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The Greatest Guilty Pleasure Romantic Comedies

Updated October 2, 2019 720 votes 58 voters 2.5k views32 items

List RulesVote 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! 

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  • 1
    Bridget Jones's Diary is listed (or ranked) 1 on the list The Greatest Guilty Pleasure Romantic Comedies
    41
    11

    Bridget Jones's Diary

    Renée Zellweger, Hugh Grant

    Released2001

    Directed bySharon Maguire

    Bridget Jones's Diary is a 2001 British romantic comedy film directed by Sharon Maguire. It is... more on Wikipedia
  • 2
    Never Been Kissed is listed (or ranked) 2 on the list The Greatest Guilty Pleasure Romantic Comedies
    33
    7

    Never Been Kissed

    Jessica Alba, Drew Barrymore

    Released1999

    Directed byRaja Gosnell

    Never Been Kissed is a 1999 romantic comedy film produced by 20th Century Fox and Drew... more on Wikipedia
  • 3
    10 Things I Hate About You is listed (or ranked) 3 on the list The Greatest Guilty Pleasure Romantic Comedies
    25
    2

    10 Things I Hate About You

    Joseph Gordon-Levitt, Gabrielle Union

    Released1999

    Directed byGil Junger

    10 Things I Hate About You is a 1999 American romantic comedy film directed by Gil Junger, and... more on Wikipedia
  • 4
    My Best Friend's Wedding is listed (or ranked) 4 on the list The Greatest Guilty Pleasure Romantic Comedies
    30
    8

    My Best Friend's Wedding

    Julia Roberts, Dermot Mulroney

    Released1997

    Directed byP. J. Hogan

    My Best Friend's Wedding is a 1997 American romantic comedy film directed by P.J. Hogan. When... more on Wikipedia

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  • 5
    She's All That is listed (or ranked) 5 on the list The Greatest Guilty Pleasure Romantic Comedies
    26
    5

    She's All That

    Sarah Michelle Gellar, Anna Paquin

    Released1999

    Directed byRobert Iscove

    She's All That is a 1999 American teen romantic comedy film directed by Robert Iscove and... more on Wikipedia

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  • 6
    Notting Hill is listed (or ranked) 6 on the list The Greatest Guilty Pleasure Romantic Comedies
    26
    6

    Notting Hill

    Julia Roberts, Alec Baldwin

    Released1999

    Directed byRoger Michell

    Notting Hill is a 1999 British romantic comedy film set in Notting Hill, London, released on... more on Wikipedia
  • 7
    Sweet Home Alabama is listed (or ranked) 7 on the list The Greatest Guilty Pleasure Romantic Comedies
    23
    4

    Sweet Home Alabama

    Reese Witherspoon, Matthew McConaughey

    Released2002

    Directed byAndy Tennant

    Sweet Home Alabama is a 2002 American romantic comedy film directed by Andy Tennant. A young... more on Wikipedia
  • 8
    Love Actually is listed (or ranked) 8 on the list The Greatest Guilty Pleasure Romantic Comedies
    19
    5

    Love Actually

    Keira Knightley, Elisha Cuthbert

    Released2003

    Directed byRichard Curtis

    Love Actually is a 2003 British Christmas-themed romantic comedy film written and directed by... more on Wikipedia

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  • 9
    Crazy, Stupid, Love. is listed (or ranked) 9 on the list The Greatest Guilty Pleasure Romantic Comedies
    22
    9

    Crazy, Stupid, Love.

    Emma Stone, Julianne Moore

    Released2011

    Directed byJohn Requa, Glenn Ficarra

    Crazy, Stupid, Love is a 2011 American romantic comedy-drama film directed by Glenn Ficarra... more on Wikipedia
  • 10
    Clueless is listed (or ranked) 10 on the list The Greatest Guilty Pleasure Romantic Comedies
    26
    15

    Clueless

    Alicia Silverstone, Brittany Murphy

    Released1995

    Directed byAmy Heckerling

    Clueless is a 1995 American comedy film loosely based on Jane Austen's 1815 novel Emma. It... more on Wikipedia

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  • 11
    How to Lose a Guy in 10 Days is listed (or ranked) 11 on the list The Greatest Guilty Pleasure Romantic Comedies
    19
    8

    How to Lose a Guy in 10 Days

    Kate Hudson, Matthew McConaughey

    Released2003

    Directed byDonald Petrie

    How to Lose a Guy in 10 Days is a 2003 American romantic comedy film directed by Donald... more on Wikipedia
  • 12
    You've Got Mail is listed (or ranked) 12 on the list The Greatest Guilty Pleasure Romantic Comedies
    14
    5

    You've Got Mail

    Tom Hanks, Meg Ryan

    Released1998

    Directed byNora Ephron

    You've Got Mail is a 1998 American romantic comedy-drama film directed by Nora Ephron,... more on Wikipedia
  • 13
    While You Were Sleeping is listed (or ranked) 13 on the list The Greatest Guilty Pleasure Romantic Comedies
    14
    6

