Basically, everything Paul said, but think of it like a Porsche Street Rod........
It has the basic look of a 356A Speedster, but has some customizing done to it. Kinda like a stock '40 Ford coupe grandmother's car, versus a tricked out, chopped, channeled, shaved and decked '40 Ford coupe with a set of American or ET mags, frenched antenna, de-chromed, trick paint, well, you get the idea. I specifically went for a flared fendered body to build a 356 street rod.
There are a bunch of stock looking cars in the files, and then there are another bunch of us "outlaws" (although few of us think we're really outlaws) with the flared fenders, really wide trick wheels, nerf bars, 911 headlight conversions, Roll Bars, bigger engines and so forth in various stages of customization.
Take a look at Jerome Smith's file (JHS) or my file (nichols1) or Carey's (chines1) or Shambly's (shambly) from across the big pond and then look around the files section to see even more.
Back in the 50's and 60's when the 356 was getting established, and even now, there were the "purists" who kept them bone stock (there was a similar bunch of VW purists) and then there were the rest of us who took the base cars and made them "ours" with customized bodies, hotter engines, better wheels (or turning the stock VW rims around to make them look "deep"), all the same as the Ford/Chevy based hot rod crowd. Of course, having a "stealth" engine under the hood which let you devastate a Ford/Chevy V-8 helped with the "Outlaw" title, too! If your local "drag strip" had stop lights a couple of hundred yards apart you could collect a lot of beer money between lights from the V-8 crowd!!
Think of an "outlaw" as a customized 356 car, from mild to wild.
Gordon (Paul: Good post! I'm installing my exhaust megaphone tomorrow! Watch out, neighborhood!)