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Movies Like A Modern Affair

If you liked A Modern Affair (1996), a comedy and drama movie directed by Vern Oakley, here are 20 movies with a similar feel, based on TMDB's recommendations. Each one links to its cast, trailer and where it's streaming.

  1. 1The Best You Can

    The Best You Can (2025)

    ★ 7/10Also comedy and romance

    Cynthia Rand is a buttoned-up New Yorker married to a brilliant professor 25 years her senior. She begins feeling the effects of her husband’s advancing age on their relationship, just as her world is turned upside…

  2. 2Delirious

    Delirious (2007)

    ★ 6.3/10Also comedy and drama

    Les, a small-time celebrity photographer desperate to make it big, befriends Toby, a homeless young man with no direction except a vague desire to become an actor. When by chance, Toby becomes romantically involved…

  3. 3XX/XY

    XX/XY (2002)

    ★ 6/10Also drama and comedy

    Three friends begin a dangerous three-way relationship that spirals out of control, leading to dire consequences that haunt them ten years later.

  4. 4Numb

    Numb (2007)

    ★ 5.9/10Also comedy and drama

    Hudson Milbank is a successful Hollywood screenwriter who suddenly and strangely finds himself without any emotional feelings. He tries doctor after doctor and shrink after shrink, but nothing works. The Golf Channel…

  5. 5Enemies, a Love Story

    Enemies, a Love Story (1989)

    ★ 6.2/10Also comedy and drama

    A ghostwriter finds himself romantically involved with his current wife, a married woman and his long-vanished wife.

  6. 6Cyrus

    Cyrus (2010)

    ★ 5.9/10Also comedy and drama

    With John's social life at a standstill and his ex-wife about to get remarried, a down on his luck divorcée finally meets the woman of his dreams, only to discover she has another man in her life - her son. Before…

  7. 7Rosaline

    Rosaline (2022)

    ★ 7.1/10Also romance and drama

    Left heartbroken after Romeo begins to pursue her cousin Juliet, Rosaline schemes to foil the famous romance and win back her guy in this comedic twist of Shakespeare's Romeo and Juliet.

  8. 8Young People Fucking

    Young People Fucking (2007)

    ★ 5.9/10Also comedy and drama

    On a Tuesday night, five couples have separate sexual adventures. Matt and Kris, friends for years, want to have an only-once, no-strings good time. Abby and Andrew, married, celebrate his birthday, but it's marred by…

  9. 9Breaking & Exiting

    Breaking & Exiting (2018)

    ★ 6/10Also comedy and drama

    Harry, a charming house thief, gets more than he bargains for during an attempted burglary when he stumbles upon Daisy and decides to save her from herself, sending both of them into a darkly comedic journey of self…

  10. 10Love Don't Co$t a Thing

    Love Don't Co$t a Thing (2003)

    ★ 7.7/10Also comedy and drama

    A high school outcast pays a cheerleader to pose as his girlfriend so he can be considered cool.

  11. 11Love & Sex

    Love & Sex (2000)

    ★ 6.2/10Also comedy and drama

    When her rather explicit copy is rejected, magazine journalist Kate is asked by her editor to come up with an article on loving relationships instead, and to do so by the end of the day. This gets Kate thinking back…

  12. 12How to Please a Woman

    How to Please a Woman (2022)

    ★ 6.3/10Also romance and comedy

    When her all-male house-cleaning business gets out of control, a mature woman must embrace her own sexuality, if she is to make a new life for herself.

  13. 13The Good House

    The Good House (2021)

    ★ 6.1/10Also romance and drama

    When wry New England realtor Hildy Good rekindles a romance with her old high-school flame, Frank Getchell, it ignites long-buried emotions and family secrets that propel Hildy toward a reckoning with the one person…

  14. 14Why Did I Get Married Again?

    Why Did I Get Married Again? (2026)

    ★ 6.8/10Also comedy and romance

    The couples reunite for the destination wedding of Marcus and Angela's daughter, bringing drama old and new as they ask, "Why did we get married again?"

  15. 15Madame

    Madame (2017)

    ★ 5.9/10Also romance and comedy

    Anne and Bob, a well-to-do American couple, have just moved to a beautiful manor house in romantic Paris. To impress their sophisticated friends, they decide to host a lavish dinner party, but must disguise their maid…

  16. 16Sitting in Bars with Cake

    Sitting in Bars with Cake (2023)

    ★ 7/10Also romance and comedy

    Extrovert Corinne convinces Jane, a shy, talented baker, to commit to a year of bringing cakes to bars, to help her meet people and build confidence. But when Corinne receives a life-altering diagnosis, the pair faces…

  17. 17Blind

    Blind (2017)

    ★ 6.1/10Also drama and romance

    A novelist is blinded in a car crash that killed his wife and several years later rediscovers his passion for life and writing when he embarks on an affair with the neglected wife of an indicted businessman.

  18. 18The Giant Mechanical Man

    The Giant Mechanical Man (2012)

    ★ 6.5/10Also comedy and drama

    An offbeat romantic comedy about a silver-painted street performer and the soft spoken zoo worker who falls for him.

  19. 19Landline

    Landline (2017)

    ★ 6.2/10Also comedy and drama

    A teenager living with her sister and parents in Manhattan during the 1990s discovers that her father is having an affair.

  20. 20Friends with Kids

    Friends with Kids (2012)

    ★ 5.9/10Also comedy and drama

    In the wake of their friends' marriages and eventual offspring, longtime pals Julie and Jason decide to have a child together without becoming a couple. By becoming "time-share" parents, they reason, they can…

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