I’m Overdue for a Closet Clean-Out, and These 4 Things Will Get the Boot First

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Anyone else feel like a new year is a great time to do a little life refresh? I especially like to focus on my wardrobe during this transition—go figure. I’m currently in the mood to do a closet clean-out for 2026, and I’m going to take you through my process.

I start out by going category by category and putting aside all the pieces I am questioning. Think tops, sweaters, denim, pants, shoes, dresses, etc. Basically, I go through anything that’s specific to the current and upcoming seasons. Next, I like to store all the pieces that I think will come back around trend-wise, whether for myself or for my daughter. These are usually classic pieces that might feel dated at the moment. Then I think about whether some of the other pieces I have out need to simply be replaced with a more modern take. Once I make the call, I separate them into bags to donate or sell and get straight to shopping for my updated picks.

Ahead, you’ll get a glimpse at four of the things I will give the boot to first this year, plus what I will swap them out for.

Getting the Boot: Tailored Pants

Swapping For: Relaxed Pants

Sylvie Mus is my minimalist style muse, and ever since seeing this look on Instagram, I have been sold on relaxed pants, especially in satin and silk. For now, I’m saying goodbye to tailored pants.

Shop Relaxed Pants

Reformation Gale Satin Mid Rise Bias Pant

H&M Wide-Leg Rib-Knit Pants

H&M Flared Satin Pants

DO by Dee Ocleppo Alora Knit Pants

J.Crew Cosmo Pant in Luster Charmeuse

Getting the Boot: Half-Zip Pullover Sweaters

Swapping For: V-Neck Sweaters

Later, half-zip sweaters. I am moving on to sleeker pastures thanks to this season’s trending V-neck sweaters. Layer over a white top like Anna Howard here or on its own—the options are endless. Shop my top picks right now below.

Shop V-Neck Sweaters

MANGO V-Neck Sweater

ZARA Soft Knit V-Neck Sweater

H&M V-Neck Sweater

J.Crew Cashmere High V-Neck Sweater

Nordstrom V-Neck Wool & Cashmere Sweater

Getting the Boot: High-Heeled Shoes

Swapping For: Kitten-Heeled Shoes

I am officially done suffering in higher heels. It’s all about comfortable lower heeled styles moving forward. Basically, I plan on keeping my heels at three inches or under. Best part is, you don’t have to sacrifice style with a lower heel height. Just look at how Abisola Omole’s ensemble turns into more of a chic statement with her black kitten-heel slingbacks.

Shop Kitten-Heeled Shoes

Open Edit Corina Slingback Half D’orsay Pointed Toe Kitten Heel Pump

H&M Knee-High Leather Boots

ZARA Kitten Heel Ankle Boots

Schutz Julie Pointed Toe Mule

Nordstrom Dauphine Kitten Heel Knee High Boot

Getting the Boot: Fitted Button-Down Shirts

Swapping For: Oversize Button-Down Shirts

There is nothing more classic than a button-down shirt. Lately, the more oversize the fit, the better. Not only does this looser fit look more modern it gives it more versatility as well. Wear one with dark-wash jeans inspired by Clara Dyrhauge, and complete with your favorite shoes depending on the season.