Jail (or institutionalization) is only a real danger when someone is being written out and they don't want to kill or "kill" them. Steven Lars, Matt, Heather, "Liv" Jerome, Brad as you mentioned, Ryan. Shawn's done a good long six-year stint, although they're building to his being exonerated/sprung now.
I don't think Kristina has ever been said to be gender-fluid. That would be if she stopped defining herself as exclusively female. I'd categorize her as bisexual, on the evidence. When she was getting involved with Parker, she also had a sexual relationship with that cute guy who was