Gita: Winter Walking in NYC

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Gita in New York City does a lot of walking. She is on a mission to find comfortable, stylish walking shoes for winter.

2 min read


To get around the city, Gita needs boots that are comfortable, stylish, warm, and grippy. We think our Anton Suede Ankle Booties are the perfect shoe for her. After trying them out, will she agree?



How do you decide what to wear in the morning?

I usually start with one item that I want to wear, focus on that and build the rest of the outfit based on that item. For example, if I know it's a mucky day out and I want to wear my waterproof Cougar boots, I’ll start with that and then build the rest of the outfit around the shoes. This habit also makes it easier for me to pack. As I build my packing list around key items I’m always going to wear during the trip (eg: boots or jackets).



What’s your earliest memory of caring about how you dressed?

I grew up wearing uniform to go to school, so style wasn’t really something in the forefront of my mind until around 7th grade. This is when I started hanging out at the mall after school and on the weekends with my friends. The mall was the place to see and be seen so this was the first time I remember asking my parents for an allowance to buy outfits so I can fit in with my peers.


How has your style evolved?

I hate admitting this, but I think back in the day I tended to dress for others, and this translated to some unfortunate choices on following fads. Nowadays I dress for myself and I worry more about my own style and comfort. I find that when you’re comfortable and confident in what you’re wearing, it shines through and people tend to like that (so that’s an extra bonus point).



Since then, what’s the biggest change in the way you’ve shopped for clothes?

I definitely shop online a lot more lately (but really, who hasn’t). This means that I love shopping on sites that have robust user reviews and a great return policy.

I love sites that include reviews and photos of other users that are similar size than me. Since I’m a 4’11” super shorty, this is really important when I’m buying things like pants and maxi dresses/skirts. Sometimes when I’m buying tricky items, like swimsuits, I just buy multiple sizes from Nordstrom and then return the ones that don’t fit me.




What’s the biggest fashion mistake you’ve ever made?

I think when I was in college, my clubbing outfit motto is “the more skin the better”. I remember wearing this butterfly top that was basically a swimsuit top. What was I thinking?!



You have $500 to spend on your wardrobe. What do you buy?

I would probably treat myself to an oversized sweater from Opening Ceremony. I’m really into everything oversized lately.



What did you wear to your last wedding, and your last job interview?

I was totally overdressed to a backyard barbecue wedding in my cocktail dress and Louboutins, wishing I had flats on. Everybody else in at the party had shorts and flip-flops on. This is why it’s important to set clear dress code on your invites, people!

The interview was for a job at a creative agency, so I was very conscious not to dress up in a boring drab black/navy suit. I had on dark denim, red blouse and mustard blazer on. And heels of course. You’ll never caught me wearing flats during an important interview.


What made you hunt for the perfect city walking boot?

New York winters are known to be temperamental and the nastier days can involve tons of snow. So [I need] boots that not only keep me warm, but also have good tread so that you don’t risk slipping and sliding on the icy pavement. Lucky me, I found Cougar Shoes, which met all of the above requirements. I just love it when form and function come together.



Check out Gita's full review of our Anton Suede Ankle Boots.


Gita is wearing the Anton Suede Ankle Boot in Ash.

Photos courtesy of Gita Woosley


Gita's picks


Anton Suede Ankle Boot

Yardley Leather Ankle Boot

Connect Leather Ankle Bootie


Dress Boots New York



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