100 worst romantic comedies of all time

Stacker combed IMDb and Metacritic data to compile a list of the 100 worst rom-coms of all time, from "Mannequin" to "Zoolander 2."

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Ben Affleck and Jennifer Lopez sitting on a couch.

Revolution Studios

William Shakespeare laid the groundwork for romantic comedies way back in 1598 when he started writing "Much Ado About Nothing." Centuries later, in the early 1920s, filmmakers used his roadmap to create the first rom-com films, "Sherlock Jr." and "Girl Shy." In the years since, rom-coms have become increasingly ubiquitous, with dozens hitting theaters and streaming services each year.

While that first Shakespearean rom-com remains a pillar of the Western canon, many of its successors haven't fared as well. Some, like "Jerry Maguire," "When Harry Met Sally," and "Four Weddings and a Funeral," have established themselves as classics. Others, like "Mannequin" and "The Hottie & The Nottie" are better off forgotten.

Stacker rounded up 100 of the worst romantic comedies of all time by compiling IMDb and Metacritic data from October 2022 on all romantic comedies with over 2,500 votes on IMDb and listed the bottom 100. To qualify, a film had to be listed on IMDb as both romance and comedy. Films were then ranked by a Stacker score, an equally-weighted index between Metascore and IMDb user ratings, with #1 being the worst. Ties were broken by IMDb votes, meaning a movie with more votes would be closer to first place. If a movie did not have a Metascore, it was not considered.

From musician and influencer vehicles to poorly written sequels, read on to see which rom-coms earned a spot on our list.

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#100. Her Alibi (1989)

Tom Selleck stares longingly at a woman.

Warner Bros.

- Director: Bruce Beresford
- Stacker score: 44.6
- IMDb user rating: 5.8
- Metascore: 24
- Runtime: 94 minutes

A "bad" mystery writer (Tom Selleck) gets swept up by the affections of Nina (Paulina Porizkova), a beautiful immigrant he presumes is wrongfully accused of murder until a series of failed gimmicks raise doubts in this forgettable 1989 farce. Roger Ebert gave it a half-star, calling it "endless, pointless, and ridiculous." It grossed only $18 million at the domestic box office.

#99. Over Her Dead Body (2008)

Paul Rudd and Lake Bell crouched down talking to eachother by a grocery cart in a store.

Gold Circle Films

- Director: Jeff Lowell
- Stacker score: 44.6
- IMDb user rating: 5.2
- Metascore: 30
- Runtime: 95 minutes

The plot revolves around a ghost (Eva Longoria) trying to sabotage a relationship between her former fiance (Paul Rudd) and a psychic (Lake Bell). Critics called it a lightweight "Ghost" and found the pacing slow, the plot implausible, and the characters lacking in charm. Making only $7.6 million, this one vapored off the mortal plane without leaving much of a trace.

#98. Nutty Professor II: The Klumps (2000)

Eddie Murphy and Janet Jackson looking surprised.

Universal Pictures

- Director: Peter Segal
- Stacker score: 44.6
- IMDb user rating: 4.4
- Metascore: 38
- Runtime: 106 minutes

Fewer things seem more incompatible than Eddie Murphy's juvenile sense of humor and a love story. But the producers of "Nutty Professor II: The Klumps" were determined to try and wed the two. The end result was a film that critics called "shrill, obnoxious, unfunny, and nearly unwatchable." Even Janet Jackson's sweet portrayal of a DNA researcher who is head over heels for Murphy's Professor Klump wasn't enough to save this one.

#97. Zookeeper (2011)

Kevin James standing next to a gorilla.

Columbia Pictures

- Director: Frank Coraci
- Stacker score: 44.6
- IMDb user rating: 5.2
- Metascore: 30
- Runtime: 102 minutes

Kevin James—is there an actor alive whose box office success is more incongruous with critics' distaste for his movies? In this PG rom-com, James plays a kindly zookeeper who discovers animals can talk—and offer courtship advice—when he considers quitting his job, and his wards are forced to break their code of silence. Film critic Leonard Maltin thought it was a step up from James' previous project, "Paul Blart: Mall Cop," but the majority of reviewers disagreed. The picture grossed $80.4 million domestically, less than its production budget, but strong overseas numbers brought its international total to a profitable $169.8 million worldwide.

#96. Just Married (2003)

Brittany Murphy lying on top of Ashton Kutcher.

Twentieth Century Fox

- Director: Shawn Levy
- Stacker score: 44.6
- IMDb user rating: 5.4
- Metascore: 28
- Runtime: 95 minutes

The late Brittany Murphy stars with Ashton Kutcher in this lovable 2003 comedy about two newlyweds navigating the realities of holy matrimony on their honeymoon while a number of issues bubble up—some funny, some not. A box office success, critics were not impressed with the predictable storyline, and both actors earned Razzie Award nominations individually and as a couple.

#95. Bewitched (2005)

Nicole Kidman and Will Ferrell sitting at a restaurant patio table smiling at each other.

Columbia Pictures

- Director: Nora Ephron
- Stacker score: 44.6
- IMDb user rating: 4.8
- Metascore: 34
- Runtime: 102 minutes

On paper, "Bewitched" seems to have all the right ingredients for a successful rom-com: an experienced writer and director (Nora Ephron), a talented and exciting cast (Will Ferrell, Nicole Kidman, Shirley MacLaine, Michael Caine, Jason Schwartzman, Kristin Chenoweth, and Steve Carell) and a unique storyline inspired by the classic sitcom of the same name (a washed-up actor discovers his cute new co-star is a witch). But in the end, the film was missing that little bit of magic that would have taken it from theoretically great to actually great. The New York Times called it "an unmitigated disaster," and fans lamented its lack of direction and reliance on special effects over quality performances.

