Entertainment

The Greatest Guilty Pleasure Romantic Comedies  

Alan Smithee
395 votes 47 voters 1.9k views 32 items

List Rules Vote for the best guilty pleasure romcoms (that you enjoy despite the cheese factor).

Cheesy romantic comedies are great for a quick pick-me-up if you're feeling unlucky in love or just need to switch your mind into off mode. Not every guilty pleasure rom com is an inherently bad film, but absurd plots and corny dialogue can make you feel just a tad embarrassed for loving the genre. Nevertheless, such films are often the perfect cure for what ails you! 

Some dumb romantic comedies constitute guilty pleasures. Whether it's a once renowned film that has aged horribly or a film that was never great to begin with, bad movies can still be fun. Other indulgent romcoms are simply lighthearted and easy, with plot lines that don't challenge you all that much. Whatever you're looking for in terms of guilty pleasures, browse this list to find the best option for you! 

list ordered by
1
10 Things I Hate About You is listed (or ranked) 1 on the list The Greatest Guilty Pleasure Romantic Comedies
Joseph Gordon-Levitt, Gabrielle Union, Heath Ledger
10 Things I Hate About You is a 1999 American teen romantic comedy-drama film. It is directed by Gil Junger and stars Julia Stiles, Heath Ledger and Joseph Gordon-Levitt. The romantic comedy ...more
2
Crazy, Stupid, Love. is listed (or ranked) 2 on the list The Greatest Guilty Pleasure Romantic Comedies
Emma Stone, Julianne Moore, Ryan Gosling
Crazy, Stupid, Love is a 2011 American romantic comedy-drama film directed by Glenn Ficarra and John Requa, and written by Dan Fogelman. It stars Steve Carell, Ryan Gosling, Julianne Moore, Emma ...more
3
Clueless is listed (or ranked) 3 on the list The Greatest Guilty Pleasure Romantic Comedies
Alicia Silverstone, Brittany Murphy, Paul Rudd
Clueless is a 1995 American comedy film loosely based on Jane Austen's 1815 novel Emma. It stars Alicia Silverstone, Stacey Dash, Paul Rudd, and Brittany Murphy. The film is set in Beverly Hills ...more
4
Love Actually is listed (or ranked) 4 on the list The Greatest Guilty Pleasure Romantic Comedies
Keira Knightley, Elisha Cuthbert, Liam Neeson
Love Actually is a 2003 British Christmas-themed romantic comedy film written and directed by Richard Curtis. The screenplay delves into different aspects of love as shown through ten separate ...more
5
How to Lose a Guy in 10 Days is listed (or ranked) 5 on the list The Greatest Guilty Pleasure Romantic Comedies
Kate Hudson, Matthew McConaughey, Bebe Neuwirth
How to Lose a Guy in 10 Days is a 2003 romantic comedy film, directed by Donald Petrie, starring Kate Hudson and Matthew McConaughey. It is based on a short cartoon book of the same name by ...more
6
Bridget Jones's Diary is listed (or ranked) 6 on the list The Greatest Guilty Pleasure Romantic Comedies
Renée Zellweger, Hugh Grant, Colin Firth
Bridget Jones's Diary is a 2001 British romantic comedy film directed by Sharon Maguire. It is based on Helen Fielding's novel of the same name which is a reinterpretation of Austen's Pride and ...more
7
She's All That is listed (or ranked) 7 on the list The Greatest Guilty Pleasure Romantic Comedies
Sarah Michelle Gellar, Anna Paquin, Lil' Kim
She's All That is a 1999 American teen romantic comedy film directed by Robert Iscove and starring Freddie Prinze, Jr. and Rachael Leigh Cook. It is a modern adaptation of George Bernard Shaw's ...more
8
You've Got Mail is listed (or ranked) 8 on the list The Greatest Guilty Pleasure Romantic Comedies
Tom Hanks, Meg Ryan, Sara Ramirez
You've Got Mail is a 1998 American romantic comedy-drama film directed by Nora Ephron, starring Tom Hanks and Meg Ryan. It was written by Nora and Delia Ephron based on the 1937 play Parfumerie ...more
9
Never Been Kissed is listed (or ranked) 9 on the list The Greatest Guilty Pleasure Romantic Comedies
Jessica Alba, Drew Barrymore, James Franco
Never Been Kissed is a 1999 romantic comedy film produced by 20th Century Fox and Drew Barrymore's production company, Flower Films, directed by Raja Gosnell and starring Drew Barrymore, David ...more
10
Sweet Home Alabama is listed (or ranked) 10 on the list The Greatest Guilty Pleasure Romantic Comedies
Reese Witherspoon, Matthew McConaughey, Dakota Fanning
Sweet Home Alabama is a 2002 American romantic comedy film directed by Andy Tennant, starring Reese Witherspoon, Josh Lucas, Patrick Dempsey and Candice Bergen. The film was released by ...more
11
While You Were Sleeping is listed (or ranked) 11 on the list The Greatest Guilty Pleasure Romantic Comedies
Sandra Bullock, Monica Keena, Bill Pullman
While You Were Sleeping is a 1995 romantic comedy film directed by Jon Turteltaub and written by Daniel G. Sullivan and Frederic Lebow. It stars Sandra Bullock as Lucy, a Chicago Transit ...more
