Uploaded June 2026 | Updated September 2026, 2 weeks ago
The Full VHS Tape of the Microsoft Windows 95 Video Guide, featuring Jennifer Aniston and Matthew Perry, best known for their roles on the TV show Friends. Whether you are a PC rookie or an experienced user looking to upgrade, this hilarious how-to readies you for Windows 95. Created with Microsoft, the Windows 95 Video Guide is your ticket to personal computing in the 21st century.
At the height of their 1990s television fame, Jennifer Aniston and Matthew Perry guide viewers through Windows 95 alongside a cast of wacky propeller heads. Along the way, they'll download essential instructions, inside information, and more.
Video Chapters
0:00 Welcome to Microsoft Windows 95 Video Guide
1:30 The World's First Cyber Sitcom with Jennifer Aniston and Matthew Perry
29:37 Step-by-Step Review: What We've Learned About Windows 95
30:10 Start Menu
31:31 Taskbar
31:56 New Window
32:20 My Computer
32:47 Renaming Files
33:10 Long File Names
33:37 Recycle Bin
34:07 Multi-tasking
34:29 Fax
35:17 Plug and Play
35:58 Installation Wizards
36:38 The Microsoft Network
37:27 Email and Microsoft Exchange
38:02 Right Clicking
38:27 On-the-Fly Resolution Change
38:51 Tiling
39:04 Shortcuts
39:40 Dragging the Start Button
39:53 Closing Programs
40:05 Windows Explorer (replaces Windows 3.1 File Manager)
40:35 Moving the Taskbar
40:47 Desktop Themes
41:18 Multimedia Support (32-bit games)
41:41 Video and Audio Support (digital videos and audio CD player)
42:12 20 Most Asked Questions
54:42 Microsoft Office for Windows 95 Promotional Video
This video is also available on the Geek With Social Skills website:
geekwithsocialskills.com/windows-95-guide-1995-vhs
Learn the top 25 features, including:
- New User Interface
- My Computer
- Windows Explorer
- Plug & Play
- The Microsoft Network
- Long File Names
- Recycle Bin
- Multi-Tasking
- Faster File & Disc Access
- Create Shortcuts
- Plus 15 more hot features
Microsoft answers The 20 Most Asked Questions about Windows 95. It all comes together for an eye-opening and entertaining instructional that gets you totally wired for Windows 95!
This VHS is a fun time capsule of Windows 95, 1990s PC culture, celebrity-hosted software tutorials, and Microsoft's push to make personal computing feel more approachable.
Digitization Details:
I used my Panasonic DMR-ES46V DVD recorder to convert the VHS source to 720p HD, ensuring the best possible video quality from this analog media format.
Explore more retro tech, vintage computing, gaming, and nostalgia content at:
geekwithsocialskills.com
#Windows95 #JenniferAniston #MatthewPerry #MicrosoftWindows #Windows95Guide #VintageComputing #RetroComputing #VHSTape
The Full VHS Tape of the Microsoft Windows 95 Video Guide, featuring Jennifer Aniston and Matthew Perry, best known for their roles on the TV show Friends. Whether you are a PC rookie or an experienced user looking to upgrade, this hilarious how-to readies you for Windows 95. Created with Microsoft, the Windows 95 Video Guide is your ticket to personal computing in the 21st century.
At the height of their 1990s television fame, Jennifer Aniston and Matthew Perry guide viewers through Windows 95 alongside a cast of wacky propeller heads. Along the way, they'll download essential instructions, inside information, and more.
Video Chapters
0:00 Welcome to Microsoft Windows 95 Video Guide
1:30 The World's First Cyber Sitcom with Jennifer Aniston and Matthew Perry
29:37 Step-by-Step Review: What We've Learned About Windows 95
30:10 Start Menu
31:31 Taskbar
31:56 New Window
32:20 My Computer
32:47 Renaming Files
33:10 Long File Names
33:37 Recycle Bin
34:07 Multi-tasking
34:29 Fax
35:17 Plug and Play
35:58 Installation Wizards
36:38 The Microsoft Network
37:27 Email and Microsoft Exchange
38:02 Right Clicking
38:27 On-the-Fly Resolution Change
38:51 Tiling
39:04 Shortcuts
39:40 Dragging the Start Button
39:53 Closing Programs
40:05 Windows Explorer (replaces Windows 3.1 File Manager)
40:35 Moving the Taskbar
40:47 Desktop Themes
41:18 Multimedia Support (32-bit games)
41:41 Video and Audio Support (digital videos and audio CD player)
42:12 20 Most Asked Questions
54:42 Microsoft Office for Windows 95 Promotional Video
This video is also available on the Geek With Social Skills website:
geekwithsocialskills.com/windows-95-guide-1995-vhs
Learn the top 25 features, including:
- New User Interface
- My Computer
- Windows Explorer
- Plug & Play
- The Microsoft Network
- Long File Names
- Recycle Bin
- Multi-Tasking
- Faster File & Disc Access
- Create Shortcuts
- Plus 15 more hot features
Microsoft answers The 20 Most Asked Questions about Windows 95. It all comes together for an eye-opening and entertaining instructional that gets you totally wired for Windows 95!
This VHS is a fun time capsule of Windows 95, 1990s PC culture, celebrity-hosted software tutorials, and Microsoft's push to make personal computing feel more approachable.
Digitization Details:
I used my Panasonic DMR-ES46V DVD recorder to convert the VHS source to 720p HD, ensuring the best possible video quality from this analog media format.
Explore more retro tech, vintage computing, gaming, and nostalgia content at:
geekwithsocialskills.com
#Windows95 #JenniferAniston #MatthewPerry #MicrosoftWindows #Windows95Guide #VintageComputing #RetroComputing #VHSTape
