15 Romance Movies from the 2000s So Bad, They're Actually Good
Love 'em or hate 'em, cheesy romance movies are a guilty pleasure we just can't quit.
The 2000s sometimes feel like the "it" decade for romance movies that were so bad, you might just end up loving them.
1. From Justin to Kelly (2003)
The film nobody asked for but somehow we all watched. American Idol stars Justin Guarini and Kelly Clarkson play – surprise – Justin and Kelly. They meet at a Miami beach party during spring break. Justin is Mr. Party Planner and Kelly is Miss Goody Two-shoes. Between awkward dance numbers and even more awkward dialogue, they hit it off. There's a subplot involving their friends, but let's be real, we're all here for the J&K show.
2. Glitter (2001)
Before A Star is Born, there was Glitter. Mariah Carey stars as Billie Frank, a club singer with the voice of, well, Mariah Carey. She meets a DJ named Dice who turns her into a pop sensation. Everything's peachy until jealousy and ego come between them. Billie's life spirals, Dice gets into trouble, and let's just say, not all that glitters is gold.
3. The Room (2003)
The crown jewel of so-bad-it's-good cinema, The Room is actually supposed to be a drama but ends up being an unintentional comedy. Johnny, a banker, is engaged to Lisa, who starts having an affair with Johnny's best friend Mark. All this unfolds amid football tossing, melodramatic dialogue, and an utterly pointless subplot about drug debt. Johnny finds out about the affair and...well, we won't spoil it. Just know it's a mess, a beautiful mess.
4. Crossroads (2002)
Britney Spears, Zoe Saldana, and Taryn Manning play three childhood friends who reunite for a cross-country road trip. Britney is Lucy, the valedictorian looking for her mom. Kit (Zoe) wants to visit her fiancé, and Mimi (Taryn) plans to audition for a music record deal. They share the ride with a mysterious guy named Ben.
5. Maid in Manhattan (2002)
What if Cinderella was a hotel maid? Jennifer Lopez plays Marisa, a single mom and maid at a ritzy New York hotel. Ralph Fiennes is Christopher, a politician who falls for Marisa, thinking she's a socialite. They have a magical day in the city, and he's smitten. Marisa's secret eventually comes out, the hotel management isn't thrilled, but it all stumbles to the inevitable happy ending anyway.
6. Gigli (2003)
Bennifer's first cinematic collaboration. Jennifer Lopez plays Ricki, a lesbian gangster, and Ben Affleck is Larry Gigli, a not-so-bright mobster. They're tasked with kidnapping a federal prosecutor's mentally disabled brother. What could go wrong? They clash, argue, and then, bam, inexplicably fall for each other. Cue the eye roll, cause, come on, what were they thinking?
7. Monster-in-Law (2005)
J.Lo strikes again, this time opposite Jane Fonda in a true battle of the wills. Jennifer Lopez is Charlotte, who's head-over-heels for her doctor boyfriend, Kevin. But Kevin's mom Viola (played by Fonda) is anything but supportive. The duo engage in various antics to one-up each other. Charlotte fakes allergies, Viola pretends to have emotional breakdowns – the works. The main goal is obvious here: win Kevin's heart, or at least don't ruin the wedding.
8. The Prince & Me (2004)
Julia Stiles, our queen of '00s teen romcoms, is Paige, a pre-med student who unknowingly falls for the Prince of Denmark, Edvard, or Eddie, who's incognito as a regular college guy. They fall for each other amidst tractor races and Shakespeare readings. But then, of course, his identity is revealed, and Paige has to decide if she's ready for a royal commitment.
9. Sweet November (2001)
Charlize Theron plays Sara, a quirky woman who has a habit of taking in a new man every month to "fix" him. Enter Keanu Reeves as Nelson, an uptight ad exec. She convinces him to live with her for November, promising to change his life for the better. Amid dog adoption and unconventional dates, the two predictably fall for each other.
10. A Cinderella Story (2004)
Hillary Duff and Chad Michael Murray bring the Cinderella story to a California high school. Duff is Sam, a waitress at her stepmom's diner. Murray is Austin, the popular jock. They meet online and agree to meet at a Halloween dance. Sam wears a mask, runs off at midnight, and leaves her phone behind. Austin spends the rest of the movie trying to find out who his Cinderella is.
11. Just My Luck (2006)
Lindsay Lohan plays Ashley, a Manhattan socialite who's, like, absurdly lucky. Chris Pine is Jake, the antithesis of luck. Their worlds collide at a masquerade ball, they kiss, and – voilà! – their luck switches. Ashley's life goes downhill faster than you can say "bad luck", while Jake's band gets a record deal. The big question: can she reverse the spell without falling for the "unlucky" guy? You know the answer already, though.
12. What Happens in Vegas (2008)
Ashton Kutcher and Cameron Diaz wake up in Vegas married after a night of heavy drinking. Trying to quickly annul it, they hit a slot machine jackpot. A judge freezes the money and orders them to work on their "marriage" for six months. What follows is a chaotic series of pranks and sabotage as each tries to make the other break first.
13. The Wedding Date (2005)
Debra Messing hires Dermot Mulroney, a male escort, to pose as her boyfriend at her sister's wedding, where her ex-fiancé is the best man. Messing's Kat is out for revenge, but as they play-act through romantic dances and family brunches, sparks fly. It's like Pretty Woman, but in reverse, and at a wedding.
14. Fool's Gold (2008)
Matthew McConaughey and Kate Hudson play Finn and Tess, a divorced couple on the hunt for a 18th-century sunken treasure. A rich guy offers to fund their expedition, and the race against rival treasure hunters is on. Between the Caribbean waters and their undeniable chemistry, it's a 2000s classic.
15. Because I Said So (2007)
Diane Keaton is an overbearing mom who places an online dating ad for her youngest daughter Milly, played by Mandy Moore. Milly ends up juggling two guys: a sensitive musician and a wealthy architect. Mom plays puppeteer behind the scenes, but it's clear she also needs a lesson in love and letting go.