My Fall Wardrobe Challenge: 47 Outfits from 37 Pieces

2018 Fall Wardrobe Challenge

It’s finally here! My Fall Wardrobe Challenge is done and I’m sharing over 40 outfits I created. I discovered several things during this challenge and one of them is – you can literally create a million outfits with 37 pieces. I could have created so many more looks, but I knew it would take me forever, so I wanted to show what I had so far. This was such a fun challenge and really proved a neutral wardrobe filled with basics is the way to go. I divided the looks into categories just for ease of reading, but you can easily wear an everyday outfit to work as well.


Utility jacket with black denim

Topshop camel scarf

Staud bag

AGOLDE jeans

Rain boots and denim jacket

Rag & Bone light blue straight leg jeans

Rag & Bone black skinny jeans

How to style a white button down

Quay After Hours sunglasses

Madewell denim jacket

Madewell camden sweater coat

Marc Fisher pointed black booties

Madewell balloon sleeve sweater

J.Crew sophie sweater blazer

J.Crew mock neck sweater

j.crew leopard sweatshirt

Hunter Tour Boots

How to Style a trench coat

Madewell Balloon sleeve sweater

How to style a camel scarf

Gucci Mules

Banana Republic trench coat

Aritzia sweater coat

Anthropologie Field Jacket

Gucci black mules

Athleisure / Off-Duty

zella leggings

How to style sneakers

J.Crew leopard sweater

Golden Goose sneakers

Athleisure style

Alternative Apparel hoodie

How to style rain boots

Business Casual

Marc Fisher pumps

Mural black oversized blazer

Sam Edelman leopard loafers

Plaid blazer with pumps

j.crew navy stripe shirt

How to style a plaid blazer

Givenchy Small Antigona satchel

AGOLDE jeans

Slightly More Elevated

Majestic filatures black turtleneck

Topshop white button down

How to style a white button down

Steve Madden sock booties

Marc Fisher OTK boots

Topshop leather jacket

Aritzia Donegal sweater coat

A couple other things I learned through this process. 1. Getting back to the basics was such a nice feeling. It took the fuss out of getting dressed and simple, elevated outfits are always chic in my opinion. 2. A black turtleneck is a must-have! I never in a million years would have thought that, but I’m telling you, they elevate any outfit. Get a good one that’s soft, flowy, and stretchy. 3. Who knew there were so many ways to wear a gray hoodie. I highly recommend adding one to your wardrobe. They’re a great way to look sporty, but when styled right, they still look elevated and put together. 4. Black jeans seemed to be the most versatile thing. I was able to create so many outfits with them. And lastly, neutral basics are great, but make sure you’re choosing pieces that fit well. My number one tip to always looking put together is wearing clothes that fit your body. Extra long cardigans, wide tall boots, really long bags, oversized anything (with a few exceptions) – all do a disservice to your style. Everything in my wardrobe and in this challenge fit me well – some jeans have been cut to hit right at the ankle, and a lot of the pieces are petite sizes.

So there you have it! I hope this inspires your day-to-day dressing and makes getting dressed everyday a little easier. Let me know if you have any questions in the comments.

To Note

  • I ended up getting the high waisted Rag & Bone black jeans, so I swapped those out half way through. This is why you sometimes see black jeans with really big rips in the knees and black jeans with a small rip.
  • I didn’t end up using the hat or scarves as much – I didn’t think the outfits needed them. I think if I ended up creating more outfits, I would have needed them to change things up more.

Crystalin Marie’s Fall Wardrobe Challenge 


Longline Coat – Aritzia

Trench Coat – Banana Republic


Denim Jacket – Madewell

Leather Jacket – Topshop

Utility Jacket – Anthropologie

Black Blazer – Mural (old), similar style

Plaid Blazer – Banana Republic Factory

Camel Knit Blazer  – J.Crew


Stripe Tee – Splendid

White Tee – AG

Black Turtleneck – Majestic Filatures, similar in black

White Button Down – Topshop (old), similar

Button Down – J.Crew

Sweaters / Sweatshirts

Cable Knit Sweater – Madewell

Chunky Turtleneck Sweater – J.Crew

Coatigan – Madewell

Sweatshirt – J.Crew

Hoodie – Alternative Apparel (same color)


Cropped Flare Jeans – Rag & Bone

Skinny Blue Jeans – AGOLDE

Skinny Black Jeans – Rag & Bone (mine are mid rise and the new version is high rise)

High Waisted Straight Jeans – Rag & Bone (old, similar style)

Leggings – Zella (regular length)


Black Ankle Booties – Marc Fisher

Sock Booties – Steve Madden

Loafers Leopard – Sam Edelman

Mules – Gucci

Sneakers – Nike

White Sneakers – Golden Goose 

OTK Boots – Marc Fisher

Rain Boots – Hunter

Nude Pumps – Marc Fisher


Camel Scarf – Topshop (old, similar)

Gray Scarf – Topshop

Felt Hat – Janessa Leone

Cognac Bag – Staud

Black Bag – Givenchy