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Ben Affleck Romantic Comedy Roles

List of Romantic comedy movies/films with performances by Ben Affleck, listed alphabetically with movie trailers when available. These Ben Affleck Romantic comedy roles include starring, supporting and cameo appearances. You can sort these Ben Affleck Romantic comedy movies for additional information as well, such as who directed the films and when they were released. Over the years Ben Affleck has become known for playing characters in Romantic comedy movies, so this list is the perfect resource for finding some you haven't already seen.

List includes Gigli, Shakespeare in Love and more.

This list answers the questions, "What Romantic comedy movies has Ben Affleck been in?" and "What are the best Ben Affleck Romantic comedy roles?"

You can't vote on this list, but if you want to re-order it you can re-rank the list to put your favorites at the top. {#nodes}
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  • Ben Affleck, Casey Affleck

    Released1999

    Directed byRisa Bramon Garcia

    Runtime101

    AdvisoriesAdult Language, Adult Situations

    CharactersBartender, Tom, Disco Cabbie, Dave, Caitlyn

    This ensemble comedy follows an array of young people in New York City on New Year's Eve. Among the numerous characters looking for love and fun are impulsive artist Ellie (Janeane Garofalo) and  ...more
  • Ben Affleck, Joey Lauren Adams

    Released1997

    Directed byKevin Smith

    Runtime111

    AdvisoriesAdult Language, Adult Situations

    PremieredApril 4, 1997

    CharactersHolden McNeil, Alyssa Jones, Banky Edwards, Hooper LaMont, Jay Phat Buds/Chronic

    Holden and Banky are best friends and authors of a popular comic book. Holden falls in love with Alyssa, who happens to be a lesbian. Holden's relationship with Alyssa strains his life-long  ...more

    #299 of 929 The All-Time Greatest Comedy Films#684 of 1,436 The Most Rewatchable Movies#248 of 375 'Old' Movies Every Young Person Needs To Watch In Their Lifetime

  • Forces of Nature

    Sandra Bullock, Ben Affleck

    Released1999

    Directed byBronwen Hughes

    CharactersSunseeker #16, Ned, Jack Bailey, Sarah's Son, Florence

    Forces of Nature is a 1999 American romantic comedy film directed by Bronwen Hughes. A soon-to-be-married man (Ben Affleck) encounters an exciting stranger (Sandra Bullock) after his plane suffers an  ...more
  • Gigli

    Jennifer Lopez, Ben Affleck

    Released2003

    Directed byMartin Brest

    CharactersBeach Dancer #8, Morgue Attendant, Beach Dancer #15, Larry Gigli, Beach Dancer #29

    Gigli is a 2003 American romantic comedy film written and directed by Martin Brest and starring Ben Affleck, Jennifer Lopez, Al Pacino, Christopher Walken, and Lainie Kazan. After a protracted battle  ...more

    #126 of 130 The Best Mafia Films Of All Time#524 of 552 The Greatest Epic Movies Ever Made#625 of 625 The Greatest Action Movies Of All Time

  • He's Just Not That Into You

    Scarlett Johansson, Jennifer Aniston

    Released2009

    Directed byKen Kwapis

    CharactersTokyo Girl #2, Businessman, Larry, Beth Murphy's Family Member, Dan the Wiccan

    He's Just Not That into You is a 2009 American romantic comedy-drama film directed by Ken Kwapis, based on the self-help book by Greg Behrendt and Liz Tuccillo. This Baltimore-set movie of  ...more

    #53 of 84 The Best Movies Based on Non-Fiction Books#17 of 51 Romantic Movies Your Girlfriend Forces You To Watch#4 of 46 The Best Movies to Watch When Getting Over a Breakup

  • Jersey Girl

    Ben Affleck, Liv Tyler

    Released2004

    Directed byKevin Smith

    Runtime97

    AdvisoriesAdult Language, Adult Situations

    PremieredMarch 26, 2004

    CharactersOllie Trinke, Maya, Bart Trinke, Arthur Brickman, Gertie Trinke

    Ollie Trinke (Ben Affleck) is young and at the top of his game as a music promoter. He is both a workaholic and a silver-tongued expert at manipulating the press. At a company Christmas party, Ollie  ...more
  • Mallrats

