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Jennifer Aniston Wore This Easy Fall Outfit 25 Years Ago and Everything Still Works Today — Shop Like Styles from $29

The definition of investment pieces

Credit: Jamie McCarthy / Getty Images

Consider this Throwback Thursday your sign that a good outfit has no expiration date.

Back in 2001, Jennifer Aniston appeared at a premiere in an ensemble I could easily see myself wearing this fall. Each piece she wore has proved its staying power: a brown suede jacket, straight-leg jeans, and a roomy tote. Suede returns every fall, straight-leg jeans work with almost any shoe from sneakers to boots, and a classic tote bag can handle workdays, errands, and travel. It’s a reminder that sometimes the smartest wardrobe buys aren’t the trendiest — they’re the ones you’ll still want to wear years later. 

I found similar pieces at Amazon starting at under $30 to recreate her timeless fall outfit formula.

Jennifer Aniston-Inspired Timeless Fall Outfit

Suede Jackets

  • Chouyatou Faux Suede Jacket, $40
  • Prettygarden Faux Suede Lightweight Cropped Jacket, $40 (orig. $53)

Straight-Leg Jeans

  • Levi Strauss Shaping Mid-Rise Straight Jeans, $30
  • Sidefeel High-Waisted Straight-Leg Jeans, $33 with coupon (orig. $46)

Leather Tote Bags

  • S-Zone Vintage Leather Tote Bag, $99 with coupon (orig. $110)
  • Hoxis Large Tote Bag, $29
Credit: SGranitz / WireImage; Ron Galella, Ltd. / Ron Galella Collection via Getty Images
Credit: SGranitz / WireImage; Ron Galella, Ltd. / Ron Galella Collection via Getty Images

Related: No More Damp Hems! Brooke Shields and Jennifer Aniston Are Opting for This Spring- and Fall-Approved Denim Style Instead

Chouyatou Faux Suede Jacket

Credit: Amazon
Credit: Amazon

$40 at Amazon

Suede instantly signals fall, and this chocolate brown jacket channels Aniston’s look. It has a relaxed, mid-length fit that layers well over tees, button-downs, or light knits, while the pockets add everyday practicality for errands or morning walks. Shoppers praised it for its “designer quality” and how it felt “warm but not too warm,” making it an ideal layer for transitional weather. 

S-Zone Vintage Leather Tote Bag, $99 with coupon

Credit: Amazon
Credit: Amazon

$110 $99 at Amazon

A spacious tote earns its keep in your handbag rotation because it works for commuting, errands, or travel, and it’s roomy enough for your daily essentials (and then some!). This distressed leather style has stitching similar to Aniston’s bag and padded handles for added comfort on the shoulder. One shopper called it “sturdy” and professional-looking enough for work.

Levi Strauss Shaping Mid-Rise Straight Jeans

Credit: Amazon
Credit: Amazon

$30 at Amazon

This classic pair of straight-leg Levi’s are made from stretchy denim that moves with you while holding its shape. One reviewer called them the “best jeans,” and appreciated the soft feel, comfortable waistband, and noted they only get better with each wash. Better yet, you can pair just about any type of shoe with this style, from sneakers and ballet flats to loafers and ankle boots.

Related: Jennifer Garner Made Comfy White Sneakers Look So Polished with 2 Easy Staples — Recreate Her Look from $8

With a few true closet staples you don’t have to rethink your entire wardrobe every season. Keep browsing below for more Aniston-inspired pieces.

Prettygarden Faux Suede Lightweight Cropped Jacket

Credit: Amazon
Credit: Amazon

$53 $40 at Amazon

Sidefeel High-Waisted Straight-Leg Jeans, $33 with coupon

Credit: Amazon
Credit: Amazon

$46 $33 at Amazon

Fishers Finery Cashmere Ribbed Knit Scarf

Credit: Amazon
Credit: Amazon

$125 at Amazon

Kattee Leather Tote Bag, $59 with coupon

Credit: Amazon
Credit: Amazon

$65 $59 at Amazon

Hoxis Large Tote Bag

Credit: Amazon
Credit: Amazon

$29 at Amazon

Franco Sarto Briar Snakeskin Ankle Boots

Credit: Amazon
Credit: Amazon

$95 at Amazon

We independently evaluate all recommended products and services. If you click on links we provide, we may receive compensation.

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