11 Winter Workwear Outfits

It’s time again to round up some workwear! This past month I’ve tried to find some workwear outfits that can be mixed and matched for casual or professional looks with cozy sweaters perfect for layering. If you are looking for a few more casual outfits check out THIS post.

If you are new here, I’m a former corporate recruiter who spent over 12 years in business suits. Many workplaces have adopted a more casual dress code in the past few years. I try to mix my love for a classic professional look with a more dressed-down vibe.

Also I LOVE heels, my husband is 6’4 so I’m just used to them. If you need some ideas for flats or more workwear accessories and shoes head HERE.

For reference I’m 5’5, size 12, 38DD. I list the sizes I’m wearing below each image and give my fit tips based on my previous experience with the brand and on the size guides provided.


Sweater | Pants (Code RYANNEXSPANX for 10% off and free shipping) | Shoes | Purse | Earrings

Fit Tips: Pants, XL Petite // Sweater tts, L

Coat | Top | Pants | Shoes | Purse | Earrings

Fit Tips: Blouse tts, L // Pants tts, L regular // Coat, L size down if in between

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Top | Pants | Shoes | Purse

Fit Tips: Top tts, L // Pants size up if in-between, XL Petite

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Sweater | Pants | Shoes | Purse | Earrings

Fit Tips: Sweater tts, L // Pants tts, L

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Sweater | Pants | Shoes | Earrings

Fit Tips: Sweater tts, L // Pants, wearing 14 but would size down

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Sweater | Pants | Shoes | Earrings

Fit Tips: Sweater tts, L // Pants size up, 14

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Top | Pants | Shoes | Similar Shoe | Earrings | Belt | Purse

Fit Tips: Sweater tts, L // Pants size up, wearing XL

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Sweater | Pants | Shoes

Fit Tips: Sweater tts, L // Pants tts, 14

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Sweater | Pants | Shoes

Fit Tips: Sweater tts, L // Pants, 14 but size down if in between, these are loose

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Blazer | Top | Pants | Shoes | Phone Holder | Belt | Earrings

Fit Tips: Blazer tts, L runs slightly oversized // Sweater tts, L // Pants size up, 14

winter workwear, workwear outfits, embellished sweater, gemstone, jeweled, fancy heels, bow trend, bootcut pants, flare pants, wide leg pants, winter midsize fashion, embellished, holiday outfit, new years, heels, business casual, midsize pants, winter sweater, cold weather outfit, winter accessories, workwear shoes, workwear accessories, midsize sweaters, curvy fashion, amazon, gibsonlook, quince, spanx, nordstrom, sam edelman, target fashion, target style

Sweater | Pants | Shoes | Earrings

Fit Tips: Sweater tts, L // Pants size up, 14


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