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Movies like Microsoft Windows 95 Video Guide (1995)

The best movies like Microsoft Windows 95 Video Guide (1995) are The Making of Dr. Horrible's Sing-Along Blog (2007), Trevor Noah: You Laugh But It's True (2011) and An Evening with Kevin Smith (2002). If Microsoft Windows 95 Video Guide hooked you with its documentary and comedy, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. The Making of Dr. Horrible's Sing-Along Blog (2007)

    The making of 'Dr. Horrible's Sing-Along Blog'.

    Why it matches: Recommended by TMDB viewers · both documentary & comedy

    Worth the HypeMovies like this
  2. Trevor Noah: You Laugh But It's True (2011)

    In the world of stand-up comedy in South Africa, Trevor Noah uses his childhood experiences in a biracial family during apartheid to prepare for his first one-man show.

    Why it matches: Recommended by TMDB viewers · both documentary & comedy

    Popcorn FlickMovies like this
  3. An Evening with Kevin Smith (2002)

    Kevin Smith interacts in Q&A sessions throughout various college stops in the USA.

    Why it matches: Recommended by TMDB viewers · both comedy & documentary

    Worth the HypeMovies like this
  4. American Pie: Revealed (2004)

    Documentary about the making of American Pie (1999), American Pie 2 (2001) and American Wedding (2003).

    Why it matches: Recommended by TMDB viewers · both documentary & comedy

    Popcorn FlickMovies like this
  5. Blue Collar Comedy Tour: The Movie (2003)

    The comedic stylings of four sort-of famous funnymen are brought to the big screen courtesy of this 2002 documentary.

    Why it matches: Recommended by TMDB viewers · both comedy & documentary

    Popcorn FlickMovies like this
  6. Robin Williams: Weapons of Self Destruction (2009)

    HBO presents one of the most gifted and revered performers of our time, Academy-Award winning Robin Williams, starring in his fifth exclusive HBO special, taped before a live audience at Washington's Constitution Hall.

    Why it matches: Recommended by TMDB viewers · both comedy & documentary

    Worth the HypeMovies like this
  7. John Mulaney: The Comeback Kid (2015)

    Armed with boyish charm and a sharp wit, the former "SNL" writer offers sly takes on marriage, his beef with babies and the time he met Bill Clinton.

    Why it matches: Recommended by TMDB viewers · both comedy & documentary

    Worth the HypeMovies like this
  8. Carrie Fisher: Wishful Drinking (2010)

    "Wishful Drinking" is based on Fisher's memoirs of the same title. The stage adaptation had its world premiere in 2006 at the Geffen Playhouse in L.A. It later played at Berkeley Repertory before opening on Broadway in October at Studio 54. The show takes audiences on a comic tour of Fisher's messy personal life and career. The actress-writer recounts stories about her work on the "Star Wars" series as well as her relationship with her parents Eddie Fisher and Debbie Reynolds. She also discusses her much-publicized problems with alcohol and drugs.

    Why it matches: Recommended by TMDB viewers · both documentary & comedy

    Worth the HypeMovies like this
  9. The Great Rock 'n' Roll Swindle (1980)

    A rather incoherent post-breakup Sex Pistols "documentary", told from the point of view of Pistols manager Malcolm McLaren, whose (arguable) position is that the Sex Pistols in particular and punk rock in general were an elaborate scam perpetrated by him in order to make "a million pounds."

    Why it matches: Recommended by TMDB viewers · both comedy & documentary

    Popcorn FlickMovies like this
  10. The Comedians of Comedy (2005)

    The Comedians of Comedy is an occasional stand-up comedy tour featuring Patton Oswalt, Zach Galifianakis, Brian Posehn and Maria Bamford that was documented in a 2005 film and 2005 Comedy Central television series of the same name, both directed by Michael Blieden.

