So I'm wondering if any contract workers, volunteers, or teachers have ever been allowed behind the walls of a prison, or even jail, while kilted.

How about any kilted visitors to a prison or jail visitation area where contact is allowed?

I can say I've been to jail kilted in a visitor's area where there is no contact. Was a through the glass with a little voice opening like at a boxoffice type visitation booth.

Is there a frontier to be conquered still lurking out there?

We know there are correction and detention officers who are kilted on their own time away from work...but has anyone ever made it "inside" kilted?

Ron