#94. Little Fockers (2010)

Teri Polo and Ben Stiller looking annoyed.

Universal Pictures

- Director: Paul Weitz
- Stacker score: 44.6
- IMDb user rating: 5.5
- Metascore: 27

The third installment in the "Meet the Parents" franchise, "Little Fockers" reunites the original cast for one last family row. Critics complained that the film— which was commercially quite successful, bringing in more than $310 million at the box office worldwide—was too formulaic, and its jokes too tired.

#93. Mr. Deeds (2002)

Winona Ryder and Adam Sandler laughing.

Columbia Pictures

- Director: Steven Brill
- Stacker score: 44.6
- IMDb user rating: 5.8
- Metascore: 24
- Runtime: 96 minutes

In this Frank Capra remake, a small-town man is left the keys to the kingdom after the death of a wealthy relative and must sort out who loves him for him and who loves him for his money. Starring Adam Sandler and Winona Ryder, the film was disparaged by critics for the way it dumbed down its source material, taking the story from smart to barely watchable.

#92. King Solomon's Mines (1985)

Sharon Stone and Richard Chamberlain holding onto each other scared of a tribe.

The Cannon Group

- Director: J. Lee Thompson
- Stacker score: 44.0
- IMDb user rating: 5.2
- Metascore: 29
- Runtime: 100 minutes

Richard Chamberlain plays an explorer who has been hired by a beautiful young woman (Sharon Stone) to help her find her father, an archaeologist who has been kidnapped for his extensive knowledge of the fabled King Solomon's mines. An adaptation of the classic Victorian novel of the same name, the film takes a much lighter, wackier approach than any of its predecessors in an attempt to capture the same audiences that loved "Indiana Jones." Unfortunately, these efforts didn't pay off, and audiences dubbed the movie laughable and unconvincing.

#91. Head Over Heels (2001)

Monica Potter and Freddie Prinze Jr. go in for a kiss.

Universal Pictures

- Director: Mark Waters
- Stacker score: 44.0
- IMDb user rating: 5.4
- Metascore: 27
- Runtime: 86 minutes

This is essentially "Rear Window" with a female lead who falls in love with the guy she thinks she's seen commit a murder. Freddie Prinze Jr. was way too bubbly to inject the necessary darkness into the alleged killer character, and critics wrote the film off as a disposable teen date movie. It brought in only $10.4 million at the domestic box office.

#90. The Bachelor (1999)

Chris O

New Line Cinema

- Director: Gary Sinyor
- Stacker score: 44.0
- IMDb user rating: 5.0
- Metascore: 31
- Runtime: 101 minutes

A commitment-phobic man is forced to settle down if he wants to keep his massive inheritance in this 1999 flop. Chris O'Donnell stars as the eponymous bachelor, with Renée Zellweger as his tired-of-waiting girlfriend. Despite a handful of celebrity cameos (Brooke Shields, Jennifer Esposito, Mariah Carey in her big-screen debut), the movie was a commercial disappointment, barely breaking even and earning reviews like "cliched" and "generic."

#89. First Daughter (2004)

Katie Holmes and Michael Keaton standing together smiling.

Regency Enterprises

- Director: Forest Whitaker
- Stacker score: 44.0
- IMDb user rating: 5.0
- Metascore: 31
- Runtime: 106 minutes

The daughter of the President of the United States (Katie Holmes) falls in love with her college RA who, unbeknownst to her, is an undercover secret service agent tasked with her protection. Critics made unfavorable comparisons to the conceptually similar (but slightly less awful) "Chasing Liberty" from the same year. They declared the picture too saccharine for viewers outside the tween girl demo. The movie grossed $10.6 million.

#88. The Perfect Man (2005)

Hilary Duff, Heather Locklear and a little girl looking at a computer.

Universal Pictures

- Director: Mark Rosman
- Stacker score: 44.0
- IMDb user rating: 5.4
- Metascore: 27
- Runtime: 100 minutes

Before "catfishing" came into the cultural lexicon, this movie showed viewers what it meant. Holly (Hilary Duff) is sick of dealing with the fallout of her mother's failed relationships, so she creates a fictional online persona to court her mom in the hopes it will raise her mom's standards in men. When her mother (Heather Locklear) becomes invested in the romance, Holly must produce a real man to fill the shoes of the virtual suitor she's created. Critics rolled their eyes at the overly sentimental dialogue and obvious pandering to the tween crowd. The picture grossed a disappointing $19.8 million.

#87. Because I Said So (2007)

Diane Keaton and Mandy Moore snuggled up on a couch.

Universal Pictures

- Director: Michael Lehmann
- Stacker score: 44.0
- IMDb user rating: 5.5
- Metascore: 26
- Runtime: 102 minutes

Diane Keaton, in what film critic Richard Roeper singled out as the worst performance of her career, plays a meddlesome mother intent on setting her daughter (Mandy Moore) up with Mr. Right. Panned as a cliché, sappy, superficial chick flick, the film was dumped in the typically undesirable early February release window of 2007. Even so, ticket sales around Valentine's Day were strong enough that the movie was marginally profitable, raking in $42.7 million domestically. In retrospect, it's difficult to know who to pity more, the lonely hearts who saw this one solo or the significant others who were dragged out for date night.

#86. Zoolander 2 (2016)

Ben Stiller listening to a tiny flip phoneand Penélope Cruz, both covered in dirt.

Panorama Films

- Director: Ben Stiller
- Stacker score: 44.0
- IMDb user rating: 4.7
- Metascore: 34
- Runtime: 101 minutes

The original "Zoolander" might be a cult classic, but its sequel will hardly attain the same status. From its ridiculous plotline (Derek and Hansel on a mission to track down a mysterious agent who's killing the world's pop stars) to its laundry list of recycled jokes, there's a lot to criticize in this long-awaited follow-up. Even the dozens of celebrity cameos it so proudly boasted couldn't save it from its own lack of charm, creativity, or bizarre pacing.

