Cool. Good idea. But here's the problem: my character and the DM's char are siblings,(like real life) and there's only one other character.

It's....well here, let me explain. We just defeated a Shadow Dragon in the Underdark. K? We got the stuff, saved the town from the puppeteers, and are ready to leave the town. We're going to head to Sparklegem city, a major city that we left from earlier. Now here's where the DM gets stuck. The journey to the city, for one, poses a problem. And where to go after that, that's where he REALLY gets stuck.