You are two low-level D&D characters. One of your party members, who is a "monster" race, has been captured and is being held in the pens of the city gladiatorial arena, destined to be possibly-killed in an upcoming event. There are both wooden and stone/metal pens, the latter being for the more dangerous things
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I recommend ambushing an administrator or guard off the street at night, rather than trying to get them drunk.
Note that, Rules As Written, werewolves are always chaotic evil. At some point you should verify that your werewolf buddy got special approval from the DM to play a non-evil werewolf. (As opposed to getting special approval from the DM to screw you over at an undetermined future date.)
The werewolf is you, isn't it?
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Hm, the characters are pretty poor right now, but I'd forgotten there are some useful inexpensive items. For karmic irony we could even use the money from selling the wolf to buy them.
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If stealth even works. The monsters (and large numbers of dogs) are hardly likely to be quiet about someone walking by them, which might toss any stealth-based solution. Ugh. Maybe they'll just all have terrible perception and/or be asleep.
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