In relation to my last post I recommend Denimblog's Raw Denim Guide. I've seen other raw denim guide on the internet but anuish14's guide is the most "beginner friendly" guide out there.
The Levis 501 Jeans are no doubt a classic denim. Now a bit slimmer, their quality and fit are way beyond the price paid for them.
You can either go with the Original or Shrink to fit version. Either way, wearing them makes one feel rebellious in some way, from Marlon Brando to Steve McQueen.
I do recommend getting the raw denim version and make your own version of "distressed jeans".
I recently recommended a denim jacket here and some might wonder why. Well denim jackets are indeed classic jackets and as long as you keep it nicely fitted, dark, and simple, it will last for years. Rebellious, in an understated way.
Just don’t wear jeans with it. Even if your jeans are black or dark blue without any distress and wash. The only exceptions are cowboys and people going to an 80’s themed costume party.