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

Why Did I Get Married Again? (2026)
★ 6.8/10Also comedy and romanceThe 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

Enemies, a Love Story (1989)
★ 6.2/10Also comedy and dramaA ghostwriter finds himself romantically involved with his current wife, a married woman and his long-vanished wife.
- 3

The Best You Can (2025)
★ 7/10Also comedy and romanceCynthia 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

Young People Fucking (2007)
★ 5.9/10Also comedy and dramaOn 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

Sex and Death 101 (2007)
★ 6.1/10Also comedy and romanceA 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

Love & Sex (2000)
★ 6.2/10Also comedy and dramaWhen 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

Cyrus (2010)
★ 5.9/10Also comedy and dramaWith 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

Drinking Buddies (2013)
★ 6/10Also romance and dramaWeekend 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

Players (2024)
★ 6.1/10Also romance and comedyNew 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

Nothing Like the Holidays (2008)
★ 6.3/10Also comedy and dramaIt’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

Is This Thing On? (2025)
★ 6.6/10Also comedy and dramaAs 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

St. Elmo's Fire (1985)
★ 6.1/10Also drama and romanceReluctant 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

Newness (2017)
★ 6.1/10Also romance and dramaIn contemporary Los Angeles, two millennials navigating a social media–driven hookup culture begin a relationship that pushes both emotional and physical boundaries.
- 14

Strictly Sexual (2008)
★ 6.1/10Also drama and comedyTwo successful women, sick and tired of dating and relationships, decide to keep two young men in their pool house for strictly sexual purposes.
- 15

Skin (2019)
★ 6.9/10Also drama and romanceA 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

Night Owls (2015)
★ 6.2/10Also drama and comedyAfter 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

Sitting in Bars with Cake (2023)
★ 7/10Also romance and comedyExtrovert 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

The Mating Habits of the Earthbound Human (1999)
★ 6/10Also comedy and romanceDavid 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

Just Before I Go (2015)
★ 6.4/10Also comedy and dramaTed 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

Numb (2007)
★ 5.9/10Also comedy and dramaHudson 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…