The other day, a thirty five-year-old man asked me what kind of shoes he was supposed to be wearing with his baggy jeans. The sentiment he expressed was that although he knew baggy jeans were the ...

It’s a lot to consider — but we’ve already done the legwork and picked out the best chukka boots for men right ... your new go-to jeans in no time. If you’re looking to wear chukka boots ...

But with such a bold silhouette, figuring out how to wear cowboy boots can feel intimidating. Should you tuck your jeans in or let them stack? Do they work with dresses? Can you wear them outside ...