Tom, I wear a kind of hybrid style of footwear with jeans, but yes, it is difficult to find something that goes. Most trainers just don't go with jeans (for me anyway), but neither do a pair of finely crafted brogues. It is a delicate balance I concede. I actually choose legwear (jeans/cords/flannels/slacks with elasticated waistbands) to go with shoes, rather than buying my legwear and finding nothing appropriate to wear with them.
I see people with tastefully put together attire, perhaps a delicate blend of natural shades, rounded off by a pair of shiny man made fibre trainers, perhaps with enormous white soles, or bright red stripes. It makes me want to point the chap in the direction of a fine cobbler for a footwear education.