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As for the boots, they were a chance purchase from Paul Stuart in NYC - marked down heavily, and bought partially because the gentlemen posters on this website and That Other Website seen to have such an affection for them (or at least their looks). They are something of an adventure to wear - the constriction at the ankle does hobble one's movement a bit, or, if tied too loosely, the laces become entirely undone.
Is Claymore's a two-button? Seems to be a very high buttoning point for a jacket that long, maybe I just can't see the third button.