I've said it before, but I'll say it again: My aunt is one of my biggest style inspirations. In my 29 years as her niece, I've never seen her looking anything short of pulled-together and ultra-chic, so it should come as no surprise when I tell you that it's basically her job to help people find their personal style. She went into fashion merchandising and has since worked in everything from personal styling to buying. Almost everyone in our family goes to her for style advice, myself included. Now that we both work in fashion, I'm constantly texting her about everything from the coolest new trends to the items I'm considering buying.
I sat down with her to chat about the best J.Crew shopping. The retailer has recently shot up to the top of my list of go-to stores, and I've found more and more reasons to shop its chic and elevated staples, but I wanted to get my aunt's take on what to buy there now. Despite the nearly 30 years between us, we picked out many of the same J.Crew items, which proves how versatile and ageless these finds really are.
Instead of keeping them to myself, I'm dishing on all the chic J.Crew shopping finds my aunt and I are losing our minds over now. Many are currently on sale, which is a major plus. Ahead are 42 perfect picks with any sale prices reflected.
J.Crew
Cashmere Shrunken V-Neck Sweater
When I saw the outfit Olympia Gayot posted above, I immediately sent it to my aunt. Her V-neck sweater is simple but classic.
J.Crew
Faux Sherpa Barn Jacket
Cozy chic.
J.Crew
Stevie Ankle Boots
Good ankle boots are surprisingly hard to come by, but these kitten heels feel especially wearable.
Anna October X J.Crew
Cashmere Off-the-Shoulder Sweater-Dress
The draping, the maxi hemline, the asymmetric neckline… Everything about this dress is pure elegance.
J.Crew
Sculptural Orb Earrings
A touch of glamour to lend to everything from dresses to T-shirts.
J.Crew Collection
Jodie Leather Lady Jacket
The perfect leather jacket doesn't exi–
J.Crew
Point Sur Loose Straight Jean
The only denim shape that matters to us right now.
J.Crew
Classic Leather Belt
When I peeked into my aunt's J.Crew cart, there were several leather belts. I suggested starting with this classic pick.
J.Crew
Off-the-Shoulder Long Sleeve Shirt
The perfect layering base.
J.Crew Collection
Wedge Pumps
The shape of these reminds me of Bottega Veneta.
J.Crew
Oversized Cashmere Wrap
Swaddling yourself in a luxe wrap is quite possibly the chicest style move you can make in the winter.
J.Crew
Round Cat-Eye Sunglasses
Fact: Everyone looks good in cat-eye sunglasses.
J.Crew
Metallic Chainlink Necklace
There's something about chunky jewelry that makes casual outfits look elite.
J.Crew
Garçon Classic Chambray Shirt in Storm Wash
Just add jeans.
Anna October x J.Crew
Side-Slit Dress
Did someone say balletcore?
J.Crew
Cropped Lady Jacket
Wear this as a shirt if you know what you're doing.
J.Crew
Edie Crossbody Bag in Italian Croc-Embossed Leather
This could easily pass for a $1500 designer find, but it's on sale for $150.
J.Crew
New Icon Trench
Every closet needs a classic beige trench coat, and that's a fact.
J.Crew
Field Sneakers
On-trend without really trying.
J.Crew
Classic Mariner Cloth Boatneck Tee
Preppy stripes are the new It print.
J.Crew
Croc-Embossed Leather Headband
Thirty dollars is all that stands between you and the Carolyn Bessette-Kennedy style vibe.
J.Crew
Slim-Fit Tuxedo Vest
So crisp.
J.Crew
Lower-Rise Wide-Leg Jean
I'm nudging my aunt to try out lower rises, and these are a good stepping stone into the category.
J.Crew
Willa Blazer in Italian City Wool Blend
Polished in seconds flat.
J.Crew
Sophia Sleeveless Dress in Tweed
Structured minidresses were all over the spring 2024 runways. Tell a friend.
J.Crew
Zoe Ballet Flats
To wear with dresses, jeans, and skirts alike.
J.Crew
Emilie Sweater Lady Jacket
Proof that a pop of red goes a long way.
J.Crew
Denim Maxi Skirt
Love.
Anna October X J.Crew
Feather-Trim Strapless Top
Is your jaw on the floor too?
J.Crew
Ridged Cuff Bracelet
The accessory I won't shut up about.
J.Crew
Cable-Knit Cropped Sweater
This sweater says "I summer in Montauk and winter in Aspen."
J.Crew
Giselle Sweater-Blazer
More elevated than a denim jacket but more relaxed than a blazer.
J.Crew
Wide-Leg Essential Pant
They're called essential for a reason.
J.Crew
Raglan Fitted-Waist Crewneck Sweater
My aunt is all about sweaters that give a little shape.
J.Crew
Garçon Classic Shirt
Striped shirts are the new plain white shirts.
J.Crew
Sleeveless Shell Top
This reminds me of the silk tanks in Saint Laurent's F/W 23 collection.
Anna October x J.Crew
Patchwork Skirt
I can't stop staring.
J.Crew
Short-Sleeve Sweater-Polo
Just look at that texture.
J.Crew
Mini Sweater Skirt
Compliments are inevitable.
J.Crew
Round-Heel Thong Sandals in Linen
Chic but wearable is my aunt's shopping motto. These more than deliver.
J.Crew
Sailor Denim Trouser
I've never seen jeans look more polished.
J.Crew
Rollneck Sweater
Easy but refined.
This story was published at an earlier date and has since been updated.
Anna is an NYC-based senior fashion editor who has been a member of the Who What Wear team for over seven years, having begun her career in L.A. at brands like Michael Kors and A.L.C. As an editor, she has earned a reputation for her coverage of breaking trends, emerging brands, luxury shopping curations, fashion features, and more. Anna has penned a number Who What Wear cover interviews, including Megan Fox, Julia Garner, and Lilly Collins. She also leads the site’s emerging travel vertical that highlights all things travel and lifestyle through a fashion-person lens.