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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

Top | Pants | Shoes | Purse

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

Sweater | Pants | Shoes | Purse | Earrings

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

Sweater | Pants | Shoes | Earrings

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

Sweater | Pants | Shoes | Earrings

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

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

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

Sweater | Pants | Shoes

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

Sweater | Pants | Shoes

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

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

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

Sweater | Pants | Shoes | Earrings

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


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