| 301. | My Honda Cup Holder Light | 58 | |
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| 302. | YOUTUBE VS THE CABOOSE SHOW | 58 | | Grand Theft Auto V
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| 303. | Tower Of f Terror Hollywood Disney | 58 | |
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| 304. | TheCABOOSEShow is live! | 58 | |
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| 305. | NFSMW 2012 Server Shutdown | 58 | |
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| 306. | July 13, 2019 | 57 | |
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| 307. | Gran Turismo 6 Racing On A Budget Toyota CARINA ED 2 0 X 4WS '89 | 57 | | Gran Turismo 6
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| 308. | Should I terminate my my YouTube account? | 56 | |
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| 309. | TheCABOOSEShow is live! | 56 | |
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| 310. | Split Happens!!! | 56 | |
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| 311. | Playing Car Parking Multiplayer ( Goofing Around meeting new people and making daily deliveries ) | 56 | | Car Parking
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| 312. | JORDAN BARTOS | 56 | |
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| 313. | Let’s Play Car Parking Multiplayer | 55 | | Car Parking
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| 314. | TheCABOOSEShow is live! Talking YouTube Ai function. | 55 | |
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| 315. | ASBLONDONBRO being rude, not cool | 55 | |
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| 316. | Playing Car Parking Multiplayer | 55 | |
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| 317. | 100 likes on this stream or I terminate my channel indefinitely! | 55 | |
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| 318. | Car wash Battle!!! Car Parking Multiplayer | 54 | |
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| 319. | TheCABOOSEShow is live! | 54 | |
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| 320. | I Do Not Understand 🤷♂️ | 54 | |
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| 321. | Let’s Play Play Gran Turismo 6 Honda Series Honda ACCORD Coupe ‘88 | 54 | | Gran Turismo 6
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| 322. | Walking Part 3 | 54 | |
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| 323. | Silent Stream | 54 | |
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| 324. | Let’s Play Need For Speed Most Wanted 2012 | 54 | | Need for Speed: Most Wanted
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| 325. | Let’s Play Need For Speed Most Wanted 2012 ( FairHaven City ) | 54 | | Need for Speed: Most Wanted
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| 326. | Jenn Tracker Having A Good Laugh | 54 | |
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| 327. | CPM 2 Stream Public Server Episode 2 | 53 | |
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| 328. | Let’s Play Need For Speed Most Wanted 2012 | 53 | | Need for Speed: Most Wanted
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| 329. | Wii Sports 2020 | 53 | | Wii Sports
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| 330. | YOUTUBE WINS!!! LOL!!! 😂 😂 😂 | 53 | |
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| 331. | Let’s Play For speed most wanted 2012 public lobby!!! | 52 | |
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| 332. | I learned a cool new trick | 52 | |
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| 333. | Full Speed Ahead!!! | 52 | |
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| 334. | TheCABOOSEShow is live! | 52 | |
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| 335. | TheCABOOSEShow is live! | 52 | |
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| 336. | Playing CPM Having A Good Time | 51 | |
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| 337. | Let’s Play Need For Speed Most Wanted 2012 ( FairHaven City ) | 51 | | Need for Speed: Most Wanted
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| 338. | Let’s Play Need For Speed Most Wanted 2012 ( FairHaven City ) Minecraft | 50 | | Need for Speed: Most Wanted
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| 339. | Am I alive!? | 50 | |
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| 340. | Watch me embarrass myself on Gran Turismo 7 | 50 | | Gran Turismo 7
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| 341. | Racing On A Budget : Toyota Series Driving The ALTEZZA Gita AS300 '01 | 49 | |
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| 342. | TheCABOOSEShow is live! | 49 | |
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| 343. | 2 Broke Girls Dress Hunting? | 49 | |
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| 344. | No one Will Watch This Stream Because I Lied | 48 | |
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| 345. | Racing On A Budget : Toyota Series Driving The Carina ED 2.0X 4WS 1989 & The Voltz S 2002 | 48 | |
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| 346. | Relaxing Music, Meditation, Sleep Music, Yoga, Spa, Calm Music, Study Music | 48 | |
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| 347. | CPM Episode 39 Finger Lickin Good | 48 | |
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| 348. | Let’s Play Need For Speed Most Wanted 2012 ( FairHaven City ) | 48 | | Need for Speed: Most Wanted
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| 349. | Walking Part 1 | 48 | |
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| 350. | I NEED 10 LIKES | 48 | |
