These are not your Grandma’s boots. And, to a boot-lover like me, that is a good thing.

Gucci Riddle Lace-up Boot $1690 at Saks.com

I love the equestrian-reference of the lower lacing.  Add to that the slightly military-feel of the buckled calf details and you wind up with a boot that is not quite granny, not quite riding boot, and 100% fabulous.

I love how these boots feel like an updated classic. They are just fresh enough not to blend in as just another cookie-cutter granny boot, but are still classy and sexy enough that you can easily get years of wear-ability from them - whether they are matched with casual jeans or a hot pencil skirt.

How would you wear a pair of boots like these?