| 1. |  SSundee | KETCHUP CHALLENGE.. | PICTIONARY | 6,668 | |
| 2. | GTLive | Epic Art CHALLENGE ft. TheOdd1sOut & SomethingElseYT! | Pictionary (Game Theory Charity Livestream) | 5,919 | |
| 3. | Nobodies Live | STOP DRAWING RANDOM CRAP! | Pictionary (Funny Moments) | 3,030 | |
| 4. | Nobodies Live | VR DRAWING CHALLENGE! | Virtual Reality PICTIONARY! (HTC Vive Funny Moments) | 2,926 | |
| 5. | JustKiddingParty | Blindfolded Pictionary l Josh CHEATED?! | 2,306 | |
| 6. | Nobodies Live | WTF IS THAT?! - Pictionary (Funny Moments) | 1,917 | |
| 7. | OfflineTV | OFFLINETV PLAYS PICTIONARY | 1,807 | Let's Play |
| 8. | Kwebbelkop | DRAW SOMETHING HILARIOUS! (Pictionary) | 1,540 | |
| 9. | Smosh Games Alliance | POKEMON SPEED DRAWING! (Bonus Vlogs) | 1,162 | Vlog |
| 10. | Dangie Bros | Super Soaker PAINT Gun Pictionary!! *WINNER GETS $1000* | 1,157 | |
| 11. | GameGrumps | Defending the WEEBDOM - Pictionary | 909 | |
| 12. | JustKiddingParty | Blindfolded Pictionary Costume Edition | 894 | |
| 13. | JustKiddingParty | Christmas Pictionary | WHAT IS THIS!!! | 845 | |
| 14. | Kwebbelkop | DRAW SOMETHING AMAZING! (Pictionary) | 808 | |
| 15. | CaptainSparklez | HIGH STAKES PICTIONARY vs/ Steve, SSundee, and Parker! | 696 | |
| 16. | GTLive | CRAZY Art Challenge w/ Jaiden Animations, Odd1sOut & Game Grumps (Game Theory $1,000,000 Challenge) | 694 | |
| 17. | KOT4Q | NBA PICTIONARY GAME | WHAT IS HE DRAWING? | KOT4Q | 601 | |
| 18. | Grizzy | DRAWING MOMENTS THAT MADE ME DIE OF LAUGHTER! | 599 | |
| 19. | Good Mythical MORE | Hot Sauce Pictionary (GAME) | 548 | |
| 20. | Good Mythical MORE | Melted Cheese Pictionary Game | 545 | Show |
| 21. | Cow Chop | VURPING VIRTUAL REALITY PICTIONARY | 486 | |
| 22. | VYBE | VYBE PLAYS WWE PICTIONARY! | 469 | Let's Play |
| 23. | OpTic Audio Network | HUNTSMEN PICTIONARY GAME GETS PERSONAL (SCUMP THREW) | 417 | |
| 24. | Grizzy | Drawing moments that make me question my intelligence... | 358 | |
| 25. | JustKiddingParty | What The %#$@ Is That?! | Blindfolded Pictionary | 356 | |
| 26. | Continue? | Pictionary (Nintendo NES) - Continue? | 336 | |
| 27. | 100 Thieves | Drunk Goggles Pictionary Challenge ft. Nadeshot, Fuslie, BrookeAB | 334 | |
| 28. | GaMetal | Title Theme (Pictionary NES) - GaMetal Remix | 324 | |
| 29. | OpTic Audio Network | HUNTSMEN PLAY PICTIONARY (MOST DIFFICULT) | 323 | |
| 30. | Gizzy Gazza Cartoons | Pictionary w/ SKILLET! | 309 | |
| 31. | SourceFedNERD | SourceFedPLAYS Pictionary! | 246 | Let's Play |
| 32. | Cow Chop | SOUR CANDY VR PICTIONARY CHALLENGE | 241 | |
| 33. | GTLive | EXTREME Pictionary w/ Odd1sOut, Jaiden Animations & More! (Game Theory $1,000,000 Challenge) | 238 | |
| 34. | Nobodies Live | The Boys Play Pictionary | 217 | |
| 35. | Ohmwrecker / Maskedgamer | SANTALF THE CHRISTMAS WIZARD! | Skribblio Pictionary #8 With Friends! | 202 | |
