After Christmas Sales

blouse, pants, dress, blouse Top Row: necklace, shirt, tshirt Bottom Row: bag, skirt, vest So I know it isn’t Christmas yet, but my mind is already fast forwarding to the hundreds of after christmas sales that I will be searching…

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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Christmas Day Statement

{Images via Stockholm StreetStyle} Jeans: Forever21, BDG, Acne, JBrand Tops: Nordstrom, Madewell, T Babaton, Miss Selfridge Shoes: Aldo, Chelsea Crew vis Urban Outfitters, PROSA, Aldo As Christmas day approaches I have been thinking about what I will be wearing to…


  • T-5 days until my favorite holiday 🦃 So happy to be headed home tonight to get the holiday week started! .
My jacket is 40% off right now and I’ll definitely be living in it all winter👏🏼 Shop it on the app or at this link: #liketkit
  • Let’s hear it one more time for fall 🍁 🍂Truly was not prepared for today’s snow, but I guess it just means I’ll have to get in the Christmas mood a bit early this year 🎅🏼 🎁
Shop with ✨ #liketkit
  • This is kinda the city version of getting to jump in leaves right?! 🍂 🍁 When @katemcreynoldsblog and I took these photos we got more than a few weird looks, but honestly worth it 😂
Shop via // #liketkit #whenwearstyle
  • Not quite ready to let go of fall yet, but there’s snow on the horizon in NYC so I guess it’s time pull out the winter boots 🍂
My jacket is under $50 and you can shop via the app or at this link 👉🏼 #liketkit #whenwearstyle
  • Feeling very full and happy after this weekend 🍂 Swipe for pictures from the best (2nd annual) Friendsgiving yesterday 🦃🥧
Shop my look with the app or via this link 👉🏼

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{pictures from my trip to New York in September} wearing: Gap jacket (outlet), topshop peplum shirt, zara jeans, aldo flats Hey all! This week is my last week of school before winter break and my teachers have decided to cram…

Weekend Finds

clockwise from top center:  topshop dress, topshop dress, J.Crew hoodie, PROSA booties, topshop booties, madewell bag, Urban Outfitters headband, Madewell gloves, J.Crew jeans It is snowing in Massachusetts today! I’m not a huge fan of snow but it is still…

Thank God It’s Friday

{images from my Tumblr} Seriously. This week could not have been any longer. I’m so happy it is the weekend! I’ll be running around looking for Christmas presents since I haven’t bought any. I have a long list of people…

A Night To Remember

Anxiously waiting…. (love the book everyone should buy it!)   Scott was funny and inspiring. He also talked a lot about the pictures recently on the blog. A dream come true!  This past Monday I went to Wellesley College to…

Leopard As A Neutral?

jacket Forever 21, button-up forever 21, jeans J Brand, flats Aldo, watch Nordstrom, bag unkown I know many bloggers and fashionistas call leopard a neutral, but I just don’t get it. I love leopard print and I want to collect…

First Impressions

Clockwise from top right:  J.Crew, Topshop, The Beauty Department, Topshop, Tory Burch, Topshop, J.Crew, J.Crew, Stella and Dot Clockwise from top right: Zara, Nars, Madewell, Topshop, Topshop, Madewell, F21, Madewell, Stella and Dot, Madewell Recently I’ve started thinking a lot…

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