Stacy Adams Chelsea Boot
These boots look uncomfortable but the sole is very soft and supportive. They are easy to slide on and off.
STACY ADAMS mens Fabian Plain Toe Chelsea Boot, Cognac, 12 US
Florsheim Oxford
I love the way this color shoe pops with dark jeans. You can even pair them with a less formal suit.
Florsheim Men’s Unify Plain Toe Oxford, Cognac, 11 D US
New Balance 527 V1 Sneaker
New Balance is known for comfort. These shoes are great for a long day in the park. They come in several different colors.
New Balance Men’s 527 V1 Sneaker, White/Black, 9.5
Converse Chuck Taylor Boot
My personal faves. Converse took it’s classic sneaker and gave it a boot look.
Converse Chuck Taylor All Star Waterproof Hi Boot Men’s Shoes Raw Sugar/Egret 157461c (6 D(M) US)
HopShop 