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I’m a Senior Shopping Editor—5 Basics I'm Not Wearing Anymore and 5 I Love That Are Part of Amazon's Latest Prime Day Sales

By Swedan Margen

I’m a Senior Shopping Editor—5 Basics I'm Not Wearing Anymore and 5 I Love That Are Part of Amazon's Latest Prime Day Sales

Lately, I have been taking inventory of my closet, especially of my collection of basics to check what might need an update. Basics are the backbone of my outfit rotations, so they are always top of mind. At the beginning of a new season, or at least in anticipation of one, I decide what pieces it is time to store (or even sell and donate) and then I make room for fresh additions with focus on what is currently trending. With the Amazon Prime Big Deal Days now in full swing until tomorrow October 8, I am taking advantage of all the great fashion sales and updating the basics in question.

For this closet clean-out, I plan on incorporating new of-the-moment basics to elevate my fall outfits and beyond. Think simple socks to classic leggings (the more fitted, the better), cool outerwear, and more. Below, check out five basics that I'm not reaching for as often and what sale picks from Amazon's October Prime Day I am swapping them out for this season.

Store: No-Show Socks

Swap For: Crew Socks

street style of model wearing a brown suede blazer, band tee, white skirt, taupe suede bag, crew socks, and suede Gucci boots

Having your sock show is the styling preference of choice among the fashion set when wearing everything from sneakers to clogs. I 100% blame it on the resurgence of Princess Diana–inspired style.

HUE, Hue Women's Mini Crew Sock 6-Pack, White, One Size

HUE

Mini Crew Sock 6-Pack

Hanes, Hanes Cool Comfort Crew Socks

Hanes

Cool Comfort Crew Socks

BomKinta, Bomkinta Women Casual Calf Socks - Cute Cotton Crew Socks - Soft Above Ankle Sock 6 Pairs All White Size 5-10

BomKinta

Cotton Crew Socks

Hanes, 6-Pack Crew Socks

Store: Midi Skirts

Swap For: Maxi Skirts

a street style shot of a woman wearing brown sunglasses, an oversize black blazer, a maxi skirt, straw round bag, and black kitten-heel sandals

There is something so chic about long skirts. The maxi style gives me '90s-era vibes that bring Carolyn Bessette-Kennedy and other icons to mind.

Herou, Herou Women's Ribbed Sweater Winter Skirt Warm Elastic Waist Maxi Skirts Casual Knitted Long Skirts With Pocket for Women Apricot Small
The Drop, The Drop Women’s Rylie Maxi Denim Skirt With Front Slit, Black, M

The Drop

Rylie Maxi Denim Skirt With Front Slit

Rooscier, Rooscier Women's High Waisted Ribbed Knit Bodycon Long Pencil Skirt With Back Split Dark Brown Medium

Rooscier

High Waisted Ribbed Knit Long Skirt

Meladyan, Meladyan Womens Woman Drawstring High Elastic Waist Maxi Long a Line Flare Solid Slim Fitted Going Out Casual Midi Skirt, White, Large

Meladyan

Drawstring Maxi Skirt

TEDDIFY, Women's Leopard Print Satin Maxi Skirt High Waisted Elastic Waistband Silk A-Line Casual Party 2025 Summer Long Skirts, Medium, Black

Store: Flared Leggings

Swap For: Fitted Leggings

Street style image of a woman black sunglasses, a nylon cropped jacket, black leggings, and a red Saint Laurent bag

Regardless of the current leggings trends of the moment, I have been living in fitted leggings for years now during both my on and off-duty moments. The ease they provide in getting dressed is unmatched.

Amazon Essentials, Amazon Essentials Soft Leggings for Women, Black Color, Large

Amazon Essentials

Soft Leggings

Colorfulkoala, Colorfulkoala Women's Dreamlux High Waisted Workout Leggings 25" Inseam 7/8 Length Yoga Pants (s, Cocoa)

Colorfulkoala

Dreamlux High Waisted Leggings

Danskin, Danskin Women's High Rise Contour Bonded Ankle Leggings, Black Salt, Medium

Danskin

High Rise Contour Bonded Ankle Leggings

HUE, Hue Women's Ultra Soft Cotton Leggings With Wide Waistband, Full and Capri Length, Espresso, Medium

HUE

Ultra Soft Cotton Leggings With Wide Waistband

TNNZEET, High Waisted Leggings for Women - No See Through Tummy Novelty Workout Yoga Pants With Pockets Reg & Plus Black

TNNZEET

High Waisted Leggings

Store: High Heels

Swap For: Kitten Heels

street style shot of a fashion editor Kristen Nichols walking in NYC wearing black wayfarer sunglasses, a black bomber jacket, a blue button-down shirt, straight-leg jeans, a mini black The Row bag, and black slingback heels

Kitten-heel shoes, especially in black, instantly elevate just about any outfit. Flip-flop, mule, and boot styles reign supreme at the moment, and go with everything from jeans to skirts.

Coutgo, Coutgo Womens Slingback Low Kitten Heels Closed Pointed Toe Pumps D’orsay Sexy Office Dress Shoes, Polish Black, Size 8

Coutgo

Slingback Kitten Heels

Modatope, Modatope Black Boots for Women Knee High Kitten Heel Square Toe Long Boots Size 6.5

Modatope

Knee High Kitten Heel Boots

GUESS, Guess Women's Dista Heeled Sandal, Black Patent 002, 8

GUESS

Dista Heeled Sandal

Coutgo, Coutgo Womens Low Kitten Heel Ankle Boots Pointed Toe Booties Side Zipper Fall Shoes, Black, Size 8

Coutgo

Suede Kitten-Heel Ankle Boots

DREAM PAIRS, Dream Pairs Women's Low Kitten Heels Slingback Closed Pointed Toe Comfortable Dressy Pumps Wedding Party Casual Elegant Dress Shoes,size 7.5,black,sdpu25002w

DREAM PAIRS

Kitten-Heel Slingback

Store: Moto Jackets

Swap For: Bomber Jackets

street style shot from The Style Stalker brown bomber jacket sheer black top, and lace-up white jeans

Moto jackets will always be a classic closet staple, but this season, the bomber styles are out to play. I prefer them in black and brown options to wear layered over jeans and dresses.

Sampeel, Faux Baggy Leather Jacket

Sampeel

Faux Baggy Leather Jacket

Steve Madden, Steve Madden Leather Jacket Women – Faux Leather Oversized Bomber Jacket Women, Plus Size Motorcycle Jackets

Steve Madden

Leather Bomber Jacket

JoinQueen, Faux Suede Bomber Jacket

JoinQueen

Faux Suede Bomber Jacket

AUTOMET, Automet Womens Oversized Leather Jackets Zip Up Coats Faux Motorcycle Bomber Outfits Fall Trendy Fashion Winter Clothes 2025 Black S

AUTOMET

Oversized Leather Jacket

PRETTYGARDEN, Faux Leather Bomber Jacket

PRETTYGARDEN

Faux Leather Bomber Jacket

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Originally published by whowhatwear.com. Syndicated material does not necessarily reflect the views of Vanity Fair Fashion.

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