12
Notting Hill is listed (or ranked) 12 on the list The Greatest Guilty Pleasure Romantic Comedies
Julia Roberts, Alec Baldwin, Mischa Barton
Notting Hill is a 1999 British romantic comedy film set in Notting Hill, London, released on 21 May 1999. The screenplay was by Richard Curtis and the film was produced by Duncan Kenworthy and ...more
13
My Best Friend's Wedding is listed (or ranked) 13 on the list The Greatest Guilty Pleasure Romantic Comedies
Julia Roberts, Dermot Mulroney, Rupert Everett
My Best Friend's Wedding is a 1997 American romantic comedy film directed by P.J. Hogan. When a woman's long-time friend (Dermot Mulroney) reveals he's engaged, she (Julia Roberts) realizes she ...more
14
50 First Dates is listed (or ranked) 14 on the list The Greatest Guilty Pleasure Romantic Comedies
Drew Barrymore, Adam Sandler, Dan Aykroyd
50 First Dates is a 2004 American romantic comedy film directed by Peter Segal and written by George Wing. The film stars Adam Sandler as a lothario veterinarian and Drew Barrymore as an ...more
15
Runaway Bride is listed (or ranked) 15 on the list The Greatest Guilty Pleasure Romantic Comedies
Julia Roberts, Richard Gere, Christopher Meloni
Runaway Bride is a 1999 American romantic comedy film directed by Garry Marshall, and stars Julia Roberts and Richard Gere.The screenplay was written by Josann McGibbon, Sara Parriott and Audrey ...more
16
Sleepless in Seattle is listed (or ranked) 16 on the list The Greatest Guilty Pleasure Romantic Comedies
Tom Hanks, Meg Ryan, Rosie O'Donnell
Sleepless in Seattle is a 1993 American romantic comedy-drama film directed and co-written by Nora Ephron. Based on a story by Jeff Arch, it stars Tom Hanks as Sam Baldwin and Meg Ryan as Annie
17
Kate & Leopold is listed (or ranked) 17 on the list The Greatest Guilty Pleasure Romantic Comedies
Hugh Jackman, Meg Ryan, Liev Schreiber
Kate & Leopold is a 2001 romantic-comedy fantasy that tells a story of a duke who travels through time from New York in 1876 to the present and falls in love with a woman in modern New York. ...more
18
About a Boy is listed (or ranked) 18 on the list The Greatest Guilty Pleasure Romantic Comedies
Rachel Weisz, Hugh Grant, Toni Collette
About a Boy is a 2002 British-American comedy-drama film co-written and directed by brothers Chris Weitz and Paul Weitz. It is an adaptation of the 1998 novel of the same name by Nick Hornby. ...more
19
27 Dresses is listed (or ranked) 19 on the list The Greatest Guilty Pleasure Romantic Comedies
Katherine Heigl, Malin Åkerman, Krysten Ritter
27 Dresses is a 2008 romantic comedy film directed by Anne Fletcher and written by Aline Brosh McKenna. The film stars Katherine Heigl and James Marsden. The film was released January 10, 2008 ...more
20
Knocked Up is listed (or ranked) 20 on the list The Greatest Guilty Pleasure Romantic Comedies
Jessica Alba, Eva Mendes, Katherine Heigl
Knocked Up is a 2007 American romantic comedy film co-produced, written, and directed by Judd Apatow. The films stars Seth Rogen, Katherine Heigl, Paul Rudd, and Leslie Mann. It follows the ...more
21
High Fidelity is listed (or ranked) 21 on the list The Greatest Guilty Pleasure Romantic Comedies
Catherine Zeta-Jones, Bruce Springsteen, Jack Black
High Fidelity is a 2000 American comedy-drama film directed by Stephen Frears and starring John Cusack and Iben Hjejle. The film is based on the 1995 British novel of the same name by Nick ...more
22
Serendipity is listed (or ranked) 22 on the list The Greatest Guilty Pleasure Romantic Comedies
Kate Beckinsale, John Cusack, Bridget Moynahan
Serendipity is a 2001 American romantic comedy film, starring John Cusack and Kate Beckinsale. It was written by Marc Klein and directed by Peter Chelsom. The music score is composed by Alan ...more
23
Amélie is listed (or ranked) 23 on the list The Greatest Guilty Pleasure Romantic Comedies
Audrey Tautou, Spencer Tracy, Joan Bennett
Amélie is a 2001 romantic comedy film directed by Jean-Pierre Jeunet. Written by Jeunet with Guillaume Laurant, the film is a whimsical depiction of contemporary Parisian life, set in ...more
24
Monster-in-Law is listed (or ranked) 24 on the list The Greatest Guilty Pleasure Romantic Comedies
Jennifer Lopez, Jane Fonda, Wanda Sykes
Monster-in-Law is a 2005 romantic comedy film directed by Robert Luketic and starring Jennifer Lopez, Jane Fonda, Michael Vartan and Wanda Sykes. It marks a return to cinema for Fonda, being her ...more
25
Just Go With It is listed (or ranked) 25 on the list The Greatest Guilty Pleasure Romantic Comedies
Jennifer Aniston, Nicole Kidman, Brooklyn Decker
Just Go with It is a 2011 American romantic comedy film directed by Dennis Dugan, and produced by Adam Sandler, who also starred in the film. The film co-stars Jennifer Aniston, Nicole Kidman, ...more