The leather uppers will age and patina over time while the boot-style lacing system means you really cinch these down to keep your feet put. Inside a recycled flannel lining will keep your dogs warm all winter. Pair them with jeans to run errands around town or pants that stretch a bit if your afternoon might include climbing at the park with kids. Every product on Fatherly is independently selected by our editors, writers, and experts. If you click a link on our site and buy something, we may earn an affiliate commission.