Movies Like My Next Guest with David Letterman and Adam Sandler

If you liked My Next Guest with David Letterman and Adam Sandler (2025), a documentary movie directed by Michael Steed, 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
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.
2
The Curse of the Dragon (1993)
★ 7.2/10Also documentary
A 1993 documentary film about Bruce Lee. The film includes interviews from some of his fellow students and opponents who worked alongside him in his movies.
3
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.
4
Love, Antosha (2019)
★ 7.4/10Also documentary
From a prolific career in film and television, Anton Yelchin left an indelible legacy as an actor. Through his journals and other writings, his photography, the original music he wrote, and interviews with his family…
5
A Decade Under the Influence (2003)
★ 7.9/10Also documentary
A documentary examining the decade of the 1970s as a turning point in American cinema. Some of today's best filmmakers interview the influential directors of that time.
6
Making The Witcher (2020)
★ 7.1/10Also documentary
Journey into the extraordinary world of "The Witcher" — from casting the roles to Jaskier's catchy song — in this behind-the-scenes look at the series.
7
Beyond the Mat (1999)
★ 7.3/10Also documentary
A heartfelt documentary focusing on the day-to-day lives of professional wrestlers, some on the rise, some on the wane, and others fighting for their lives.
8
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…
9
Pamela, a love story (2023)
★ 7/10Also documentary
In her own words, through personal video and diaries, Pamela Anderson shares the story of her rise to fame, rocky romances and infamous sex tape scandal.
10
Struggle: The Life and Lost Art of Szukalski (2018)
★ 7.5/10Also documentary
Artists in LA discover the work of forgotten Polish sculptor Stanislav Szukalski, a mad genius whose true story unfolds chapter by astounding chapter.
11
Being Eddie (2025)
★ 6.8/10Also documentary
From teen comedian to Hollywood legend, Eddie Murphy revisits his extraordinary showbiz ride with raw honesty and humor.
12
Harry Dean Stanton: Partly Fiction (2013)
★ 6.9/10Also documentary
An impressionistic portrait of the iconic actor Harry Dean Stanton comprised of intimate moments, film clips from some of his 250 films and his renditions of American folk songs.
13
Untold: Jake Paul the Problem Child (2023)
★ 5.8/10Also documentary
Pro boxing sensation — and perennial troublemaker — Jake Paul shares his unlikely journey from online prankster to power puncher in this documentary.
14
X-Rated 2: The Greatest Adult Stars of All Time (2016)
★ 6.8/10Also documentary
Documentary sequel that offers a close-up look into the personal lives of the legendary porn stars who've survived the test of time and influenced popular culture. Blends rare interviews with erotic clips and…
15
Gilbert (2017)
★ 6.7/10Also documentary
The life and career of one of comedy's most inimitable modern voices, Mr. Gilbert Gottfried.
16
Lucy and Desi (2022)
★ 7.1/10Also documentary
Explore the unlikely partnership and enduring legacy of one of the most prolific power couples in entertainment history. Lucille Ball and Desi Arnaz risked everything to be together.
17
Louis Theroux: Louis and the Nazis (2003)
★ 7.2/10Also documentary
Louis Theroux travels to California to meet the man dubbed "the most dangerous racist in America"; Tom Metzger. Louis meets him, his family and his publicity manager as well as following him to skinhead rallies and on…
18
To Kill a Tiger (2023)
★ 7.6/10Also documentary
Ranjit, a farmer in India, takes on the fight of his life when he demands justice for his 13-year-old daughter, the victim of a brutal gang rape. His decision to support his daughter is virtually unheard of, and his…
19
Murder to Mercy: The Cyntoia Brown Story (2020)
★ 6.9/10Also documentary
After 16-year-old Cyntoia Brown is sentenced to life in prison, questions about her past, physiology and the law itself call her guilt into question.
20
Beastie Boys Story (2020)
★ 7.5/10Also documentary
Here's a little story they're about to tell... Mike Diamond and Adam Horovitz share the story of their band and 40 years of friendship in a live documentary experience directed by friend, collaborator, and their former…