| Trophy | How to unlock
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| - Guess 10 clues with the No Peeking modifier.
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| - Go through each page of the tutorial.
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| - 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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| - Change the clue type a lot within one round of play.
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| - Complete a full length 4 Team game without continuing.
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| - Play Family Fun with Junior Clues, bonuses on, penalties off, and Picturist Chooses.
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| - Play Family Fun with low Draw Timer, Difficult Clue Category, Tempus Fugit, Penalties, and Rivals Choose.
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| - 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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| - Create 15 Free Draw images and view them in the slideshow.
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| - Guess 10 clues in Finger Painting mode.
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| - 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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| - Guess 10 clues using nothing but the Watercolor Tool.
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| - Land on 15 Mega Mania squares and correctly guess the clue.
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| - 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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| - 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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| - 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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| - 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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| - Play Family Fun with 10 minute time limit, low Draw Timer, and Tempus Fugit.
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| - 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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| - Play Family Fun with the No Peeking modifier and the Lights Out Draw Mode.
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| - Guess 10 clues using nothing but the Shapes Tool.
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| - 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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| - Fail to guess a clue before time runs out.
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| - Win without letting the other team play.
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| - Guess 10 clues with the Off Hand modifier.
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| - Guess 10 clues in Tool Confusion.
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| - Guess 10 clues in Which Way is Up mode.
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| - 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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