| Trophy | How to unlock
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| Blinded (Bronze) | Guess 10 clues with the No Peeking modifier.
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| Bookworm (Bronze) | Go through each page of the tutorial.
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| Brushless (Bronze) | Guess 10 clues using nothing but the Finger Paint Tool.
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| Cant Stop Wont Stop (Bronze) | Guess 10 clues in Conveyor Belt mode.
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| Challenge Accepted (Bronze) | Guess 10 clues using mixed Draw Modes.
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| Classic Completionist (Bronze) | Complete a full game of classic Pictionary.
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| Clue Master (Bronze) | Create 20 Custom Clues.
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| Come on Already (Bronze) | Change the clue type a lot within one round of play.
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| Committed (Bronze) | Complete a full length 4 Team game without continuing.
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| Easy Peasy (Bronze) | Play Family Fun with Junior Clues, bonuses on, penalties off, and Picturist Chooses.
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| Expert (Silver) | Play Family Fun with low Draw Timer, Difficult Clue Category, Tempus Fugit, Penalties, and Rivals Choose.
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| Figure Artist (Bronze) | Create 10 Pictionary Man drawings.
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| Fun with the Family (Bronze) | Complete a full game of Family Fun Mode.
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| Gallery Showing (Bronze) | Create 15 Free Draw images and view them in the slideshow.
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| Guess What? (Bronze) | Guess 10 Custom Clues.
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| Hands On (Bronze) | Guess 10 clues in Finger Painting mode.
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| Handy Man (Silver) | Use every tool and color in one Draw Round.
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| I Meant to do That (Gold) | Win an entire game without using the eraser or undo.
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| Just Add Water (Bronze) | Guess 10 clues using nothing but the Watercolor Tool.
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| Mega Maniac (Bronze) | Land on 15 Mega Mania squares and correctly guess the clue.
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| Mind Reader (Silver) | Correctly guess the clue in record speed.
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| Mine, mine, mine! (Bronze) | Steal a clue from another team.
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| Minimalist (Silver) | Win a game using only one tool and one color.
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| Persistent Picturist (Bronze) | Play 50 games of Pictionary any mode.
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| Picasso (Silver) | spend at least an hour on one Free Draw image.
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| Picasso's Understudy (Bronze) | Use every tool and color in one Free Draw session.
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| Pictionary Maniac (Bronze) | Complete a full game of Pictionary Mania.
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| Platinum Trophy (Platinum) | Earn all of the other trophies to unlock the platinum trophy.
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| Pointillism (Bronze) | Guess 10 clues in Dots Only mode.
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| Prosperous Cheater (Bronze) | Cheat through the game quickly.
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| Put me in Coach! (Bronze) | Use a customized Pictionary Man in a game.
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| Quick hitter (Bronze) | Play Family Fun with 10 minute time limit, low Draw Timer, and Tempus Fugit.
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| Resourceful (Bronze) | Play Family Fun with Ink Limit mode, Random selections, and All Clue Categories.
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| Reverse Engineer (Bronze) | Guess 10 clues in Eraser Only mode.
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| See no Evil (Silver) | Play Family Fun with the No Peeking modifier and the Lights Out Draw Mode.
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| Shapeshifter (Bronze) | Guess 10 clues using nothing but the Shapes Tool.
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| Shutout (Gold) | Win every All Play square within one play session.
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| Sight Beyond Sight (Bronze) | Guess 10 clues in Lights Out mode.
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| Slow Poke (Bronze) | Fail to guess a clue before time runs out.
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| Stingy (Gold) | Win without letting the other team play.
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| Switch Hitter (Bronze) | Guess 10 clues with the Off Hand modifier.
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| Switch! (Bronze) | Guess 10 clues in Tool Confusion.
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| Topsy Turvy (Bronze) | Guess 10 clues in Which Way is Up mode.
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| Vertigo (Bronze) | Guess 10 clues in Rotation Frustration.
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| Waste Not Want Not (Bronze) | Guess 10 clues with the Ink Limit modifier.
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