Jennifer Aniston’s Effortless Casual Evolution

Jennifer Aniston’s Effortless Casual Evolution

From her early “Rachel” days on Friends to today’s red-carpet arrivals, Jennifer Aniston champions an easy-going yet refined aesthetic. Her wardrobe essentials—pristine white tees, lived-in denim, and subtle accessories—strike a balance between comfort and polish.

Jennifer Aniston Casual Style

Whether strolling through Santa Monica or grabbing coffee in New York City, Aniston’s go-to looks prioritize quality fundamentals and neutral palettes. In this guide, we break down four of her signature outfits—complete with product picks and styling insights you can use now.

  • Neutral Foundation: Whites, greys, tans and denim blues create an effortlessly mix-and-match base.
  • Fabric Focus: Look for slub cotton, rib knits, and soft denim for subtle texture without bulk.
  • Comfort Fit: Aim for relaxed silhouettes—nothing too tight, but still flattering.
  • Strategic Accents: A slim leather belt, aviator sunglasses, or a single pendant necklace elevates basics.
  • Investment Pieces: Choose quality over quantity—classic styles you’ll wear season after season.

Ready to channel Jen’s ease? Scroll down for four complete outfit breakdowns, each with a filterable gallery of all the product picks.

Crisp Tee & Denim Duo

Outfit 1 hero

A softly ribbed white “Baby Tee” hugs just enough, paired with mid-wash straight-leg denim for a lived-in vibe. Subtle raffia wedges add height and texture.

All White Tees Denim Wedges Accessories
Baby Tee
Baby Tee
$8.99
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Stretchy Baby Tee
Stretchy Baby Tee
$13.49
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Crew Tee
Crew Tee
$19.99
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Scoop Rib Tee
Scoop Rib Tee
$28.00
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Interlock Tee
Interlock Tee
$35.00
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Slim Tee
Slim Tee
$88.00
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Crewneck Tee
Crewneck Tee
$100.00
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Straight-Leg Jeans
Straight-Leg Jeans
$90.00
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Ankle Jeans
Ankle Jeans
$98.00
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Low Loose Jeans
Low Loose Jeans
$108.00
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Baggy Linen Jeans
Baggy Linen Jeans
$108.00
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Raffia Wedges
Raffia Wedges
$50.98
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Platform Wedges
Platform Wedges
$59.00
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Leather Wedges
Leather Wedges
$74.99
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Espadrille Wedges
Espadrille Wedges
$109.99
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Key West Wedges
Key West Wedges
$139.00
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Wicker Block Wedges
Wicker Block Wedges
$165.00
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Braided Bag
Braided Bag
$19.99
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Braided Bag
Handmade Bag
$55
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Tortoise Glasses
Crochet Raffia Market Bag
$102
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Tortoise Glasses
Tortoise Glasses
$13.99
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Tortoise Glasses
Tortoise Glasses
$19.95
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Tortoise Glasses
Tortoise Glasses
$79.95
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Nautical Neutrals Set

Outfit 2 hero

A navy scoop tank in soft cotton pairs with grey linen-blend shorts, cinched by a braided brown belt—finished off in nude leather flip-flops.

All Tanks Shorts Flip-Flops Accessories
Navy Tank
Navy Tank
$6.00
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Light Scoop Tank
Light Scoop Tank
$12.74
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Classic Tank
Classic Tank
$16.99
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Basic Rib Tank
Basic Rib Tank
$19.99
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Structured Rib Tank
Structured Rib Tank
$22.97
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Cropped Grey Shorts
Cropped Grey Shorts
$19.95
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Stretch-Cotton Shorts
Stretch-Cotton Shorts
$28.90
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Grey Stretch Shorts
Grey Stretch Shorts
$32.79
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Linen Alix Shorts
Linen Alix Shorts
$40.00
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Cargo-Style Shorts
Cargo-Style Shorts
$44.96
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Rose Gold Havaianas
Rose Gold Havaianas
$20.75
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Beige Flip-Flops
Beige Flip-Flops
$24.99
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Leather Sky Sandals
Leather Sky Sandals
$30.00
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Alloy Wristband
Alloy Wristband
$7.99
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Vintage Wristband
Vintage Wristband
$8.50
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Hollow Belt
Hollow Belt
$14.98
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Flower Belt
Flower Belt
$16.82
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Braided Belt
Braided Belt
$19.97
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Leather Belt
Leather Belt
$30.40
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Braided Belt
Braided Belt
$32.00
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Wide Belt
Wide Belt
$69.95
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Brown Belt
Brown Belt
$79.00
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Utility Chic Ensemble

Outfit 3 hero

A white scoop tank drapes over olive utility pants with cargo pockets. Brown platform wedges add lift, while subtle gold accents complete the look.

