Random Objectively Worst Decisions In Rom-Com History (15 items)

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  (#15) 13 Going on 30

  • Jennifer Garner, Ashley Benson, Mark Ruffalo, Renee Olstead, Judy Greer, Andy Serkis, Lynn Collins, Brie Larson, Jim Gaffigan, Scout Taylor-Compton, Christa B. Allen, Kathy Baker, Carmit Bachar, Maz Jobrani, Kimberly Wyatt, Gia Mantegna, Tyce Diorio, Mary Pat Gleason, Robinne Lee, Sarah Loew, Nadine Ellis, Joe Grifasi, Brittany Curran, David Boston, Kiersten Warren, Sean Marquette, Susan Egan, Philip Pavel, Marcia DeBonis, Sara Swain, Phil Reeves, Kevin Stea, Larry Vigus, Alexandra Kyle, Nancy O'Meara, Samuel Ball, Candace Elaine, Adrian Armas, Alex Black, Ward Horton, Nicole Abisinio, Brad Tiemann, Amber Gristak, Stacey Harper, Julia Roth, Rita Bland, Sydni Beaudoin, Irena A. Hoffman, Caroline A. Rice, Corena Chase, Ian Barford, Jason Yribar, Natalie Willes, Timothy Anderson, Bill Kotsatos, Eron Otcasek, Catherine Combs, Crystal Michelle, Bubba Dean Rambo, Darrel W. Wright, Janina Garraway, Mario Simone, Benita Nall, Michon Suyama, Richard Whitebear, James Pomichter, Justin Burke, Kadee Sweeney, Michael Tommer, Melody Krell, Luis Pedron, Madeline Sprung-Keyser, Shambo Pfaff, Jeffrey Shane Cohn, Megan Lusk, George Hine, Katie Miller, Fabrice Calmettes, Michael William Higgins, Kevin D. White, Jason Makely, Douglas Caldwell, John W. Grant

  After a bad reaction to some magic pixie dust, Jenna (Jennifer Garner) goes from being a 13-year-old to a successful 30-year-old Manhattan yuppie overnight. She is eventually restored to her adolescent self, but as we see in the final few moments of the movie, she eventually marries her middle school sweetheart, Matty (Mark Ruffalo). We can assume, then, that Jenna never experiences what it's like to be a young, single adult. She never has the adventures and misadventures that come with dating. She doesn't get the opportunity to know herself on her own in the world.

  There is something to be said for a storybook romance, but this rom-com plot is not very realistic when it comes to long-term love. 
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  (#14) The Holiday

  • Lindsay Lohan, Cameron Diaz, Kate Winslet, James Franco, Jude Law, Dustin Hoffman, Jack Black, Odette Annable, Eli Wallach, John Krasinski, Shannyn Sossamon, Alex O'Loughlin, Rufus Sewell, Edward Burns, Kathryn Hahn, Bill Macy, Shelley Berman, Sarah Parish, Nikki Novak, Judith Drake, Arne Starr, Lydia Blanco, Jay Simpson, Nicholas Downs, Leanne Wilson, Miffy Englefield, Pamela Dunlap, Kenneth Danziger, Jon Prescott, Hal Douglas, Patrick Cavanaugh, Mark A. Nash, Freddie De Grate, Jacob Head, Jamie McCall, Hope Riley, Patrizia Barretto, MarLee Candell, Steven Bruns, Emma Pritchard, Gilbert Esquivel, Justin Collins, Andy Gates, Scott Slifer, Darline Harris, Sarah Flind, David Venafro, Marina Morgan, Terry Diab, Marcell Brown, Bundle Williams, Lynden Edwards, Suzanne Dizon, Siobhan Pestano, Charles Dinsdale

  In the 2006 film, The Holiday, two strangers, Amanda (Cameron Diaz) and Iris (Kate Winslet), switch houses over the holidays to escape their failed relationships and disastrous love lives. Although they meet on a home-exchange website, the circumstances are much more complex and questionable than booking an Airbnb for a winter getaway. 

