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How to Wear Dresses For Fall 2018

I Wore This 1 and Done Outfit 6 Days in a Row Because It's Easy as Hell

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Deciding what to wear in the morning is frankly a pain in my you-know-what. Don't get me wrong: I have days when I can't wait to try on a fun new outfit I thought of, but sometimes I just want to slip into something easy and walk out the door without giving it that much thought.

This Fashion Week, I decided to keep it really simple by wearing a one and done outfit that only takes two seconds to put on: a Summer dress. Even though Summer was basically over, the weather wasn't really cooperating. One second, it was pouring rain and in the 60s, and the next, it was 92 degrees and humid as heck — what's a girl to do? Slip into a breezy Summer dress, of course.

For six days straight, I challenged myself to only wear dresses and find fun ways to make them work during the transitional season. (At one point, I even wore the same exact outfit I wore last year to FW, because why not?!) Read on to see how I styled six different Summer dresses for the Fall ahead.

1. Style a Long-Sleeved Floral Dress With Block Heels

This is perhaps one of the easier hacks: choose a maxi dress with long sleeves from your closet. Style it with a pair of block heels that are perfect for the Fall.

Pro Tip: Give it a fresh feel by carrying a cute basket bag.

Outfit details: Zimmermann Unbridled Draped Dress ($795), Hat Attack basket bag, and Vince heels.

Zimmermann Unbridled Draped Dress
$795
from us.zimmermannwear.com
Buy Now

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Zimmermann Unbridled Draped Dress

Zimmermann Unbridled Draped Dress ($795)

Image Source: us.zimmermannwear.com
Zimmermann Unbridled Draped Dress
$795
from us.zimmermannwear.com
Buy Now

2. Style Your Summer Mini With Your Favourite White Boots

Who says you can't wear your ruffled minidress in the Fall? All you have to do is style it with a pair of white ankle boots. The ankle boots help balance out how much skin is showing, and they're supercomfortable.

Pro Tip: If you're feeling really adventurous, style it with cowboy boots!

Outfit details: Zimmermann dress, Chanel bag, and Neous boots.

Neous Sieve Ankle Boots

Neous Sieve Ankle Boots ($713)

Image Source: farfetch.com
Neous Sieve Ankle Boots
$713
from farfetch.com
Buy Now

3. Toss on a Denim Jacket and Dad Sneakers

Are you looking for a way to get the most out of your slinky slip dress? Well, that's where a cosy denim jacket comes in. I threw my POPSUGAR at Kohl's denim jacket on and styled it with high socks and dad sneakers.

Outfit details: POPSUGAR at Kohl's Denim Jacket ($48, originally $64), Donna Mizani wrap dress, and Ash Addict Sneakers ($280)

POPSUGAR at Kohl's Denim Jacket
$48
from kohls.com
Buy Now
Ash Addict Sneakers
$280
from ash.com
Buy Now

POPSUGAR at Kohl's Frayed Cropped Jean Jacket

POPSUGAR at Kohl's Frayed Cropped Jean Jacket ($48, originally $68)

Image Source: kohls.com
POPSUGAR at Kohl's Frayed Cropped Jean Jacket
$48
from kohls.com
Buy Now

Ash Addict Sneakers

Ash Addict Sneakers ($280)

Image Source: ash.com
Ash Addict Sneakers
$280
from ash.com
Buy Now

4. Slip Into Suede Pumps, and Carry a Fanny Pack Around Your Shoulder

Sheer dresses were all the rage this Fashion Week with many daring to style theirs with high-waisted underwear and nothing else. I decided to keep it on the safer side by styling my favourite night on the town dress with a pair of suede bow-front heels.

Pro Tip: If it's on the chillier side, throw on a leather jacket, and you're good to go.

Outfit details: BCBG dress, Quay sunglasses, quilted fanny pack, and M.Gemi The Lasso Pumps ($278)

M.Gemi The Lasso Pumps
$278
from mgemi.com
Buy Now

M.Gemi The Lasso Heels

M.Gemi The Lasso Heels ($278)

Image Source: mgemi.com
M.Gemi The Lasso Heels
$278
from mgemi.com
Buy Now

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