracles never cease? “Ditto.”

9. Titanic (1997): I found this cliché-riddled movie ridiculous, but it is known the world over. The highest grossing film of all time until Avatar, this film made Leonardo DiCaprio a star outside gay circles and it showed that nothing is more romantic than dying in a disaster after a gun fight. “I’m the king of the world.”

10. Dirty Dancing (1987): Here is one of the travesties of these kinds of lists. This is an ugly duckling story similar to Strictly Ballroom, but Strictly Ballroom is far superior on so many levels -- from the believability of the romantic interests, to the more sensual dancing, to the more intelligent humor. Yet, Dirty Dancing is on the list, and Strictly Ballroom is not, because it is more known. “Nobody puts Baby in a corner.”

11. Princess Bride (1987): How can a movie that pokes fun at romantic movies be in the top eleven? Because it manages to create one of the sweeter romantic movies of modern times. Everyone knows this movie, and even kids are ok with the kissy parts. “As you wish.”

12. Say Anything (1989): Lane Meyer, er. . . Lloyd Dobler is the classic underachiever. He wants to date Diane, who is going places, like England. Soon they fall in love. But her father does not approve. Will Lloyd have what it takes to win the girl? We do know one thing, he’s got a boom box and a Peter Gabriel cassette, and he knows how to use them to up the ante for teenage stalkers everywhere! “What I really want to do with my life - what I want to do for a living - is I want to be with your daughter.”

13. When Harry Met Sally (1989): Ok, full disclosure -- I hate this one. I’ve never see two less appealing people. . . they should have been hit by a train. Harry Sally follows two shallow, self-centered jerks over a twelve year period, and it introduces concepts like “the high maintenance girlfriend” and the “transitional person.” Oh goody. “Can men and women ever just be friends?”

14. The Philadelphia Story (1940): This one is listed at No. 5 on the AFI’s list of romantic movies, though I see it more as comedic than romantic. Still, this sharp-witted comedy provides plenty of romantic sparks as socialite Katherine Hepburn’s wedding plans are complicated by the arrival of Cary Grant, her ex-husband. At a time when the Hayes Code blocked any mention of extramarital affairs, Story was considered one of the best comedies about “remarriage” -- the 1930s/1940s substitute for affairs.

15. While You Were Sleeping (1995): Along with Speed, Sleeping launched Sandra Bullock’s career, and didn’t do too badly for Bill Pullman either. Sleeping is a mistaken identity story involving the perfect girl who is mistaken for the fiancé of a man in a coma. She meets coma-boy’s family and falls for his brother, Bill Pullman. But when coma-boy wakes up, the jig is up. Disgraced, Bullock goes back to her sad, sad life. Will love conquer all? “I want you. . . not to be unhappy.”

16. Shakespeare in Love (1998): This clever comedy deals with the forbidden love of William Shakespeare (Joseph Fiennes) and Viola de Lesseps (Gwyneth Paltrow). With an amazing cast that includes Geoffrey Rush and Judi Dench, this movie delivers both a hilarious take on Shakespeare and a parody of many of his works, and a touching star-crossed lovers story. This is perhaps the one movie that best encapsulates the entire Shakespearean era version of romance. And any move that makes cold-fish Gwyneth Paltrow seem human deserves to be on the list. “I love you, Will, beyond poetry.”

17. You’ve Got Mail (1998): A famous instance of product placement, AOL was a remake of 1940’s The Shop Around the Corner, where two letter-writing lovers don’t realize that their sweetheart penpals happen to be the co-workers they can’t stand. AOL updates this concept for the internet age. Starring Tom Hanks and Meg Ryan as competing book store managers, this film also was heavily influenced by Pride and Prejudice. “You’ve got mail.”

18. Sleepless in Seattle (1993): Before they managed competing book stores, Tom Hanks and Meg Ryan remade An Affair to Remember without the complexity. . . forget the disability, eliminate Hanks’ wife with extreme prejudice, and cue the compliant, cute kid to reflect the single-parent environment of the 1990s (and to give the easy seal of approval to Ryan). “Destiny is something we've invented because we can't stand the fact that everything that happens is accidental.”

19. Notting Hill (1999): Hill is a serviceable romance except for the twenty-minute smirkoff near the end, which significantly raised my tolerance for violence. Hill brings together smirking heavy-weights Hugh Grant and Julia Roberts under the guidance of the same writer as Four Weddings, to give us the highest grossing British film since Four Weddings. This tale of two people who don’t fit in each other’s lives but decide they can’t live apart revived the sagging careers of both smirkers, and showed that formulaic pabulum continues to sell. “Look at me, I’m smirking.”

20. Officer and Gentleman (1982): There were a series of romantic films that were huge about 20 years ago, but which seem to be slowly fading. This includes The French Lieutenant’s Woman and Love Story, but the best of this group appears to be An Officer and a Gentleman. Richard Gere woos Debra Winger as he goes through aviation officer candidate school. This one ends in the iconic scene where Gere walks through a factory to find Winger as the UAW applauds. “I got nowhere else to go!”

21. My Best Friend’s Wedding (1997): In this tale of unrequited love, Smirker Roberts and her college buddy Dermot Mulroney agree that they will marry if neither is married by the time they turn 28. But at 27, Mulroney tells Roberts he wants to marry Cameron Diaz. . . for some reason. This of course convinces Roberts that she really loves Mulroney. Thus, she must pretend to be the dutiful maid of honor while secretly trying to sabotage the wedding. “This is my one chance at happiness. I have to be ruthless!”

22. The English Patient (1996): How can a movie with the talented Ralph Fiennes, the beautiful Juliette Binoche, Mr. Pride Colin Firth, and two Jesuses -- Willem Dafoe and Jurgen Prochnow -- go wrong? I don’t know, but this one bored me to tears. . . not Spock-tears, but tears none-the-less. Maybe you liked it better than I did, many people apparently did. Enough in fact, that it makes our countdown. “Why are you so determined to keep me alive?”

23. Bridget Jones’ Diary (2001): Yet another Pride and Prejudice adaptation, this one centers around a woman who works in the publishing industry, where she fantasizes about her boss until she meets a lawyer she can’t stand (Colin Firth as Mr. Darcy. . . again). He thinks she’s a fool. So naturally, they need to fall in love. This film is mostly famous for capturing the angst of single-women in the 1990s. Avoid this one if you have a Y chromosome. “Bridget Jones, wanton sex goddess, with a very bad man between her thighs... Mom... Hi.”

24. City of Angels (1998): Angels is a remake of Wim Wenders’ Wings of Desire, in which Nicolas Cage gives up being an angel so he can be with the ill-fated Meg Ryan, a surgeon who is anguished by her inability to save one of her patients. “I would rather have had one breath of her hair, one kiss of her mouth, one touch of her hand, than eternity without it.”

25. Breakfast at Tiffanies (1961): Breakfast gives us Audrey Hepburn’s most memorable role as she plays the naive, eccentric gold digger Holly Golightly, who seems afraid to fall in love. “Well baby, you're already in that cage. You built it yourself.”


Again, these are not necessarily the best romantic movies, but these are the ones you should know to be conversant in our culture. If you want a couple of great ones that aren’t on the list, try the Korean My Sassy Girl, which I’ll review at some point. Or, surprisingly, try Jet Li’s Hero, a martial arts film centered around a very strong love story. Or how about WALL-E, a touching romance between two robots? I’ve been told Until the End of the World is pretty good too.

Thoughts?