    Why it matches: Recommended by TMDB viewers · both comedy & documentary

    Worth the HypeMovies like this
  11. The Amazing Johnathan Documentary (2019)

    What begins as a documentary following the final tour of a dying magician - "The Amazing Johnathan" - becomes an unexpected and increasingly bizarre journey as the filmmaker struggles to separate truth from illusion.

    Why it matches: Recommended by TMDB viewers · both documentary & comedy

    Popcorn FlickMovies like this
  12. Kevin Hart: Irresponsible (2019)

    Stand-up comedian Kevin Hart talks about his family, travel and a year full of reckless behavior in front of a live sold-out crowd in London.

    Why it matches: Recommended by TMDB viewers · both comedy & documentary

    Popcorn FlickMovies like this
  13. Harmontown (2014)

    A comedic, brutally honest documentary following self-destructive TV writer Dan Harmon as he takes his live podcast on a national tour.

    Why it matches: Recommended by TMDB viewers · both documentary

    Popcorn FlickMovies like this
  14. Avatar: The Deep Dive - A Special Edition of 20/20 (2022)

    An inside look at one of the most anticipated movie sequels ever with James Cameron and cast.

    Why it matches: Recommended by TMDB viewers · both documentary

    Worth the HypeMovies like this
  15. Lionel Messi: Destiny (2023)

    Behind-the-scenes documentary about how Lionel Messi succeeded in lifting the World Cup – the only trophy to have eluded him in an incredible career.

    Why it matches: Recommended by TMDB viewers · both documentary

    Worth the HypeMovies like this
  16. Gilbert (2017)

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

    Why it matches: Recommended by TMDB viewers · both documentary

    Popcorn FlickMovies like this
  17. Come See Me in the Good Light (2025)

    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.

    Why it matches: Recommended by TMDB viewers · both documentary

    Worth the HypeMovies like this
  18. Marvel's Behind the Mask (2021)

    A documentary special that explores the power of identity behind the iconic superheroes we know and love today. These legendary Marvel creations and stories have not only reflected the world outside our window – they have become a reflection of our own identities and who we truly are.

    Why it matches: Recommended by TMDB viewers · both documentary

    Worth the HypeMovies like this
  19. My Mom Jayne (2025)

    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 complex woman.

    Why it matches: Recommended by TMDB viewers · both documentary

    Absolute CinemaMovies like this
  20. No Half Measures: Creating the Final Season of Breaking Bad (2013)

    A documentary about the making of season five of the acclaimed AMC series Breaking Bad.

    Why it matches: Recommended by TMDB viewers · both documentary

    Absolute CinemaMovies like this
  21. The Olsen Gang Outta Sight (1977)

    Egon is starting to be a little forgetful; he forgot the zone number, so he fails to open the strongbox. When he gets out of Vridslose State Prison, Kjeld and Benny have become associates of Yvonne's cousin Georg from America. He is not just some old-fashioned strongbox thief that can't remember like Egon, but a young hip IT criminal, that thinks that everyone else is inferior. However, Egon doesn't take lightly to the Georg's patronizing so he sabotages Georg's computer and ruins his cup. This time Egon's ambitions reaches a new high, when he and his gang break in to the World Bank, and they get away with it. Of course, thanks to Yvonne, they aren't rich very long.

    Why it matches: Similar story and style · both comedy

    Worth the HypeMovies like this
  22. The Gendarme and the Gendarmettes (1982)

    Cruchot's police office moves into a new building. They do not only get high tech equipment, but also four young female police officers to educate. All of them scramble to work with them -- and cause pure chaos while being distracted by the fine ladies. Then they get into real trouble when one after the other of their female colleagues is kidnapped.

    Why it matches: Similar story and style · both comedy

    Popcorn FlickMovies like this
  23. Macheads (2009)

    A exploration of the fanaticism that surrounds the Apple brand, featuring interviews with Mac evangelists and members of the Mac community.

    Why it matches: Similar story and style · both documentary

  24. The People's Cloud (2016)

    THE PEOPLE'S CLOUD is a web-based six-part documentary series that gets to the bottom of the internet; investigating the ecology and impact of cloud computing on the lives of those who use it, the places it is physically located in and the people who work to maintain it.

