| 1. | A Tour of The Room... | 6,622 | |
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| 2. | Caddy Plays Crash Bandicoot 4: It's About Time (Part 1) | 5,768 | Let's Play | Crash Bandicoot 4: It's About Time
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| 3. | I'm a Snake (REMIX) [NOSTALGIACAD] | 5,374 | |
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| 4. | Sittin on Tha Toilet (REMIX) [NOSTALGIACAD] | 5,053 | |
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| 5. | Caddy Plays Crash Bandicoot [PS1, 100% RUN] | 4,843 | Let's Play | Crash Bandicoot
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| 6. | Caddy Plays Crash Bandicoot N Sane Trilogy (COMPLETE SERIES) | 4,466 | Let's Play | Crash Bandicoot N. Sane Trilogy
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| 7. | WHINGING WETS | Caddy Plays Crash Bandicoot N Sane Trilogy PART 1 | 3,802 | Let's Play | Crash Bandicoot N. Sane Trilogy
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| 8. | An Open Letter to Microsoft | 3,100 | |
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| 9. | Caddy Watches the Crash Bandicoot 4: Just in Time ANNOUNCEMENT! | 3,078 | | Crash Bandicoot 4: It's About Time
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| 10. | He's the Dog [NOSTALGIACAD] | 3,076 | |
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| 11. | Caddy Plays The Crash Bandicoot 4 PRESS DEMO! | 2,937 | Let's Play | Crash Bandicoot 4: It's About Time
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| 12. | Caddy Plays Crash Bandicoot 2 (Part 1) [PS1, 100% RUN] | 2,928 | Let's Play | Crash Bandicoot 2: Cortex Strikes Back
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| 13. | THE WORST CUPHEAD PLAYTHROUGH EVER (ft Tomska) | Caddy Plays | 2,676 | Let's Play | Cuphead
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| 14. | Caddy Plays Crash Bandicoot 4: It's About Time (Part 2) | 2,630 | Let's Play | Crash Bandicoot 4: It's About Time
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| 15. | Caddy Plays Crash Bandicoot 3 (Part 1) [PS1, 105% RUN, ALL PLATINUM RELICS] | 2,563 | Let's Play | Crash Bandicoot: Warped
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| 16. | Caddy Plays Crash Bandicoot 4: It's About Time (Part 3) | 2,162 | Let's Play | Crash Bandicoot 4: It's About Time
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| 17. | Pitch Shift Symphony - The Legend of Zelda Theme [NOSTALGIACAD] | 2,160 | | The Legend of Zelda
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| 18. | Regarding... David Hayter and Metal Gear Solid V | 2,154 | | Metal Gear Solid V: The Phantom Pain
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| 19. | Caddy Plays Crash Bandicoot 4: It's About Time (FINALE) | 2,016 | Let's Play | Crash Bandicoot 4: It's About Time
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| 20. | Regarding... My Comments on Google+ Comments | 2,009 | |
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| 21. | Regarding... The Hate for E.T on Atari | 1,958 | | E.T. the Extra-Terrestrial
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| 22. | STUFF IT IN YOUR MUM-HOLE | Caddy Plays Crash Bandicoot N Sane Trilogy PART 2 | 1,849 | Let's Play | Crash Bandicoot N. Sane Trilogy
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| 23. | Tins - Caddy Cussbottom | 1,796 | |
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| 24. | CADDY BOUGHT ME CADDY'S PS4 | 1,774 | |
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| 25. | Caddy Plays Crash Bandicoot 4: It's About Time (Part 6) | 1,751 | Let's Play | Crash Bandicoot 4: It's About Time
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| 26. | Caddy Plays Crash Bandicoot 4: It's About Time (Part 5) | 1,712 | Let's Play | Crash Bandicoot 4: It's About Time
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| 27. | Caddy Plays Crash Bandicoot 4: It's About Time (Part 4) | 1,673 | Let's Play | Crash Bandicoot 4: It's About Time
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| 28. | Mishka Says 'Bye-Bye' at Icy Peak (REMIX) | 1,668 | |
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| 29. | Monster Energy Commercial [NOSTALGIACAD] | 1,664 | |
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| 30. | Caddy Plays Rayman Redemption (Part 1) [100% RUN] | 1,628 | Let's Play | Rayman
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| 31. | Caddy Plays Crash Bandicoot 2 (FINALE) [PS1, 100% RUN] | 1,569 | Let's Play | Crash Bandicoot 2: Cortex Strikes Back
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| 32. | Caddy Plays Crash Bandicoot 3 (FINALE) [PS1, 105% RUN, ALL PLATINUM RELICS] | 1,566 | Let's Play | Crash Bandicoot
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| 33. | SEE MY CHAFE | Caddy Plays Crash Bandicoot N Sane Trilogy PART 3 | 1,533 | Let's Play | Crash Bandicoot N. Sane Trilogy
