The Winter Clothing Items I Wear Every Day

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This is a copycat post; a few weeks ago Amy shared the ten winter clothing items that she wears on repeat (see that post HERE), and today I’m sharing my favorites. I counted and I have more than ten–but not that many more!

I sorted my clothes into mix and match outfits; I could honestly get through the winter with these items as a capsule wardrobe because they’re the items I reach for day after day.

First, my navy gingham shirt gets worn at least once a week. We’re having a few unseasonably warm days so it’s all by itself right now, but it also layers under sweaters when it’s colder. The belt and boots are the perfect luggage tan color (all of my sources are below the pictures) and my jeans (just my favorite pair from Old Navy!) get worn almost every day. I have others–lots of others–but these fit me perfectly.

Navy gingham shirt tan boots

If you’re buying the boots, size up 1/2 to 1 full size. I usually wear a 7.5 or an 8.0 and these are an 8.5. Mine are also extended width, which I don’t usually order, but these have narrow shanks and I don’t like mine tight.

When it’s cold I just throw on my bright yellow coat (mine’s J Crew from a few years ago so I linked similar ones). Yellow is such a happy color and you’d be amazed at how many colors it coordinates with.

Yellow jacket coat and navy gingham shirt

This next outfit is the perfect blend of high and low prices. The Gucci belt was a Christmas present (I tend to spend my money on belts, bags, and shoes/boots more than clothes) but it’s paired with a necklace and ballet flats from Target and the same jeans. Amy and I both have the roll sleeve tunic in several colors and love them.

Black tunic Gucci belt leopard ballet flats



I bought this open circle cardigan at Target in Kansas a few weeks ago and it’s the perfect shade of pink.  Sometimes I wear it with the boots and sometimes with the pink ballet flats, and the pearl twist necklace is a constant fixture. This outfit works with either white or blue jeans.

Pink cardigan tan boots pink ballet flats


This gray cashmere sweater is one of my favorites from a few years ago; I can’t find it online so I’ve linked to several similar ones below. It’s long enough that I can wear it with the Zella high waist leggings that Amy and I love (and my favorite sneakers; these quilted Steve Maddens), but I can also dress it up with white jeans and the most comfortable gray velvet heels in the world. If it’s cold I layer a white T or collared shirt underneath. I have a pair of black Tory Burch riding boots (the exact same ones that Amy has in brown) and those are in heavy rotation during the winter months, too.


Gray cable knit sweater black leggings black slip on quilted loafers


Gray sweater gray velvet heels



This next outfit is practically my “uniform” and in the summer I wear this with my Tory Burch Miller flip flops; these tan boots are the winter equivalent.  It pairs perfectly with any color coat or vest.

chambray shirt white jeans



Last but not least, Amy and I both have this watch plaid shirt and I love it on a rainy day with my boots but it also looks great with leopard shoes.  The boots are a steal right now so if you’ve been waiting to buy them, this is the time.

navy watch plaid shirt white jeans


I do wear other clothes (and jewelry!) but these are the ones that I reach for over and over again. I’m also finding that even though it’s just the beginning of February and we’ve got several months of cold weather remaining, sweaters, jackets and boots are on sale right now. I also keep thinking that it’s a good thing that Amy and I live in different states or we’d look like weirdos dressing the same all the time!

Thanks for stopping by~


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  1. Great post! I enjoyed Amy’s too. I have been working on a capsule wardrobe and your posts have made me think that it might be helpful to take pictures of different outfits that I have so that I remember which pieces look best together. thanks!

    • Thanks, Stephanie! It really is helpful; there are so many different mix and match options when you put your mind to it. We did the same thing for my son before he left for college to help him figure out how to coordinate shirts/ties/jackets/pants for dressier occasions.
      Have a great weekend!

  2. Darling pieces! I am curious about the necklace you are wearing with the navy gingham shirt. will you provide info on it?

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