First of all, these are not really “oxfords,” they’re derbies. That may just sound like semantics, but… They’re not really hitting “dress shoe,” they’re a bit of a cross between casual dress shoe, boat shoe, and sneaker. So, if I had to wear these for comfort purposes… I’d treat them fairly casually. Mid-wash jeans, a flannel or a good sweater. Olive chinos or fatigues. Something like that.