| 2023-12-11 |  Myles Dyer | Celling out for profit | Let's Play Prison Boss VR (PSVR2) | 1:13:37 | 620 |
| 2021-12-25 |  UnpopularTelevision Gaming | NOT EASY DOING LIFE IN PRISON | Prison Boss VR - PlayStation 4 VR Funny Moments | 11:34 | 46 |
| 2021-11-07 |  VR4Player Shorts | Prison Boss VR PSVR PlayStation VR short test VR4Player #Shorts | 0:41 | 41 |
| 2020-12-22 |  Stocki VR | Prison Boss VR // Oculus Quest / First Look - Deutsch | 19:17 | 125 |
| 2020-06-17 |  The 8-Bit Ninja | HELP! SIREN HEAD LOCKED ME UP in HIS SECRET DEMON PRISON!!?! (Prison Boss VR) | 11:15 | 13,662 |
| 2020-01-11 | The Gaming Noisemakers | PRISON BOSS VR - PSVR GAMEPLAY - PART 3 - JAILHOUSE FACTORY - WITH COMMENTARY | 10:20 | 67 |
| 2019-10-22 |  good boy | [플스VR] PlayStation®VR Demo 프리즌 보스 (Prison Boss) VR 데모 | 21:19 | 533 |
| 2019-08-11 | Checkpoint | SECRET MAFIA Helped Me ESCAPE The Terrifying Virtual Reality PRISON In Prison Boss VR (Gameplay) | 17:23 | 22,768 |
| 2019-06-26 | JohnTMorton | Nostalgamer Unboxing Prison Boss VR On Sony Playstation Four PS4 PSVR Limited Run Games | 1:52 | 135 |
| 2019-05-30 | Stuff+ | Crafty Escape via Crafty Crafting | Prison Boss VR - Let's Play / Gameplay | 23:19 | 3,606 |
| 2019-03-17 | zombiekillerhere | Prison boss VR PSVR let's play part 1 | 1:05:18 | 82 |
| 2019-03-12 | Gamertag VR | The Wizards ENHANCED Edition on PlayStation VR | Full Play Through | 4:03:25 | 14,891 |
| 2019-02-26 |  RowdyGuy | THE GREAT ESCAPE in Prison Boss PSVR #8 (PlayStation VR Gameplay) | 30:22 | 9,067 |
| 2019-02-22 | Deutsche VR Gamer | Prison Boss | Let's Play | Part 2 | PSVR | Zark McFly | 28:06 | 29 |
| 2018-12-24 | Daniel Ramsay | Prison Boss PSVR - Demo | 5:51 | 66 |
| 2018-12-20 |  Moso VR | 🕵️ Prison Boss - Curtindo a vida numa cela! | 5:40 | 378 |
| 2018-12-12 | Mo fun VR | Prison Boss VR / Playstation VR ._. derMike lets play / deutsch / german | 33:57 | 1,541 |
| 2018-12-10 | PSVR BRASIL | PRISON BOSS - Conferindo o jogo ao vivo! [LIVE HD PS4 PRO | Playstation VR] | 45:04 | 104 |
| 2018-12-08 | PSVR World | Prison Boss VR First Impressions! | 1:11:30 | 163 |
| 2018-12-07 | Zarran1 | PRISON BOSS VR ...Hold onto the Virtual Soap| PlayStation VR Demo psvr | 29:16 | 67 |
| 2018-12-06 | davestation VR | Let's Play PRISON BOSS VR for PSVR - Job Sim for Inmates? | 33:37 | 253 |
| 2018-12-05 | FrankWasTaken | FIRST DAY IN PRISON | Prison Boss VR | PlayStation VR Gameplay | 40:14 | 11,781 |
| 2018-12-04 |  P1ruParkaVR | Let's play: Prison Boss VR Demo (PSVR) | 32:30 | 47 |
| 2018-12-04 | VR4Player.fr | Prison Boss VR Demo Preview sur PlayStation VR PSVR | 13:16 | 593 |
| 2018-12-03 |  Seraphim190 | Prison Boss VR | PSVR - PS4 - FREE Demo | Gameplay | 22:56 | 2,302 |
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