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