5 Editor-Approved Basics From 2025 Amazon Prime Big Deal Days

fashion collage of three street style stars wearing cool basics like crew socks, black leggings, and kitten-heel shoes

(Image credit: Getty Images; The Style Stalker)

published 7 October 2025

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

Mini Crew Sock 6-Pack

Hanes

Cool Comfort Crew Socks

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

Ribbed Maxi Skirt

The Drop

Rylie Maxi Denim Skirt With Front Slit

Rooscier

High Waisted Ribbed Knit Long Skirt

Meladyan

Drawstring Maxi Skirt

TEDDIFY

Satin Maxi Skirt

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

Soft Leggings

Colorfulkoala

Dreamlux High Waisted Leggings

Danskin

High Rise Contour Bonded Ankle Leggings

HUE

Ultra Soft Cotton Leggings With Wide Waistband

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

Slingback Kitten Heels

Modatope

Knee High Kitten Heel Boots

GUESS

Dista Heeled Sandal

Coutgo

Suede Kitten-Heel Ankle Boots

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

Steve Madden

Leather Bomber Jacket

JoinQueen

Faux Suede Bomber Jacket

AUTOMET

Oversized Leather Jacket

PRETTYGARDEN

Faux Leather Bomber Jacket

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Jennifer Camp Forbes is a senior shopping editor at Who What Wear, where she has worked in a variety of capacities including creative director and various editor roles. She’s a well-known shopping expert that’s sought out for advice and insight on the latest trends, outfit ideas, and fashion picks thanks to her thoughtful shopping roundups. Jennifer's lifelong interest in fashion led her to intern at Harper’s Bazaar as an undergraduate. Later, while working towards her masters degree in psychological counseling at Columbia University, she founded two digital fashion publications: Le Fashion and Olsens Anonymous. The popularity of both sites grew and after graduation she decided put her plans to become a therapist aside to pursue a career in fashion.