Movies Like My Date with Drew
If you loved My Date with Drew's Documentary storytelling, these films deliver a similar experience — carefully selected for tone, themes, and emotional depth. Each pick includes where to watch it right now.
★ Top Picks

Demi Lovato: Simply Complicated
A personal and intimate look into Demi Lovato's life as not only a regular 25 year old, but also one of the biggest pop stars in the world.

Struggle: The Life and Lost Art of Szukalski
Artists in LA discover the work of forgotten Polish sculptor Stanislav Szukalski, a mad genius whose true story unfolds chapter by astounding chapter.

Whitney
Examines the life and career of singer Whitney Houston. Features never-before-seen archival footage, exclusive recordings, rare performances and interviews with the people who knew her best.

Frida
An intimately raw and magical journey through the life, mind, and heart of iconic artist Frida Kahlo. Told through her own words for the very first time — drawn from her diary, revealing letters, essays, and print interviews — and brought vividly to life by lyrical animation inspired by her unforgettable artwork.

Lemmy
Over four decades, Motorhead frontman Lemmy Kilmister has registered an immeasurable impact on music history. Nearly 65, he remains the living embodiment of the rock and roll lifestyle, and this feature-length documentary tells his story, one of a hard-living rock icon who continues to enjoy the life of a man half his age.

The September Issue
A documentary chronicling Vogue editor-in-chief Anna Wintour's preparations for the 2007 fall-fashion issue.

John Candy: I Like Me
Those who knew iconic funnyman John Candy best share his story, in their own words, through never-before-seen archival footage, imagery, and interviews.

I Am Heath Ledger
The life and career of an actor, artist, and icon. His own journey through his own camera.
More Movies Like My Date with Drew

Making Squid Game: The Challenge
Go behind the scenes and witness how the "Squid Game"-inspired reality show transformed from a scripted drama to a cutthroat, nail-biting competition.

Counterpunch
As boxing's popularity wanes, three fighters at different stages of their career make sacrifices to pursue their dreams of becoming champions.

Seduced and Abandoned
SEDUCED AND ABANDONED combines acting legend Alec Baldwin with director James Toback as they lead us on a troublesome and often hilarious journey of raising financing for their next feature film. Moving from director to financier to star actor, the two players provide us with a unique look behind the curtain at the world's biggest and most glamourous film festival, shining a light on the bitter-sweet relationship filmmakers have with Cannes and the film business. Featuring insights from directors Martin Scorsese, 'Bernando Bertolucci' and Roman Polanski; actors Ryan Gosling and Jessica Chastain and a host of film distribution luminaries.

Supersonic
Supersonic charts the meteoric rise of Oasis from the council estates of Manchester to some of the biggest concerts of all time in just three short years. This palpable, raw and moving film shines a light on one of the most genre and generation-defining British bands that has ever existed and features candid new interviews with Noel and Liam Gallagher, their mother, and members of the band and road crew.

Scotty and the Secret History of Hollywood
A deliciously scandalous portrait of unsung Hollywood legend Scotty Bowers, whose bestselling memoir chronicled his decades spent as sexual procurer to the stars.

Marvel Studios Assembled: The Making of Eternals
Join director Chloe Zhao and the Cast of Eternals as they recount their experiences during the making of Marvel Studios’ most ambitious film to date. Discover how the ensemble cast felt stepping into their roles, filming in remote locations, and creating bonds that would help to create the on-screen relationships that span over 7,000 years.

Lucy and Desi
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.

Gilbert
The life and career of one of comedy's most inimitable modern voices, Mr. Gilbert Gottfried.

Orgasm Inc: The Story of OneTaste
A sexual wellness company gains fame and followers, then members come forward with shocking allegations.

Beyond Infinity: Buzz and the Journey to Lightyear
Explore the evolution of Buzz Lightyear from toy to human in the making of Pixar’s Lightyear. Dive into the origin and cultural impact of everyone’s favorite Space Ranger, the art of designing a new “human Buzz,” and the challenges faced by the Lightyear crew along the way.

The Bee Gees: How Can You Mend a Broken Heart
The story of the triumphs and hurdles of brothers Barry, Maurice, and Robin Gibb, otherwise known as the Bee Gees. The iconic trio, who found early fame in the 1960s, went on to write over 1,000 songs and have 20 No. 1 hits throughout their career, transcending more than five decades of changing tastes and styles.
Why These Movies Are Similar
These recommendations share core qualities with My Date with Drew (2005): Documentary themes, similar narrative structure, and comparable emotional depth. NoBadPicks uses a combination of TMDB collaborative filtering, genre matching, and AI analysis to surface films most likely to resonate with fans of My Date with Drew.
See full details for My Date with Drew (2005)
