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I am looking to start a gnome monk character. Eventually, I would like to turn him into a Drunken Monk at a later level, after I obtain the necessary monk skills and feats. As part of the role-play aspect and to start his decent I was thinking about taking the Dirty Fighting feat at level 3.

The big question is, though, does Dirty Fighting stack with Flurry of Blows? For example, I decide to attack a monster's eyes, toes, ears, groin, etc. and land both unarmed hits with flurry: do I add the additional d4 to both hits or just one?

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The feat Dirty Fighting (originally Sword and Fist 6 but, later, Dragon #303 28, and free here) as its benefit says, "As a full attack action, you may make a single melee attack that deals an additional +1d4 points of damage." Thus the benefit of Dirty Fighting limits its use to a lone attack taken as a full attack action; there's no way to mix the benefit of Dirty Fighting with flurry of blows as flurry of blows also takes a full attack action. One must pick either to fight dirty or to flurry.

That's okay, though, because the feat is terrible. Attempts were made to rehabilitate the feat by making it a short feat chain with the feat Improved Dirty Fighting (Dragon #303 30) or a different version of Improved Dirty Fighting (SF errata 2-3); neither of those feats works with flurry of blows, either, both still requiring a full attack action.

I understand that the goal might be something role-playing appropriate—and I totally understand that a drunken gnome fighting dirty could be hilarious—, but that can instead be the player describing his character's actions. You don't need to take a feat to say you headbutt the bad guy in the groin, and no one should take the feat Dirty Fighting.

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    \$\begingroup\$ Even the Sword and Fist errata admits the feat Dirty Fighting is “not a great option for high-level characters.” It's understating the case. \$\endgroup\$ – Hey I Can Chan Oct 16 '16 at 20:57
  • \$\begingroup\$ In the past we just did it as one extra 1d4 on one or more successful hits in a FoB. Even then, it doesn't really stack up to Weapon Specialization. But it also didn't require a FIghter dip. \$\endgroup\$ – Xavon_Wrentaile Oct 9 '20 at 1:29

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