Romantic Comedy Jennifer Aniston Romantic Comedy Roles

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Movies and films with performances by actor/actress Jennifer Aniston in the Romantic comedy genre. Starring, supporting, cameo appearances. Alphabetical and sortable by columns.

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'Til There Was You is a 1997 American romantic drama film directed by Scott Winant. The screenplay, written by Winnie Holzman, traces thirty-odd years in the parallel lives of two people whose intertwined paths finally converge when their mutual interest in a community project brings them together. The film starred Jeanne Tripplehorn, Dylan McDermott, Sarah Jessica Parker and Jennifer Aniston. ...more on Wikipedia

Actors: Jennifer Aniston, Sarah Jessica Parker, Jeanne Tripplehorn, Dylan McDermott, Karen Allen, + more

Initial Release: 1997

Directed by: Scott Winant

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Along Came Polly is a 2004 American romantic comedy film written and directed by John Hamburg, starring Ben Stiller and Jennifer Aniston in the lead roles. ...more on Wikipedia

Actors: Jennifer Aniston, Alec Baldwin, Ben Stiller, Debra Messing, Philip Seymour Hoffman, + more

Initial Release: 2004

Directed by: John Hamburg

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#9 on The Best Movies About Getting Dumped

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Dream for an Insomniac is a 1996 romantic comedy movie written and directed by Tiffanie DeBartolo. It stars Ione Skye, Jennifer Aniston, Mackenzie Astin and Michael Landes. ...more on Wikipedia

Actors: Jennifer Aniston, Ione Skye, Seymour Cassel, Michael Landes, Mackenzie Astin, + more

Initial Release: 1996

Directed by: Tiffanie DeBartolo

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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 interconnecting story arcs deals with the challenges of reading or misreading human behavior. ...more on Wikipedia

Actors: Scarlett Johansson, Jennifer Aniston, Jennifer Connelly, Drew Barrymore, Ben Affleck, + more

Initial Release: 2009

Directed by: Ken Kwapis

Also Ranked

#44 on The Best Movies Based on Non-Fiction Books

#5 on The Best Movies to Watch When Getting Over a Breakup

#25 on Romantic Movies Your Girlfriend Forces You To Watch

#25 on Great Movies About Male-Female Friendships

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