#85. Chasing Papi (2003)

Sofía Vergara, Roselyn Sanchez, and Jaci Velasquez standing together smiling and laughing.

Fox 2000 Pictures

- Director: Linda Mendoza
- Stacker score: 43.5
- IMDb user rating: 4.7
- Metascore: 33
- Runtime: 80 minutes

"Chasing Papi" is a rom-com that feels as if it were intended more to appease the male gaze than to entertain viewers with its story. Three beautiful women (Sofía Vergara, Roselyn Sanchez, and Jaci Velasquez) discover they're all dating the same cosmetics salesman and must decide between fighting to be his one true love or keeping the friendship that's begun to develop between the trio. There's nothing overtly offensive about the film, but its unoriginal plot line, bland humor, and focus on its characters' looks over their identities don't do much to recommend it either.

#84. Blithe Spirit (2020)

Isla Fisher and Dan Stevens looking longingly at one another.

Fred Films

- Director: Edward Hall
- Stacker score: 43.5
- IMDb user rating: 5.4
- Metascore: 26
- Runtime: 99 minutes

Based on the classic Noël Coward play of the same name, "Blithe Spirit" is about a writer who, after a seance gone wrong, finds himself trapped in a love triangle with the spirit of his dead first wife and his very alive second wife. The British film had a star-studded cast—Dan Stevens, Isla Fisher, Leslie Mann, Judi Dench, Emilia Fox—but failed to capture the kooky spirit of its source material, leaving many viewers with the feeling that it was a missed opportunity rather than the roaring success they'd hoped it would be.

#83. Blame It on Rio (1984)

Michael Caine and a young woman laugh while feeding a parrot.

Sherwood Productions

- Director: Stanley Donen
- Stacker score: 43.5
- IMDb user rating: 5.8
- Metascore: 22
- Runtime: 100 minutes

An aging executive played by Michael Caine is surprised to find the attractive daughter of his best friend coming on to him during vacation. Caine churned out a lot of movies in the '80s, and this release is one of his least distinguished outings. It managed to double its budget in domestic returns of $18.6 million, even though critics found the script creepy in its endorsement of dirty-old-man behavior. The film has not aged well and probably wouldn't have a chance of being made today.

#82. Beverly Hills Chihuahua (2008)

A woman holds up a chihuahua.

Mandeville Films

- Director: Raja Gosnell
- Stacker score: 43.5
- IMDb user rating: 3.9
- Metascore: 41
- Runtime: 91 minutes

A rom-com for the younger set, this Disney classic follows a spoiled Chihuahua who, after being dognapped, must find her way back to her owner with the help of her new paramour. Drew Barrymore and George Lopez voice the besotted canines, while Jamie Lee Curtis and Piper Perabo step in as their human owners. The storyline and humor are no worse than in any other kid-friendly, animated film, but the cultural stereotypes blatantly employed by the filmmakers left many audience members walking away with a bad taste in their mouths.

#81. He's All That (2021)

Addison Rae, in the passenger seat of a car, looking at a young man driving and smiling while a young woman in the back seat eats a bucket of fried chicken.

Ethea Entertainment

- Director: Mark Waters
- Stacker score: 43.5
- IMDb user rating: 4.4
- Metascore: 36
- Runtime: 88 minutes

TikTok star Addison Rae leads the cast of this gender-swapped remake of the 1990s classic "She's All That." Critics' biggest complaint with the Netflix original is that it didn't do enough to switch up the storyline, leaving the film to feel uninspired and repetitive rather than new and fresh, a fact that was only compounded by Rae's flat performance. One particularly harsh reviewer declared the film "unwatchable for anyone over 11 years old."

#80. View from the Top (2003)

Gwyneth Paltrow, Kelly Preston, and Christina Applegate in swimsuits and sitting in beach chairs reading magazines.

Miramax

- Director: Bruno Barreto
- Stacker score: 43.5
- IMDb user rating: 5.3
- Metascore: 27
- Runtime: 87 minutes

An aspiring stewardess (Gwyneth Paltrow) juggles grueling flight training with the romantic pursuit of a law student (Mark Ruffalo). Critics found the low stakes better suited to a straight-to-video release and criticized technical elements of the film, such as its editing, as amateurish. The release, initially scheduled for 2001, was pushed back two years in the wake of 9/11 to put some distance between the national tragedy and the film's subject matter. The film, which grossed $15.6 million domestically, never made back its production budget.

#79. Mannequin (1987)

Kim Cattrall and Andrew McCarthy sitting on top of a passed out police officer in a shoe store.

Gladden Entertainment

- Director: Michael Gottlieb
- Stacker score: 43.5
- IMDb user rating: 5.9
- Metascore: 21
- Runtime: 90 minutes

Campy is perhaps the best word to describe this 1987 rom-com about an artist who falls in love with a mannequin that is inhabited by the spirit of a woman from Ancient Egypt. "Mannequin" did decently well commercially, pulling in $6 million over the course of its opening weekend, but critics hated it for its bizarre storyline and complete lack of humor. Roger Ebert gave the Kim Cattrall and Andrew McCarthy flick a measly half-star, declaring it "dead" with a wake that lasted one-and-a-half hours.

#78. Saving Silverman (2001)

Jason Biggs, wearing a sparkly long sleeved shirt, holds a beer and talks to Amanda Peet.

