I tried to look like Heimskr's assistant or something, but only managed to get him a large audience.
The guards are glitched; they're in "arrest mode", but none of them will initiate the dialogue. The one guard who doesn't have his sword drawn is going to tell me off for Shouting, but suffers from the same glitch.
All this over a 40 gold bounty, and I don't even know what I did. xD