Here is the full list of all 44 Pictionary: Ultimate Edition achievements worth 1,000 gamerscore.
Played more than most
Mastered the Mega Mania square
All mixed up
Played in the dark
Created a masterpiece
Displayed masterpieces in the slideshow
Completed a 4 Team marathon
Spotted the Dots
Can draw with any tool
Won with the wheels turning
Broke it down into simple shapes
Won with the wires crossed
Wet and Wild watercolors
Learned to draw in the dark
Created with the eraser
Mastered the art of Finger Painting
Brushes, you don't need no stinkin Brushes
Didn't even have to look
Ambidexterous Picturist
Not a drop of ink wasted
Guessed the Player generated clues
Went for a spin
Used all of the tools in a Draw Round
Used all of the tools in Free Draw
Won a limited resource game
Played a quickie match
Stole the clue
Survived the toughest trial
Winning was easy as pie
Won without a mulligan
Completed Mania mode
Disrespected the Honor Code
Dominated the All Play challenges
Perfect win
Gave Pictionary Man a lot of personality
Created a collection of Clues
Completed Family Fun Mode
Kept it sweet and simple
Completed Pictionary Mode
Guessed a clue in 5 seconds or less
Failed to guess a clue in time
Requested a new clue 10 times in one round
Took Pictionary Man on a play date
Completed the tutorial pop quiz