Columbia Pictures

- Director: Dennis Dugan
- Stacker score: 43.5
- IMDb user rating: 5.8
- Metascore: 22
- Runtime: 90 minutes

When J.D. Silverman (Jack Black) gets engaged to a manipulative, controlling woman, his best friends from childhood (Jason Biggs, Steve Zahn) go to great lengths to keep him from walking down the aisle. With humor aimed squarely at teen boys—there are lots of crude sex jokes, bathroom-related gags, and gratuitous torture moments—the film failed to land with its intended audience. Earning $26 million worldwide, it only squeaked past its production budget at the box office and many of its reviews were filled with notes like "mean-spirited" and "a terrible waste of assets."

#77. When in Rome (2010)

Kristen Bell and Anjelica Huston, wearing feminine suits, looking seriously at someone in an office.

Touchstone Pictures

- Director: Mark Steven Johnson
- Stacker score: 43.5
- IMDb user rating: 5.5
- Metascore: 25
- Runtime: 91 minutes

Top critics didn't care for the dullness and lack of depth in this Kristen Bell and Josh Duhamel-led Disney flick. Bell is a New Yorker who has given up on romance until she throws some "magic" coins into a fountain in Rome and finds herself with many strange suitors to choose from. Dax Shepard (Bell's off-camera husband), Will Arnett, and Jon Heder all throw their hats in the ring, and some viewers found it hard not to like Bell's performance, but ultimately, the film's over-reliance on clichés left critics wanting more.

#76. Filth and Wisdom (2008)

A tongue licking red lips on a movie cover.

Semtex Films

- Director: Madonna
- Stacker score: 42.9
- IMDb user rating: 5.3
- Metascore: 26
- Runtime: 84 minutes

Madonna's directorial debut, "Filth and Wisdom" was widely panned as "dumb and tacky." The comedy-drama follows three flatmates who spend their days toiling away in dead-end jobs (including ones in the sex work industry) while dreaming of bigger things. An incoherent and amateur effort, the movie premiered at the Berlin Film Festival before its limited theater run, where it earned just over $22,000 domestically.

#75. Miss Conception (2008)

Heather Graham hugs a man closely in front of gifts on a table.

Blue Angel Film

- Director: Eric Styles
- Stacker score: 42.9
- IMDb user rating: 4.6
- Metascore: 33
- Runtime: 104 minutes

In this bizarre 2008 release, Heather Graham plays a 30-something woman who discovers she has just one month left to get pregnant. When her boyfriend is unwilling to father her child, she embarks on a desperate quest to find a co-parent. A misconceived attempt to capitalize on the baby craze of the late '00s, the film feels outdated and cloddish and wound up only earning $2,134 at the domestic box office.

#74. Molly (1999)

Elisabeth Shue and Aaron Eckhart pushing a grocery cart in the produce section of a store.

Absolute Entertainment (II)

- Director: John Duigan
- Stacker score: 42.9
- IMDb user rating: 5.8
- Metascore: 21
- Runtime: 102 minutes

"Molly" is the type of movie that would almost certainly be boycotted by thoughtful moviegoers everywhere if it were released today. It follows a young autistic woman who finds herself living with her older bachelor brother after the institution she had been raised in unexpectedly shuts down. With both parties ill-prepared for this transition, they agree to an experiment that will make Molly more "normal," and chaos proceeds from there. Cliché, offensive at times, and poorly acted, the film only brought in $17,000 at the box office and remains one of the biggest misses of Elisabeth Shue's career.

#73. The Perfect Holiday (2007)

Queen Latifah and Terrence Howard, wearing blue shirts and red aprons, eat candy in a Christmas store.

Capital Arts Entertainment

- Director: Lance Rivera
- Stacker score: 42.9
- IMDb user rating: 4.7
- Metascore: 32
- Runtime: 96 minutes

Gabrielle Union, playing a single mom, and Morris Chestnut, playing an aspiring musician, fall in love with the help of two Christmas angels (Queen Latifah and Terrence Howard) in this holiday-themed flop. Critics argued that the family-friendly story was too packed with clichés, pointless drama, and mediocre humor to be worth watching and pointed them elsewhere, leaving the film to earn only $5.8 million at the box office.

#72. Town & Country (2001)

Diane Keaton and Warren Beatty sit at the foot of a bed talking.

New Line Cinema

- Director: Peter Chelsom
- Stacker score: 42.9
- IMDb user rating: 4.5
- Metascore: 34
- Runtime: 104 minutes

One of the biggest flops in movie history, "Town & Country" only earned $10 million against its $90 million budget. The film—which stars Warren Beatty, Diane Keaton, Goldie Hawn, and Garry Shandling—follows two aging couples who see their marriages tested by various infidelities. After spending three years in production (filming began in 1998 and didn't wrap until 2000), the finished product felt disjointed and choppy thanks to its dozens of rewrites and re-shoots, a fact that critics and audiences alike were quick to pick up on.

#71. Simply Irresistible (1999)

Sarah Michelle Gellar and Sean Patrick Flanery smiling together.

New Regency Pictures

- Director: Mark Tarlov
- Stacker score: 42.9
- IMDb user rating: 5.2
- Metascore: 27
- Runtime: 96 minutes

Sarah Michelle Gellar stars as an heiress to a restaurant who is blessed with magical cooking and seduction abilities by a crab in a tuxedo. The title begs for oppositional review bylines, which critics were eager to deliver given that the plot never rises above its absurd premise. Domestic grosses of $4.4 million reflected a disconnected marketing campaign. A somewhat ominous movie poster featured Gellar pouting in front of a full moon, a tableau that was perhaps attempting to recall her iconic TV role in "Buffy The Vampire Slayer" but wasn't in the least bit reflective of the film's goofy tone.

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#70. Confessions of a Teenage Drama Queen (2004)

Lindsay Lohan in a gypsy scarf.

