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


  • Packing up for a long weekend & i cannot wait to get out of the city! 🌿👙Of course my newest read ‘It’s Always The Husband’ is coming along - I am SO sucked in!! 📖
PS my ‘New York’ sweatshirt is on sale right now for only $18!! Linked everything with @liketoknow.it ✨ http://liketk.it/2CHQ1 #whenwearstyle
  • A West Village Sunday 🌇✨ Rosemarys was one of the first restaurants I went to when I moved to NYC and all these years later it’s still one of the faves ❤️ I ~always~ order the linguine and starting with focaccia is a MUST #whenwearnyc .
Linked my outfit with the @liketoknow.it app or click the link in my bio! My romper is on sale! http://liketk.it/2Cr0A
  • All the smiles cause it’s FRIDAY 👏🏼 (and because I added another lighthouses to my list😊) What are your plans for the weekend? I’m so ready for a low key couple days after the past weeks of travel + moving!
My shirts are a TJmaxx find but linked everything else via @liketoknow.it ✨ #liketkit http://liketk.it/2Cocv #tgif #whenweartravels #sharetheeverygirl
  • Easily my favorite outfit from this weekend and both my top & skirt are under $35 👏🏼 Also, my mom calls this my bird cage purse 🦜😂 but I love that it fits so much more the normal evening bag! #whenweartravels .
Linked everything via @liketoknow.it so you can shop via the app OR at the link in my bio! http://liketk.it/2Clqf
  • Going through a serious spicy margarita withdrawal today BUT it’s back to home cooking tonight cause my body needs veggies 🥗😂 #whenweartravels
  • About to leave paradise after the perfect long weekend of beach days & great food and I’m not exactly excited to return to reality 🙃🌴#whenweartravels .
Shop my outfit including this adorable @dl1961denim dress using @liketoknow.it ✨ http://liketk.it/2Ciix #liketkit #sharetheeverygirl