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:
I feel like I see people on Instagram in this dress all the time.
I'll definitely wear this together, but I'm also already plotting an outfit with that top and a pair of straight-leg jeans.

Anneliese Henderson is a Los Angeles–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 a book by the beach or spending money on overpriced smoothies at Erewhon.
-
Only You and I Will Know These 29 Items Came From Zara
I won't tell if you don't.
-
I Finally Got Around to Creating My Annual Spring Shopbop Wish List—You're Welcome
Enjoy.
-
It's "All You Need Is a Light Jacket" Season—These 24 From Free People, Zara, and Mango Are 5-Star Candidates
Ensure your spring outerwear is in check.
-
I Called the Cuffed Jeans Trend—7 Shoes Fashion People Are Wearing With the Chic Denim Style
Style the jeans like a fashion person.
-
I'm Fashion People's Go-To Source for Style Inspo—Here's Everything I'm Shopping for Spring
Consider this your seasonal reset.
-
I'm a Fashion Editor Who Loves Effortless Vacation Essentials—25 Gap Finds That Caught My Eye
Many are even on major sale.
-
If The Row, Khaite, and Toteme Feel Too Expensive, Here Are 33 Pieces to Try Instead
Bring on the luxe-looking outfits.
-
It's Music Festival Season—40 Styles the Chicest Festivalgoers Are Considering
Your shopping guide awaits!