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