| 36. | Big Ole Words | Great Video Game Music in Unexpected Places (NES / Nintendo Entertainment System) | 198 | |
| 37. | OpTic Audio Network | SCUMP SAID WHAAT? 🤣 | OpTic GRAFFITI PICTIONARY | 171 | |
| 38. | Renegades React | Renegades React to... Wildcat - Skribbl.io - Nogla is the *WORST* Pictionary Player Ever | 133 | |
| 39. | That YouTub3 Family - The Adventurers | Christmas Pictionary! Can You Guess What We Are Drawing? | 126 | |
| 40. | StephenVlog | Pictionary - Chuggaaconroy VS MasaeAnela VS StephenPlays | 118 | Let's Play |
| 41. | DatPags | Custom Pictionary and Fast-Paced Games! Pictionary Finale Series Part 1!! (PictoParty Wii U) | 107 | |
| 42. | DKOldies.com | DKOldies Plays Video Game Pictionary | 97 | Let's Play |
| 43. | DatPags | Return of Classic Drawings! Pictionary Finale Series Part 2!! (PictoParty Wii U) | 87 | |
| 44. | DKOldies.com | Pictionary Video Game Edition! | 86 | |
| 45. | DatPags | THE TIEBREAKER! DatPags Pictionary Finale Series Part 3!! (PictoParty Wii U) | 82 | |
| 46. | Leah Ashe | I CAN'T BELIEVE SHE DREW THAT! (PICTIONARY) | 76 | |
| 47. | DKOldies.com | Can Joey Guess this Game Series Pictionary style? | 71 | |
| 48. | NintendoComplete | Pictionary (NES) Playthrough - NintendoComplete | 67 | Let's Play |
| 49. | NintendoComplete | Pictionary (NES) Playthrough | 67 | |
| 50. | PracticalPat | PICTIONARY ON OMEGLE WITH STRANGERS (Pictionary Game Show Challenge) | 67 | Show |
| 51. | Icely Puzzles | REVERSE Pictionary Game Where You Decode Your Own Drawings?! | 66 | |
| 52. | Triple S Games | How to Play Pictionary | 57 | Tutorial |
| 53. | Leah Ashe | WTF IS THAT?! (PICTIONARY FUNNY MOMENTS) | 56 | |
| 54. | Mike Shinoda | 7.29.20 - DF2: Pictionary Track Reveal and Art Day | 55 | |
| 55. | Tribe Frags | WE PLAYED PICTIONARY! | 50 | |
| 56. | NightFoxx | 2v2 Online Pictionary: DO YOU EVEN DRAW BRO?! {Feat. Lucky Plague, Joker2039, and Wifefoxx} | 48 | |
| 57. | Niko's 8BitStereo | Pictionary (NES) Soundtrack - 8BitStereo | 42 | |
| 58. | i am error | How the Heck Do You Speedrun Pictionary? | 34 | |
| 59. | HamsterBomb | Pokemon Fusion Pictionary! Draw and Guess the Combo! | 34 | |
| 60. | Jesse's Auditorium | Pictionary - Title Screen Theme | Reacting To Video Game Music! | 31 | |
| 61. | SideArms4Reason | THE ACTUAL FASTEST EVER | Pictionary Online Skribblio | 29 | |
| 62. | HikePlays | I CAN'T BELIEVE IT'S THAT WORD!?!?! (Pictionary) | 26 | |
| 63. | The Normies | HE DREW WHAT??? - The Office Themed Charades and Pictionary | 24 | Show |
| 64. | HikePlays | DRAWING GENITALS!! (Pictionary) | 21 | |
| 65. | San Francisco Shock | SF Shock Play Pictionary?! | 20 | |
| 66. | Josh Horton 2 | Husband & Wife vs Best Friends PICTIONARY Challenge! | 20 | |
| 67. | HamsterBomb | Pokemon Pictionary! Drawing Pokemon From Memory!? | 20 | |
