Until attending school in Maryland, I never had a reason to buy boots. Sure, they were cute, but to a Southern Californian, they’re kind of like umbrellas or wool coats — you’d look fashionable wearing them, but everyone knew that they weren’t really necessary.

Then I encountered temperatures below 50 degrees and this thing called snow, and the need for boots became apparent to me. (Plus, I realized that I was missing out on a whole aspect of seasonal dressing!)

So, join me on my quest for the perfect collection of boots, won’t you?

These calf-high pewter leather boots look comfy and stylish — and they’re actually from Crocs’ new line, You by Crocs! Quite a deviation from their earlier work, no? (They’re also available in black and chocolate lambswool.)

A pair of cognac slouchy boots are a must for fall/winter dressing, and I bought these brown double buckle boots over the holidays — at a very affordable $39.50!

Want a different and more fashion-forward option? Try these unique buckle fabric boots — plus, they’re on sale for $9.99, meaning this risk won’t set you back too much.

If you’re like me, you have tons of light day dresses you love, but are forced to put them away during the chillier winter months. Problem solved — depending on the type of dress, you could wear it with black tights and a pair of flat slouchy boots like these, completing the effortlessly cool look with a scarf, sweater, and a pair of great sunglasses.

I’ve always been a little wary of ankle boots, but I’ve found three that seem to be a little less predictable and more interesting than the ones I’ve seen before.

The details on these Seychelles make them a little less abrupt and much more stylish than the standard visible zipper. The slightly metallic sheen also makes it look a little rugged yet still decidedly feminine.

I love the scalloped edge on these soft and luxe-looking booties.

Looking to add some color to your boot collection? Try these blue ankle boots — not too bright but still different enough to punch up your outfit.

What about you? What boots are you longing for this winter?