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Top 10 Romance Movies That Turned Out to Be Disappointing

VO: Lisa Yang WRITTEN BY: Michael Wynands
Script written by Michael Wynands These are the romance movies that turned out to be disappointing. For this list, we’re looking at romance movies, including romantic dramas and comedies, that, despite having a lot of potential based on the cast, premise, or director, ultimately failed to satisfy in the ways we were hoping. We’ll also be including movies that looked like romance films, but in the end, weren’t very romantic. We’ve included films like Good luck chuck, Down to You, Elizabeth Town, Extract, Meet Joe Black All About Steve, Gigli, Swept Away, New Year’s Eve and Meet Joe Black.
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Top 10 Romance Movies That Turned Out to be Disappointing


When you’re in the mood for love, a lackluster movie can really kill the vibe. Welcome to MsMojo, and today we’ll be counting down the Top 10 Romance Movies That Turned out to be Disappointing.

For this list, we’re looking at romance movies, including both romantic dramas and comedies, that, despite having a lot of potential based on the cast, premise, or director, ultimately failed to satisfy in the ways we were hoping. We’ll also be including movies that looked like romance films, but in the end, weren’t actually very romantic.



#10: “Good Luck Chuck” (2007)


Hey, remember Dane Cook? In the mid-2000s he was THE hit comedian. Fans had committed his entire bits to memory. As is so often the case when stand up comics make it big, he made the jump to film, and… as is so often the case, the results weren’t great. 2005’s “Waiting…” gained a solid cult following, but “Good Luck Chuck” feels like the starring role that killed Cook’s momentum. Acting opposite Jessica Alba, Cook played a man cursed to have every woman he sleeps with dump him and marry the next man she meets. It’s a premise with potential, but Cook’s character is unlikable and the chemistry is non-existent.





#9: “Down to You” (2000)


In the ‘90s, Freddie Prinze Jr. was a teen heartthrob who could do no wrong. From teen-centric horror flicks like “I Know What You Did Last Summer” to teen rom-coms like “She’s All That,” he quickly established himself as a face you could trust to carry a youth-minded film. In 2000, “Down to You” placed him opposite another heavyweight of ‘90s teen flicks, Julia Stiles, for what looked to be a perfect dose of schmaltzy feel-good rom-com fun. Sadly… this flick was anything but. A by-the-book plot, coupled with some truly cringe-worthy dialogue made it dead on arrival. Nowadays, the notorious shampoo suicide attempt is about all people remember about it.





#8: “Elizabethtown” (2004)


Director Cameron Crowe has made substantial contributions to the history of on-screen romance. Hell, “Say Anything…” and “Jerry Maguire” gave viewers two of the most referenced and parodied romantic moments… well, ever. Sadly, there is nothing worth referencing or remembering about “Elizabethtown” - excect maybe the fact that it marked a turning point for the worst in Crowe’s career. It starred Orlando Bloom, Kirsten Dunst, Susan Sarandon and Alec Baldwin, an impressive cast whose involvement only made the failure of this film all the more remarkable. The tragedy feels hollow, the performances phoned in and the romance… wholly unremarkable. If you’re looking to feel the love, best look elsewhere. All this delivers is yawns.





#7: “How Do You Know” (2010)


Let’s be clear… it’s not like rom-coms or romantic dramedies are held to a particularly high standard. Viewers want a moderately fresh story, touching but self-aware dialogue and most importantly, on-screen chemistry. This 2010 film by filmmaker James L. Brooks should’ve been called “How Did You Get this So Wrong?” because it misses the mark in every category. Rocking a picture perfect rom-com trained cast including Reese Witherspoon, Owen Wilson Paul Rudd and Jack Nicholson, this should’ve been a home run. It somehow wound up costing $100 million and couldn't make even half of it back. It feels like James L. Brooks forgot how to write likeable characters or relationships.





#6: “Extract” (2009)


Mike Judge has his own unique brand of comedy, and a cinemagoer should be aware of that fact before going to see one of his movies. It’s not that “Extract” is a bad film per se… it’s more that, from the looks of the trailer, one might go into it expecting a rom-com, and that’s not really Judge’s style. Yes, there is a plot involving potential romance between two characters, but it proves to be something else entirely. The film definitely has its funny moments, but given that the blossoming affair between Jason Bateman’s Joel and Mila Kunis’ temp is all a ruse, those hoping for romance should really look elsewhere or risk serious disappointment.





#5: “All About Steve” (2009)


Another film masquerading as a rom-com that fails to ever attain true romance, “All About Steve” is honestly just kind of upsetting. Released the same year as “The Blind Side,” which earned Sandra Bullock an Academy Award, this trainwreck saw Bullock playing a mentally unstable and obsessive woman who starts stalking Bradley Cooper’s Steve Miller after a single uncomfortable date. Not only does it make light of a clear issue of mental illness, it also fails to generate laughter. Though it might look like a romance movie at first glance, we recommend skipping this film at all cost - unless of course you’re trying to bring a bad first date to an early end.





#4: “Meet Joe Black” (1998)


Though young Brad Pitt might make for one sexy devil, this romantic fantasy film about Death coming to earth in the form of a man to learn about life is simply too odd to be appreciated for its romantic plot. In his human body, Death, under the name “Joe Black,” falls in love with and starts a romantic and sexual relationship with a young woman - the daughter of the man who is teaching him about life. Of course, he doesn’t tell her the truth about himself, and the fact that Death is seducing this woman might just make your skin crawl. With a running time of almost 3 hours, it’s also painfully long.





#3: “Swept Away” (2002)


After the travesty that was the 1993 erotic film “Body of Evidence,” we really should’ve learned our lesson and avoided any film starring Madonna. But hey, almost a decade had past and so, despite plenty of supporting evidence against it, we let ourselves believe that this could actually make for a pleasant rom-com. In our defense… the trailer actually looked kinda promising, and with Guy Ritchie at the helm, it very well could have been a fun film. We were wrong. Oh. So. WRONG. There’s no reason to like the characters or believe in them getting together. It feels like a blatant vanity project and is an embarrassment to the original film.





#2: “Gigli” (2003)


You know what makes for a truly disappointing romance movie? A film that was never intended to be one in the first place. That’s right, “Gigli” was crafted by filmmaker Martin Brest as a dark, violent thriller of sorts. Ben Affleck’s character was supposed to be murdered by the father of his love interest. Is that really the sort of subject matter typically tackled in a romantic comedy? Nope! Unfortunately, with Ben Affleck and Jennifer Lopez’ relationship proving to be the talk of the town, the studio heavily edited the film into what they saw as a more marketable film. Unsurprisingly, the end result was an utterly unromantic mess with major identity issues.





#1: “New Year’s Eve” (2011)


Cramming a whole bunch of couples and stories into one film in the vein of “Love Actually” might sound like a recipe for romantic comedy gold, but in actuality, it’s far more likely to result in a disastrous film in which all the various threads fail to inspire or translate any genuine feelings of romance to the viewers. And yeah, we’ll admit it, we were right there with you, hoping for another genuinely sentimental and silly holiday romance film like “Love Actually”. But boy were we wrong. The cast was impressive on paper, but in hindsight, we can’t remember who was in it, because none of their characters or storylines were even vaguely memorable.
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