I have been (w)racking my brains trying to come up with one or more games. So here's one:

• a debate whether it's "racking" or "wracking" one's brains. Best argument wins.

Some more, suitable for vagabonds with super powers:

• who is the weakest in arm wrestling (not as easy as it seems)
• who can quickest teach/get an ostrich to fly
• who can stand the longest on a narrow post
• who can swim the longest distance above water
• who can swallow the most swords
• who can breathe the hottest fire