What type of shoes would you guys recommend to someone who wears a lot of basic stuff like jeans, button-ups, and wool jackets? I've got a pair of black leather desert boots, but they have an awful fit. Today I received a pair of bespoke shoes of a similar style I ordered and they look like cheap plastic garbage, so I'll probably just wear them for job interviews or something. I'm really not sure what I should look into at this point.
I was thinking of high tops or slip-ons, but I'm not sure if those really fit with the way I dress nowadays.