September 16, 2015 - Easy Outfits, Style, Style Challenges

Why You’re Going to Want a Plaid Dress this Fall

Registration for the Fall 2015 GYPO Style Challenge opened last week.  This challenge is a little different because participants are getting their fall trends shopping lists immediately upon sign up.  Hands down, the most controversial piece on said list is the plaid dress.

Some are embracing it fully while others are with trepidation.  Still others are totally out on it and substituting a tunic instead.

I totally understand, that’s what the challenge is all about after all, taking the pieces and outfits and making them your own.  But I really want to see you give the plaid dress a chance.

That’s what today’s post is all about.

My #1 reason that you need a plaid dress in your life right now is that it’s an excellent transition piece.

Pair it now with ankle boots, later with leggings and this winter with a cardigan, tights and riding boots.  Here are three ways that you can wear a plaid dress now, later and this winter.

Three Ways to Wear a Plaid Dress

1.  Now

Pair it now with some ankle boots featuring one of fall’s hottest trends, fringe. 


[Dress/Necklace/Ankle Boots/Purse]

2.  Later

Later, add a layer of warmth by pairing it with your favorite leggings and leopard flats.  Who can resist plaid with leopard?



3.  This Winter

 Warm it up with a cozy cardigan, tights and your favorite pair of riding boots this winter.



Plaid Dress Shopping Options

Option #1/Option #2/Option #3/Option #4/Option #5/Plus Size Option

 Fall Style Challenge Closing Soon


If you liked the pieces in these three outfits, then you’re going to love the Fall 2015 GYPO Style Challenge!  All of these pieces and more are on the fall trends shopping list.  The best part?  You’ll get it immediately upon sign up.  We’ll be styling the pieces on this season’s list 21 different ways in our daily mix and match outfits.  But hurry – early bird registration closes tomorrow night at midnight ET.  This is the lowest rate this challenge will be offered at.  Sign up and get all of the details HERE.

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  1. I! LOVE! IT! That one looks a tiny bit short for this tall girl. Looking for one a little longer and it will be mine!

  2. Super excited to start the Fall Challenge! I’ve ordered a plaid shirt dress in tall from Old Navy. I can’t wait to see how it works! Thanks for the inspiration, Alison!

  3. I cannot find a red plaid dress, only a blue plaid. What color tights and leggings would I wear with it? It has no black in it. Blue with red and tan stripes.
    Thanks for your help!

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