I hate to be a wet blanket, but why did the PC's buddy not simply attack the target directly? :? I mean, opponents in a grapple loose their dodge/parry bonus to outside attackers and melee attacks do not have a chance of hitting the wrong target so... ?
Anyway, the most fun I ever had was with To The Hilt. I was a 5th level Nomad and unarmed because I was in Stygia and foreigners don't get to carry weapons. So I get attacked alone by a horde of 1st level mooks with daggers. So I say "hell with it" and plow into them ... no Improved Unarmed Strike, I'm just drawing AoO's left and right but I don't care. So I start using disarm attempts to take their daggers away (a successful disarm with an unarmed attack leaves you holding the weapon) and then once I got a hold of it I would turn back around and use To The Hilt to stick it in the guy I took it from 8)
"Oh I'm sorry, does this belong to you? Here, let me give it back!" :twisted:
Yeah, the mob of them took me down to single-digit HP with their 1d4 dmg at a time before I drove them off... but it was fun