Movies Like Two Sides of the Street

If you liked Two Sides of the Street (1989), a documentary movie directed by John Pitman, 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
A Toxic Love Story (2026)
★ 6.4/10Also documentary
A string of threatening emails escalates into a revenge plot involving a newly married US marshal and his ex-girlfriend.
2
28 Up (1985)
★ 7.5/10Also documentary
Just two years away from turning 30, participants in Michael Apted's documentary series are facing serious questions of identity and purpose, wondering whether they've found their place in the world.
3
Black Sheep (2018)
★ 7.2/10Also documentary
After the high-profile killing of Damilola Taylor, Cornelius' family move out of London. But when they discover their new town is run by racists, Cornelius takes a drastic step to survive.
4
McQueen (2018)
★ 7.4/10Also documentary
Alexander McQueen's rags-to-riches story is a modern-day fairy tale, laced with the gothic. Mirroring the savage beauty, boldness and vivacity of his design, this documentary is an intimate revelation of McQueen's own…
5
Come See Me in the Good Light (2025)
★ 7.1/10Also documentary
In an intimate and joyful story of love in the face of loss, celebrated poets Andrea Gibson and Megan Falley find strength—and unexpected hilarity—in what might be their final year together.
6
35 Up (1991)
★ 7.6/10Also documentary
Director Michael Apted revisits the same group of British-born adults after a 7 year wait. The subjects are interviewed as to the changes that have occurred in their lives during the last seven years.
7
Dawg Fight (2015)
★ 6.4/10Also documentary
In a crime-plagued neighborhood near Miami, brutal, bare-knuckled backyard fights give young men a chance to earn money -- and self-respect.
8
Capital in the Twenty-First Century (2019)
★ 6.5/10Also documentary
Film adaptation of French economist Thomas Piketty's ground-breaking global bestseller of the same name: an eye-opening journey through wealth and power.
9
Ex Libris: The New York Public Library (2017)
★ 6.4/10Also documentary
A documentary about how a dominant cultural and demographic institution both sustains their traditional activities and adapts to the digital revolution.
10
Directed by John Ford (1971)
★ 7/10Also documentary
A documentary about the life and films of director John Ford.
11
Avatar: The Deep Dive - A Special Edition of 20/20 (2022)
★ 7.2/10Also documentary
An inside look at one of the most anticipated movie sequels ever with James Cameron and cast.
12
21 Up (1977)
★ 7.4/10Also documentary
After another 7 year wait, director Michael Apted revisits the same group of British-born children from Seven Up! and 7 Plus Seven. The subjects are interviewed as to the changes that have occurred in their lives…
13
Evil Influencer: The Jodi Hildebrandt Story (2025)
★ 6.2/10Also documentary
Unravel the case of Utah therapist Jodi Hildebrandt, whose child abuse arrest with parenting YouTuber Ruby Franke exposed a twisted tale of manipulation.
14
In the Realms of the Unreal (2004)
★ 7.2/10Also documentary
In the Realms of the Unreal is a documentary about the reclusive Chicago-based artist Henry Darger. Henry Darger was so reclusive that when he died his neighbors were surprised to find a 15,145-page manuscript along…
15
49 Up (2006)
★ 7.4/10Also documentary
49 Up is the seventh film in a series of landmark documentaries that began 42 years ago when UK-based Granada's World in Action team, inspired by the Jesuit maxim "Give me the child until he is seven and I will give…
16
Above Majestic (2018)
★ 7.4/10Also documentary
A look at the origins, history and conspiracies behind the "Majestic 12", a clandestine group of military and corporate figureheads charged with reverse-engineering extraterrestrial technology.
17
Voyeur (2017)
★ 5.9/10Also documentary
Legendary journalist Gay Talese unmasks a motel owner who spied on his guests for decades. But his bombshell story soon becomes a scandal of its own.
18
Report (1967)
★ 6.1/10Also documentary
Bruce Conner’s most celebrated film for a reason: it takes historical moments that were replayed over and over on television—chilling repetition of Kennedy assassination coverage—and repurposes them into a meditation…
19
Tabloid (2011)
★ 6.4/10Also documentary
One of America's top documentary filmmakers turns his attention to the outrageous and nearly unbelievable story of Joyce McKinney, a former Miss Wyoming beauty queen who gained a great deal of notoriety after being…
20
My Mom Jayne (2025)
★ 8/10Also documentary
Through deeply personal interviews with her siblings and an examination of the photographs, letters, and belongings left behind, Mariska assembles a new portrait of her mother Jayne Mansfield, an extraordinary and…