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Movies Like The Pompatus of Love

If you liked The Pompatus of Love (1996), a comedy and romance movie directed by Richard Schenkman, 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. 1Why 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?"

  2. 2Enemies, 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.

  3. 3The 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…

  4. 4Young 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…

  5. 5Sex and Death 101

    Sex and Death 101 (2007)

    ★ 6.1/10Also comedy and romance

    A guy's life is turned around by an email, which includes the names of everyone he's had sex with and ever will have sex with. His situation gets worse when he encounters a femme fatale who targets men guilty of sex…

  6. 6Love & 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…

  7. 7Cyrus

    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…

  8. 8Drinking Buddies

    Drinking Buddies (2013)

    ★ 6/10Also romance and drama

    Weekend trips, office parties, late night conversations, drinking on the job, marriage pressure, biological clocks, holding eye contact a second too long… you know what makes the line between “friends” and “more than…

  9. 9Players

    Players (2024)

    ★ 6.1/10Also romance and comedy

    New York sportswriter Mack has spent years devising successful hook-up "plays" with her friends, but when she unexpectedly falls for one of her targets, she must learn what it takes to go from simply scoring to playing…

  10. 10Nothing Like the Holidays

    Nothing Like the Holidays (2008)

    ★ 6.3/10Also comedy and drama

    It’s Christmastime and the far-flung members of the Rodriguez family are converging at their parents’ home in Chicago to celebrate the season and rejoice in their youngest brother’s safe return from combat overseas.

  11. 11Is This Thing On?

    Is This Thing On? (2025)

    ★ 6.6/10Also comedy and drama

    As their marriage quietly unravels, Alex faces middle age and an impending divorce, seeking new purpose in the New York comedy scene while Tess confronts the sacrifices she made for their family—forcing them to…

  12. 12St. Elmo's Fire

    St. Elmo's Fire (1985)

    ★ 6.1/10Also drama and romance

    Reluctant to let go of college life, a close-knit team of seven friends--irresponsible saxophone player Billy, young Republican Alec, his girlfriend Leslie, struggling journalist Kevin, drama queen Jules, lovesick…

  13. 13Newness

    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.

  14. 14Strictly Sexual

    Strictly Sexual (2008)

    ★ 6.1/10Also drama and comedy

    Two successful women, sick and tired of dating and relationships, decide to keep two young men in their pool house for strictly sexual purposes.

  15. 15Skin

    Skin (2019)

    ★ 6.9/10Also drama and romance

    A destitute young man, raised by racist skinheads and notorious among white supremacists, turns his back on hatred and violence to transform his life, with the help of a black activist and the woman he loves.

  16. 16Night Owls

    Night Owls (2015)

    ★ 6.2/10Also drama and comedy

    After workaholic Kevin has a drunken one night stand with the beautiful train-wreck Madeline, he's horrified to discover that she's actually his boss' jilted ex-mistress. When she takes a bottle of sleeping pills…

  17. 17Sitting 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…

  18. 18The Mating Habits of the Earthbound Human

    The Mating Habits of the Earthbound Human (1999)

    ★ 6/10Also comedy and romance

    David Hyde Pierce, playing an alien (credited as infinity-cubed in the opening credits), narrates a courtship in a late-20th century American city as an extraterrestrial nature documentary. The relationship "footage"…

  19. 19Just Before I Go

    Just Before I Go (2015)

    ★ 6.4/10Also comedy and drama

    Ted Morgan has been treading water for most of his life. After his wife leaves him, Ted realizes he has nothing left to live for. Summoning the courage for one last act, Ted decides to go home and face the people he…

  20. 20Numb

    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…

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