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| 351. | My Twitch Account | 48 | |
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| 352. | Watch me play Need For Speed No Limits PvP | 47 | | Need for Speed: No Limits
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| 353. | Ok ok, I surrender!!!! | 47 | |
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| 354. | Minecraft ( FairHaven City ) | 47 | |
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| 355. | Welcome To San Francisco | 47 | |
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| 356. | Watch me play Need For Speed No Limits | 46 | | Need for Speed: No Limits
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| 357. | S$&T Just Got Real!!! | 46 | | Grand Theft Auto V
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| 358. | Stop Police!!! Happy New Year 2025! | 46 | |
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| 359. | Wii Sports 2020 Road To 300 Subs | 45 | | Wii Sports
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| 360. | HAPPY TACO TUESDAY!!!! | 45 | |
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| 361. | Vlog Playing Car Parking Multiplayer ( Dunkin Donuts At Real Burger ) | 45 | |
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| 362. | Let’s Go Phillies!!!!! | 45 | |
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| 363. | Let’s Play For speed most wanted 2012 public lobby!!! Ft. Prince | 44 | | Grand Theft Auto V
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| 364. | Need For Speed Most Wanted 2012 (FairHaven City) Minecraft | 44 | | Need for Speed: Most Wanted
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| 365. | TheCABOOSEShow is live! Good night everyone 🙂👍 | 44 | |
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| 366. | Walking Part 6 | 44 | |
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| 367. | It’s feeding time | 44 | |
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| 368. | Can I get 10 likes please? | 44 | |
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| 369. | Enter Your Inner Excellence | 44 | |
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| 370. | Let It Snow!!! | 43 | |
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| 371. | I’m Freakin Out Man!!! Car Parking Multiplayer | 43 | | Car Parking
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| 372. | Let’s Play Need For Speed Most Wanted 2012 Ultimate Speed Pack | 43 | | Need for Speed: Most Wanted
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| 373. | Racing On A Budget : Toyota Series Driving The ALTEZZA Gita AS300 '01 | 43 | |
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| 374. | Let’s Play Gran Turismo 6 Honda Series Honda INSIGHT LS ‘09 | 43 | | Gran Turismo 6
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| 375. | TheCABOOSEShow is live! | 43 | |
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| 376. | Dinner Switch Cleaning Kitchen | 43 | |
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| 377. | Gran Turismo 6 2 Player Split Screen Autumn Ring | 43 | | Gran Turismo 6
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| 378. | Sleeping ZzZzZzZz | 43 | |
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| 379. | Let’s build something together | 42 | |
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| 380. | CHECK OUT MY CABOOSE!!! | 42 | |
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| 381. | The Caboose Show Music 2021 | 42 | |
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| 382. | Car Parking Multiplayer Part 4 | 42 | | Car Parking
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| 383. | Piano Time!!! | 42 | |
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| 384. | I Can Not Drive/Drift I’m Terrible 😣 | 42 | |
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| 385. | I Am A GOD!!! | 42 | | Grand Theft Auto V
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| 386. | Boring Delivery | 42 | |
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| 387. | Watch me play Need For Speed No Limits | 42 | | Need for Speed: No Limits
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| 388. | Let’s Play Need For Speed Most Wanted 2012 ( FairHaven City ) | 41 | | Need for Speed: Most Wanted
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| 389. | ITS DINNER TIME!!! | 41 | |
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| 390. | Walking Part 9 | 41 | |
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| 391. | Need For Speed Most Wanted ( FairHaven City ) Ft. Prince | 41 | | Need for Speed: Most Wanted
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| 392. | Hello Goodbye | 41 | |
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| 393. | Gran Turismo 2 Player Split Screen Kart Space | 41 | | Gran Turismo 2
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| 394. | Let’s Play Need For Speed Underground 2 ( Fast And Furious Edition ) | 40 | | Need for Speed: Underground 2
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| 395. | Gabbi and I have a great idea!! | 40 | |
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| 396. | Walking Part 5 | 40 | |
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| 397. | YOUTUBE VS THE CABOOSE SHOW | 40 | | Grand Theft Auto V
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| 398. | TheCABOOSEShow is live! Smooth Jazz Sleep | 40 | |
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| 399. | TheCABOOSEShow is live! | 39 | |
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| 400. | NFSU2 Hyundai Tiburon | 39 | |
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