  There is a big risk in traveling to a different continent with no guarantee that the home you're staying in is real, or that you aren't renting your place to a serial killer. 
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  (#4) Jerry Maguire

  • Tom Cruise, Lucy Liu, Renée Zellweger, Troy Aikman, Kelly Preston, Michael Irvin, Cuba Gooding Jr., Warren Moon, Emily Procter, Jonathan Lipnicki, Katarina Witt, Drew Bledsoe, Jay Mohr, Regina King, Glenn Frey, Dan Dierdorf, Eric Stoltz, Jerry Cantrell, Jerry O'Connell, Bonnie Hunt, Kerry Collins, Drake Bell, Beau Bridges, Frank Gifford, Art Monk, Stacey Williams, Brent Barry, Ki-Jana Carter, Ivana Miličević, Johnnie Morton, Al Michaels, Rick Mirer, Donal Logue, Aries Spears, Herman Moore, Summer Sanders, Rich Kotite, Tim McDonald, Jeffrey Lurie, Jim Irsay, Winnie Holzman, Mike Tirico, Rebecca Rigg, Kenneth Keith Kallenbach, Jann Wenner, Wayne Fontes, Drew Rosenhaus, Alexandra Wentworth, Hynden Walch, Reagan Gomez-Preston, Rob Moore, Toby Huss, Justina Vail Evans, Roy Firestone, Christine Cavanaugh, Gina La Piana, Todd Louiso, Leigh Steinberg, Kelly Coffield Park, Mark Pellington, Jacqueline Collen, Angela Goethals, Jeremy Suarez, Mia Korf, Mel Kiper Jr., Peg Phillips, Jerry Ziesmer, Jeff Moorad, Lisa Rotondi, Dean Biasucci, Alice Marie Crowe, David Ursin, Micki Duran, Jason H. Karniol, Michael Kehoe, Tom Gallop, Sean Patrick Reilly, Lisa Ann Hadley, Lynnanne Zager, Andrea Ferrell, E. Lamont Johnson, Jordan Ross, Jared Jussim, Iva Franks Singer, Larina Adamson, Mike Boss, John Cramer, Anthony Natale, Steve J. Termath, Alison Armitage, Joseph Neibich, Russel Lunday, Kerry Friend, Lisa Stahl, Nada Despotovich, Rod Tate, Amaryllis Borrego, Lightfield Lewis, Samantha Smith, Kari Keegan, Klair Bybee, Mike White, Benjamin Kimball Smith, Dallas Malloy, Matt von Siegel, Charley Gilleran, Leslie Upson, Susan Norfleet, Kirsten Krueger, Golan Ramras, Thomas J. Reilly, Christopher J. Smith, Jeff Dolniak, Theo Greenly, Carolyn Renee Smith, Coleman McClary, Sean Neff, Joanna Daniels, Erica Sorgi, Dennis Fitzgerald, Jenny Worman, Thomas James Kepner, Michael James Johnson, Danny Rimmer, David Spring, Charlie Cronin, Lisa Amsterdam, Lauren Parker, Ryan Langdon, Stan Sessoms, Sascha Lorren, Gale Hillman, Heather Cheney, Jim Moffatt, Shannon Thornton, Golde Starger, Stephanie Furst, Beaumont Bacon, Luis Damian, Valerie Richards, Jody Collins, June Saruwatari, Alberto Alfavo, Cha-Cha Sandoval, Diana Jordan, Brandon Christianson, Jesus Alberto Guzman, Leo Zick, Susan Pingleton, Kymberly Kalil, Joseph B. Henry, Tom Friend, Ingrid Beer, Meg Coyle, Evelyn Fontes, Juan Arnoldo Morales, Kevin McNally, Rick Johnson

  Dorothy (Renée Zellweger) makes a few bad decisions over the course of her relationship with the title character, Jerry Maguire (Tom Cruise). First, the single mother quits her stable job to follow Jerry to his startup.

