Hey there! I’m Caroline, the girl behind When & Wear!

I’m a 20-something in New York City navigating post college adulting, a career in marketing, and figuring out how to fit all my clothes in my tiny apartment closet.

I grew up outside of Boston (my love for New England goes deep), but I’ve spent the last five years in NYC and graduated from NYU Stern in 2017.

When & Wear began as a personal style blog by the name of Peachy Keen back in 2012. Since then it’s grown to become a destination for college and post grad advice, NYC guides, and the occasional travel adventure in addition to personal style.

If you’re reading, thanks so much for following along and please always feel free to shoot me an email so we can connect. You can also follow my daily outfits and adventures via Instagram @carolinestfrancis.



Striped tees, days spent in Central Park, really good iced coffee (year round), and weekend trips


Boyfriend blazers, ripped jeans, easy sundresses, and my worn in leather jacket


Rosemary’s for pasta, Jacob’s Pickles for indulgent brunch, Thompson Square Bagels for an everything bagel craving

contact Caroline via email at carolinestfrancis@gmail.com


  • Cozy Saturday morning at home ✨Plus, an important PSA for all the NYers 🗽 One of my favorite jewelry brands @mejuri just opened their first NYC store in Soho! Their dainty pieces are the perfect gifts this year 🎁 #sofinenyc #whenwearholiday #sponsored
  • Stopping by the Palace Hotel Christmas Tree has become a yearly tradition! 🎄Swipe 👉🏼 to see pictures from past years! Do you guys have Christmas spots you visit every year? #whenwearholiday .
Shop my look with @liketoknow.it http://liketk.it/2yFfK #liketkit
  • Fully in the Christmas spirit after this weekend 🎄Checked off the Palace Hotel tree from my bucket list, but I need go back to Rockefeller Center to see the tree lit up and grab another @ralphscoffee while the pop up is still there! #whenwearholiday
  • Happy Friday everyone! This week has been a longgg one so I’m ready to switch my coffee out for a drink 🍷 What are your plans for the weekend? I’ll be celebrating a friend’s birthday and hopefully putting together some holiday content for the blog! 🎁
My sweater and jeans are linked via @liketoknow.it and my coat is from @bershkacollection http://liketk.it/2yyPs #liketkit
  • Kicked off the holiday season with my favorite tradition - picking out our family Christmas tree at Mistletoe Tree Farm with a cup of cocoa in hand 🎄#whenwearholiday .
My jacket and jeans are both 50% off for another few hours! Shop via @liketoknow.it 👏🏼 http://liketk.it/2ytjR #liketkit
  • It’s officially the most wonderful time of the year 🎁🎄#whenwearholiday .
Do you prefer to shop in-store or online on Black Friday? I’m doing all my shopping from my couch of course and have a full guide of what I’m shopping on whenwear.com 👏🏼 PLUS I’ve linked my favorite 5 items on sale via @liketoknow.it #liketkit http://liketk.it/2yqkQ