Dynamic Watchlist Hub: May 09, 2026

10 Best Movies Like Microsoft Windows 95 Video Guide

If you loved Microsoft Windows 95 Video Guide, we've curated the perfect watchlist for you based on shared genres, themes, and directorial style.

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Expert Review & Ratings

See our full critical analysis and audience score for Microsoft Windows 95 Video Guide.

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#1
American Pie: Revealed

American Pie: Revealed

2004★ 6.0

Why watch this? A perfect follow-up to Microsoft Windows 95 Video Guide for fans of Documentary & Comedy. It captures a similar light-hearted atmosphere.

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

#2
Kevin Hart: Zero F**ks Given

Kevin Hart: Zero F**ks Given

2020★ 6.7

Why watch this? A perfect follow-up to Microsoft Windows 95 Video Guide for fans of Documentary & Comedy. It captures a similar light-hearted atmosphere.

Kevin Hart serves up laughs and brick oven pizza from the comfort of his home, and dishes on male group chats, sex after 40 and life with COVID-19....

#3
Chris Rock: Kill the Messenger

Chris Rock: Kill the Messenger

2008★ 7.6

Why watch this? A perfect follow-up to Microsoft Windows 95 Video Guide for fans of Comedy. It captures a similar light-hearted atmosphere.

An HBO special edited from three performances from Chris Rock's 2008 comedy tour: London (dark suit, dark shirt), Johannesburg (black suit, white shirt) and New York (shiny jacket)...

#4
Dave Chappelle: The Closer

Dave Chappelle: The Closer

2021★ 7.2

Why watch this? A perfect follow-up to Microsoft Windows 95 Video Guide for fans of Comedy. It captures a similar light-hearted atmosphere.

As he closes out his slate of comedy specials, Dave takes the stage to try and set the record straight — and get a few things off his chest....

#5
John Mulaney: The Comeback Kid

John Mulaney: The Comeback Kid

2015★ 7.7

Why watch this? A perfect follow-up to Microsoft Windows 95 Video Guide for fans of Comedy. It captures a similar light-hearted atmosphere.

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....

#6
Trevor Noah: You Laugh But It's True

Trevor Noah: You Laugh But It's True

2011★ 6.6

Why watch this? A perfect follow-up to Microsoft Windows 95 Video Guide for fans of Documentary & Comedy. It captures a similar light-hearted atmosphere.

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....

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