Ok, I'll reply in here since I think Stashka and Teshia being in jail is what spawned this last bit of jail-notoriety. And I have a few different points to make.
*If you play a criminal/villain/person with a momentary lapse in judgment, be prepared to accept the consequences of your actions. If you break a law, there is a punishment for it. Be willing to RP the results. We get to have a lot of fun flaunting the laws ans breaking them. We just have to be willing to pay the price for that if we get caught.
*The current Guards are quite reasonable. They don't just freeze and toss people into jail with no provocation or warning. Since I've been playing, I cannot think of a single person who has been jailed for a crime other than a violent attack or murder on someone else. There may have been some robbery in there, but it is slipping my mind if there was. The first time I was sent to jail, I was actually trying to get in. I physically assaulted someone in the plaza, and after the guard came, I had to keep assaulting him. The Guard repeatedly warned me to stop, not wanting to send me to jail, and finally went to a count down. At which point I waited til the last second and smacked the guy again just to be sure we both got into jail. This second time in jail was almost a comedy of errors, in that I was jailed for a crime I actually did not commit, but had managed to incriminate myself for. BUT I was given the chance to RP my way out of it. Evidence was gathered and as soon as enough was brought forth, i was released. Just like a real situation. Again, the Guards were reasonable [and just really cool XD ] about it.
*I would love to see carefully orchestrated jailbreak RPs able to be played. I understand the constraints with not having enough GMs to be able to animate the characters, but if there were enough GMs, I would love to see this. Trogdar, Travosh, Stashka, Sarras, Karenina, Pontifer and I, and probably other names I cannot recall were in the process of organizing a huge mish-mash jail break to get Stashka out, but once I was in jail again too, we thought of many ways to try and legitimately work this out. It would be awesome to have GMs playing some of the city characters, like Amidison, or Bevon, or Taulim... to allow the players to try and steal the keys, or cause trouble in another area of town to draw the guards away. If they had mages to be able to spell some of the characters, like Bevon who probably is not a master of any of the intelligent arts... or to be able to attack the integrity of the building. Perhaps allow them to pay Zak to steal the keys? Things that would require a a lot of GM involvement, but that would still require the planning and orchestrating by the players. I know that right now this isn't feasible, but as a wish? Oh yeah.
[Personally.. I think Troggy running about asking for the keys to get his pants was gold. XD ]