| 1. | Wait, we could have picked him up after he ejected? | 832 | | Wing Commander II: Vengeance of the Kilrathi
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| 2. | Wait, there's a main quest? | 237 | |
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| 3. | They invaded where? But that's where all my ships are parked! | 169 | |
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| 4. | "Most men here are single and need wives." | 159 | |
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| 5. | Warcraft II (PC, 1995) Your sound card works perfectly. | 139 | | WarCraft II
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| 6. | "your death will be for science" | 126 | |
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| 7. | Heaven's Gate is an ominous name for a star system... | 95 | | Wing Commander II: Vengeance of the Kilrathi
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| 8. | Descent (PC, 1995) 2. That's a BIG robot | 83 | | Descent
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| 9. | Hoshi no Kirby 1 and 2 (Game Boy, 1992 and 1995) Appetite for destruction | 77 | | Kirby's Dream Land
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| 10. | "How can you kill a god?" | 74 | |
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| 11. | We'll need graph paper and an abundance of caution | 60 | | Wizardry: Proving Grounds of the Mad Overlord
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| 12. | Warcraft II (PC, 1995) More work? | 44 | | WarCraft II
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| 13. | It was better on the C64 | 43 | | Elite: Dangerous
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| 14. | The Elder Scrolls II: Daggerfall (PC, 1996) 15. Imprisoned souls and imprisoned sorceresses | 40 | | The Elder Scrolls II: Daggerfall
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| 15. | Foxy Boxes | 37 | |
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| 16. | Give us a kiss, dumpling! | 35 | |
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| 17. | Descent (PC, 1995) 8. Showdown on Pluto | 33 | | Descent
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| 18. | The Elder Scrolls II: Daggerfall (PC, 1996) 8. Gosh! Gargoyles! | 32 | | The Elder Scrolls II: Daggerfall
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| 19. | Sucking at something is the first step to being sorta good at something | 31 | |
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| 20. | The Elder Scrolls II: Daggerfall (PC, 1996) Dungeon Hazards | 27 | | The Elder Scrolls II: Daggerfall
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| 21. | Kill the priests first | 24 | |
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| 22. | The Elder Scrolls II: Daggerfall (PC, 1996) 1. Ulbrendt the Unready delivers boots | 24 | | The Elder Scrolls II: Daggerfall
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| 23. | "You are hard-headed. And ignorant. But perhaps it is not your fault." | 23 | |
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| 24. | Digital Archaeology and Math Lessons | 23 | |
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| 25. | Extra Life 2023 24-Hour Fundraising Stream Part 1/3 | 23 | | Gabriel Knight: Sins of the Fathers
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| 26. | Dark Zone! | 22 | |
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| 27. | The Elder Scrolls II: Daggerfall (PC, 1996) 4. Job Hunting | 22 | | The Elder Scrolls II: Daggerfall
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| 28. | Crystalis (NES, 1990) 1. 1997, October 1, The END DAY | 22 | | Crystalis
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| 29. | Diablo (PC, 1996) - 1. Click click click click click | 22 | | Diablo
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| 30. | Extra Life 2020 24-Hour Marathon (1/3) | 21 | |
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| 31. | Afraid of the dark - Playing a 2021 game on a 1982 computer | 20 | |
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| 32. | Thargoid Hyperdiction | 20 | | Elite: Dangerous
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| 33. | Descent (PC, 1995) 1. Mighty Canadian Minebusters | 19 | | Descent
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| 34. | Wing Commander: Privateer (PC, 1993) 1. Making space bucks flying space trucks | 18 | | Wing Commander: Privateer
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| 35. | The Elder Scrolls II: Daggerfall (PC, 1996) 2. BRAIN FEVER | 18 | | The Elder Scrolls II: Daggerfall
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| 36. | Extra Life 2022 24-Hour Charity Stream Part 2/3 | 17 | | SimCity 2000
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| 37. | The Ultimate Doom (PC, 1995) 2. To defeat the Cyberdemon, shoot at it until it dies. | 16 | | Doom
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| 38. | Bringest them oneth! | 16 | | Heretic
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| 39. | The Elder Scrolls II: Daggerfall (PC, 1996) 11. Uncovering Secrets | 15 | | The Elder Scrolls II: Daggerfall
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| 40. | Descent (PC, 1995) 7. Maybe the hostages don't want to be rescued? | 15 | | Descent
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| 41. | Star Wars: TIE Fighter (PC, 1995) 1. Shields? Why would it need shields? | 15 | | Star Wars: TIE Fighter
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| 42. | Final Fantasy: Origins (PSX, 2003) 1. 17 years late to the remake | 15 | | Final Fantasy
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| 43. | Twice shy... | 14 | |
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| 44. | Levitation is illegal here? | 14 | |
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| 45. | The Ultimate Doom (PC, 1995) 1. Hey, not too rough. | 13 | | Doom
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| 46. | Extra Life 2022 24-Hour Charity Stream Part 1/3 | 13 | | Sanitarium
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| 47. | Extra Life 2024 24-Hour Fundraising Stream Part 1/3 | 13 | | Zork: Grand Inquisitor
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| 48. | Good morrow, sir goblin! Hast thou heard news of a beauteous girl? | 13 | | Ultima Underworld: The Stygian Abyss
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| 49. | Diablo (PC, 1996) 5. Puke dogs and multicam | 12 | | Diablo
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| 50. | The dungeon is dark / When it's not lit / Watch out or you'll... | 12 | |
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| 51. | Extra Life 2023 24-Hour Fundraising Stream Part 2/3 | 12 | | Frog Detective 1: The Haunted Island
