Maybe its just me but I'm always looking for simple pairs of sneakers that are 'like converse but not plain old converse that little kids wear'. These chukka sneakers from The Hill side have a boot-like grip on them and black herringbone body. you can pick them up online for $185, if your on the west coast try UnionMadeGoods, if your back east I'd go with the Hickorees out of Brooklyn.
shoes
Style | Mark Mcnairy suede chukka boot /
Chukka boots and desert boots have been trending hard this winter for good reasons. Maybe its because by nature these 2 shoes are often minimal in nature, have less lines, short laces, and give a shoe a chance to really showcase its quality of fabrication and materials. These suede Mark Mcnairy chukka boots are a personal favorite, I can't wait for the snow to melt a little so I can wear mine. You can find them at your local Club Monaco store or online here.