On the subject of boots does anyone remember wearing jodphur boots? This was almost pre-skinhead in about 1968. I bought mine from a proper equestrian shop near where I lived and I reckon I had the best pair around. They were brown leather, elasticated sides and had a rounded toe rather than the chisel toe the late mods were wearing. I put blakeys on mine because they weren't cheap and they needed to last. DM jodphurs became popular later.
This is another piece of footwear which has been discussed earlier in the thread. I first came across them in 1968 in S E London. Some blokes had them in black but most of us went for the chestnut-coloured ones. I wore a pair on one of my trips back to Blackpool/Manchester; they weren't much good for the flashy dancing lads went in for in the NW.
The main trouble with them was keeping them looking new. When they were brand new there was a noticeable ridge right down the front of the boot to the toe, and this was very distinctive. But it soon disappeared. Also the soles were quite soft leather (because they were made not to chafe a horse's side) and wore down very quickly. Down-at-heel they looked ghastly, and getting them soled and heeled never quite restored the look, so the fad for them didn't last long.
Some blokes did keep wearing them. I recall a mate of mine called Chris - his clothes style was the same as ours but he had shoulder-length red hair - who persisted wearing a pair well into 1969.