| 68. | UserSniper | Title - Pictionary (NES) [CTS-FamiTracker B1.0.0.2, 8-bit, CTS-Chip] | 20 | |
| 69. | MinnMax | Concept Tabletop Review: The Pictionary Of Ideas | 19 | Review |
| 70. | The Stillwinter Nation | Can you guess what I'm drawing in 15 seconds? | 19 | |
| 71. | Atrioc VODs | I Hosted a 5000 Person Game of Pictionary | 19 | |
| 72. | AbdallahSmash | Game & Wario - Sketch: 3-Player Pictionary Mini-Game! Viewers Can Play Along! [Episode 1] | 18 | Show |
| 73. | MWS Live | Pictionary w the Gang | 18 | |
| 74. | JoeNoJoseph Reacts | Reaction To Little Mix Plays Pictionary And Its Absolutely Hilarious *MixerFam | 17 | |
| 75. | Instant Replay Live | IRL - Roll20 Pictionary - Full Stream w/ Frogbat, Slime, and KrakenQuake | 17 | |
| 76. | Happy Beard Games | How I Choose The NES Games I Buy | 15 | |
| 77. | DatPags | Pictionary Returns Part 6 FINALE - Pigeon Toed! | 15 | |
| 78. | AbdallahSmash | Game & Wario - Sketch: 3-Player Pictionary Mini-Game! Viewers Can Play Along! [Episode 4] | 15 | Show |
| 79. | Dugout Mugs | BLIND Pictionary! | 14 | |
| 80. | BBelle | Pictionary - TERRIBLE DRAWINGS! | 14 | |
| 81. | Lia Ch.【Phase Connect】 | ROBLOX PICTIONARY!!!!! | 14 | |
| 82. | ZetaPlays | Pictionary (NES) - How Did This Get Through Security | 14 | Let's Play |
| 83. | Good Vibe Collecting | Opening a BRAND NEW Pictionary for the NES - SEALED SUNDAYS | 13 | |
| 84. | DatPags | "Truck Fire" - Pictionary Returns Part 3 | 13 | |
| 85. | Jonsandman Plays | If you EVER liked Elmo, Don't watch this video. | 13 | |
| 86. | Spike Viper | VR Pictionary Stream | 12 | |
| 87. | AbdallahSmash | Game & Wario - Sketch: 3-Player Pictionary Mini-Game! Viewers Can Play Along! [Episode 2] | 12 | Show |
| 88. | DatPags | "It's a Pyramid" - Pictionary Returns Part 5 | 12 | |
| 89. | OnlyLevelOne | Pictionary - NES - Only Level One | 11 | Let's Play |
| 90. | DatPags | "Peanut Glasses" - Pictionary Returns Part 1 | 11 | |
| 91. | Smight | Let's Play: Drawbage for Fun (Videogame Pictionary) | 11 | Let's Play |
| 92. | The Cartridge Twins | Pictionary - Full NES OST | 11 | |
| 93. | Triple S Games | How to play Pictionary (2024 Rules) | 10 | |
| 94. | Renegade Gaming | SKRIBBL IO but our CONSTANT spelling errors slowly make us go INSANE!!! | 10 | |
| 95. | TwoHeadedGiant | Pictionary (NES) "Title Theme" Drum Cover - TwoHeadedGiant | 9 | |
| 96. | Danger - Zombie Book Club | PICTIONARY | Draw A Thing w/ChadWhyNot!! Pinturillo 2 Pictionary Gameplay | 9 | |
| 97. | DatPags | "I Thought It Was a Pirate Movie!" - Pictionary Returns Part 2 | 9 | |
| 98. | Mashable | Pictionary Has Entered the Digital Age with "Pictionary Air" | 8 | |
| 99. | OtakuCouple | IRL Pictionary with CDawgVA (Upside Down Drawing Challenge!) Reaction!! | 8 | |
| 100. | DatPags | Pictionary - Part 1 (Funny Moments Series) | 8 | |
