Trolling through my memory banks, it seems the first time I heard of Doc Martens was in connection with the Mods and Rockers back in the 60s. Docs were a working class boot, similar to the Marlon Brando motorcycle boot, worn by the Rockers as a counterpoint to the Italian Chelsea leather boots favoured by the Mods. The first time Docs registered with me was when I saw Peter Townsend of The Who wearing a pair. At that time, I thought they were rather cool.
What gave Docs their unsavory connotation for many of us in the 70s, though, was their popularity with the skinheads and punks, especially the fringe violent, far-right, racist factions. The more mainstream skinhead/punk movement was largely apolitical, but it was this smaller faction which garnered all the media attention. Seeing an blood-soaked immigrant being kicked in the head by a pair of Doc Martens is a pretty hard image to erase.
I'm finding this thread utterly fascinating because the perceptions of younger YLFers regarding the images conveyed by these iconic types of footwear is so different than mine. I remember the the first time I saw a girl wearing a pair of Docs with a flower-patterned dress--fashion transforming a violent image into something girly--but, unfortunately, not enough to remove the bloody taint from my mind. So, just like Cons maintain their basketball origins in my mind, Docs keep their violent image in my head. But isn't it fascinating to think of how enduring these images are in our minds? I'm now a bit more sympathetic to my mother's dislike of herringbone tweed because she could never move past the image of a baggy, labourer's jacket. Fashion can transform quite a lot, but it seems some connotations remain with us forever.