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I'm intrigued by the idea of unorthodox masterwork tools, and I invite you all to brainstorm a list of them with me. Can you think of different ways in which to masterwork Bluff, Acrobatics, Sense Motive? What about Handle Animal or Fly?
To start us off, I think a charming dinner jacket could make an excellent masterwork Diplomacy tool. Maybe a set of diplomat's clothes?

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I hardly think this is a house rules thread, seeing as masterwork tools are in the Core Rulebook. I would just prefer that everyone had a great fluff reason that they get that +2 circumstance bonus to the skill of their choice.
Bluff - sunglasses so they can't see your eyes: great for cards!
Escape Artist - thick moisturizing cream
Appraise - a jeweller's loupe
It would be great if there were a wide variety of different choices for each skills.

BigNorseWolf |

Acrobatics: Special shoes
Appraise: Magnifying glass
Climb : climbing gear
Diplomacy: Nice clothes
Disguise: better disguise kit
Escape Artist: butter
Handle Animal: Sugar cubes
Intimidate: Eyepatch
Knowledge: books
Linguistics: Decoder ring.
Perception: Monacle?
Perform: Puppet
Profession: varies.
Ride: better saddle.
Sense Motive: Hmmm...can you get someone to hold a mood rock?
Sleight of Hand: long sleeves.
Spellcraft: Book.
Stealth: Sneakers.
Survival: Guidebook
Swim: Floaties
Use Magic Device: i like the rabbits foot better than anything i can think of