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