From A New Yorker's Feet: The Most Comfortable (And CUTE!) Shoes

Gucci Horsebit Loafers

Living in New York I walk a TON. While my day-to-day activities in this crazy city can vary, walking is a constant and is often the easiest and fastest way to get from point A to point B. Needless to say, all of this walking means I need shoes that not only go the extra mile, but also look and feel good. Given this necessary evil, over the years I have honed in on some of the most comfortable, durable and cute shoes available on the market. Below, I have outlined these shoes for you and I hope they help you settle in on some for yourself. 


If I had to pick my most comfortable shoes it would have to be loafers. My favorites are from Gucci and Stubbs & Wootton but I have worn and LOVED some from Bass and Sebago that I can highly recommend. Not only do these shoes go with everything from shorts to pants to skirts, they are incredibly durable, and add the perfect collegiate twist to any look. Plus, they are ridiculously comfortable without looking sloppy and can be worn across all four seasons with or without socks and tights.


After loafers I wear flats the most. From ballet flats to my slightly heeled Ferragamo flats, I love these shoes for their comfort and ease. I wear them across all four seasons and they effortlessly dress up my basics from day to night without being fussy. As someone who rarely wears heels, I love these multi-tasking shoes for their versatility and often pair them with dresses in lieu of pumps. My go-to's are from Ferragamo, Chanel (major splurge that I saved for for quite a while) and Everlane but I have also tried and adored the Kikis from J. Crew. 


For sandals, I can't get enough of the classic Jack Rogers. These beauties go with absolutely everything in the spring and summer and last for ages. I have had both of my pairs for going on ten years and they still look brand new. 

Ankle Booties & Riding Boots

During the cooler months and early spring I love wearing ankle booties with jeans, trousers and midi skirts. My go-to's for years have been from J. Crew and Cole Haan but I recently discovered a pair from Madewell that I can't stop wearing. The final footwear I rely on to keep me comfortable and cute all day is riding boots. I have waxed poetic about these before and they have to be my favorite part about the cooler months. My favorites are from Ralph Lauren and Ferragamo but I have also had a pair from J. Crew that held up beautifully and looked great with everything. 

Until next time!