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Chukka vs Chelsea vs Jodhpur Casual Boots

8086 Views 20 Replies 16 Participants Last post by  Hebrew Barrister
I need a pair of casual boots to wear with khakis on the weekends. Which would you recommend:



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Perhaps it's just me or the shape of my leg, but I've never really been able to wear Jodhpurs. I love the way they look, but when I put them on, the uppers flare out too much, pushing out against the material of my slacks. Eventually, they ride up and get caught up at the top of the boot.
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