| 201. | Random DOS Game Show #581: Capitalism (1995) | 15 | |
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| 202. | Random DOS Game Show #801: Trog! (1990) | 15 | | Trog
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| 203. | RAD - Radix's Radical Recreation | 15 | | Duke Nukem 3D
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| 204. | DOS Gaming Is Better Part XV: The Longevity | 15 | | FTL: Faster Than Light
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| 205. | Random DOS Game Show #637: Feedback (1995) | 15 | | Lemmings
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| 206. | Random DOS Game Show #631: Wayne Gretzky Hockey 3 (1992) | 15 | | Wayne Gretzky Hockey
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| 207. | Random DOS Game Show #443: Veil of Darkness (1993) | 15 | | Doom II: Hell on Earth
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| 208. | Random DOS Game Show #440: Dreamweb (1994) | 15 | | Broken Sword II: The Smoking Mirror
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| 209. | Random DOS Game Show #617: Warlords II Deluxe (1995) | 15 | | Warlords II
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| 210. | Random DOS Game Show #361: Archimedean Dynasty (1996) | 15 | | Wing Commander
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| 211. | Random DOS Game Show #484 Lemmings (1991) | 15 | Show | Lemmings
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| 212. | 100 More Worthwhile DOS Games #5 Super Street Fighter II Turbo (1995) | 15 | | Street Fighter II
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| 213. | Random DOS Game Show #775: Space Racer (1988) | 15 | | Space Racer
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| 214. | Random DOS Game Show #565: Cyrus (1985) | 15 | | Battle Chess
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| 215. | GeneralUser GS - Genuinely Usable | 15 | |
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| 216. | Random DOS Game Show #713: Hack (1984) | 15 | |
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| 217. | Random DOS Game Show #670: The Infernal Tome (1994) | 15 | |
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| 218. | Random DOS Game Show #660: DinoPark Tycoon (1993) | 15 | | DinoPark Tycoon
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| 219. | Random DOS Game Show #918: Baryon (1995) | 15 | |
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| 220. | Channel Update - February 2023 | 15 | Vlog |
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| 221. | Random DOS Game Show #814: Tetris Classic (1992) | 15 | | Tetris
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| 222. | Random DOS Game Show #716: Zeppelin: Giants of the Sky (1994) | 15 | | Zeppelin
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| 223. | Random DOS Game Show #601: Shattered Steel (1996) | 15 | | Shattered Steel
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| 224. | Random DOS Game Show #921: Princess Maker 2 (1993) | 15 | | Princess Maker 2
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| 225. | Random DOS Game Show #313: Comanche: Maximum Overkill (1992) | 15 | | Star Wars Jedi Knight: Dark Forces II
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| 226. | Random DOS Game Show #783: Tommy's Othello (1986) | 15 | |
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| 227. | Random DOS Game Show Special: 25 More Great DOS Games (Part 8) | 15 | Show | Lemmings
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| 228. | Random DOS Game Show Special: 25 More Great DOS Games (Part 4) | 15 | Show | Lemmings
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| 229. | Random DOS Game Show #273: Alien Cabal (1997) | 15 | |
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| 230. | Random DOS Game Show #376: Thor's Hammer (1995) | 15 | |
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| 231. | Random DOS Game Show #912: Lands of Lore: The Throne of Chaos (1993) | 15 | | Lands of Lore: The Throne of Chaos
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| 232. | Subscriber Spotlight #3 - Are you not entertained? | 15 | |
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| 233. | Random DOS Game Show #342: Mortal Pong (1995) | 15 | |
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| 234. | Random DOS Game Show #763: Sid Meier's Colonization (1994) | 15 | | Sid Meier's Colonization
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| 235. | Random DOS Game Show Special: Star Wars: Knights of the Old Republic (2003) | 15 | | Star Wars: Knights of the Old Republic
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| 236. | Random DOS Game Show #269: The Need for Speed (1994) | 15 | | The Need for Speed
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| 237. | Random DOS Game Show #372: Tempest 2000 (1994) | 15 | | Tempest 2000
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| 238. | Soundfont Showdown I: Soundfonts under 32MB | 15 | |
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| 239. | Random DOS Game Show #712: True Blood (1994) | 15 | |
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| 240. | Random DOS Game Show #373: Darklands (1992) | 15 | | Darklands
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| 241. | Random DOS Game Show #320: Sink or Swim (1993) | 15 | | Jumplight Odyssey
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| 242. | Random DOS Game Show #738: Bop'N Wrestle (1986) | 14 | | Rock'n Wrestle
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| 243. | Best Bang for Your Buck | 14 | |
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| 244. | Random DOS Game Show #451: Into The Void (1997) | 14 | | Doom II: Hell on Earth
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| 245. | James Randomly Talks About... J.R.R. Tolkien's The Lord of the Rings, Vol. I (1990) | 14 | | J.R.R. Tolkien's The Lord of the Rings, Vol. I
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| 246. | Random DOS Game Show #867: UFO: Enemy Unknown (1994) | 14 | | X-COM: UFO Defense
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| 247. | eXoDOS 6 for Linux - getting closer... | 14 | |
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| 248. | Random DOS Game Show #794: Bert's Whales and Dolphins (1995) | 14 | |
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| 249. | 10 of the Best: Expansion Packs (1995-2010) | 14 | | Diablo II
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| 250. | Random DOS Game Show #497: Bicis (1990) | 14 | | Lemmings
