Mens Leather Boots: Smart Casual

Hi all,

I am looking for opinions/suggestions for smart casual mens leather boots.

The biggest issue I have with boots is the heals wear out quickly; I tend to walk on the outside of my feet which doesn't help.

Must haves:
Long lasting
Comfortable

Style:
Chukka/Desert
Chelsey
May consider others.

Budget: ≤$200

Thanks.

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