An enterprising local college student here was “thinking on his feet” when he came out of class only to discover his car was clamped due to expired parking permit.
He proceded to jack up the car, change a typically balding tire with the spare(probably balding also) and went about his way. Leaving the college cops with and enclamped bald tire and no car. Even more humiliating was he took a cell phone picture of the clamped tire lying in the parking lot and sent the pic via email to the school newspaper that published it in the next issue.
Current car boots are designed not to allow that theses days.
I do know of one case where the booted car purportedly was moved via by owners father's towing service to another location and the boot removed. The city attempted to charge them for the cost of the boot and other things but there was no evidence who had removed the boot. The car was sold out of state and no charges ever paid.