Romantic Comedy Ben Affleck Romantic Comedy Roles

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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. (12 items)
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200 Cigarettes is a 1999 American ensemble comedy film directed by Risa Bramon Garcia, and written by Shana Larsen. The film is a mosaic following multiple characters in New York City on New Year's Eve 1981. The film stars Ben Affleck, Casey Affleck, Dave Chappelle, Guillermo Díaz, Angela Featherstone, Janeane Garofalo, Gaby Hoffmann, Kate Hudson, Courtney Love, Jay Mohr, Martha Plimpton, Christina Ricci and Paul Rudd. The film also features a cameo by Elvis Costello, as well as paintings by Sally Davies. ...more on Wikipedia

Actors: Kate Hudson, Courtney Love, Ben Affleck, Christina Ricci, Paul Rudd, + more

Initial Release: 1999

Directed by: Risa Bramon Garcia

Also Ranked

#95 on The Best Movies of 1999

#26 on The Best Period Movies Set in the '80s

#98 on Movies Turning 20 in 2019

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Chasing Amy is a 1997 American romantic comedy film written and directed by Kevin Smith. The central tension revolves around sexuality, sexual history, and evolving friendships. It is the third film in Smith's View Askewniverse series. The film was originally inspired by a brief scene from an early movie by a friend of Smith's. In Guinevere Turner's Go Fish, one of the lesbian characters imagines her friends passing judgment on her for "selling out" by sleeping with a man. Kevin Smith was dating star Joey Lauren Adams at the time he was writing the script, which was also partly inspired by her. The film won two awards at the 1998 Independent Spirit Awards. ...more on Wikipedia

Actors: Ben Affleck, Matt Damon, Kevin Smith, Casey Affleck, Jason Lee, + more

Initial Release: 1997

Directed by: Kevin Smith

Also Ranked

#30 on The Best Movies of 1997

#77 on The Most Awkward Movies to Watch with Your Parents

#89 on List of Movies Like Inception

#23 on Great Mainstream Movies About Lesbians

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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 accident on takeoff. ...more on Wikipedia

Actors: Sandra Bullock, Ben Affleck, Blythe Danner, Maura Tierney, Joe Pantoliano, + more

Initial Release: 1999

Directed by: Bronwen Hughes

Also Ranked

#49 on Movies Turning 20 in 2019

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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 between studio and director, a radically revised version of the original film was released. There was significant media attention and popular interest prior to its release, primarily because Affleck and Lopez, the film's stars, were romantically involved at the time. Critical reception was extremely negative, and in the years since its release Gigli has been considered as one of the worst films ever made. The film was also a box office bomb, grossing back only $7.2 million against a $75.6 ...more on Wikipedia

Actors: Jennifer Lopez, Ben Affleck, Christopher Walken, Justin Bartha, Lainie Kazan, + more

Initial Release: 2003

Directed by: Martin Brest

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