Just Pirate things:
Most of what you own is second hand, or custom made. Not all of it was paid for.
Some of your stuff has been stolen, and you went and got it back.
You know more Drug Dealers than Doctors and consider them more ethical.
Boats, Cars, Motorcycles, any chance to get away and ride with your crew. The more flagrant the better.
The king of pirates is a Woman, and can kick more ass then the rest of the crew.
Yes, we can fix that. No, it won't be pretty.