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So I'm putting together a weapon wielding Tengu monk, and was trying to get the Hook Sword (I've always thought they were a cool weapon) on him. TWF says I treat weapons with the Tengu trait, plus a select group of weapons as simple weapons, and advanced weapons as martial weapons. In addition, replacing the APG version, instead of adding advanced swords to the list, I can gain familiarity with any sword for a day. Monastic Weaponry gives me access to monk weapons (which fortunately, Hook Swords are) and gives me training in simple and martial monk weapons. It also says if I have familiarity with a weapon with an agile or finesse weapon, it gains the monk trait. So technically, Hook Swords wouldn't GAIN the monk trait for the purposes of the feat, but it could be considered martial if I trained with it during daily preparations... it's a bit messy, but does all of this work?
Yes. I'm not even sure what the concern is. Hook swords already have the monk trait. Tengu Weapon Familiarity makes you treat hook swords as martial. Monastic Weaponry gives you proficiency in martial monk weapons. And it lets you flurry and stuff with any melee monk weapon regardless of proficiency.