Top: Nordstrom, Similar | Jeans: AG (25% off with code ‘friends’), Similar under $100 | Boots: Tory Burch | Bag: Vince Camuto, Similar | Earrings: Nordstrom | Necklace: Kate Spade | Watch: Michael Kors | Sunglasses: Karen Walker (identical under $20)

Riding boots are probably one of my most worn shoes between October and March.  My mom surprised me with this Tory Burch pair that I had been wanting forever for my birthday two years ago, and they have gotten so much use!  But honestly, it’s a tie between them and this black Sam Edelman pair that I feel like I reach for almost every day in Winter (such a good deal right now too!).

While the weather is still a bit warmer, they look adorable paired with a cute top like this ruffle hem one I picked up at the Anniversary Sale this year.  It’s currently sold out (keep check though because I’ve seen it restocked a few times), but I also found this ASOS one that is super similar with the cutest v-neck!

When it cools off a bit, my absolute favorite way to style them is with leggings (these high rise ones are my favorites and totally non-see through) and an oversized sweater.  I no joke have 9 sweaters in my cart from H&M right now; there’s are just too good and so inexpensive!  This one is my favorite.

Just a tip: If you want to be sure that your sweaters will have an oversized, slouchy fit, order a whole size up!

Below are a bunch of my favorite pairs available this season!  If you’re looking for a waterproof pair that is good quality and will last you multiple years, as I was shopping I came across this brand that has some super cute but still functional options, including leather and even suede (check out all the styles HERE).

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