    Why it matches: Similar story and style · both documentary

  25. History of the Amiga (1991)

    Take an intriguing, fun-filled journey through the history of the Amiga computer. From the earliest days, we'll examine the trials, tribulations, and triumphs of today's latest models from Commodore. Listen while Jay Miner, "Father of the Amiga", tells amusing anecdotes of the early days and the first prototype...hear what Commodore has to say about the future of the Amiga...and lots more! Meet the people, view the products and visit the places that have helped make the Amiga and Amiga user unique in the history of computing!

    Why it matches: Similar story and style · both documentary

  26. Jumpin' Jack Flash (1986)

    Terry works for a bank, and uses computers to communicate with clients all over the world. One day, she gets a strange coded message from an unknown source. After decoding the message, Terry becomes embroiled in an espionage ring. People are killed, and Terry is chased. Throughout, she remains in contact with this mysterious person, who needs Terry's help save his life.

    Why it matches: Similar story and style · both comedy

    Popcorn FlickMovies like this
  27. Before Macintosh: The Apple Lisa (2024)

    Explores the history, technology, people, stories and industry influence of this lesser-known personal computer. The film profiles important individuals involved in the creation of the computer, plus its life after cancellation, both as an entry-level Macintosh compatible and as a collectible. The work of Douglas Engelbart and his team, plus advances from the Xerox Palo Alto Research Center (PARC) with their Alto and Star workstations were the initial innovators of the Graphical User Interface (GUI), but the Apple Lisa stands as the clear foundation for what we all use today -- Macintosh -- Windows -- iOS -- Android.

    Why it matches: Similar story and style · both documentary

  28. Second Skin (2009)

    Second Skin takes an intimate look at three sets of computer gamers whose lives have been transformed by online virtual worlds. An emerging genre of computer software called Massively Multiplayer Online games, or MMOs, allows millions of users to interact simultaneously in virtual spaces. Of the 50 million players worldwide, 50 percent consider themselves addicted.

    Why it matches: Similar story and style · both documentary

  29. Unit 8200 (2017)

    A story about the world's best Cyber spies. Their training in Israel's military, and their impact on the world we live in.

    Why it matches: Similar story and style · both documentary

  30. Electric Dreams (1984)

    Miles Harding buys a state-of-the-art computer that starts expressing conscious thought and emotion after an interaction with spilled champagne. Things begin getting out of hand when both Miles and Edgar, the computer, fall in love with beautiful neighbor Madeline Robistat.

    Why it matches: Similar story and style · both comedy

    Popcorn FlickMovies like this

Like Microsoft Windows 95 Video Guide and something else?

Blend two favourites and we’ll find the films in between.

Frequently asked questions

What are the best movies like Microsoft Windows 95 Video Guide?

The closest matches to Microsoft Windows 95 Video Guide are The Making of Dr. Horrible's Sing-Along Blog (2007), Trevor Noah: You Laugh But It's True (2011) and An Evening with Kevin Smith (2002). Below are 27 more, each with the reason it matches.

What should I watch after Microsoft Windows 95 Video Guide?

Start with The Making of Dr. Horrible's Sing-Along Blog (2007), the closest match to Microsoft Windows 95 Video Guide.

What is the highest-rated movie like Microsoft Windows 95 Video Guide?

John Mulaney: The Comeback Kid (2015), rated 7.7/10 by 290 TMDB users.

What is the newest movie like Microsoft Windows 95 Video Guide?

Come See Me in the Good Light (2025) is the most recent release on this list.

Are there English movies like Microsoft Windows 95 Video Guide?

Yes: The Making of Dr. Horrible's Sing-Along Blog (2007), Trevor Noah: You Laugh But It's True (2011) and An Evening with Kevin Smith (2002).

How are movies similar to Microsoft Windows 95 Video Guide chosen?

First come films that Trakt’s viewers watch alongside Microsoft Windows 95 Video Guide, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.

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