All Tanks Pants Wedges Accessories
White Scoop Tank
White Scoop Tank
$8.93
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Ribbed Tank
Ribbed Tank
$9.99
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Loose Scoop Tank
Loose Scoop Tank
$12.98
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Fitted Scoop Tank
Fitted Scoop Tank
$16.99
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Textured Tank
Textured Tank
$19.98
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Cargo Khakis
Cargo Khakis
$39.99
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Utility Pants
Utility Pants
$33.99
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Straight Leg Pants
Straight Leg Pants
$53.97
Buy Now
Cargo Jogger
Cargo Jogger
$85.84
Buy Now
Slim Utility Pants
Slim Utility Pants
$89.97
Buy Now
Wedge Sandals
Wedge Sandals
$21.99
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Platform Sandals
Platform Sandals
$41.98
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Espadrille Wedges
Espadrille Wedges
$45.98
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Brown Wedges
Brown Wedges
$63.39
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Long Pendant
Long Pendant
$26.99
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Beaded Pendant
Beaded Pendant
$26.99
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Crystal Pendant
Crystal Pendant
$28.98
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Yasmine Necklace
Yasmine Necklace
$395.00
Buy Now
Pharaoh Necklace
Pharaoh Necklace
$4,195.00
Buy Now

Fedora & Grey-Tea Edit

Outfit 4 hero

A grey crew tee pairs with a slim black belt featuring gold detailing, nude braided espadrille wedges, a beige fedora, and a stone pendant for the perfect finishing touch.

All Tees Belts Shoes Accessories
Crew Neck Tee
Crew Neck Tee
$7.00
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Cotton Crew Tee
Cotton Crew Tee
$8.40
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Vintage Grey Tee
Vintage Grey Tee
$17.46
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Dark Grey Tee
Dark Grey Tee
$17.46
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Short Sleeve Shirt
Short Sleeve Shirt
$18.00
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Cropped Tee Shirt
Cropped Tee Shirt
$18.71
Buy Now
Relaxed Tee
Relaxed Tee
$19.00
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Braided Belt
Braided Belt
$27.20
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Mahogany Belt
Mahogany Belt
$27.20
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Dark Braided Belt
Dark Braided Belt
$30.40
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Espadrille Wedges
Espadrille Wedges
$36.53
Buy Now
Cross-Strap Sandals
Cross-Strap Sandals
$37.38
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Braided Espadrilles
Braided Espadrilles
$38.54
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Rope Espadrilles
Rope Espadrilles
$38.54
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Straw Wedges
Straw Wedges
$42.39
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Taupe Espadrilles
Taupe Espadrilles
$44.00
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Leather Espadrilles
Leather Espadrilles
$61.35
Buy Now
Raffia Sandals
Raffia Sandals
$65.00
Buy Now
Braided Sandals
Braided Sandals
$66.50
Buy Now
Wooden Necklace
Wooden Necklace
$7.55
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Fluorite Pendant
Fluorite Pendant
$9.99
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Chakra Necklace
Chakra Necklace
$14.99
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Stone Pendant
Stone Pendant
$26.99
Buy Now
Boho Pendant
Boho Pendant
$28.98
Buy Now
Yasmine Necklace
Yasmine Necklace
$395.00
Buy Now
Pharaoh Necklace
Pharaoh Necklace
$4,195.00
Buy Now

Jen’s Favorite Staples

  • AllSaints for lightweight rib knits and slub tees.
  • Frame or AG for perfectly broken-in straight-leg denim.
  • Stuart Weitzman & Tory Burch for wedges that balance comfort with sculptural appeal.

That’s a wrap on Jen’s go-to casual edits—four outfits that prove laid-back can still feel luxurious. Which look is your favorite? Try mixing and matching these staples in your own wardrobe, and let us know how you style them!

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