    While You Were Sleeping

    Sandra Bullock, Monica Keena

    Released1995

    Directed byJon Turteltaub

    While You Were Sleeping is a 1995 romantic comedy film directed by Jon Turteltaub and written... more on Wikipedia
  • 14
    Knocked Up is listed (or ranked) 14 on the list The Greatest Guilty Pleasure Romantic Comedies
    13
    6

    Knocked Up

    Jessica Alba, Eva Mendes

    Released2007

    Directed byJudd Apatow

    Knocked Up is a 2007 American romantic comedy film co-produced, written, and directed by Judd... more on Wikipedia
  • 15
    Serendipity is listed (or ranked) 15 on the list The Greatest Guilty Pleasure Romantic Comedies
    13
    7

    Serendipity

    Kate Beckinsale, John Cusack

    Released2001

    Directed byPeter Chelsom

    Serendipity is a 2001 American romantic comedy film, starring John Cusack and Kate Beckinsale.... more on Wikipedia
  • 16
    Yesterday is listed (or ranked) 16 on the list The Greatest Guilty Pleasure Romantic Comedies
    2
    4

    Yesterday

    Himesh Patel, Lily James

    Released2019

    Directed byDanny Boyle

    Yesterday is a 2019 British musical comedy film directed by Danny Boyle. A struggling... more on Wikipedia

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  • 17
    50 First Dates is listed (or ranked) 17 on the list The Greatest Guilty Pleasure Romantic Comedies
    13
    8

    50 First Dates

    Drew Barrymore, Adam Sandler

    Released2004

    Directed byPeter Segal

    50 First Dates is a 2004 American romantic comedy film directed by Peter Segal. Henry Roth... more on Wikipedia

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  • 18
    Sleepless in Seattle is listed (or ranked) 18 on the list The Greatest Guilty Pleasure Romantic Comedies
    11
    7

    Sleepless in Seattle

    Tom Hanks, Meg Ryan

    Released1993

    Directed byNora Ephron

    Sleepless in Seattle is a 1993 American romantic comedy-drama film directed and co-written by... more on Wikipedia
  • 19
    Amélie is listed (or ranked) 19 on the list The Greatest Guilty Pleasure Romantic Comedies
    10
    6

    Amélie

    Audrey Tautou, Spencer Tracy

    Released2001

    Directed byJean-Pierre Jeunet

    Amélie is a 2001 romantic comedy film directed by Jean-Pierre Jeunet. Written by Jeunet with... more on Wikipedia

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  • 20
    Maid in Manhattan is listed (or ranked) 20 on the list The Greatest Guilty Pleasure Romantic Comedies
    12
    8

    Maid in Manhattan

    Jennifer Lopez, Ralph Fiennes

    Released2002

    Directed byWayne Wang

    Maid in Manhattan is a 2002 romantic comedy film directed by Wayne Wang about a hotel maid and... more on Wikipedia

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  • 21
    About a Boy is listed (or ranked) 21 on the list The Greatest Guilty Pleasure Romantic Comedies
    10
    6

    About a Boy

    Rachel Weisz, Hugh Grant

    Released2002

    Directed byChris Weitz, Paul Weitz

    About a Boy is a 2002 British-American comedy-drama film co-written and directed by brothers... more on Wikipedia

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  • 22
    Kate & Leopold is listed (or ranked) 22 on the list The Greatest Guilty Pleasure Romantic Comedies
    9
    5

    Kate & Leopold

    Hugh Jackman, Meg Ryan

    Released2001

    Directed byJames Mangold

    Kate & Leopold is a 2001 romantic-comedy fantasy that tells a story of a duke who travels... more on Wikipedia

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  • 23
    Runaway Bride is listed (or ranked) 23 on the list The Greatest Guilty Pleasure Romantic Comedies
    12
    10

    Runaway Bride

    Julia Roberts, Richard Gere

    Released1999

    Directed byGarry Marshall

    Runaway Bride is a 1999 American romantic comedy film directed by Garry Marshall, and stars... more on Wikipedia

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  • 24
    High Fidelity is listed (or ranked) 24 on the list The Greatest Guilty Pleasure Romantic Comedies
    9
    9

    High Fidelity

    Catherine Zeta-Jones, Bruce Springsteen

    Released2000

    Directed byStephen Frears

    High Fidelity is a 2000 American comedy-drama film directed by Stephen Frears and starring... more on Wikipedia

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  • 25
    Fever Pitch is listed (or ranked) 25 on the list The Greatest Guilty Pleasure Romantic Comedies
    7
    8

    Fever Pitch

    Drew Barrymore, Jimmy Fallon

    Released2005

    Directed byPeter Farrelly, Bobby Farrelly

    Fever Pitch is a 2005 Farrelly brothers romantic comedy film starring Drew Barrymore and Jimmy... more on Wikipedia

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