Walt Disney Pictures

- Director: Sara Sugarman
- Stacker score: 42.9
- IMDb user rating: 4.6
- Metascore: 33
- Runtime: 89 minutes

Lindsay Lohan and Megan Fox star as high school rivals in this classic teenage comedy. Many of the film's detractors cited its predictable hijinks, juvenile acting, and cliché plot points as reasons for labeling it unwatchable fluff, but its intended audience didn't seem to mind those things, buying enough tickets to earn it a respectable $33.3 million at the worldwide box office.

#69. No Stranger Than Love (2015)

Justin Chatwin and Alison Brie in a brick basement looking up at the ceiling.

Innis Lake Entertainment

- Director: Nick Wernham
- Stacker score: 42.4
- IMDb user rating: 4.9
- Metascore: 29
- Runtime: 89 minutes

IndieWire wrote that "No Stranger Than Love," a film about a woman who loses her beau to a mysterious pit that opens up in the middle of her living room, "has a hole where its heart should be." Alison Brie plays art teacher Lucy, a woman who every man in town is seemingly in love with, and her performance is the only redeemable aspect of this poorly paced rom-com. Ultimately, the surreal components of the story are introduced far too late in the run time for this plotline to really gel.

#68. Stroker Ace (1983)

Burt Reynolds and Loni Anderson posing with race fans and pit crew in front of a racecar.

Universal Pictures

- Director: Hal Needham
- Stacker score: 42.4
- IMDb user rating: 4.8
- Metascore: 30
- Runtime: 96 minutes

Burt Reynolds, once one of Hollywood's biggest heartthrobs and most sought-after actors, blamed "Stroker Ace" for the demise of his career. The film, which sees Reynolds play a NASCAR driver who is at odds with his fried-chicken sponsor and desperate to seduce his new public relations manager, was a massive flop upon its release. The New York Times called it "the must-miss movie of the summer," and critics complained that it was too boring and uninspired to merit even a single viewing.

#67. New Year's Eve (2011)

Ashton Kutcher, in pajama pants and a hoodie, talking with Lea Michelle, in heels and a dress.

New Line Cinema

- Director: Garry Marshall
- Stacker score: 42.4
- IMDb user rating: 5.6
- Metascore: 22
- Runtime: 118 minutes

This 2011 schlock-fest features an ensemble cast including Jessica Biel, Halle Berry, Michelle Pfeiffer, Abigail Breslin, Robert De Niro, and Josh Duhamel in a tale of intertwining love stories set on Dec. 31 in Manhattan. This was an obvious retread of "Love Actually," but bereft of that film's heart or humor, and critics saw straight through the producers' cynicism, warning audiences to seek other holiday options. Domestic gross was $54.5 million, a poor showing for such a star-studded picture.

#66. Bride Wars (2009)

Kate Hudson in a wedding dress and Anne Hathaway in a white gown.

Fox 2000 Pictures

- Director: Gary Winick
- Stacker score: 42.4
- IMDb user rating: 5.4
- Metascore: 24
- Runtime: 89 minutes

Two best friends (Kate Hudson and Anne Hathaway) become engaged in a bridezilla showdown when, due to a clerical error, they accidentally schedule their weddings on the same day. This 2009 movie drew plenty of ire from critics who, fed up with the overdone wedding movie genre, pounced on the film's superficiality and disdain for its audience. Said audience showed up anyway, netting the picture a profitable $115 million worldwide.

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#65. Private School (1983)

Three guys dressed as women talking to a girl.

Unity Productions

- Director: Noel Black
- Stacker score: 41.8
- IMDb user rating: 5.2
- Metascore: 25
- Runtime: 89 minutes

"Private School" has a threadbare plot and seems to only exist as a vehicle for the writers' crude and derogatory sex jokes. Ostensibly, the film, which was targeted at teens, is about a young couple seeking to lose their virginities to one another. In reality, however, it feels like an awkward 80-minute stand-up set, replete with plenty of nude shots, full of content that Roger Ebert dubbed "anti-woman." It's no surprise that women (the primary audience from rom-coms) haven't flocked to this one in the 40 years since its release.

#64. License to Wed (2007)

Mandy Moore holding a credit card machine in a store next to John Krasinski wearing a baby carrier holding two baby dolls.

Warner Bros.

- Director: Ken Kwapis
- Stacker score: 41.8
- IMDb user rating: 5.2
- Metascore: 25
- Runtime: 91 minutes

A reverend (Robin Williams) puts an engaged couple through the wringer in his grueling marriage preparation course. John Krasinski of the American version of "The Office" plays the aspiring groom alongside Mandy Moore as his would-be bride. Williams' performance was phoned in, and the script is predictable and unfunny. The film saw a domestic gross of $43.8 million.

#63. The Bounty Hunter (2010)

Jennifer Aniston, with wet hair, smiling at Gerard Butler in a living room.

Columbia Pictures

- Director: Andy Tennant
- Stacker score: 41.8
- IMDb user rating: 5.5
- Metascore: 22
- Runtime: 110 minutes

The plot of this 2010 film is a grab bag of recycled concepts: A bounty hunter (Gerard Butler) is tasked with bringing in his bail-skipping ex-wife (Jennifer Aniston) but instead finds himself caught up in her attempt to solve a high-profile murder. Critics dismissed the film as assembly-line Hollywood product and snubbed the phoned-in performances. Even so, the film made $67.1 million at domestic box offices, turning a profit.

#62. An Invisible Sign (2010)

Jessica Alba with pigtails walking with Chris Messina in a park.

J2 Pictures

- Director: Marilyn Agrelo
- Stacker score: 41.3
- IMDb user rating: 5.3
- Metascore: 23
- Runtime: 96 minutes

Unlike poetry or art, math isn't generally a subject that incites feelings of love or romance, so it seems an odd theme to center a rom-com around. Still, the producers of "An Invisible Sign" decided to try it anyways with this movie about a woman (Jessica Alba) who uses her passion for math to reconnect with life and possible love interests after her father's sudden illness. Reviewers called the film boring and uneven, a failed attempt to marry logic with love.

