| 1. |  Jelly | DRAW A SACK! (Pictionary) | 1,106 | |
| 2. | Jelly | INAPPROPRIATE DRAWINGS! (Pictionary) | 913 | |
| 3. | Slogo | BEST DRAWINGS EVER!? (Pictionary) | 699 | |
| 4. | Hat Films | PANCAKE PICTIONARY! | 665 | |
| 5. | Jelly | DRAWING ILLUSIONS! (Pictionary) | 612 | |
| 6. | The Yogscast | FANTASTIC BEASTS 2 | Pictionary | 528 | |
| 7. | Slogo | DRAWING JELLY'S LIFE! (Pictionary) | 472 | |
| 8. | ZerkaaPlays | VERY EXPLICIT DRAWINGS! (Pictionary) | 340 | |
| 9. | Hat Films | We Play Graffiti Pictionary! | 259 | |
| 10. | ZerkaaPlays | CREATING ABSTRACT MODERN ART (Pictionary) | 250 | |
| 11. | ZerkaaPlays | THE WORST CAR CRASH EVER! (Pictionary) | 206 | |
| 12. | ZerkaaPlays | THE BEST DRAWINGS EVER! (Pictionary) | 200 | |
| 13. | ZerkaaPlays | SO HARD TO DRAW (Pictionary) | 197 | |
| 14. | ZerkaaPlays | I'M A CHAMELEON (Pictionary) | 195 | |
| 15. | ZerkaaPlays | IS THAT A KILLER CLOWN?! (Pictionary) | 134 | |
| 16. | Dido ASMR | [ASMR] Pictionary! | 101 | |
| 17. | BurtsTCG | Pokemon TCG Pictionary! Feat Pumpkaamy! | 66 | |
| 18. | Patterrz | POKEMON PICTIONARY! (Skribbl.io) | 55 | |
| 19. | outsidexbox | Minecraft Pictionary with Outside Xbox - Episode 4 | 51 | Show |
| 20. | Patterrz | NOW THERE'S MOVES? - POKEMON PICTIONARY! #2 (Skribbl.io) | 48 | |
| 21. | Kaneisnotgood | Pictionary Banter | 29 | |
| 22. | Patterrz | HOW DID I GET THAT!? - POKEMON PICTIONARY! #3 (Skribbl.io) | 22 | |
| 23. | Kaneisnotgood | 18+ Pictionary (no kids allowed) | 22 | |
| 24. | WTiiWarcraft | Pictionary #3 | 15 | |
| 25. | OmniPoke | 9K Sub Fun times- Pictionary, Jeopardy and Draft Results | 11 | |
| 26. | The Homebrew Boys | ScribbleIO | Twitch Stream Highlights with Bl4ke | 11 | |
| 27. | betway esports | Carlos can DRAW?!! Ocelote plays Pictionary... | 11 | |
| 28. | IcyCaress | Funniest Pictionary Evah! - Kingspray w/ Draegast and Ctop | 10 | |
| 29. | ErynVODs | Cyberonix plays Pictionary with Twitch Chat... | 7 | Let's Play |
| 30. | Knightenator | Turns out i've never seen a badger before... Pictionary fail live on Twitch! | 6 | |
| 31. | BuddyGames | Drawing AWFUL Pictures with AMAZING Music! - Pictionary NES | 5 | |
| 32. | IGV Presents | βI Donβt Even Know What That Is!β π Karen Gillan & Jack Black Play Jumanji Pictionary! | 3 | |
| 33. | Benji Games | Blindfolded Drawing Challenge (HOW NOT TO DRAW) | 2 | |
| 34. | Mysikt | Title Screen ~ NTSC Version | Pictionary Music | 2 | |
| 35. | GameyBits | FALL GUYS Season 2 PICTIONARY!!!! PIXEL PERFECT #shorts | 1 | |
| 36. | Smyths Toys Superstores | Pictionary Air - Smyths Toys | 1 | |
| 37. | IGV Presents | Jack Black And Karen Gillan Play Jumanji Pictionary π | 1 | |
| 38. | Amazon Prime Video UK & IE | The Cast of Ten Percent Play Pictionary #Shorts | 1 | |
| 39. | AfterGlow | Pictionary VR - Hard words | 1 | |
| 40. | Sweet Beans | Drawasaurus ONLINE PICTIONARY | Sweet Beans | 1 | |
