I'm 100% cool with side stories!  Especially if players want to run them!  This is, like, dream for GM stuff.  'Hey, I really like the characters and world we've been building... Is it like... okay if I run something?'<br/><br/>I also super like the name Tales of the Delvers Company.  It feels like, awesome and Dragonlance-y!  Yay!<br/><br/>Sain, it sounds to me like you are using the Parley (http://www.dungeonworldsrd.com/moves/#Parley) move with the threat of lots and lots of punching and death!  Go ahead and roll plus Charisma!