| 1. | The Caillou Gets Grounded Show - Season 1 Compilation | 1:26:36 | Show |
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| 2. | Playing Windows 3.1 On archive.org Becuase Of 3.1 Hacking My Stream | 46:14 | |
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| 3. | Playing Hyperbowl | 44:01 | |
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| 4. | Second Argentina @ France live | 40:34 | |
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| 5. | Plaing Windows 3.1 On Archive.org Again... | 21:50 | |
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| 6. | Windows 98 25th Anniversary Full Installation! | 18:44 | |
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| 7. | Windows War Episodes 1-5 [ All Of Them Credit To Windows 2000 ] | 13:50 | |
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| 8. | Caillou Misbehaves At Poland And Gets Grounded | 12:36 | |
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| 9. | Minecraft - Perfectly Cut Screams V2 | 12:32 | |
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| 10. | Testing it… Again, to make sure it is still working | 12:25 | |
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| 11. | Caillou Sells His Dad's Frosty The Snowman Collection And Gets Grounded | 11:32 | |
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| 12. | Windows Show Episode 1 | 10:06 | Show |
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| 13. | Caillou Plays An Inappropriate Video In School And Gets Grounded | 8:13 | |
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| 14. | Xbox 360 Red Ring Of Death Compilation | 8:05 | |
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| 15. | Caillou Gets Drunk At A Bar And Gets Grounded | 7:56 | |
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| 16. | Minecraft - Perfectly Cut Screams Part 1 | 7:53 | |
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| 17. | Sky Error [ Plotagon Edition ] | 7:45 | |
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| 18. | BeeGees - Stayin' Alive [ 1977 ] [ Extended Unreleased Version ] | 7:10 | |
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| 19. | Caillou Uploads A ILLEGAL Photo On The Internet And Gets Grounded | 6:54 | |
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| 20. | My Stereo Console Setup | 6:32 | |
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| 21. | Argentina @ France | 6:29 | |
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| 22. | Ayla - Liebe [ ATB Remix ] [ 1999 ] | 6:15 | |
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| 23. | Caillou SINGS Fat Albert On Target Intercom And Gets Grounded | 6:02 | |
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| 24. | Minecraft - Blowing Up The NPC Village | 5:49 | |
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| 25. | Using Microsoft Internet Explorer For One Last Time [ Windows 7 ] | 5:45 | | One Last Time
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| 26. | Using The Simpsons Hit And Run Cheat Codes As A "Cheaterdows" | 5:38 | |
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| 27. | Caillou PULLS The Fire Alarm And Gets Grounded | 5:37 | |
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| 28. | Caillou Gets Grand Theft Auto 5 | Grounded | 5:24 | | Grand Theft Auto V
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| 29. | Top 5 Videos Of 3.1 Destroying Stuff | 5:18 | |
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| 30. | Dell Inspiration TS30T Laptop With Windows 98 Boot Up | 5:15 | |
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| 31. | One Of The Best Mario Bros Chase In Cartoon History | 5:12 | |
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| 32. | All Windows Startup And Shutdown Sounds | 4:57 | |
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| 33. | Windows 95 With Windows 98 Sounds | 4:56 | |
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| 34. | Caillou Celebrates His Show Is Being Rebooted And Gets Grounded | 4:55 | |
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| 35. | Caillou Misbehaves During A Fire Drill And Gets Grounded | 4:41 | |
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| 36. | Caillou Sends His Dad Back To 1953 | Grounded | 4:29 | | Grounded
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| 37. | Caillou Steals A Princess Toadstool Fanart | Grounded | 4:28 | |
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| 38. | George Michael / WHAM! - Wake Me Up Before You Go Go [ 1984, Vinyl ] | 4:19 | |
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| 39. | Playing A Stack Of 45's On My 1967 Stereo System | 4:16 | |
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| 40. | St. Vincent - Funkytown [ Minions 2 Edit ] | 4:16 | |
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| 41. | Diana Ross - Turn Up The Sunshine [ 1976 ] [ Audio Cassette Recording, 1997 ] | 4:12 | |
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| 42. | Caillou Watches Oh Shiitake Mushrooms And Gets Grounded | 4:11 | |
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| 43. | Old World War 2 16MM Footages | 4:11 | |
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| 44. | Stop Making Videos Out Of @DaysOfOurLivesFan @jaydenkallvideo4465 | 4:08 | |
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| 45. | Diana Ross - Turn Up The Sunshine [ 1976 ] Vinyl | 4:03 | |
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| 46. | Diana Ross / Tame Impala - Turn Up The Sunshine [ 1976 ] Lyrics | 4:01 | |
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| 47. | BeeGees - Jive Talkin' [ 1975 ] | 4:01 | |
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| 48. | Caillou Blasts The Soviet Union Anthem Loud | Grounded | 3:57 | | Grounded
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| 49. | Night Out With Windows 2000 - Episode 1 - The Ruined Computer Party | 3:56 | |
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| 50. | Steppenwolf - Magic Carpet Ride [ 1968 ] | 3:47 | |
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| 51. | Destroying An Broken Trampoline | 3:39 | |
