We're thinking two DCs for this: 13 to find something cool in the Hobby Horse and 12 for Alex to make it out in one piece. By which we mean, more specifically, a roll of 1-3 means death (because Lyrabar), 3-11 means getting in a non-death type of trouble, and 12 and above means success with increasing levels of cool as we go.

How does that sound?