As a child of the 70s I truly hate flares but that Parker fit is so so good. I think it's the clean lines and overall minimalism. It's up there with those other San Francisco badasses Harry Callahan and Frank Bullitt.
I'm in Dublin and choice is limited, it cost me €45 for re-heeling and re-soling. It's the best shoe repair in Dublin and the only one that does JR soles so I'd imagine it might be cheaper elsewhere. Still very happy even at that cost.
[[SPOILER]] Very nice, my Chesters are 5 years old and only get nicer with age. Recently got them resoled for the first time with JR soles and it's like having new shoes. Reckon I'll have them for 5 more years.
I'm with tim_horton on this, have snuff suede Alden unlined chukkas, brown Herring leather chukkas and black Loake 1880 Chelseas. The Loakes rarely get worn as they are too dressy for jeans and only get an odd outing with a charcoal suit as they are my only black shoes. Both pairs of chukkas on the other hand see lots of action.