Originally Posted by Roger
In my mind, most cap-toes, and particularly balmorals, just look out of place with anything remotely casual.
I am in total agreement with this. Also, the shape seems wrong for jeans. Generally, I will wear trim and fairly tapered shoes with narrow leg jeans, and rounder toed loafers with bootcuts (so the bottom covers the vamp and leaves only a little showing).
The Barksdale is too squared-off and, yes, too "old-mannish" for jeans IMHO. It's like something by Allen-Edmonds. Better leather, better construction, but still that style.
For my part, Gucci (and Ferragamo) loafers, plain-toe bluechers, and chelsea, chukka and jodphur boots are the ideal shoes with jeans. Wholecuts look really nifty, as do trim dark brogues.
As with trousers, I think open-lacing should be worn with shorter legs, minimal break and maybe narrower openings, and closed-lacing with slightly longer and fuller jeans. If you wear longer ones with bluechers, you run the risk of the opening bunching on the vamp.
Just my two cents...