Movies Like Der Boss

If you liked Der Boss (1999), a movie directed by Ferdinand Hillman, 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
Starting Over (1979)
★ 6.4/10
After divorcing his ambitious singer wife, a middle-aged man begins a new relationship with a teacher.
2
Jackass Number Two (2006)
★ 6.6/10
Jackass Number Two is a compilation of various stunts, pranks and skits, and essentially has no plot. Chris Pontius, Johnny Knoxville, Steve-O, Bam Margera, and the whole crew return to the screen to raise the stakes…
3
Idle Hands (1999)
★ 6.2/10
Anton is a cheerful but exceedingly non-ambitious 17-year-old stoner who lives to stay buzzed, watch TV, and moon over Molly, the beautiful girl who lives next door. However, it turns out that the old cliché about idle…
4
Bob & Carol & Ted & Alice (1969)
★ 6.3/10
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…
5
Balls Up (2026)
★ 5.8/10
Two marketing executives go "balls out" and pitch a bold full‑coverage condom sponsorship with the World Cup. After their drunken celebration in Brazil sparks a global scandal, they must outrun furious fans, criminals…
6
Carnal Knowledge (1971)
★ 6.6/10
Two lifelong friends navigate complex sexual encounters and emotional entanglements, wrestling with societal norms and personal desires.
7
Monday (2021)
★ 6.5/10
A spark on a Friday can lead to a sizzling weekend fling, but what happens when you get to the inevitable Monday?
8
American Mary (2013)
★ 6.3/10
A young medical student struggling to pay tuition is drawn into the shady world of underground body-modification.
9
Jawbone (2017)
★ 6.1/10
A former youth boxing champion, Jimmy McCabe is a man in search of hope but looking in all the wrong places. When he hits rock bottom he turns to his childhood boxing club and the only family he has left: gym owner…
10
Lowlife (2017)
★ 6.1/10
The sordid lives of an addict, an ex-con, and a luchador collide when an organ harvesting caper goes very, very wrong.
11
Mandingo (1975)
★ 6.6/10
Warren Maxwell, the owner of a run-down plantation, pressures his son, Hammond, to marry and produce an heir to inherit the plantation. Hammond settles on his own cousin, Blanche, but purchases a sex slave when he…
12
The Duke of Burgundy (2015)
★ 6.3/10
Day in and day out, lovers Cynthia and Evelyn enact an elaborate sadomasochistic fantasy as mistress and maid. But as their ritual of domination and submission begins to turn stale, Cynthia yearns for something more…
13
About Last Night... (1986)
★ 6.1/10
A man and woman meet and try to have a romantic affair, despite their personal problems and the interference of their disapproving friends.
14
Spider Baby (1967)
★ 6.8/10
In a dilapidated rural mansion, the last generation of the degenerate, inbred Merrye family lives with the inherited curse of a disease that causes them to mentally regress from the age of 10 or so on as they…
15
Clerks (1994)
★ 7.4/10
Convenience and video store clerks Dante and Randal are sharp-witted, potty-mouthed and bored out of their minds. So in between needling customers, the counter jockeys play hockey on the roof, visit a funeral home and…
16
Newness (2017)
★ 6.1/10
In contemporary Los Angeles, two millennials navigating a social media–driven hookup culture begin a relationship that pushes both emotional and physical boundaries.
17
The Spine of Night (2021)
★ 6/10
When ancient dark magic falls into sinister hands and unleashes ages of suffering onto mankind, a group of heroes from different eras and cultures must band together in order to defeat it at all costs.
18
Jackass 3D (2010)
★ 6.6/10
Johnny Knoxville, Bam Margera, Steve-O, Wee Man and the rest of their fearless and foolhardy friends take part in another round of outrageous pranks and stunts. In addition to standing in the path of a charging bull…
19
The Evil Dead (1983)
★ 7.3/10
In 1979, a group of college students find a Sumerian Book of the Dead in an old wilderness cabin they've rented for a weekend getaway.
20
Return of the Living Dead Part II (1988)
★ 6.4/10
A group of kids discover one of the drums containing a rotting corpse and release the 2-4-5 Trioxin gas into the air, causing the dead to once again rise from the grave and seek out brains.