I'd wear them mostly with jeans. I actually did nearly exactly that color combo for a pair of trickers MTO chukkas. My entire pallette are greys, blacks, and blues, eith occasional browns and burgundies thrown in, and several "black" things, but my main concern is whether they are too close to what I already have.
I would say this, but don't you have like 100 belts and 5+ pairs of CPs etc? Subtle uniform changes seem to be your thing.