It’s Spooktober! The leaves are turning orange, the days are getting colder, and all I want to do is stay in bed and cuddle. From apple picking, to getting dressed up for Halloween, there are endless fall festivities that you can participate in! Regardless of what your plans are for the upcoming months, here are 9 looks that will hopefully inspire you to style creatively while still keeping warm!

Note: I’ve chosen to omit sweaters in this lookbook because I’m leading a sweater challenge this coming week and am excited to share my collection through that! Please email me if you’d like to join in on this fun challenge!

Outfit 1: Forest Fay

I’m starting off with a transitional outfit that restyles one of my summer favorites in an autumn-appropriate way. I wore this emerald green slit skirt all throughout summer and am determined to continue to wear it into fall! Adding a long-sleeved shirt on top adds warmth and balances out the high slit of the skirt. Fishnet tights with black platform boots add interest in a dark, witchy way.

Top: Black, cropped long-sleeve top, H&M, 2016(?)
Bottoms: Emerald green slit skirt, Forever 21, 2016(?)
Tights: Black tights, H&M, 2017(?)
Shoes: Black platform boots, Aldo, 2016

Outfit 2: Cardigans are a Girl’s Best Friend

Fall means that it’s time to whip out those cardigans! Honestly, I’m not the biggest fan of the garment but I’ll make an exception for this one grandma cardigan. This loose-knit, muted sea-green cardigan is the perfect cozy layer for chilly evenings. I’ve paired it with a bright orange crop, black leggings, black boots, and a black hat for another summer-to-fall transitional look. 

Outerwear: Muted sea-green grandma cardigan, Urban Outfitters 2016
Top: Bright orange crop, Forever 21, 2014-2016(?)
Bottoms: Black leggings, Forever 21, 2016
Shoes: Black Platform Boots, Aldo, 2016
Hat: Black Floppy Hat, Forever 21, 2012

Outfit 3: Fall Florals

Rewearing another of my summer favorites! I thrifted this floral skirt when I was still living in Boston and it’s definitely one of my favorite purchases. I layered it on top of a shimmery dress, and paired it with a black turtleneck and black boots. Fun fact, that white-gold dress was my college graduation dress!

I love sustainable fashion is that it pushes you to continuously style old garments in new and creative ways. I don’t think I’ve ever put this specific look together and yet it’s one of my favorites of all time!

Top: Black, cropped long-sleeve top, H&M, 2016(?)
Dress: Silver-gold shimmer dress, Alice & Olivia, 2015
Skirt: Floral skirt, Goodwill Boston, 2014
Shoes: Black platform boots, Aldo, 2016

Outit 4: Comfy-Casual

My usual day consists of teaching yoga as well as settling down at a cafe to do work remotely, so this is one of my go-to looks. A button-down top is an easy swap for that sweaty tank you wore in class and a thick scarf makes for the perfect accessory to keep warm as the weather begins to drop.

Top: Sea-green button-down shirt, Express, 2018
Bottom: Blue leggings made with recycled plastics, Lole 2019
Scarf: Black scarf, Zara, 2016
Shoes: Black platform boots, Aldo, 2016

Outfit 5: Punk it up!

Guess what? I finally got around to thrifting that leather jacket! I found this lightly-used, secondhand Zara layer at a Crossroads Trading Co in NY. I got super excited when I found this and unfortunately didn’t notice that the pockets were much too small to actually hold anything but regardless, I love the jacket and will be wearing it a bunch this season.

A leather jacket adds automatic edge to any outfit and I took this as an opportunity to layer it over an otherwise very soft, striped, summer dress. Fishnet and tights to complete the look, as always. 

Jacket: Black leather jacket, Thrifted, 2019
Dress: Striped green & grey summer dress, Marshalls, 2013
Tights: Black tights, H&M, 2017(?)
Shoes: Black platform boots, Aldo, 2016

Outfit 6: Fall Florals

I’m really into fall florals this season I layered this bright yellow dress on top of a polka-dot brown skirt for a darker take on a classic summer dress. I took this styling tip from @_sarahchuck on Instagram and it’s safe to say that I’ll be using it much more frequently. 

Jacket: Black trench coat, Raided Mom’s Closet
Dress: Yellow floral wrap dress, H&M, 2018
Skirt: Brown polka dot skirt, Raided Mom’s Closet
Shoes: Black platform boots, Aldo, 2016

Outfit 7: Greyscale

Bring out the work-appropriate outfits! Just kidding, I hate business wear but this is one look that I would actually wear outside of the workplace! Stripes on stripes on stripes! This is a triple-striped outfit! Keeping everything within a similar color family as well as similar pattern makes for an easy (but still interesting) outfit combination.

Jacket: Black striped blazer, Raided Mom’s Closet
Top: Grey striped top, Zara 2015
Skirt: Black and white striped skirt, Topshop, 2016
Shoes: Black platform boots, Aldo, 2016

Outfit 8: Dark Romance

This outfit is really similar in composition to the outfit 5: dress + outerwear + tights + boots. I just swapped everything out for a purple garment and changed the textures up a bit. This crushed velvet dress is ultra romantic and pairing it with my mom’s work blazer added some structure to the look. Again, fishnet tights and platform boots because they’re definitely my go-tos for this season. 

Jacket: Dark purple blazer, Raided Mom’s Closet
Dress: Crushed velvet periwinkle dress, Urban Outfitters, 2016
Tights: Black tights, H&M, 2017(?)
Shoes: Black platform boots, Aldo, 2016

Outfit 9: 90s Throwback

I’m bringing back retro with mom’s plaid overcoat and turtleneck tee! This look is a mix of streetwear and vintage styles and will keep you cozy all the way into late November. 

Jacket: Plaid overcoat, Raided Mom’s Closet
Top: Yellow turtleneck tee, Raided Mom’s Closet
Bottoms: Black harem pants, H&M 2012
Shoes: Black platform boots, Aldo, 2016

There you have it! Which of these looks did you like best? Are there any styling tips that you’re looking forward to trying this season? I’d love to hear from you!

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