#61. A Little Bit of Heaven (2011)

Kate Hudson holding Gael García Bernal close, who is dressed as a doctor.

Davis Entertainment

- Director: Nicole Kassell
- Stacker score: 41.3
- IMDb user rating: 6.2
- Metascore: 14
- Runtime: 106 minutes

"A Little Bit of Heaven," a dramatic tear-jerker about a woman who finds love for the first time right after being diagnosed with terminal cancer, would fit right in with the stories in Nicholas Sparks' back catalog. But unlike Sparks-based movies, which are generally well-received by die-hard rom-com watchers, this film suffered from a lack of chemistry between its main actors (Kate Hudson and Gael García Bernal), odd tone discrepancies, and an oversentimental perspective on life, sexuality, and love. It was so bad—only earning just over $15,000 at the domestic box office—that reviewers dubbed it "a little bit of hell."

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#60. Did You Hear About the Morgans? (2009)

Elizabeth Moss standing near a busy street with a man in a suit.

Columbia Pictures

- Director: Marc Lawrence
- Stacker score: 41.3
- IMDb user rating: 4.9
- Metascore: 27
- Runtime: 103 minutes

A Manhattan alpha couple gets a second chance to repair their flailing marriage when they're relocated to a tiny town in Wyoming through witness relocation. (Yes, it's a plot that sounds like the kind of movie you might see parodied in a Judd Apatow comedy.) Critics acknowledged moments of on-screen charm between leads Hugh Grant and Sarah Jessica Parker, but overall consensus was that the movie was cynical studio dreck. The domestic gross of $29.6 million was nothing to write home about, but the film performed well overseas and brought in a total of $85.3 million internationally.

#59. On the Line (2001)

Lance Bass and a woman talk on the train together.

A Happy Place

- Director: Eric Bross
- Stacker score: 40.8
- IMDb user rating: 4.1
- Metascore: 34
- Runtime: 85 minutes

A weak "Serendipity" rework starring an 'N Sync heartthrob, "On the Line" follows a shy advertising executive as he searches for a woman he had a chance encounter with on Chicago's L train system. Lance Bass takes the lead, with Emmanuelle Chriqui playing his soulmate, and Joey Fatone playing one of his many roommates. The film's unbelievable plotline failed to entice its intended teenage audience to part with its hard-earned money, leaving it to earn just over $4.4 million at worldwide box offices, despite a $16 million budget.

#58. Mannequin: On the Move (1991)

A man putting a necklace on a mannequin.

Gladden Entertainment

- Director: Stewart Raffill
- Stacker score: 40.8
- IMDb user rating: 4.4
- Metascore: 31
- Runtime: 95 minutes

Why producers felt that making a sequel to a film as awful as the original "Mannequin" would be a good idea is unclear, but make one they did. In the follow-up, a young department store employee (William Ragsdale) falls in love with a wooden mannequin (Kristy Swanson), who is actually a medieval peasant woman that has fallen under a 1,000-year curse. The Los Angeles Times called the film "insipid to the extreme," and seemingly no one was impressed by its recycled plot points, tired jokes, and oddly frantic pacing.

#57. Who's That Girl (1987)

Madonna looking longingly at a man.

The Guber-Peters Company

- Director: James Foley
- Stacker score: 40.8
- IMDb user rating: 4.8
- Metascore: 27
- Runtime: 92 minutes

Madonna has tried to launch her film career multiple times with very little success. "Who's That Girl" is yet another of the pop star's early attempts to establish herself as a serious actress. In the film, she plays a street-smart woman who has been falsely accused of murdering her boyfriend. After being released from prison, she convinces the uptight lawyer tasked with getting her back to her hometown to help her prove her innocence. Along the way, they fall in love. Madonna's horrible overacting and the film's clumsy jokes led critics to universally pan it following its 1987 release.

#56. Whatever It Takes (2000)

Girls at a 90

Columbia Pictures

- Director: David Raynr
- Stacker score: 40.8
- IMDb user rating: 5.5
- Metascore: 20
- Runtime: 94 minutes

A young James Franco and Shane West couldn't save this teen update of the classic Cyrano de Bergerac tale, in which nerdy West falls for the cute, popular girl in school, and Franco looks for help from West to get the attention of his best friend and fellow nerdy pal, Maggie (Marla Sokoloff). Critics panned it, and the movie was a commercial flop, bringing in only $8.7 million at domestic box offices, well below its $32 million budget.

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#55. Good Luck Chuck (2007)

Jessica Alba holds an ice cream cone and smiles at Dane Cook.

Lionsgate

- Director: Mark Helfrich
- Stacker score: 40.8
- IMDb user rating: 5.6
- Metascore: 19
- Runtime: 96 minutes

This film gave a lot of ammunition to members of the "Dane Cook isn't funny" bandwagon. The premise is actually chuckle-worthy: A serial dater who was hexed by a goth girl into perpetual singledom as a 10-year-old must try to make an adult relationship with a sexy penguin specialist work. Unfortunately, due to the lack of comedic chops in the cast, the movie was slammed by critics and by countless road comics who, jealous of Cook's stardom, slagged it off in clubs around the country. Cook's fan base showed up anyway, and the film raked in $35 million in domestic box offices to turn a profit.

#54. Killers (2010)

A woma points a gun on one side of a wall while Ashton Kutcher hides on the other side.

Lionsgate

- Director: Robert Luketic
- Stacker score: 40.8
- IMDb user rating: 5.4
- Metascore: 21
- Runtime: 100 minutes

Katherine Heigl plays a newlywed who discovers her husband (Ashton Kutcher) is an assassin, a revelation that throws their marriage into turmoil. This "Mr. & Mrs. Smith" lite turned off critics with its warmed-over plot and plain dullness. The picture made $47 million at domestic box offices, a figure dwarfed by the conceptually similar Tom Cruise/Cameron Diaz double-header "Knight and Day," which was released in the same month and proved a big commercial hit.

