Movies Like 30 Years to Life
If you liked 30 Years to Life (2001), a comedy and romance movie directed by Vanessa Middleton, 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
He Said, She Said (1991)
★ 5.9/10Also comedy and dramaWomanising, 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…
- 2
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…
- 3
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…
- 4
Love Don't Co$t a Thing (2003)
★ 7.7/10Also comedy and dramaA high school outcast pays a cheerleader to pose as his girlfriend so he can be considered cool.
- 5
XX/XY (2002)
★ 6/10Also drama and comedyThree friends begin a dangerous three-way relationship that spirals out of control, leading to dire consequences that haunt them ten years later.
- 6
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?"
- 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
Sidewalks of New York (2001)
★ 6.1/10Also comedy and dramaThe film follows the marital and dating lives of three men and three women who unknowingly form a tangled web of relationships. Interspersing "man on the street" interviews with scenes from the six characters' lives…
- 9
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…
- 10
How to Please a Woman (2022)
★ 6.3/10Also romance and comedyWhen 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.
- 11
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…
- 12
Walking and Talking (1996)
★ 6.1/10Also comedy and dramaJust as Amelia thinks she's over her anxiety and insecurity, her best friend announces her engagement, bringing her anxiety and insecurity right back.
- 13
Real Women Have Curves (2002)
★ 6.1/10Also comedy and dramaIn East Los Angeles, an 18-year-old struggles between her ambitions of going to college and the desires of her domineering mother for her to get married, have children, and oversee the small, rundown family-owned…
- 14
Am I OK? (2024)
★ 6.3/10Also comedy and romanceLucy and Jane have been best friends for most of their lives and think they know everything there is to know about each other. But when Jane announces she's moving to London, Lucy reveals a long-held secret. As Jane…
- 15
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.
- 16
Friends with Kids (2012)
★ 5.9/10Also comedy and dramaIn 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…
- 17
Delirious (2007)
★ 6.3/10Also comedy and dramaLes, 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…
- 18
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…
- 19
The Giant Mechanical Man (2012)
★ 6.5/10Also comedy and dramaAn offbeat romantic comedy about a silver-painted street performer and the soft spoken zoo worker who falls for him.
- 20
Father of the Bride (1950)
★ 7/10Also comedy and romanceProud 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.