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| 52. | The Elder Scrolls II: Daggerfall (PC, 1996) 14. The letter, at last! | 11 | | The Elder Scrolls II: Daggerfall
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| 53. | Diablo (PC, 1996) 6. Ted's Caving Page | 11 | | Diablo
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| 54. | Extra Life 2024 24-Hour Fundraising Stream Part 2/3 | 11 | | Ex-Zodiac
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| 55. | Extra Life 2024 24-Hour Fundraising Stream Part 3/3 | 11 | | Elite: Dangerous
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| 56. | The Elder Scrolls II: Daggerfall (PC, 1996) 5. Ghosts and con artists | 11 | | The Elder Scrolls II: Daggerfall
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| 57. | Diablo (PC, 1996) 4. Catacombing | 11 | | Diablo
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| 58. | Elevator Access | 11 | |
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| 59. | The Elder Scrolls II: Daggerfall (PC, 1996) 13. Werewolves and Kidnappings | 10 | | The Elder Scrolls II: Daggerfall
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| 60. | Nowhere to go but down... | 9 | | Ultima Underworld: The Stygian Abyss
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| 61. | The Elder Scrolls II: Daggerfall (PC, 1996) 6. Flock of harpies | 9 | | The Elder Scrolls II: Daggerfall
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| 62. | The cats aren't messing around | 9 | | Wing Commander II: Vengeance of the Kilrathi
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| 63. | Who doesn't love a good escort mission? | 9 | | Wing Commander II: Vengeance of the Kilrathi
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| 64. | The Ultimate Doom (PC, 1995) 3. James Coco went mad in fifteen minutes! | 9 | | Doom
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| 65. | Forget reasons, they're useless! | 9 | | American McGee's Alice
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| 66. | Stranger in a Strange Land | 9 | | The Elder Scrolls III: Morrowind
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| 67. | The Elder Scrolls II: Daggerfall (PC, 1996) 9. HALT! HALT! HALT! | 9 | | The Elder Scrolls II: Daggerfall
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| 68. | Extra Life 2021 24-Hour Charity Stream Part 3/3 | 8 | | Myst
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| 69. | Diablo II (PC, 2000) 1. Killing our heroes | 8 | | Diablo II
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| 70. | Extra Life 2023 24-Hour Fundraising Stream Part 3/3 | 8 | | Microsoft Flight Simulator
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| 71. | The Elder Scrolls II: Daggerfall (PC, 1996) 3. Delivering mail for a Princess | 8 | | The Elder Scrolls II: Daggerfall
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| 72. | The Elder Scrolls II: Daggerfall (PC, 1996) 16. Ghost biz | 7 | | The Elder Scrolls II: Daggerfall
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| 73. | Descent (PC, 1995) 3. Mission to Mars | 7 | | Descent
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| 74. | Descent (PC, 1995) 6. Shakespeare Lessons | 7 | | Descent
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| 75. | The Elder Scrolls II: Daggerfall (PC, 1996) 7. It's popular with orcs | 6 | | The Elder Scrolls II: Daggerfall
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| 76. | Diablo II (PC, 2000) 2. Monastery monsters | 6 | | Diablo II
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| 77. | The Elder Scrolls II: Daggerfall (PC, 1996) 12. Love Letters | 6 | | The Elder Scrolls II: Daggerfall
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| 78. | Diablo II (PC, 2000) 4. Interdimensional hijinks | 6 | | Diablo II
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| 79. | The Elder Scrolls II: Daggerfall (PC, 1996) 17. Vengeance for a king, justice for the orcs | 6 | | The Elder Scrolls II: Daggerfall
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| 80. | POST VOID | 6 | | Post Void
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| 81. | Extra Life 2020 24-Hour Marathon (3/3) | 6 | |
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| 82. | Diablo (PC, 1996) - 2. So many skeletons | 6 | | Diablo
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| 83. | Diablo (PC, 1996) 7. Lava Lads and Lightning Lizards | 5 | | Diablo
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| 84. | Crystalis (NES, 1990) 2. The Continuing Adventures of Popsicle Man | 5 | | Crystalis
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| 85. | Wiz Biz | 5 | |
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| 86. | Diablo (PC, 1996) 3. "We're going to stay away from goat religion." | 5 | | Diablo
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| 87. | Loving lizard language learning lessons! | 5 | | Ultima Underworld: The Stygian Abyss
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| 88. | ZOOM | 5 | | Elite: Dangerous
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| 89. | A bug. A weed. A piece of dust. | 5 | | The Elder Scrolls III: Morrowind
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| 90. | Extra Life 2021 24-Hour Charity Stream Part 1/3 | 5 | | Under a Killing Moon
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| 91. | Extra Life 2019 - Final Fantasy - All Bosses: 7. Kary | 5 | | Final Fantasy
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| 92. | Diablo II (PC, 2000) 6. Two out of three ain't bad | 4 | | Diablo II
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| 93. | Extra Life 2020 24-Hour Marathon (2/3) | 4 | | Elite: Dangerous
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| 94. | Droops got you down? Dorkus can help! | 4 | | The Elder Scrolls III: Morrowind
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| 95. | Descent (PC, 1995) 5. Touring Titan | 4 | | Descent
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| 96. | Extra Life 2021 24-Hour Charity Stream Part 2/3 | 4 | | Under a Killing Moon
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| 97. | One wheel. No fear. | 4 | | Uniracers
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| 98. | Descent (PC, 1995) 4. Below the ice of Europa | 4 | | Descent
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| 99. | Diablo II (PC, 2000) 5. It's not the heat, it's the humidity | 4 | | Diablo II
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| 100. | The things an orc will do for housing... | 4 | | The Elder Scrolls III: Morrowind
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