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| 34. | Caddy Plays Oddworld: Soulstorm (Part 1) | 1,530 | Let's Play | Oddworld: Soulstorm
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| 35. | Regarding... Daytime TV Videogame Discussion Panels | 1,471 | Discussion |
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| 36. | PIXIE ESCAPED | 1,440 | |
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| 37. | My Old Intro [NOSTALGIACAD] | 1,432 | |
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| 38. | Caddy Plays Crash Team Racing (Part 1) [PS1, 101% RUN, ALL PLATINUM RELICS] | 1,427 | Let's Play | Crash Team Racing
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| 39. | SNEAKY PETE WENT FOR A SEAT | Caddy Plays Crash Bandicoot N Sane Trilogy PART 4 | 1,425 | Let's Play | Crash Bandicoot N. Sane Trilogy
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| 40. | Walking the Dog - PUPPICARUS | 1,407 | |
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| 41. | HERE COME THE WIMPLES | Caddy Plays Crash Bandicoot N Sane Trilogy PART 8 (FINALE) | 1,395 | Let's Play | Crash Bandicoot N. Sane Trilogy
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| 42. | Regarding... The Length of MGSV: Ground Zeroes | 1,390 | | Metal Gear Solid V: Ground Zeroes
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| 43. | Caddy Plays Crash Bandicoot 3 (Part 2) [PS1, 105% RUN, ALL PLATINUM RELICS] | 1,372 | Let's Play | Crash Bandicoot
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| 44. | PEPIS IS GOOD FOR YOUR SPLEEN | Caddy Plays Crash Bandicoot N Sane Trilogy PART 6 | 1,345 | Let's Play | Crash Bandicoot N. Sane Trilogy
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| 45. | Day 3: Help | 1,341 | Let's Play | The Legend of Zelda: Ocarina of Time
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| 46. | Arniestep [NOSTALGIACAD] | 1,332 | |
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| 47. | Regarding... The Battle of the Spidermen | 1,328 | |
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| 48. | BANOOCA BINGO BOY | Caddy Plays Crash Bandicoot N Sane Trilogy PART 5 | 1,320 | Let's Play | Crash Bandicoot N. Sane Trilogy
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| 49. | Caddy Plays SpongeBob SquarePants: Battle for Bikini Bottom - REHYDRATED [100% RUN] (Part 1) | 1,224 | Let's Play | SpongeBob SquarePants: Battle for Bikini Bottom
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| 50. | How to Pull Birds [NOSTALGIACAD] | 1,195 | Guide |
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| 51. | IT'S WORSE THAN I THOUGHT | Caddy Plays Ride to Hell Retribution PART 1 | 1,192 | Let's Play | Ride to Hell: Retribution
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| 52. | Regarding... The Cack on Knack | 1,177 | | Knack
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| 53. | SOFA THE HEDGEHOG | Caddy Plays Crash Bandicoot N Sane Trilogy PART 7 | 1,167 | Let's Play | Crash Bandicoot N. Sane Trilogy
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| 54. | Caddy Watches the PS5 Reveal! | 1,150 | | The Elder Scrolls Online
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| 55. | Regarding... The Price of New 'n' Tasty | 1,138 | |
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| 56. | Caddy Plays Super Mario 64: 3D ALL-STARS [100% RUN] (Part 1) | 1,128 | Let's Play | Super Mario 64
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| 57. | Randasong #03 - Rap/Bible [NOSTALGIACAD] | 1,112 | |
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| 58. | Caddy Plays Bugsnax [100% RUN] (Part 1) | 1,068 | Let's Play | Bugsnax
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| 59. | Wearing January's 1Up Box! | 1,012 | |
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| 60. | Regarding... Punching the Pa-Pa-Pa-Paparazzi | 994 | | Paparazzi
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| 61. | The Cleaning [NOSTALGIACAD] | 947 | |
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| 62. | A Christmas with Caddy [NOSTALGIACAD] | 940 | |
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| 63. | Caddy Plays Astro's Playroom [100% RUN] (Part 1) | 936 | Let's Play | Astro's Playroom
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| 64. | Randasong #01 - Country/Orange Squash [NOSTALGIACAD] | 877 | |
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| 65. | Caddy Plays Psychonauts [100% RUN] (Part 1) | 834 | Let's Play | Psychonauts 2
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| 66. | Caddy Plays Rayman: Redemption (Part 2) [100% RUN] | 769 | Let's Play | Rayman
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| 67. | Caddy Plays Crash Team Racing (Part 2) [PS1, 101% RUN, ALL PLATINUM RELICS] | 763 | Let's Play | Crash Team Racing
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| 68. | Dating - PUPPICARUS | 755 | |
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| 69. | Randasong #02 - Nursery Rhyme/Ostrich [NOSTALGIACAD] | 711 | |
