Style Your Size: How to Wear a Cardigan with a Dress

By Jill Riley

Knowing what to wear under a long cardigan can be tricky. This Style Your Size post focuses on how to wear a cardigan with a dress, something we learned through the GYPO Fall 2018 Capsule Wardrobe.

Get Your Pretty On Style Challenges have many wonderful benefits. Shopping lists make shopping quick and easy. Daily Outfit Formulas take decision making out of an already busy morning routine and the occasional use of trendy pieces helps create a safe way to stretch your comfort zone just as far as you are willing to go.

All of those are incredible reasons to join, but I think my favorite thing about these Style Challenges is that I am learning. Learning about style, learning how to wear each piece and learning how to pair items together.

Beth, a GYPO Pretty, says it best, “I am definitely finding my own sense of style through these style challenges!”

We’ve invited Style Challenge Members to share their spin on the Day Seven Outfit. As usual, the results were awesome. Each woman has put her own spin on collecting the items that work best for her. You’ll notice that learning is a common theme.

Looking for ideas on how to wear a cardigan with a dress? This post shows how 11 real women put their own spin on one cardigan + dress outfit.

Printed DressNeutral CardiganRiding BootsGold Hoop EarringsPendant Necklace + Burgundy Purse

How to Wear a Cardigan with a Dress

Gabi wears a size 2. Gabi says, “Since I own two plaid dresses, I decided to forgo buying a floral print and used what I already had in my closet! When the formula calls for a patterned dress, don’t feel you have to shop for a new piece, Alison encourages shopping your closet!”

Ruth wears a size 2. She says, “I’m a little short for the midi style but loved the floral combination with boots! It’s been so fun to connect and get style ideas from such a great group of women!”

Ruth is referring to the Private Facebook Group that comes with all the GYPO Seasonal Style Challenges

Terri wears a size 8. Terri shares, “I’ve learned to love dresses as they can be worn year round. I have now worn this dress through 3 seasons by changing out shoes and adding or removing layers. Since this dress is a trendier piece, I didn’t spend a lot of money on it. Thanks to GYPO, I know I should splurge on more classic pieces and save on the trendier ones.”

Melissa wears a size 24.

Looking for ideas on how to wear a cardigan with a dress? This post shows how 11 real women put their own spin on one cardigan + dress outfit.

Gabriella / Ruth / Terri / Melissa

Heather wears a size 18. She says, “I loved that this allowed me to extend dresses into fall & winter while staying warm! I like how it (GYPO Style Challenge) shows me how to pair items I normally wouldn’t put together, makes me feel like I have a much larger wardrobe.”

Christina wears a size 12. Christina tells us how she made this dress with a cardigan work for her, “I shopped my closet and wore a dress I already had, instead of buying a new one. I also added tights because it was chilly that day.”

Mary Beth wears a size 14.

Looking for ideas on how to wear a cardigan with a dress? This post shows how 11 real women put their own spin on one cardigan + dress outfit.

Heather / Christina / Mary Beth

Danielle wears a size 2. She says, “I loved learning how to wear my riding boots with a printed dress rather then just wearing them with jeans.”

Beth wears a size 16. Beth says, “I often take a pass on dresses. For this challenge, I’m glad I was pushed out of my comfort zone and found a dress I love!”

Tiffany wears a size 18. Tiffany shares her experience finding that perfect dress, “I have difficulty finding dresses that flatter my shape…clingy doesn’t work, but loose and billowy also isn’t the best look for me. So I was very excited to find this dress that was the perfect balance of fitted enough to not add volume but loose enough to not cling in the wrong places!”

Nora wears a size 0. Nora shares, “I would never have thought to wear a cardigan and boots with this dress to make it work for fall. So glad for the inspiration!”

Looking for ideas on how to wear a cardigan with a dress? This post shows how 11 real women put their own spin on one cardigan + dress outfit.

Danielle / Beth / Tiffany / Nora

Have you tried a GYPO Style Challenge yet? Nora shares why she loves being a part of the Seasonal Challenges. “I am so appreciative of the ideas to rework my wardrobe. I usually don’t like repeating outfits, so challenges give me more options to use my pieces. I love the formulas so I can easily replace pieces for a whole new look.”

Looking for ideas on how to wear a cardigan with a dress? This post shows how 11 real women put their own spin on one cardigan + dress outfit.

Can you put together this outfit from what you have in your closet? We’d love to see how YOU style it… in your size! Tag us on Instagram @_getyourprettyon!

Author Bio: Jill Riley is in charge of sending big hugs through customer service emails. She spends most of her time with her husband, son, daughter, and pup. When her nose isn’t buried in a personal development book, you can find her playing games with her kids. Discovering audiobooks and true crime podcasts has helped make sure her pup gets plenty of walks. 

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