I am a bit of a denim nut who appreciates the artistry that goes into a good rip and repair jean. There is something very personal about distressing, and I always think of the craftsperson who is doing this. You are paying a lot for the best distressing. I have tried distressing myself and it never looks as good as the best houses do it. The best distressing concepts have come from True Religion and Rag & Bone, in my opinion. Then there are Italian brands like D Squared and R13 where distressing is even more complex and expensive and innovative.
I have stepped away from heavy distressing but still love a complex, craft-inspired jean. Right now I'm into patchwork. I'm 57 BTW and I do get lots of "comments" about my jeans. I don't wear them as much as I used to, like in 2012-13, because the trend has really peaked I believe.
To simplify this discussion, I feel on YLF it comes down to -- do you like "dressy and polished" or RATE (Rough Around the Edges, as we say here). Those who like the rougher, rocker styles tend to enjoy distressing more.