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The opinions expressed in this article are the writer’s own and do not reflect the views of Her Campus.

Caroline Calloway’s Instagram feed is my favourite thing. If you don’t know who Caroline is (why don’t you know who Caroline is?) Here is the rundown. Caroline is a 29-year-old Cambridge University graduate who now lives in New York City. She first ascended to the status of ‘influencer’ in 2014, when she began posting beautiful pictures and long captions about her life as an Art History student in the UK. After some controversy (see this cut article), Caroline has come back stronger than ever. Now, she is appearing in an upcoming movie starring Zoey Deutch, has a new facial oil business venture, has been featured in New York magazine’s “Are You Coming?” column, and has guest-starred on the Celebrity Memoir Club podcast. But aside from these accomplishments, Caroline is also a fashion icon who posts her best outfits on her Instagram. So without further adieu, here are my favourite Caroline Calloway fashion moments!

The Peter Pan collar and flower crown combo


This look, inspired by a painting from Wes Anderson’s The Grand Budapest Hotel features a classic orchid flower crown, peter pan collar, and a DIY apple. I’m obsessed. 

The Eliza Hamilton outfit


I am a sucker for all things Broadway. This take on Eliza Hamilton’s Burn costume features an empire-waist dress tied with a robin’s egg blue bow. Caroline makes the look her own with a gorgeous floral hairstyle. 

The tulip picking outfit


Caroline pairs white shorts, a blue tee, dad sneakers and Kånken backpack together for a sporty look. She accessorizes with her cat Matisse, which helps pull the whole outfit together.

The painting on the streets of New York outfit


Have you ever wondered what you would wear to paint portraits of strangers on a Wednesday night in New York? Look no further than Caroline’s green halter and white short combo. 10/10!

The wandering around Cambridge outfit


The black dress and blazer combo is giving dark academia. I love it!

There you have it, my five favourite Caroline Calloway outfits. If you ever need some art history-inspired style inspiration or want to be entertained by Caroline’s truly iconic Instagram stories, give her a follow (and join the waitlist for her new book, Scammer). Love ya, CC!

Alison is a second-year English major at the University of Victoria. She is passionate about dance, classic literature, the Aritzia clearance rack, vegan smoothies, and supporting reproductive freedoms.
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