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Chukka vs Chelsea vs Jodhpur Casual Boots

8084 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:

Jodhpur:


Chelsea:


Chukka:
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But I recently read a remark by a wearer that has made me rethink my interest. Specifically they said to effect that they look better off than on, and they found that the normal break at the vamp below the instep caused the upper to bow outward and affected fit as well as appearance, unlike a chukka which is laced over the instep.
That hasn't been my experience.
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