Holiday Red Beret Styled Two Ways

This Christmas a red beret is the perfect accessory to make any outfit perfectly festive and it’s under $20.  Happy Friday! Can you believe we’re just a little over a week away from Christmas? I’m taking next Friday off so…

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Hey There! I'm Caroline, the girl behind When & Wear and a 20-something trying to navigate life & style in NYC

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Gift Guide: 40 Gifts Under $30

My favorite gift guide of the year is here – 40 gifts under $30 for your friends, family, and coworkers! Can you guys believe that Christmas is just two weeks away? Despite the early Thanksgiving this year, I feel like…

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  • A little snowy magic in NYC today ❄️ Not mad it’s supposed to melt overnight though 🙈 Anyone else counting down to a warm weather vaca?!? 🌴
  • Missed the first 20 minutes of the bachelor and now I’m so lost 🤦🏽‍♀️🌹 Anyone else watching tonight? Seriously hoping tonight will be the night he jumps over the fence 😂
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Shop a similar dress and bag via @liketoknow.it ✨ http://liketk.it/2A0AV #liketkit #whenwearstyle
  • Easy like a Sunday morning 🎶 Went for a long walk with @ahhlee11 and stopped by my favorite bagel spot this morning 🥯 Couldn’t have asked for a better Sunday ✨
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Shop my look with @liketoknow.it http://liketk.it/2zYDw
  • Happy Valentine’s Day! ❤️💋 Anyone else have a permanent sugar high after all the sweets today? 🧁
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Shop my outfit via @liketoknow.it ✨or here 👉🏼 http://liketk.it/2zVTQ
  • Hiding out from winter with my summer hats & photos from warmer times ☀️I’m the worst kind of person who loves snow in January but by February I love to hate it 🙈❄️ Anyone else understand?
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Shop similar hats and pillows via @liketoknow.it ✨ http://liketk.it/2zTeU

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Best Black Friday Sales

Happy Thanksgiving everyone! I’m writing this from my parent’s cozy living room surrounded by family and the smell of all our delicious sides cooking and I couldn’t be happier. Of course, these days we can’t even get through the beginning…

11 Piece Thanksgiving Packing List & Outfit Ideas

Can you believe Thanksgiving is only a few days away? If you’re headed out of town, I’ve put together the perfect 11 piece packing list for all your Thanksgiving activities from a dressy family dinner to lounging at home. I…

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London First Time Travel Guide

This post took me way longer to put together than originally anticipated, but here we finally are – My first time guide to London! Before this trip I was lucky enough to get amazing recommendations from friends who’ve traveled to…

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The 4 Best Fall Foliage Spots in Central Park

There is nothing prettier than Central Park in the fall and if you’re visiting New York City this fall there are a 5 spots you must visit to get the perfect shot. THE MALL If you’re looking for guaranteed gorgeous…

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Plaid Dress Two Ways

This fall I’ve been buying a LOT of dresses as opposed to skirts and it’s led to the tricky problem of trying to style them in more than one way so it doesn’t seem like I’m wearing the same outfit…

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London Packing Guide + What I Wore

My 4 day trip to London was seriously a whirlwind – We arrived Thursday around noon and by Monday afternoon we were already back on the plane headed home. As with most trips I take I did excessive planning on…

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The Boots You Need For Fall

OTK Boots have reigned supreme for years now and they’ll always have a place in my heart (and my closet), but there’s a new boot trend on the horizon that I knew I needed to jump on this year. The…

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