I Always Turn to This One Outfit Combo When Spring Hits
Sponsor Content Created With Free People

I always have that one outfit combo I tend to gravitate toward for different times of the year: In winter, it's the classic coat, chunky sweater, and jeans trio, and in summer, it's usually long shorts with sandals. But right now we're in that in-between time when it's not quite hot but still too warm for coats, for which there's one pairing that truly never fails: boots with a dress. It's like the two were made for those end-of-winter moments. It means I don't have to worry about paying for a pedicure yet, but I can still show a little skin (or not—don't get me started on my love for a good maxi dress).
If you didn't know Free People was a goldmine for this said go-to, prepare to be nothing short of amazed. The site is bursting with maxis, midis, and minis, and its boots section is like no other. Combat, western, tall, you name it—it has it. To show you what I mean, I put together two (very cute, if I do say so myself) outfits featuring my favorite pieces on the site right now. Keep scrolling for a couple looks I'll be wearing on repeat, plus a few more items that will be added to my rotation very soon.
Shop my looks:
How is it that I feel so dressed up and so casual at the same time? I could totally wear this for date-night drinks outside or just an über-comfortable WFH fit. Plus, these boots will also look good with anything from midi skirts to straight-leg jeans.
I am giving myself major festival vibes in this fit. I might just have to plan a faux-Chella with my quarantine bubble. The red dress is such a fun and easy vibe, but the white boot just pulls it together perfectly. I'll definitely be putting this on for warmer days around my new apartment in Venice while I wait for that trip to the desert.
Shop even more dresses and shoes I'm loving from Free People:

Anneliese Henderson is a New York–based senior editor on the branded content team at Who What Wear where she covers the latest in fashion, beauty, and lifestyle. When she’s not writing about her favorite trends, you can find her reading romance novels or running around the town with her Bernese Mountain Dog, Rosie.
-
My Friend Asked What to Buy From Zappos—I Sent Her These 21 Chic Summer PicksFrom Levi's to Adidas and Free People.
-
I Got 10+ Compliments in One Day, All for One Dress—the Next Morning, I Went to Shop More From the BrandI lost count.
-
My Friend Gave Me a $550 Budget to Update Her Summer Wardrobe—Here's What I OrderedI narrowed it down to seven key pieces.
-
Inspired by Mallorca—the 15 Boho-Chic Pieces From Matthew Williamson x Free People We're LovingEyelet lace and nostalgic terry-cotton sets.
-
I Already Have an Elevated Closet, But If I Were to Start Over, I'd Go For These 5 StaplesEffortless outfit ideas ahead.
-
I'm a Boston-Based Senior Shopping Editor—Here's Everything Chic I'm Eyeing for SummerMy virtual cart is overflowing.
-
Here's Your List of the 10 Things That Are Worth Buying This JuneAll the cool summer things to buy, all in one place.
-
My Summer Uniform Centers Skirts and Dresses—40 Fresh Styles I Can't Wait to BuyFrom Cou Cou, Faithfull, J.Crew, Leset, Rixo, and more.

