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Movies Like The Trouble with Bliss

If you liked The Trouble with Bliss (2011), a comedy and drama movie directed by Michael Knowles, 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. 2Love & 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…

  3. 3How 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.

  4. 4He Said, She Said

    He Said, She Said (1991)

    ★ 5.9/10Also comedy and drama

    Womanising, right-wing Dan Hanson and quiet, liberal Lorie Bryer work for the Baltimore Sun. Rivals for the job of new writer of a vacant column, the paper ends up instead printing their very different opinions…

  5. 5Cyrus

    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…

  6. 6Love 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.

  7. 7XX/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.

  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. 9Father of the Bride

    Father of the Bride (1950)

    ★ 7/10Also comedy and romance

    Proud father Stanley Banks remembers the day his daughter, Kay, got married. Starting when she announces her engagement through to the wedding itself, we learn of all the surprises and disasters along the way.

  10. 10Why 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?"

  11. 11Irreplaceable You

    Irreplaceable You (2018)

    ★ 7/10Also comedy and drama

    A stunning cancer diagnosis spurs Abbie to seek a future girlfriend for fiancé and childhood sweetheart Sam, who's clueless when it comes to dating.

  12. 12Numb

    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…

  13. 13Enemies, 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.

  14. 14Love Jones

    Love Jones (1997)

    ★ 7.4/10Also comedy and drama

    Darius Lovehall is a young black poet in Chicago who starts dating Nina Moseley, a beautiful and talented photographer. While trying to figure out if they've got a "love thing" or are just "kicking it," they hang out…

  15. 15Almost Friends

    Almost Friends (2017)

    ★ 6.3/10Also drama and comedy

    A man in his mid-20s, still living at home with his mother and stepfather, puts all his eggs in one basket: the girl who works at his local coffee shop. The problem is, she has a serious boyfriend. As they become…

  16. 16The 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…

  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. 18Newness

    Newness (2017)

    ★ 6.1/10Also romance and drama

    In contemporary Los Angeles, two millennials navigating a social media–driven hookup culture begin a relationship that pushes both emotional and physical boundaries.

  19. 19CQ

    CQ (2001)

    ★ 5.9/10Also comedy and drama

    A young filmmaker in 1960s Paris juggles directing a cheesy sci-fi debacle, directing his own personal art film, coping with his crumbling relationship with his girlfriend, and a new-found infatuation with the sci-fi…

  20. 20Delirious

    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…

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