Coat – H&M | Turtleneck – Old but similar here and here | Jeans – Free People | Boots – Botkier | Bag – Gucci | Sunglasses – Stella McCartney (similar) | Hat – J.Crew


For a split second when I bought these boots, I wasn’t sure I would wear them enough. Fast forward to today and I have to force myself NOT to wear them all the time. Because they are a lighter gray, I wasn’t sure they would work with darker pieces or that I would have to match them exactly to other colors in my outfit. But honestly I love how they look with varying shades of gray, dark jeans and even black. I used to overthink getting dressed and really worried about having things match precisely, but after living in NYC for so many years I saw how so many women there mashed up colors and/or patterns and it went together effortlessly. This outfit is a perfect example of that – none of the grays match perfectly but it all seems to come together. I did have to try a few different turtlenecks to find one that I thought looked the best, but I love how it’s not too matchy matchy.
Here’s a few more of my looks with these gray boots if you need some inspiration for how to style your own pair of gray boots: with an all black dress, with black and white (this look is also with black and white and a bit of green), with leopard and another all shades of gray look.