As we wind down the year, it’s time to share my favorite outfits from 2021. Just as I like to recap my travel wardrobes after returning home, I find it a useful exercise to review and select my favorite outfits from the last year. Maybe it’s that old “hindsight is 20/20” thing, but I can often get a better sense of what worked (or didn’t) in retrospect.
The Top 12: my favorite outfits of 2021
I’ve picked one outfit from each month to keep this manageable, though some months had several I really liked.
(sizes: jacket size 8P, sweater size 0/4-6, pants size 6P)
This look was from one of my most popular posts of the year, Versatile pants to wear at home now and out later, which featured Athleta Brooklyn ankle pants. We were still mostly visiting/working via Zoom, so I put this outfit together as a business casual video conference look. But I really liked this look and wore variations of it once we started going out more.
earrings (similar) | charm necklace | lariat necklace | sweater (Plus) | ring | jeans (similar) | shoes (similar)
(sizes: sweater size Petite Small, jeans size 27)
So often I find it’s the simplest outfits that I like the best. This one was from the post How to style boyfriend jeans for a refined casual look. I wear some version of jeans-and-a-sweater most days; what I really like about this one is the mix of rough and refined.
earrings (similar) | jacket (similar) | necklace | tee (similar) | bracelet | jeans | loafers (similar).
(Jacket size 0P, tee size Small, jeans 27)
This outfit was from the post A new spin on the denim jacket. Nothing extraordinary here, just really liked how this came together.
I fell head over heels for the colors and prints in this reversible kimono/haori. I’m hopeful that I’ll have more opportunities to wear it in 2022. Shown here in the post Another look with a reversible kimono, and on the opposite side in A “bordering on Bohemian”look. This kimono is sold out, but here are some budget-friendlier options HERE and HERE.
jacket (similar style) | tank (similar) | necklace | bracelet | jeans (similar) | shoes (similar style)
(jacket size M, jeans 28)
I’d purchased this Scotch & Soda jacket just a few weeks before everything screeched to a halt in early 2020. So it sat in my closet for over a year, until things started to open up again. Originally shown in the post Shopping my closet: an easy casual date night outfit. I was able to wear it several times this year, and always received compliments on it.
(tee size S, jeans 27 Petite)
I was going for a South of France vibe here, and felt like I nailed it. Sometimes just one accessory (in this case, the bandana worn as a head scarf) can really make the look come together. Original post here: A summery look with white jeans and espadrilles.
(sweater size XS Petite, top size XS, jeans 27 Petite)
Some of you have mentioned that I tend to wear the same few colors often. That’s true, and it’s partly due to what’s been available in my size, style and Spring color palette in the last several seasons. But I also LOVE rich golds like this cardigan (now sold out, unfortunately, similar HERE). This whole outfit, (originally posted at An easy summer look in off white and gold) was an 11/10 for me.
(sweater size XS, jeans 27)
I had to choose this outfit as my favorite for August, only because it will always remind me of the wonderful road trip we took to Carmel-by-the-Sea and Big Sur. I was so happy and content here. Original post: Out and about in Big Sur.
(jacket size XS, tee size Small, jeans 27)
It was hard to pick one outfit for September, as there were a few I really liked. But I went with this one because I’ve worn some version of it frequently, and that gorgeous print on the hoodie just really takes any casual outfit up a notch. Originally shown in the post, A colorful hoodie outfit for fall.
(tee size S, jeans 26)
And if I thought it was hard choosing one favorite outfit for September, October was even tougher! We spent a good part of the month traveling in Italy (with a quick stop in Paris at the end). There were several travel outfits that I thought worked really well, but chose this one which I wore on a couple of days in Milan. It was comfortable, and I felt put-together and appropriately dressed for our activities.
I love it when new additions to my wardrobe mix seamlessly with old favorites. I picked up this top and pants when we were in London. The leather jacket was purchased from the Nordstrom Anniversary Sale in 2019. This combo made its debut here: Easy outfit with a casual jeans alternative.
(coat 6 Petite, sweater XS, jeans 27)
Here’s another mix of older and newer pieces. I’m loving the Winter White trend which inspired this look. The coat is from 2019; the jeans were purchased about a year ago. The sweater is new, and sold out quickly. You can see the original outfit post here: Gold and winter white for an evening out.
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