#53. Mother's Day (2016)

Jennifer Aniston standing in front of a vending machine talking to Jason Sudeikis, who is on crutches and wearing a floral shirt and pink pants.

Open Road Films (II)

- Director: Garry Marshall
- Stacker score: 40.2
- IMDb user rating: 5.6
- Metascore: 18
- Runtime: 118 minutes

In the same vein as "Valentine's Day" and "New Year's Eve," "Mother's Day" follows a group of seemingly unconnected people as they set out to celebrate their moms. Directed by Gary Marshall (his last film before his death in July 2016), the movie boasts a star-studded ensemble cast including names like Julia Roberts, Jennifer Aniston, Kate Hudson, Jason Sudeikis, Timothy Olyphant, and Jon Lovitz. Poorly written, with overpacked plot lines and jokes that verge on racist, the movie was a miss for both audiences and critics alike.

#52. Cabin Boy (1994)

Melora Walters rolling her eyes with Chris Elliott behind her.

Touchstone Pictures

- Director: Adam Resnick
- Stacker score: 39.7
- IMDb user rating: 5.2
- Metascore: 21
- Runtime: 80 minutes

When a movie's main character is described by critics who enjoyed it as unpleasant, despicable, and loathsome, it's hard to imagine that it's going to find a wide audience. That was certainly the case with "Cabin Boy," a fantasy comedy story by "Late Night with David Letterman" writers Chris Elliott and Adam Resnick. Even the film's original slapstick and sight gags weren't enough to redeem the bizarre tale of a privileged prep-school graduate who finds himself working (and falling in love) aboard a fishing boat with a … well … "filthy" name.

#51. Vampire in Brooklyn (1995)

Eddie Murphy looking at Angela Bassett lovingly.

Eddie Murphy Productions

- Director: Wes Craven
- Stacker score: 39.7
- IMDb user rating: 4.6
- Metascore: 27
- Runtime: 100 minutes

Comedy-horror rarely works as a mashup. For every "American Werewolf in London," there are dozens of misfires that fail to balance the competing requirements of the two genres. This is one of those. Eddie Murphy plays a vampire named Maximillian, who tries to seduce a detective while sabotaging the romantic advances of her longtime partner. Horror veteran Wes Craven directed but failed to provide any real scares. Critic Roger Ebert wrote of the film: "To call this a comedy is a sign of optimism; to call it a comeback for Murphy is a sign of blind faith." Audiences were at least curious enough that the film pulled in a haul just shy of $19.8 million, but it was poorly regarded and has not stood the test of time.

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#50. Surviving Christmas (2004)

James Gandolfini aiming to hit Ben Affleck with a snow shovel.

DreamWorks

- Director: Mike Mitchell
- Stacker score: 39.7
- IMDb user rating: 5.4
- Metascore: 19
- Runtime: 91 minutes

In a plot that calls for way too much suspension of disbelief from the outset, a wealthy but alienated ad exec (Ben Affleck) bribes a family (with a dad played by James Gandolfini) to pose as his own so that he doesn't have to spend Christmas alone. The story pivots when the family's eldest daughter (Christina Applegate) arrives late and throws a new romantic wrench into his fantasy. Predictable and humorless complications ensue. Amazingly, the WGA lists four screenwriters for this trainwreck. An $11.7 million domestic box office sale made for a disappointing holiday haul.

#49. The Pirate Movie (1982)

A woman in a white dress with a high slit fighting pirates with a sword.

Joseph Hamilton International Productions

- Director: Ken Annakin
- Stacker score: 39.1
- IMDb user rating: 5.3
- Metascore: 19
- Runtime: 98 minutes

The vast majority of "The Pirate Movie" happens in a dream sequence, a twist that turns many viewers off to even the best stories. Unfortunately, the film also lacked a solid plot—it follows a couple who meet at a pirate festival in Australia and who turn out to have also been pirates in a past life—the musical rom-com had two strikes against it before it even hit theaters. Its third strike came when viewers realized it was a thinly veiled knockoff of the play "The Pirates of Penzance," something the marketing hadn't been clear about.

#48. Sex and the City 2 (2010)

Sarah Jessica Parker and Chris Noth sit together for a romantic dinner.

New Line Cinema

- Director: Michael Patrick King
- Stacker score: 39.1
- IMDb user rating: 4.5
- Metascore: 27
- Runtime: 146 minutes

The critics who were lukewarm on the first big-screen adaptation of the hit HBO show really sank their teeth into its sequel. And at a running time of almost two-and-a-half hours, the film served up plenty of fodder for their criticisms. Most reviewers agreed that Carrie (Sarah Jessica Parker) and her crew of Manolo-heeled NYC gal pals had long overstayed their welcome and warned that only diehard fans need consider lining up for this pointless and thinly plotted coda to their saga. It still made a boatload—$290.7 million worldwide—but by this point, the loft salary requirements of its stars had produced a budget that exceeded its return.

#47. Undiscovered (2005)

Three women and a man sit at a dimly lit table with blank stares.

Cinejota Filmproduktionsgesellschaft mbH & Co.

- Director: Meiert Avis
- Stacker score: 38.6
- IMDb user rating: 4.2
- Metascore: 29
- Runtime: 97 minutes

Four aspiring performers try to get their careers off the ground in this 2005 drama. The basic story is one that has been told time and time again, and "Undiscovered" had nothing new to offer to the conversation, nor did it tap into the emotions of its audience in any real way. Despite its enticing preview and interesting casting choices (Ashlee Simpson's first big screen role), the movie set a record for second-weekend drop-offs, with an 86.4% decrease in ticket sales.