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| 52. | Matthew Wilder - Break My Stride [ Instrumental, 1983/84 ] [ Vinyl ] | 3:39 | |
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| 53. | Funkytown 94 | 3:38 | |
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| 54. | Playing A 97 Year Old Song: Art Landry And His Orchestra - Don't Wait Too Long [ 1925/26] | 3:36 | |
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| 55. | Actually Cheating On The Simpsons Hit And Run [ With Wild Side Playing! ] | 3:30 | |
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| 56. | Caillou Puts His Dad On Guitar Hero And Gets Grounded | 3:30 | |
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| 57. | My Offically Repaired Emerson VCR4003 | 3:28 | |
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| 58. | Actual World War 2 Vehicles On Bad Piggies | 3:27 | | Bad Piggies
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| 59. | Windows 98 Welcome Music [ Extended Version ] | 3:27 | |
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| 60. | Caillou Breaks His Dad's Apple TV Box And Gets Grounded | 3:27 | |
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| 61. | BeeGees - More Than A Woman [ 1977 ] Being Played On A Old 1993 Stereo System | 3:26 | |
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| 62. | 40 Year Old Stereo System Playing 100 Year Old 78 RPM Records | 3:21 | |
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| 63. | Using The Simpsons Hit And Run Cheat Codes As A "Cheaterdows" Part 2 | 3:19 | |
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| 64. | Matthew Wilder - Break My Stride [ 1983/84 ] [ Vinyl ] | 3:10 | |
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| 65. | The Archies - Sugar, Sugar [ 1969/2021 Vinyl ] | 3:08 | |
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| 66. | Caillou Flushes His Dad's Gameshow Host Certificate Down The Toilet And Gets Grounded | 3:08 | |
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| 67. | Blowing Up Evil 7, And His Guarding Team Houses On Minecraft | 3:05 | | Minecraft
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| 68. | There Is A Bunch Of Fake Windows 98 Channels... [ + I Got The Classic Taskbar! ] | 3:03 | |
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| 69. | Super Mario Restraining Order [ 1957 ] | 2:59 | |
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| 70. | Funny angry truck driver | 2:59 | |
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| 71. | Microsoft Sam Rates Car Logos [ Requested By Windows Mihajlo ] | 2:58 | |
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| 72. | Caillou Finds Out About Himself Getting Grounded On His TV Show And Gets Grounded | 2:58 | Show |
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| 73. | A Look Of My JVC GR-AX900 VHS-C Accessories | 2:57 | |
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| 74. | 1000lbs Sisters - Feud Dinner | 2:55 | |
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| 75. | 1960's Jingle Bells In 2006 | 2:54 | |
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| 76. | The Princess Toadstool Show Full Theme Song | 2:54 | |
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| 77. | Microsoft Sam Reads Funny Windows Errors | 2:49 | |
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| 78. | I Miss You Played During The Grounded Movie | 2:49 | |
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| 79. | Playing The Song “Wild Side” While Cheating On The Simpsons Hit And Run | 2:48 | |
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| 80. | Old Working GPX Stereo System From 1993 | 2:47 | |
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| 81. | The WIN2000 Adventure (Theme from Windows War) | 2:46 | |
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| 82. | DESTROYING A Funai VCR | 2:45 | |
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| 83. | Smashing A Broken Boombox And TV | 2:45 | |
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| 84. | gfeat [ LOST PLUS 98 VIDEO ] | 2:42 | |
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| 85. | Caillou Sings The Super Mario Brothers Super Show Theme Song And Gets Grounded | 2:41 | |
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| 86. | Caillou Sings The Amazing Digital Circus Theme Song In The Car And Gets Grounded | 2:31 | |
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| 87. | 2 3click | 2:30 | |
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| 88. | Windows 3.1 Finds Out He Was On Windows Mercury's YouTube Channel [ Windows 3.1 Cries At Ending ] | 2:25 | |
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| 89. | New Windows War Intro Theme Song [ 80s Version ] | 2:22 | |
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| 90. | Another Test Of The Rare Victrola From The 70s | 2:20 | |
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| 91. | Worst Velma Trailer | 2:18 | |
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| 92. | Microsoft Sam Reads Funny Signs S1 E1 | 2:18 | |
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| 93. | Microsoft Sam LOSES IT Over Princess Toadstool From Brazil | 2:17 | |
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| 94. | Sky One Commercials From June 1993 | 2:17 | |
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| 95. | Caillou WATCHES Princess Toadstool V.S. Koopzilla And Gets Grounded | 2:15 | |
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| 96. | The Death Of Windows 98 | 2:13 | |
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| 97. | Bass Boost Interruption On WIN98 Sales | 2:13 | |
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| 98. | Windows Funcess Beta 1 - PLUS! Startup And Shutdown Sounds [ Updated Edition! ] | 2:12 | |
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| 99. | Windows Millennium Edition Introduction Video | 2:12 | |
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| 100. | Microsoft Mike Reads Ridiciousness Errors | 2:11 | |
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