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I love my Crown Horween desert boots if you don’t mind a crepe sole, I know I bang on about Crown, and they are my mates but they’re a great company. These in the pic are actually mine.
Also the Solovair chukkas look great in the flesh
https://www.nps-solovair.com/products/s3-103-bur-g?variant=28826354778176
I think a pair of chukkas is what I need to round off my shoe wardrobe and keep me out of jeans n sheux.
I'm liking these Red Wings, any other suggestions?
https://www.sonofastag.com/products/red-wing-9215-foreman-chukka-briar-oil-slick