From her Rachel Green days to her Morning Show resurgence, Jennifer Aniston has long been one of our style icons – there’s something so effortless about the way she puts outfits together, we couldn’t help rounding up her best looks through the ages. Keep scrolling to see (& shop!) our top 5.

Tie front shirt + jeans

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Pinterest Silver Plated Disc Necklace Melrose Indigo Girlfriend Jean Allie White and Animal Trainers Blue Pocket Oversized Shirt Pinterest Silver Plated Disc Necklace Melrose Indigo Girlfriend Jean Allie White and Animal Trainers Blue Pocket Oversized Shirt Pinterest Silver Plated Disc Necklace Melrose Indigo Girlfriend Jean Allie White and Animal Trainers Blue Pocket Oversized Shirt Pinterest Melrose Indigo Girlfriend Jean Silver Plated Disc Necklace Allie White and Animal Trainers Blue Pocket Oversized Shirt

We can’t get enough of Rachel Green’s playful 90s style from Friends’ early days… Emulate the look by tying your classic shirt up and pairing it with high-waisted jeans and white trainers.

Grunge meets minimal

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Pinterest Black Wrap Belted Cardigan Grey Foil Rock Slogan T-Shirt Hudson Indigo Slouchy Jeans Debbie Black Biker Boots Pinterest Black Wrap Belted Cardigan Grey Foil Rock Slogan T-Shirt Hudson Indigo Slouchy Jeans Debbie Black Biker Boots Pinterest Black Wrap Belted Cardigan Grey Foil Rock Slogan T-Shirt Hudson Indigo Slouchy Jeans Debbie Black Biker Boots Pinterest Black Wrap Belted Cardigan Grey Foil Rock Slogan T-Shirt Hudson Indigo Slouchy Jeans Debbie Black Biker Boots

Doesn’t that picture with Brad Pitt take you right back? We love her grunge meets minimal take on the trends of that time – it’s a combination we could so easily pull off today, pairing slouchy jeans with biker boots and a long cardigan. We’ve just added a slogan tee to further the rock & roll feel.

Camel coat + side stripe joggers

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Pinterest Beige Double Breasted Coat Gold Tone Curb Chain Necklace White Cotton Star T-Shirt Navy Side Stripe Joggers Allie White and Nude Trainers Pinterest Beige Double Breasted Coat Gold Tone Curb Chain Necklace White Cotton Star T-Shirt Navy Side Stripe Joggers Allie White and Nude Trainers Pinterest Beige Double Breasted Coat Gold Tone Curb Chain Necklace White Cotton Star T-Shirt Navy Side Stripe Joggers Allie White and Nude Trainers Pinterest Beige Double Breasted Coat Gold Tone Curb Chain Necklace Allie White and Nude Trainers White Cotton Star T-Shirt Navy Side Stripe Joggers

Fast-forward to today, and Jen An’s knack for high/low dressing deepens: we love how she styles her sporty side-striped joggers with a camel coat and trainers – such a comfy but stylish combination.

Sculpting leather

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Dark Grey Easy Blazer Coat Ezra Black Suede Heeled Boots Black Faux Leather Treggings Black Shoulder Pad Knitted Top Gold Charm Pendant Necklace Pinterest Dark Grey Easy Blazer Coat Ezra Black Suede Heeled Boots Black Faux Leather Treggings Black Shoulder Pad Knitted Top Gold Charm Pendant Necklace Pinterest Dark Grey Easy Blazer Coat Ezra Black Suede Heeled Boots Black Faux Leather Treggings Black Shoulder Pad Knitted Top Gold Charm Pendant Necklace Pinterest Pinterest Ezra Black Suede Heeled Boots Gold Charm Pendant Necklace Dark Grey Easy Blazer Coat Black Faux Leather Treggings Black Shoulder Pad Knitted Top

Jennifer is also a fan of head-to-toe black, but take note – by opting for sculpting leather-effect treggings, she introduces a different texture and elevates the whole look.

Camel coat + loafers = timeless

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Pinterest Beige Double Breasted Coat Harriet Tan Suede Shoulder Bag Meribel Indigo Straight Jeans Kos Tortoiseshell Sunglasses Camille Black Leather Loafers Off White Pinstriped Shirt Pinterest Beige Double Breasted Coat Harriet Tan Suede Shoulder Bag Meribel Indigo Straight Jeans Kos Tortoiseshell Sunglasses Camille Black Leather Loafers Off White Pinstriped Shirt Pinterest Beige Double Breasted Coat Harriet Tan Suede Shoulder Bag Meribel Indigo Straight Jeans Kos Tortoiseshell Sunglasses Camille Black Leather Loafers Off White Pinstriped Shirt Pinterest Camille Black Leather Loafers Harriet Tan Suede Shoulder Bag Beige Double Breasted Coat Kos Tortoiseshell Sunglasses Meribel Indigo Straight Jeans Off White Pinstriped Shirt

This is Jennifer at her most current, walking around New York City in a polished camel coat + black loafers + tan bag combo that will take us through the seasons the Jen An way (that is, utterly effortlessly).