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Fall Style Ideas & Inspiration | Fall Outfits September

October 7, 2020

This post is not sponsored, but does contain affiliate links. This means I may earn a small commission when you shop through my links, at no extra cost to you. To learn more, hop over to our Disclosure page. Thank you for your continued support!

fall outfits September

fall outfits September

It’s officially my least favorite time of year. Time for the torturous wait for summer to be over and for fall to finally take over.

I’m short for words today, so here we go– outfits styled from classic wardrobe essentials plus a few statement pieces thrown in to shake things up! Complete looks that are a perfect mix of timeless & on-trend made possible with pieces that you will love for years to come.

THIS is how you can feel all the cozy Pumpkin Spice vibes without melting in the summer sun! Click To Tweet

Editor’s note: Some images and links point toward products similar in style to the image displayed. These links may be updated as the exact items shown go out of stock or are no longer available.

  • Fall Outfits September 11 Skirt Brown Black Printed
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  • Fall Outfits September 12 Sweater Sleeveless Black
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  • Fall Outfits September 13 Crop Tank Black
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  • Fall Outfits September 14 Ankle Boots Black
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  • Fall Outfits September 15 Tote Bag Black
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SKIRT CROP TOP SWEATER BOOTS TOTE

midi skirt  +  crop top  +  sleeveless sweater  +  ankle boots  +  tote

A flowy midi skirt in an animal print gives the visual coverage of a “fall” look but still feels nice and breezy. Pair it with a sleeveless sweater layered over a crop top or bralette for an outfit that is just cozy enough. Do a little front tuck with the sweater, or tie the bottom with a hair tie and flip the tail inside for a quick cropped look.


  • Fall Outfits September 21 Sweater Cardigan Blue
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  • Fall Outfits September 23 Beige Tank Top
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  • Fall Outfits September 22 Shorts Faded Black
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  • Fall Outfits September 24 Sandals Black White Printed
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  • Fall Outfits September 25 Backpack Black
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CARDIGAN TANK SHORTS SANDALS BACKPACK

cardigan  +  ribbed tank  +  faded shorts  +  printed sandals  +  mini backpack

There’s nothing more “fall” than a fluffy sweater. To make it more transition weather friendly, go for a cardigan that you can unbutton when it gets warm, and pair it with the classic summery combo,  a tank top and shorts. Printed sandals help to break up the color block-y look.


  • Fall Outfits September 31 Black Lavender Printed Dress Floral
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  • Fall Outfits September 32 Sweater Long Cardigan Gray
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  • Fall Outfits September 33 Black Biker Boots
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  • Fall Outfits September 35 Black Gray Socks
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  • Fall Outfits September 34 Black Hand Bag
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DRESS CARDIGAN BOOTS SOCKS BAG

preppy dress  +  long cardigan  +  biker boots  +  small handbag  +  long socks

The preppy floral dress and edgy biker boots are a classic juxtaposition for fall. Add a long cardigan that’s a similar length to the dress for a contemporary look.


  • Fall Outfits September 41 Beige Crop Tank
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  • Fall Outfits September 42 Black Leather Pants
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  • Fall Outfits September 43 Beige Espadrille Sandals
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  • Fall Outfits September 44 Black Hand Bag
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  • Fall Outfits September 45 Gold Bracelet
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PANTS CROP TOP SANDALS BAG BRACELET

“leather” pants  +  crop top  +  platform sandals  +  gold bracelet  +  black handbag

Try snakeskin print as a new take on classic leather pants this fall! To keep cool, pair with a lightweight crop top.


  • Fall Outfits September 51 Green Shirt Short Sleeve
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  • Fall Outfits September 52 Black Leggings
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  • Fall Outfits September 53 Black Slides
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  • Fall Outfits September 55 Gold Rainbow Earrings
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  • Fall Outfits September 54 Silver Metallic Backpack
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SHIRT LEGGINGS SANDALS BACKPACK EARRINGS

leggings  +  short sleeve button-up  +  slide sandals  +  mini backpack  +  funky earrings

Leggings are awesome because they give you cozy looking coverage, but aren’t nearly as heavy and warm as actual pants! I paired my leggings here with a short sleeve button-up for a cool 90’s aesthetic.


  • Fall Outfits September 62 Brown Tan Leather Skirt
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  • Fall Outfits September 61 Maroon Red Blouse
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  • Fall Outfits September 63 Rose Gold Metallic Sandals
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  • Fall Outfits September 64 Black Leather Belt Bag
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  • Fall Outfits September 65 Gold Snake Ring
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SKIRT BLOUSE SLIDES BAG RING

brown leather skirt  +  jewel colored blouse  +  belt bag  +  edgy ring  +  “Birkenstocks”

Okay, so while I believe the blouse and skirt are both classic styles, together the outfit looked a bit too “2010” for my taste. What did I do? I added ultra on-trend accessories to make the outfit look more intentionally retro rather than just outdated. Works like a charm, every time.


Fall Transitional Outfits for when you just can't wait for fall to FINALLY swoop in and save us from the heat! Click To Tweet

That’s all for today!

If you love this post, be sure to check out this one ➢ Stylish 2020 Fashion Trends (that are actually wearable!) || Current Fashion Trends

If you find this post interesting, informative, or just plain entertaining, tell me about it in the comments below! And don’t forget, sharing is caring. Share this post!

Till next time ♥︎

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Pin This Post!

fall outfits September personal style fall capsule wardrobe style tips
How to style fall pieces + trends when it sure doesn’t feel like fall just yet! | Transitional Fall Outfits September | #personalstyle #styletips #fallcapsulewardrobe
fall outfits September personal style fall capsule wardrobe style tips
How to style fall pieces + trends when it sure doesn’t feel like fall just yet! | Transitional Fall Outfits September | #personalstyle #styletips #fallcapsulewardrobe
fall outfits September personal style fall capsule wardrobe style tips
How to style fall pieces + trends when it sure doesn’t feel like fall just yet! | Transitional Fall Outfits September | #personalstyle #styletips #fallcapsulewardrobe
fall outfits September personal style fall capsule wardrobe style tips
How to style fall pieces + trends when it sure doesn’t feel like fall just yet! | Transitional Fall Outfits September | #personalstyle #styletips #fallcapsulewardrobe
fall outfits September personal style fall capsule wardrobe style tips
How to style fall pieces + trends when it sure doesn’t feel like fall just yet! | Transitional Fall Outfits September | #personalstyle #styletips #fallcapsulewardrobe
fall outfits September personal style fall capsule wardrobe style tips
How to style fall pieces + trends when it sure doesn’t feel like fall just yet! | Transitional Fall Outfits September | #personalstyle #styletips #fallcapsulewardrobe

FTC- Not sponsored by any brands mentioned. I purchase all products myself. All opinions are my own. Some links may be affiliated.

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I'm Kay and I'm from the 90's.

I am fascinated with self improvement. Pursuits that cultivate enthusiasm for life by whittling away the inefficienies and replacing them with intention.

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