10 Fall Workwear Outfits

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It’s time again to round up some fall workwear! This past month, I’ve attended three conferences with different “workwear” vibes and found a bunch of new arrivals perfect as the temperature starts to drop.

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.


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Blazer | Tank | Jeans | Shoes | Purse

Fit Tips: Blazer size up, XL // Tank size up, XL // Jeans size up if in-between, XL

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Blazer | Top | Pants | Heels | Purse

Fit Tips:  Blazer, 12 // Pants, XL// Top, L 

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Jacket | Bodysuit | Pants | Shoes | Purse

Fit Tips: Trouser Pants, XL // Bodysuit, L // Jacket, 14

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Blazer | Top | Jeans | Booties | Purse

Fit Tips: Top tts, 12 // Blazer tts, 14 // Jeans size up, 32/14

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Cardigan | Top | Pants | Belt | Shoes

Fit Tips: Cardigan tts, L // top size up, XL // pants size up, XL

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Blouse | Pants | Shoes | Bracelet

Fit Tips: Blouse tts, L // Size up 2, wearing 14 and still snug

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Top | Skirt | Shoes | Purse | Earrings

Fit Tips: Top tts, L // Skirt size up if in between, XL

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Cardigan | Earrings | Tank | Pants | Belt | Purse | Shoes

Fit Tips: Cardigan tts, L // Bodysuit size up, XL // Pants tts, L

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Sweater | Pants | Booties | Purse

Fit Tips: Sweater tts, L // Pants tts, 12

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Sweater | Pants | Booties | Purse

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


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Fall workwear, designer workwear, designer jacket, designer purse, fall outfit, workwear jacket, workwear shoes, midsize workwear, midsize style, curvy pants, midsize pants, workwear blouse, workwear top, workwear shoes, workwear accessories, designer shoes, comfortable workwear, business casual, conference outfit, meeting outfits, fall events

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