#46. Juwanna Mann (2002)

A man and a woman sit closely together looking surprised at something.

Morgan Creek Entertainment

- Director: Jesse Vaughan
- Stacker score: 38.6
- IMDb user rating: 4.7
- Metascore: 24
- Runtime: 91 minutes

An urban spin on a "Tootsie"-style gender-switch plot, "Juwanna Mann" stars longtime character actor Miguel A. Núñez Jr. in his first and last leading role. The story's about a hot-tempered basketball player who gets booted from the league and decides to don some fake breasts and eyelashes to try his luck on the women's side of the game. He lands a spot on a team, but his plan gets thrown into turmoil when he starts to fall for a no-nonsense coach, played by Vivica A. Fox. Critics found it simplistic and unoriginal, and its $13.57 million domestic box office haul didn't cover its production budget. Nevertheless, in a 2015 TMZ interview, Núñez claimed a Juwanna Mann sequel was in the works, but IMDb provides no corroboration for this claim.

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#45. Even Cowgirls Get the Blues (1993)

Heather Graham dressed as a cowgirl.

New Line Cinema

- Director: Gus Van Sant
- Stacker score: 38.6
- IMDb user rating: 4.3
- Metascore: 28
- Runtime: 106 minutes

This film, based on a beloved Tom Robbins novel with strong feminist themes, was supposed to be indie director Gus Van Sant's triumphant follow-up to "My Own Private Idaho." It's a movie with a lot of intriguing ingredients: Uma Thurman stars as a woman who uses her unusually large thumbs to hitchhike her way across the country, winding up at a ranch staffed by cowgirls. There she has a love affair with the ranch's leader, played by Rain Phoenix (sister to Joaquin and River Phoenix). Despite the caliber of the source material and edgy (for 1993) exploration of gay themes, critics found little value in the finished product. Van Sant had no feel for the subject matter and drew out confusing and sometimes embarrassing performances from his actors. Box office receipts fell shy of $2 million.

#44. The Next Best Thing (2000)

Madonna and Rupert Everett stare into each other

Lakeshore Entertainment

- Director: John Schlesinger
- Stacker score: 38.6
- IMDb user rating: 4.6
- Metascore: 25
- Runtime: 108 minutes

Madonna and Rupert Everett star in this comedy about a straight woman and a gay man who decide to conceive and raise a child together. Critics found the delivery heavy-handed and the tear-jerker moments forced. The $15 million domestic box office receipts did little to convince producers that Madonna was a bankable star outside the music business.

#43. Say It Isn't So (2001)

Chris Klein, in an animal control jacket with his hair sticking up, talking to Heather Graham in front of a vending machine.

Twentieth Century Fox

- Director: J.B. Rogers
- Stacker score: 38.6
- IMDb user rating: 5.0
- Metascore: 21
- Runtime: 95 minutes

The Farrelly Brothers produced this 2001 romantic comedy, directed by J.B. Rogers, who had previously worked with them as a first assistant director. Gilly (Chris Klein) and Jo (Heather Graham) are enjoying a passionate love affair when they find out they're actually brother and sister and have to break things off in a hurry. But when he finds out their supposed blood relation is a lie perpetuated by a meddling third party, Gilly must rush to stop Jo's marriage to "the wrong guy." The incest humor creeped out critics and audiences, and overall, the movie lacked the charm, humor, and originality of the brothers' earlier sleeper hit "There's Something About Mary." The box office total was $12.3 million, with a $25 million production budget.

#42. Summer Catch (2001)

Freddie Prinze Jr. getting down on one knee to talk to Jessica Biel.

Warner Bros.

- Director: Michael Tollin
- Stacker score: 38.6
- IMDb user rating: 5.0
- Metascore: 21
- Runtime: 104 minutes

Another Freddie Prinze Jr. rom-com, this time pairing the actor up with Jessica Biel. The story, a classic "Lady and the Tramp" setup, has Prinze Jr.'s blue-collar baseball player character falling for an unattainable upper-crust girl with a controlling father. The critics' consensus was that there wasn't enough baseball for a baseball movie and that the romance lacked sufficient flavor or complication to draw interest. Worldwide box office receipts were a just below $20 million.

#41. Serving Sara (2002)

Matthew Parry sitting at a bar talking to Elizabeth Hurley, smiling.

FTM Productions

- Director: Reginald Hudlin
- Stacker score: 38.6
- IMDb user rating: 5.3
- Metascore: 18
- Runtime: 99 minutes

Joe, played by Matthew Perry, gets more than he bargained for when he's tasked with serving divorce papers to the elusive Sara (Elizabeth Hurley). The typical romantic comedy plot plays out, and opposites end up attracting without much regard for originality or humor. As bland as this movie is, the off-screen events surrounding its production made for juicy tabloid fodder. Perry landed in rehab for painkiller addiction during production, and later Hurley's boyfriend accused Perry of impregnating her (a claim was later discredited through blood tests). If only the script had been as intriguing.

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#40. Cocktail (1988)

Tom Cruise in a gray sweater.

Touchstone Pictures

- Director: Roger Donaldson
- Stacker score: 38.6
- IMDb user rating: 5.9
- Metascore: 12
- Runtime: 104 minutes

"Cocktail" is one of those rare films that was a huge failure with critics but a massive hit with audiences. It follows a business school student in NYC who turns to bartending in order to fund his education. After a falling out with his mentor, he flees to Jamaica, where he falls in love and learns some hard life lessons. Critics argued that the film was shallow and vapid, with little to say about either love or materialism, but fans disagreed, flocking in the thousands to see Tom Cruise in action and earning the film $78.2 million at the box office.

#39. Delgo (2008)

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