From what I understand, you became hostile within the presence of a guard and that is punishable by death... You're trying to say that your character can break out of shackles, put on armor, and manage to take on this guard while all the while, said guard could certainly have noticed you fidgeting with the chains and easily strike you down before you're able to break free. If you want to be taken seriously as a role player, you're going to have to be more specific next time concerning your actions. Buck up, everyone's characters die at some point...
I understand that you want your character to be strong and skilled in fighting, but generally, over powered characters are frowned upon in role play... If you want your characters to be interesting, they need flaws~
Next time, try listening to a guard and you'll get out alive
I've stayed in the prison more times than I've been able to count and Glenn's still alive and kicking :3 if you fight back, you've sealed your fate
Also, maybe try to take other's advice? You started this thread asking for others' opinion, yet you've shot each person down without giving their input much merit at all...
Good luck in the future, dude! Everyone starts somewhere~