Movies Like The Milkman

If you liked The Milkman (1960), a movie directed by Esmail Koushan, 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
The Object of My Affection (1998)
★ 5.8/10
A pregnant New York social worker begins to develop romantic feelings for her gay best friend, and decides she'd rather raise her child with him, much to the dismay of her overbearing boyfriend.
2
Great Expectations (2012)
★ 6.4/10
Orphan Pip discovers through lawyer Mr. Jaggers that a mysterious benefactor wishes to ensure that he becomes a gentleman. Reunited with his childhood patron, Miss Havisham, and his first love, the beautiful but…
3
White Palace (1990)
★ 6.7/10
Max Baron is a Jewish advertising executive in his 20s who's still getting over the death of his wife. Nora Baker is a 40-something diner waitress who enjoys the wilder side of life. Mismatched or not, their attraction…
4
Marked Men: Rule + Shaw (2025)
★ 6.7/10
Shaw Landon has loved Rule Archer from the moment she laid eyes on him. Rule, a fiery-tempered rebel tattoo artist, doesn’t have time for a good girl pre-med student like Shaw — even if she’s the only one who can see…
5
Only the Lonely (1991)
★ 6.2/10
Danny Muldoon, a Chicago policeman, still lives with his overbearing mother Rose. He meets and falls in love with Theresa Luna, whose father owns the local funeral parlour. Naturally, his mother objects to the…
6
Endless Love (2014)
★ 6.9/10
A privileged girl and a charismatic boy's instant desire sparks a love affair made only more reckless by parents trying to keep them apart.
7
Rogue Agent (2022)
★ 6.3/10
Conman Robert Freegard poses as an undercover MI5 agent and kidnaps countless victims amidst a high-stakes manhunt, until the woman who fell for him brings him to justice.
8
An Autumn Romance (2021)
★ 7/10
When librarian Taylor Harris suddenly loses her job, she decides to visit her brother in a small town in Montana. There, she gets involved in the fight to help save her brother's hotel from tycoon Joel Sheenan, who…
9
The Map That Leads to You (2025)
★ 6.7/10
Heather is a young woman traveling Europe with friends before starting her perfectly planned life. A chance meeting with Jack sparks an unexpected romance that leads to deep emotional discovery. As secrets and life…
10
The Best of Me (2014)
★ 7.5/10
A pair of former high school sweethearts reunite after many years when they return to visit their small hometown.
11
The Angels' Share (2012)
★ 6.9/10
Robbie is a Glasgow boy locked in a family feud who just wants a way out. On community service, he meets Rhino, Albert and Mo. Little did Robbie imagine that turning to drink might change their lives, leading them to…
12
After (2019)
★ 7.1/10
Tessa Young is a dedicated student, dutiful daughter and loyal girlfriend to her high school sweetheart. Entering her first semester of college, Tessa's guarded world opens up when she meets Hardin Scott, a mysterious…
13
Set It Up (2018)
★ 6.9/10
Two overworked and underpaid assistants come up with a plan to get their bosses off their backs by setting them up with each other.
14
Players (2024)
★ 6.1/10
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…
15
Heatwave (2022)
★ 6.2/10
A woman's life takes an unexpected turn when she falls for her boss's wife. She must soon defend herself as she becomes entangled in a web of malice.
16
Sweet November (2001)
★ 6.9/10
Nelson is a man devoted to his advertising career in San Francisco. One day, while taking a driving test at the DMV, he meets Sara. She is very different from the other women in his life. Nelson causes her to miss out…
17
Calm with Horses (2020)
★ 6.3/10
In darkest rural Ireland, ex-boxer Douglas 'Arm' Armstrong has become the feared enforcer for the drug-dealing Devers family, whilst also trying to be a good father to his autistic five-year-old son, Jack. Torn between…
18
Love, Rosie (2014)
★ 7.8/10
Since the moment they met at age 5, Rosie and Alex have been best friends, facing the highs and lows of growing up side by side. A fleeting shared moment, one missed opportunity, and the decisions that follow send…
19
The Hating Game (2021)
★ 7.3/10
Resolving to achieve professional success without compromising her ethics, Lucy embarks on a ruthless game of one-upmanship against cold and efficient nemesis Joshua, a rivalry that is complicated by her growing…
20
Two Moon Junction (1988)
★ 6.1/10
A young Southern débutante temporarily abandons her posh lifestyle and upcoming, semi-arranged marriage to have a lustful and erotic fling with a rugged drifter who works at a local carnival.