    Shannen Doherty, Jeremy London

    Released1995

    Directed byKevin Smith

    Runtime95

    AdvisoriesAdult Language, Adult Situations

    PremieredOctober 20, 1995

    CharactersRene Mosier, T.S. Quint, Brodie Bruce, Brandi Svenning, Mr. Jared Svenning

    T.S. (Jeremy London) and his best friend, Brodie (Jason Lee), take a trip to the mall after their girlfriends break up with them. T.S.'s girlfriend, Brandi (Claire Forlani), is participating in a  ...more

    #146 of 272 The Greatest Movie Soundtracks Of All Time#286 of 1,142 The Absolute Funniest Movies Of All Time#317 of 440 The Best Movies Of The 1990s

  • Man About Town

    Ben Affleck, Rebecca Romijn

    Released2006

    Directed byMike Binder

    Runtime97

    AdvisoriesAdult Language, Adult Situations, Violence

    CharactersJack, Nina, Dr. Primkin, Jimmy, Morty

    Hollywood agent Jack Giamoro (Ben Affleck) has a ruthless dedication to his work and a tendency to neglect his wife, Nina (Rebecca Romijn). Upon discovering that Nina has been sleeping with an  ...more
  • Shakespeare in Love

    Joseph Fiennes, Gwyneth Paltrow

    Released1998

    Directed byJohn Madden

    Runtime122

    AdvisoriesAdult Situations

    PremieredDecember 25, 1998

    CharactersWill Shakespeare, Viola De Lesseps, Philip Henslowe, Queen Elizabeth, Tilney

    "Shakespeare in Love" is a romantic comedy for the 1990s set in the 1590s. It imaginatively unfolds the witty, sexy and timeless tale behind the creation of the greatest love story ever told. A young  ...more

    #19 of 1,195 Every Oscar Winning Film Ever#428 of 557 The Best Film Scores Of All Time#85 of 93 The Very Best Oscar-Winning Movies For Best Picture

  • Surviving Christmas

    Ben Affleck, James Gandolfini

    Released2004

    Directed byMike Mitchell

    Runtime90

    AdvisoriesAdult Language, Adult Situations

    PremieredOctober 22, 2004

    CharactersDrew Latham, Tom Valco, Alicia Valco, Christine Valco, Brian Valco

    A wealthy executive, Drew Latham (Ben Affleck) has no close relationships and becomes nostalgic for his childhood home as Christmas approaches. When he visits the house and finds another family

    #54 of 57 The Best Christmas Rom-Coms#37 of 58 Top 30+ Best Ben Affleck Movies of All Time, Ranked#35 of 37 The Best PG-13 Christmas Movies

  • The Third Wheel

    Luke Wilson, Denise Richards

    Released2002

    Directed byJordan Brady

    Runtime90

    AdvisoriesAdult Language, Adult Situations

    CharactersStanley, Diana Evans, Phil, Michael, Kevin

    When Stanley met Diana, he hadn't been on a date in years. She was easily the most appealing woman he'd ever seen. For months now, he's been writing down the perfect way to ask her out, and imagining  ...more
  • Valentine's Day

    Jessica Alba, Kathy Bates

    Released2010

    Directed byGarry Marshall

    Runtime119

    AdvisoriesAdult Situations, Brief Nudity

    PremieredFebruary 12, 2010

    CharactersMorley Clarkson, Susan, Kara Monahan, Holden, Sean Jackson

    In a series of interconnected stories, various Los Angeles residents (Jessica Alba, Jessica Biel, Bradley Cooper) wend their way through the highs and lows of love during a single day. As the holiday  ...more

    #97 of 126 The Greatest Date Movies Of All Time#154 of 781 The Greatest Chick Flicks Ever Made#261 of 311 The Best Ensemble Movies