I love these boots! They look so rugged yet not goofy! I wear 'em everywhere; with a skirt to church, with capris in the winter & you can wear them with jeans of course! Unless you have 'skinny' jeans, there is NO way you can tuck your jeans in the boot! It's too tight otherwise. They look great any way you want to wear them, but I would really recommend trying on a pair physically before you buy online. The meta tarsal area is somewhat loose but it tight on the calf when you zip up even without tightening the pull straps on back. They take a little breaking in & are crazy warm! Watch you don't over heat yourself; my warmer socks are too hot w/ these boots! I got the cordovan which is more red than the picture shows I think, but they still go with everything!