Ha! Good one, Adumbration... I wonder what the DC would be...

Quote Originally Posted by pjwaring View Post
Three things:

1) What masterwork item improves your sleight of hand for stealing? I could understand having, like, masterwork juggling balls for using as perform, but I was under the impression that stealing objects doesn't require any equipment other than your fingers.
Hmmm - I guess some sort of glove or stripes on your hand that are somehow adhesive (glue or electric effects). The system assumes that there is somehow a masterwork item for all skills to provide a circumstance bonus. There are probably skills that have more difficult MW items to imagine than sleight of hand boosters, I guess.

Quote Originally Posted by pjwaring View Post
2) This is more up to your DM but your whole build is based on the idea of using dozens of free actions. While there is no technical limit to how many free actions you do in a round, the PH does give some restrictions on how many of the same type of free action you can do per round. For example, speaking is a free action and you can generally get one sentence or so out. That does not mean you can use dozen of speak free actions to recite a whole essay in six seconds. If I were DMing, I'd definitely limit the number of steals, depending on the size and location of what was being looted.
Well said! PHB p. 144 also cautions that the DM may límit the number of free actions. Still...-20 is an extremely high penalty (like pinpointing an invisible person), something nigh impossible. And for this kind of heroic category, it is not inconceivable that within 6 seconds, as a true masterthief you can strip your opponent of his two rings, amulet, belt, vest, backpack and sheathed sword, as well as his crossbow quiver plus crossbow on this back (9 items). Location does not matter, since you can simply steal and drop any items that are layered above a certain item (say, an amulet behind your vest).

Quote Originally Posted by pjwaring View Post
3) The SRD specifically mentions lifting sheathed weapons.

"DC 50 Lift a sheathed weapon from another creature and hide it on the character’s person, if the weapon is no more than one size category larger than the character’s own size."
Yes, DC 50 is a worthy DC for not only lifting a sheathed weapon, but then also hide it on the character's person. That is really tough to pull all in one maneuver.

- Giacomo