I grew up in the 70's and 80's and back then if you had torn jeans you were too poor for a new pair or your mother couldn't sew. I noticed a trend around the 90's of young people wearing torn jeans but I never seem to see any of those now middle age people stepping out with this look just young people still. Is it around the time you realize your heroes wearing the same stuff are actually just stupid bums or is it something deeper?
I was young when hair metal and ripped jeans were big, it was actually kind of good because we always ripped our jeans doing stuff outdoors anyways. Later on I was a punk so we'd just sew patches over any holes until the jeans would literally disintegrate at which point we'd harvest the patches for future use.
I wouldn't pay for pre-ripped jeans, I can just imagine my mother's voice telling me "don't buy those, they're already ripped, poorly made".