  Next, when the startup falters, she has an opportunity to take a stable job with benefits elsewhere. However, Jerry proposes to her to get her to stay, and she says yes.

  Finally, Jerry treats her terribly, only to come to her in the eleventh hour and apologize. Of course, she forgives him because he, "had her at hello."

  Please. 
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  (#11) The Proposal

  • Sandra Bullock, Ryan Reynolds, Betty White, Malin Åkerman, Mary Steenburgen, Mini Andén, Craig T. Nelson, Denis O'Hare, Niecy Nash, Aasif Mandvi, Michael Nouri, Anne Fletcher, Oscar Nunez, Gregg Edelman, Stream, Ellen Becker Gray, Dan Marshall, Michael Mosley, Larry Vigus, Shawn Fogarty, John Franchi, Dale Place, Naeem Uzimann, Jerrell Lee, Desiree April Connolly, Robert Masiello, Donna Glee Reim, Mary Linda Rapelye, Kate Lacey, Patrick Mel Hayes, Jodie Brunelle, Vyvian B. Stevens, Haytham Kandil, Alexander Garde, David Struffolino, Darren Ross, Rich Skinner, Brian Bradbury, Ylian Alfaro Snyder, Phyllis Kay, Dan Griffin, Adam Zalt, Chemi Che-Mponda, Kortney Adams, Frankie Imbergamo, Thomas Olson, Ron Murphy, Eric Ryan, Cindi Alex, Annie Rohling, Cory Scott, Nikki Preston, Alicia Hunt, Sophya Gudelman, Cory Rasmussen, Eric Ferraz, Ben L. Mitchell, Diane Curran, Gene Fleming, B. Johnson, Alexis Garcia, Chris Whitney, Joseph Guglielmo, G.A. West

  Margaret (Sandra Bullock) is a Canadian who needs to stay in the US, so she makes the questionable decision to enter into a green card marriage with her assistant Andrew (Ryan Reynolds). It all turns out okay, of course, because Margaret and Andrew are actually into each other. But questionable choices are a theme with this couple.

  Margaret offers Andrew a promotion in exchange for agreeing to the marriage. This poses ethical questions. Then there's the fact that if Margret and Andrew are caught engaging in immigration fraud, they could be fined $250,000 and sentenced to five years in the pokey. 
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  (#10) Something's Gotta Give

  • Jack Nicholson, Keanu Reeves, Diane Keaton, Amanda Peet, Frances McDormand, Jon Favreau filmography, KaDee Strickland, Rachel Ticotin, Paul Michael Glaser, Nichole Hiltz, Lorna Scott, Vanna Bonta, Peter Spears

  Something's Gotta Give gets to its happily-ever-after via a really bad decision. Erica (Diane Keaton) dates, falls in love with, and marries her daughter's ex-boyfriend, Harry (Jack Nicholson). Harry is 63 and dating 29-year-old Marin (Amanda Peet). He falls for Marin's mother while she is nursing him back to health. Although Harry and Marin have broken up by the time Erica becomes involved with the aging playboy, dating your daughter's ex is a questionable parenting move, to say the least.

  The last scene of the film wants us to believe that everything is hunky-dory, but there must be some awkwardness at family functions.
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  (#5) 27 Dresses

  • Katherine Heigl, Malin Åkerman, Krysten Ritter, Judy Greer, James Marsden, Melora Hardin, Edward Burns, Brian Kerwin, Maulik Pancholy, Alexa Havins, Alecia Batson, Erin Fogel

  Once perpetual bridesmaid Jane (Katherine Heigl) realizes she is in love with Kevin (James Marsden), she crashes a wedding to tell him how she feels. Not content to wait until the event is over, she interrupts the wedding and declares her love in front of a roomful of perplexed strangers. 

  Imagine spending thousands of dollars on your special day only to have a Katherine Heigl character hijack it to make a personal announcement about her own love life. 

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