Vexxus:
Thats a very good point, slaves are an essential part of CD society, so Gaoler may be a very prestigious role. On the flip side of the coin they may be a gruesome reject who is looked down upon for having to deal with lowly slaves all day... the vague nature of what we KNOW should provide ample room for imagination and creativity when submitting a Gaoler entry for the recently posted Golden Hat VI competition!
It does say that it is their reputation that makes them terrifying, not their visage. I would go for the definite inclusion of a large keyring, possibly chained to his waist. If the gaoler is principly in charge of taking and breaking slaves, which seem to be quite a status symbol in the eyes of the CDs, then you are also looking at a rich, powerfull and influential sort.
Hammerhand