| 101. | Overcoming Your Own Mountain: A Celeste Retrospective | 16 | | Celeste
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| 102. | Another Sublime Adventure | Ori and the Will of the Wisps Review | 16 | | Ori and the Will of the Wisps
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| 103. | CHANNEL UPDATE, 2019 Year in Review, and Answering Your Questions! | 16 | Vlog | Banjo-Tooie
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| 104. | Mortal Kombat 1 (from the Kasual perspective) | 15 | | Mortal Kombat 1
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| 105. | Top 10 Mario Spin-off Games - CloudTheGameShow | 15 | Show | Super Mario Odyssey
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| 106. | A Triumph in Aesthetics | LUNA: The Shadow Dust Review | 14 | | LUNA The Shadow Dust
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| 107. | 9 Games That Need to Come to the Switch - CloudTheGameShow | 13 | Show | Turbo Overkill
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| 108. | ANNOUNCEMENTS! New Videos, Patreon & Secret Project | 13 | |
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| 109. | The Legend of Poop Sock (CloudConnection Stream Highlights) | 12 | | Pokémon Black and White
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| 110. | Rating Every Gen 4 Pokémon (ft. dribson) | 11 | | Pokémon Diamond and Pearl
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| 111. | Bloody Good (But Bloody Slow) | Castlevania Season 3 Review | 11 | | Castlevania
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| 112. | 5K SUB SPECIAL! Twitch Streams + Upcoming Videos! | 11 | |
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| 113. | I Took the 30 Day Video Game Music Challenge! (Two Years Late) | 10 | | A.V.
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| 114. | Have You Played Cook, Serve, Delicious? | High-Octane Kitchen Simulator | 10 | | Cook, Serve, Delicious!
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| 115. | Rating Every Gen 5 Pokémon! (ft. dribson) | 10 | | Pokémon Black 2 and White 2
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| 116. | Have You Played SUPERHOT? | Mindbending Puzzle FPS Action | 10 | | Superhot
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| 117. | Have You Played Tony Hawk's Pro Skater 1 + 2? | Perfecting Two Classic Games | 9 | | Tony Hawk's Pro Skater 1 + 2
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| 118. | Rating Every Gen 6 Pokémon! (ft. dribson) | 8 | | Pokémon Omega Ruby and Alpha Sapphire
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| 119. | Have You Played Good Job? | Puzzling Office Shenanigans | 8 | | Good Job!
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| 120. | Castlevania Netflix Series Review! - Cloud Bites | 8 | Review | Castlevania
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| 121. | CloudConnection Answers Your Questions! (10K Subs Q&A) | 8 | | Super Mario RPG
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| 122. | Rating Every Gen 8 Pokémon! (ft. dribson) | 8 | | Pokémon Sword and Shield
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| 123. | I finally played Jet Set Radio in 2023 | Breaking the Backlog #6 | 7 | Review | Jet Set Radio
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| 124. | CHANNEL UPDATE! (1/1/2019) - First Year on YouTube, Goals for 2019 | 7 | Vlog | Banjo-Kazooie
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| 125. | Top 10 Quizzes in Video Games - CloudTheGameShow | 7 | Show | Donkey Kong Country 2
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| 126. | RE-Rating Every Gen 9 Pokémon + Full Series Roundup (ft. dribson) | 7 | | Pokémon Scarlet and Violet
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| 127. | Super Spy Hunter - CloudTheGameShow | 7 | Review | Super Spy Hunter
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| 128. | Video Games and Relaxation: A Mini Video Essay | 7 | | Animal Crossing: New Horizons
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| 129. | Sonic Chaos Demo Impressions! - Cloud Bites | 5 | | Sonic Chaos
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| 130. | Year In Review 2020 + Update! (Patreon, Twitch, Videos in 2021) | 5 | |
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| 131. | 20 Hidden Details in the Detective Pikachu Trailer! - Cloud Bites | 5 | Preview | Detective Pikachu
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| 132. | So I've been playing... Firmament #shorts #minireviews #firmament | 3 | Review | Myst
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| 133. | So I've been playing... Cook Serve Forever #shorts #minireviews #cookserveforever | 0 | Review | Cook Serve Forever
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| 134. | Rating Every Gen 7 Pokémon! (ft. dribson) | 0 | | Pokémon Sun and Moon
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