I think you could come up with something that was both court-appropriate and an interesting design. It really shouldn't be either/or. You'd think that the people who are, it appears, paying her to wear their clothes might like the challenge of designing her something that could help keep her out of jail.
I suppose it's a bit like the modern architects Tom Wolfe described who could not, with a gun at their heads, produce a piece of non-ironic applied decoration. I guess Hollywood designers cannot, even at the risk of losing their walking billboard for some time, cannot design a piece of clothing to say something other than "Hey! You! Between the sheets NOW!"