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 six 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, Tompkins Square Bagels for an everything bagel craving

contact Caroline via email at carolinestfrancis@gmail.com


  • Had the laziest weekend at home and feeling ready to start the week 🙌🏼 My new Sunday night ritual includes meal prep, lighting a few candles, watching Patriot Act on @Netflix (SO good!), and crawling into bed super early... am I old yet?? What do y’all do to get ready for the week?
My top is on sale for under $10 and linked with @liketoknow.it ✨ http://liketk.it/2EfMh
  • Can every morning start with ☕️ & 🥐?? Coordinating perfectly with my Croissant Ring from @mejuri’s newest collection❤️
Plus I have an exciting ANNOUNCEMENT! 🙌🏼Next Wednesday (one week from today!) I’m hosting a night of shopping & hanging at @mejuri’s store in SoHo from 6-8PM! Head to my stories for all the details! #finecrew #mejuri
  • 🏙 Feels like I’m always leaving NYC these days... I ❤️ traveling on the weekends during the summer, but part of me is ready for fall 🍂 and all cozy weekends at home that comes with it... Anyone else?!? Or I am just crazy? 😂 #whenwearnyc || 📸: @katemcreynoldsblog
  • Summer Sundays ☀️🦀 Had the perfect Sunday of brunching & wandering Williamsburg, but accidentally left my phone at home so here’s a photo from a few weekends ago 😂 Thinking I may need to do more weekend phone detoxes!
  • TGIF 👏🏼 Walking into the weekend like... how can a short week feel so long?? 😂 Exactly 3 weeks til I’m back on ACK and I’d like to fast forward please! .
As per usual everything linked via  @liketoknow.it and in my bio! http://liketk.it/2DT34
  • Back in NYC but my feed is still in Nantucket ☀️ Swipe right to pretend you’re in this perfect spot with me 🌊 #whenweartravels