Multiple Cars on a Parking Permit?

I have a parking permit that I've already paid for and I noticed that you can register multiple cars for the same parking pass. Could both cars park in the lot at the same time? Or would they get ticketed?

Second, I was offered a second parking permit, if I buy the second permit will it void my original ticket or can I be in possession of 2 permits at the same time?

And if I buy the second parking permit and sell it, will I be able to park in the first lot at the same time that my buyer is parked in the second lot? Or will we get ticketed

I would probably sell it to someone I trust so not worried about them racking up parking tickets to my account.