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| 251. | Random DOS Game Show #863: Noggin Knockers (1993) | 14 | | Doom
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| 252. | Random DOS Game Show #902: Enemy Lines (1997) | 14 | |
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| 253. | Random DOS Game Show #375: Chess Wars: A Medieval Fantasy (1996) | 14 | |
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| 254. | Random DOS Game Show #368: Chasm: The Rift (1997) | 14 | | Chasm: The Rift
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| 255. | Random DOS Game Show #512: Silverload (1995) | 14 | | Silverload
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| 256. | Random DOS Game Show #433: HeroQuest (1991) | 14 | |
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| 257. | Random DOS Game Show #377: Funny Face Too! (1990) | 14 | |
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| 258. | James Randomly Talks About... the TIE Fighter Total Conversion Project (2021) | 14 | |
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| 259. | Random DOS Game Show #588: Ski Jump International (1994) | 14 | |
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| 260. | More Great Games Than I Thought | 14 | |
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| 261. | Random DOS Game Show #348: Smuś (1993) | 14 | |
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| 262. | Random DOS Game Show #395: Warriors of Legend (1993) | 14 | |
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| 263. | Random DOS Game Show #594: Bad Street Brawler (1987) | 14 | | Bad Street Brawler
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| 264. | Random DOS Game Show #604: Police Quest III: The Kindred (1991) | 14 | | Police Quest III: The Kindred
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| 265. | Barbarian: The Sad Saga of Hegor | 14 | |
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| 266. | Random DOS Game Show #546: Buck Rogers: Countdown to Doomsday (1990) | 14 | | Buck Rogers: Countdown to Doomsday
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| 267. | Random DOS Game Show #477: Slipstream 5000 (1995) | 14 | | Slipstream 5000
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| 268. | Anemoia - The Youth Are Not Alright | 14 | | The Elder Scrolls II: Daggerfall
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| 269. | Random DOS Game Show #505: The Terminator 2029 (1992) | 14 | | The Terminator 2029
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| 270. | James Randomly Talks About... Dune Legacy (2003) & Dune II (1992) | 14 | |
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| 271. | Random DOS Game Show #531: Chill Manor (1996) | 14 | | Doom
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| 272. | Random DOS Game Show #330: SFS PC 3.0: The Soaring Simulator (1998) | 14 | |
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| 273. | Random DOS Game Show #554: Monopoly Deluxe (1992) | 14 | | Wolfenstein 3D
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| 274. | Random DOS Game Show #416: 3 Skulls of the Toltecs (1996) | 14 | | 3 Skulls of the Toltecs
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| 275. | Random DOS Game Show #803: Life & Death II: The Brain (1990) | 14 | |
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| 276. | Random DOS Game Show #507: Mavis Beacon Teaches Typing (1987) | 14 | | Mavis Beacon Teaches Typing
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| 277. | Random DOS Game Show #865: FIFA 97 (1996) | 14 | | FIFA 97
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| 278. | Random DOS Game Show #459: Gateworld (1993) | 14 | | Doom
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| 279. | Random DOS Game Show #997: Donkey (1981) | 14 | |
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| 280. | Random DOS Game Show #213: Star Trek: The Next Generation - A Final Unity (1995) | 14 | Let's Play | Wolfenstein 3D
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| 281. | Random DOS Game Show #618 Hexen: Deathkings of the Dark Citadel (1996) | 14 | | Hexen
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| 282. | Random DOS Game Show #610: Spirit of Adventure (1991) | 14 | | Spirit of Adventure
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| 283. | DOSBox Processor Cycles and Memory Management | 14 | |
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| 284. | Random DOS Game Show #537: Acid Tetris (1998) | 14 | | Lemmings
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| 285. | Random DOS Game Show #364: Kid's Zoo: A Baby Animal Adventure (1993) | 14 | | Wolfenstein 3D
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| 286. | Channel Update - 2021 | 13 | |
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| 287. | Random DOS Game Show #710: Voodoo Lunch (1995) | 13 | |
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| 288. | Random DOS Game Show #435: Lethal Tender (1993) | 13 | |
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| 289. | Random DOS Game Show #707: Code: Europe (1993) | 13 | |
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| 290. | 486 Memories | 13 | |
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| 291. | Random DOS Game Show #534: Angst: Rahz's Revenge (1996) | 13 | |
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| 292. | Random DOS Game Show #338: Strife (1996) | 13 | | Strife
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| 293. | James Randomly Talks About... Wacky Wheels (1994) | 13 | | Wolfenstein 3D
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| 294. | Random DOS Game Show #523: Wetlands (1995) | 13 | |
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| 295. | Random DOS Game Show #417: Transport Tycoon Deluxe (1995) | 13 | | Wolfenstein 3D
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| 296. | James Randomly Talks About... Nebula Fighter (1997) | 13 | |
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| 297. | Subscriber Spotlight #2 - What you all made for YouTube! | 13 | |
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| 298. | Random DOS Game Show #815: WipEout (1995) | 13 | | Wipeout
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| 299. | Random DOS Game Show #864: Screamer 2 (1996) | 13 | | Screamer 2
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| 300. | Random DOS Game Show Special: Aliens Versus Predator (1999) | 13 | | Aliens Versus Predator
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