I like desert boots or deck / boatshoes, but the latter are better in the summer. Both go with jeans or Chinos.
Are you a Chinos guy?
I'm too old for trainers!
And when oop norf inna winter I wear hiking boots tied loose so I can drive in em cos the Dales is kinda wet and rugged, too much so for street shoes.
Plain brown boatshoes/moccasins look good with smart casual clothes.
https://www.google.com/search?q=Bro...j0i22i30l9.8550j0j15&sourceid=chrome&ie=UTF-8
Or else you are into Brogues country!
(Loakes are my preferred make but they deffo need breaking in!)
We really need to know what else you wear or would be wearing with them!