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| 70. | I'M LOSING IT NOW | Caddy Plays Ride to Hell Retribution PART 2 | 667 | Let's Play | Ride to Hell: Retribution
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| 71. | Caddy Plays Demon's Souls: PS5 (Part 1) | 648 | Let's Play | Demon's Souls
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| 72. | Caddy Plays Astro's Playroom [100% RUN] (Part 2) | 618 | Let's Play | Astro's Playroom
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| 73. | Caddy Plays Bugsnax [100% RUN] (Part 2) | 591 | Let's Play | Bugsnax
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| 74. | Caddy Plays Rayman Redemption (Part 3) [100% RUN] | 579 | Let's Play | Rayman
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| 75. | Caddy Plays Sackboy: A Big Adventure [100% RUN] (Part 1) | 559 | Let's Play | Sackboy: A Big Adventure
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| 76. | THIS GAME RUNS LIKE CRAP | Caddy Plays Blair Witch PART 1 | 541 | Let's Play | Blair Witch
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| 77. | Caddy Plays Bugsnax [100% RUN] (Part 3) | 527 | Let's Play | Bugsnax
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| 78. | Caddy Plays Super Mario 64: 3D ALL-STARS [100% RUN] (Part 2) | 522 | Let's Play | Super Mario 64
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| 79. | Caddy Plays SpongeBob SquarePants: Battle for Bikini Bottom - REHYDRATED [100% RUN] (Part 2) | 522 | Let's Play | SpongeBob SquarePants: Battle for Bikini Bottom
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| 80. | Caddy Plays Oddworld: Soulstorm (Part 2) | 484 | Let's Play | Oddworld: Soulstorm
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| 81. | Caddy Plays Resident Evil 3: REMAKE (Part 1) | 474 | Let's Play | Resident Evil 3
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| 82. | Caddy Plays Bugsnax [100% RUN] (FINALE) | 471 | Let's Play | Bugsnax
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| 83. | Caddy Plays SpongeBob SquarePants: Battle for Bikini Bottom - REHYDRATED [100% RUN] (Part 3) | 462 | Let's Play | SpongeBob SquarePants: Battle for Bikini Bottom
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| 84. | Caddy Plays Destroy All Humans! HD (Part 1) | 452 | Let's Play | Destroy All Humans!
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| 85. | Caddy Watches the PS5 Price + Gameplay Stream! | 448 | | Marvel's Spider-Man: Miles Morales
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| 86. | Caddy Plays Psychonauts [100% RUN] (Part 3) | 442 | Let's Play | Psychonauts 2
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| 87. | Caddy Plays Psychonauts [100% RUN] (Part 2) | 422 | Let's Play | Psychonauts 2
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| 88. | Caddy Plays Bugsnax [100% RUN] (Part 4) | 419 | Let's Play | Bugsnax
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| 89. | Caddy Plays Super Mario 64: 3D ALL-STARS [100% RUN] (Part 3) | 404 | Let's Play | Super Mario 64
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| 90. | Caddy Plays The Last of Us: PART 2 (Part 1) | 402 | Let's Play | The Last of Us Part II
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| 91. | Caddy Plays Oddworld: Soulstorm (Part 3) | 389 | Let's Play | Oddworld: Soulstorm
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| 92. | Caddy Plays Astro's Playroom [100% RUN] (FINALE) | 387 | Let's Play | Astro's Playroom
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| 93. | Caddy Plays Super Mario 64: 3D ALL-STARS [100% RUN] (FINALE) | 384 | Let's Play | Super Mario 64
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| 94. | The BEST OF Caddy Plays Klonoa 2: Phantasy Reverie Series [OFFICIAL] | 473 | | Klonoa Phantasy Reverie Series
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| 95. | Caddy Plays SpongeBob SquarePants: Battle for Bikini Bottom - REHYDRATED [100% RUN] (Part 4) | 378 | Let's Play | SpongeBob SquarePants: Battle for Bikini Bottom
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| 96. | Caddy Plays SpongeBob SquarePants: Battle for Bikini Bottom - REHYDRATED [100% RUN] (FINALE) | 349 | Let's Play | SpongeBob SquarePants: Battle for Bikini Bottom
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| 97. | Caddy Plays Super Mario 64: 3D ALL-STARS [100% RUN] (Part 4) | 348 | Let's Play | Super Mario 64
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| 98. | Thoughts on 'The Revenant' - PUPPICARUS | 337 | |
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| 99. | Caddy Plays Final Fantasy 7: REMAKE (Part 1) | 329 | Let's Play | Final Fantasy VII Remake
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| 100. | Caddy Plays Oddworld: Soulstorm (Part 4) | 322 | Let's Play | Oddworld: Soulstorm
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