D&D 5E Can I disarm a grappler?


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I'm pretty sure it's an opposed Str. check to "break the grapple"...I would probably be inclined to let you use/spend your Superiority Dice to add to the roll/check.
 

RAW, no. Disarming strike has a specific use, that is immensely powerful. It doesn't need an additional use i grapple situations.
 




As has been said, RAW the answer is no. I probably would not allow this, as one important limitation of the battlemaster is that he can't know all the maneuvers. He has to pick and choose. Since Pushing Attack (if successful) would break a grapple, allowing Disarming Strike to do so gives that maneuver extra effectiveness over the others. Also, since the ogre does not drop his weapon when grappling, the Disarming Strike still affects the ogre. It just wouldn't break the grapple.
 

Once a puritan of a paladin grappled my thieving assassin in an attempt to arrest her. When asked what I was going to do I replied "A short time ago I had a few glasses of wine. I pee on him." Everyone at the table laughed. The GM then made a check and stated that the paladin dropped me to avoid ruining his vestments. I then kicked him sternly in the area of his prostrate and ran away as he lay doubled over.
 

Bert the Ogre is grappling my Battlemaster. Can I use Disarming Strike to force him to drop me?

Hmmm. If I'm the DM, yes the first time because Rule of Yes. The second and subsequent times... considering the DMG Disarm precedent, I'd say yes, but he saves at advantage. (Because he's bigger than you, and he's "wielding" you with two hands--unless he's not.) I'd also let you use the straight-up DMG Disarm maneuver with the appropriate situational penalties.

Your other options are an opposed roll (your choice of Athletics or Acrobatics vs. his Athletics) at the cost of your action, or a Shove attempt (your Athletics vs. his choice of Acrobatics or Athletics) at the cost of one attack.
 

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