Movies Like Boys on the Side

If you liked Boys on the Side (1995), a comedy and drama movie directed by Herbert Ross, 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
Palmer (2021)
★ 8.1/10Also drama
After 12 years in prison, former high school football star Eddie Palmer returns home to put his life back together—and forms an unlikely bond with Sam, an outcast boy from a troubled home. But Eddie's past threatens to…
2
Grandma (2015)
★ 6.4/10Also comedy and drama
Self-described misanthrope Elle Reid has her protective bubble burst when her 18-year-old granddaughter, Sage, shows up needing help. The two of them go on a day-long journey that causes Elle to come to terms with her…
3
Harold & Kumar Go to White Castle (2004)
★ 6.6/10Also comedy
Nerdy accountant Harold and his irrepressible friend, Kumar, get stoned watching television and find themselves utterly bewitched by a commercial for White Castle. Convinced there must be one nearby, the two set out on…
4
Uncle Frank (2020)
★ 7.3/10Also drama
In 1973, when Frank Bledsoe and his 18-year-old niece Beth take a road trip from Manhattan to Creekville, South Carolina for the family patriarch's funeral, they're unexpectedly joined by Frank's lover Walid.
5
Thelma & Louise (1991)
★ 7.6/10Also drama
Taking a break from their dreary lives, close friends Thelma and Louise embark on a short weekend trip that ends in unforeseen incriminating circumstances. As fugitives, both women rediscover the strength of their bond…
6
Demolition (2016)
★ 6.9/10Also comedy and drama
An emotionally desperate investment banker finds hope through a woman he meets.
7
Driver's Ed (2026)
★ 6.9/10Also comedy
A group of teens hit the road in a stolen driver's ed car, racing against time to help a lovesick high school senior track down his college-freshman girlfriend and win her back.
8
21 Grams (2003)
★ 7.3/10Also drama
Paul Rivers, an ailing mathematician lovelessly married to an English émigré; Christina Peck, an upper-middle-class suburban housewife and mother of two girls; and Jack Jordan, a born-again ex-con, are brought together…
9
Husbands (1970)
★ 6.7/10Also comedy and drama
A common friend's sudden death brings three men, married with children, to reconsider their lives and ultimately leave the country together. But mindless enthusiasm for regained freedom will be short-lived.
10
Parting Glances (1986)
★ 6.9/10Also comedy and drama
Michael and Robert, two gay men living in Brooklyn, spend their last day together before Robert leaves for Africa on work assignment. Michael still has feelings for his friend Nick, who has AIDS.
11
The Road Within (2014)
★ 6.8/10Also comedy and drama
A young man with Tourette's Syndrome embarks on a road trip with his recently-deceased mother's ashes.
12
Transamerica (2005)
★ 7/10Also drama and comedy
A transgender woman takes an unexpected journey when she learns that she had a son, now a teenage runaway hustling on the streets of New York.
13
Don't Make Me Go (2022)
★ 6.9/10Also drama
A terminally ill man and his teenage daughter embark on a road trip from California to New Orleans for his 20th college reunion. While there, he secretly hopes she can reunite with the mother who left them long ago.
14
Dallas Buyers Club (2013)
★ 7.9/10Also drama
Loosely based on the true-life tale of Ron Woodroof, a drug-taking, women-loving, homophobic man who in 1986 was diagnosed with HIV/AIDS and given thirty days to live.
15
Bob & Carol & Ted & Alice (1969)
★ 6.3/10Also comedy and drama
After returning to Los Angeles from a group therapy session, documentary filmmaker Bob Sanders and his wife, Carol, find themselves becoming vigilante couples counselors, offering unsolicited advice to their best…
16
House of D (2004)
★ 6.3/10Also comedy and drama
In the present, artist Tom Warshaw recalls his traumatic coming of age. As a 13-year-old growing up in New York City in 1973, Tom hangs out with Pappass, a mentally disabled man. With Tom's mother battling depression…
17
Scarecrow (1973)
★ 7/10Also drama
Two drifters bum around, visit earthy women and discuss opening a car wash in Pittsburgh.
18
Bully (2001)
★ 6.7/10Also drama
A group of teenagers in South Florida enact a murder plot against their mutual bully, Bobby, who has emotionally, physically, and sexually abused them for years.
19
Burn Burn Burn (2016)
★ 6.5/10Also drama and comedy
Following the death of their friend, two girls in their late twenties embark on a road trip to spread his ashes. Seph and Alex take turns driving. Dan is in the glove compartment, in tupperware, decreasing in volume as…
20
Boys Don't Cry (1999)
★ 7.4/10Also drama
A young transgender man explores his gender identity and searches for love in rural Nebraska.