32 Iconic Jennifer Aniston Outfits That Embody Her LBD Aesthetic

Jennifer Aniston has never wavered from her signature style throughout her decades in the spotlight. She first stole America’s heart with her iconic "The Rachel" haircut (at some point, nearly everyone has brought a photo of her into their hair appointment) and a uniform of crewneck baby tees, fitted knits, mini skirts, and straight-leg jeans on the set of Friends. Off camera, Aniston is a longtime expert at effortlessly stylish, classic, and approachable power dressing, remaining loyal to a few style heroes—among them strappy heels, strapless column maxi and A-line silhouettes, pops of metallics and red amidst a sea of neutrals, tailoring, and a genuine smile. She’s paid subtle nods to trends like ‘90s minimalism and Y2K tube tops, but she’s always looked pretty much the same, which is to say unfailingly chic and impeccably put-together. Ahead, see 32 of the best Jennifer Aniston style moments of all time, providing endless classic yet inspired outfit inspiration.

SAG Awards (2024)

To present Barbra Streisand with the Lifetime Achievement Award at the 2024 SAG Awards, Aniston embodied classic glamour by opting for a sparkling silver Celine slip dress, which she paired with a black clutch, strappy heels, and a fresh bob haircut.

People's Choice Awards (2024)

Aniston loves a strapless black silhouette, and to present Adam Sandler with the People's Icon Award at the 2024 People's Choice Awards, she opted for a mini version of this go-to. Paired with understated jewelry, the look made an effortlessly chic statement.

'Murder Mystery 2' Premiere (2023)

For the premiere of Murder Mystery 2, Aniston wore an ultra-glamorous Atelier Versace mini dress comprising semi-sheer, beaded, and sequined streams of fabric. She echoed the tones of her dress throughout her look with metallic eyeshadow and a pair of silver Jimmy Choo heels.

SAG Awards (2020)

To take home the Performance by a Female Actor in a Drama Series award for The Morning Show, Aniston wore a silk, snow-white vintage gown designed by John Galliano for Dior. The bias-cut dress, complete with gathered detailing and subtle chevron, created an elegant column moment ideal for accepting a trophy.

Golden Globe Awards (2020)

Aniston was the talk of the 2020 Golden Globes in diamond jewelry and a custom Dior Haute Couture gown—a strapless bodice that gave way to a voluminous, floor-grazing train—by Maria Grazia Chiuri. The dress reportedly took three of Dior’s dressmakers 200 hours to construct.

'The Late Show with Stephen Colbert' Appearance (2019)

Following an appearance on The Late Show, the actress and style icon stepped out in New York City wearing a lace-hemmed silky slip skirt with a satin tuxedo jacket and black ankle boots.

Vanity Fair Oscar Party (2017)

For the 2017 Oscars afterparty, Aniston emanated nightlife glamour in a strapless, embellished Valentino couture gown with a high slit and plunge neckline. She kept her accessories simple with a mini hard-shell clutch, sandals, and minimal jewelry.

'Zoolander No.2' Premiere (2016)

For the Zoolander No. 2 premiere, Aniston wore a deep merlot-toned slinky floor-length dress by Galvan. She embraced a gold accessory theme with her hoops, bangles, and heels, plus she shook up her regular beauty look by pulling her hair back into a high ponytail.

'Storks' Premiere (2016)

Tailoring her signature red carpet glamour to a daytime premiere, Aniston wore a metallic embroidered Valentino mini dress and a pair of strappy heels.

SAG Awards (2015)

Embodying her reputation as a Hollywood golden girl, Aniston made a vintage gold and black John Galliano dress feel modern. She masterfully accentuated the plunging neckline with a delicate black lariat necklace and finished the look with dangling gold earrings and stacked bracelets.

Academy Awards (2013)

On Hollywood's biggest night, Aniston stole the show in a strapless, candy apple red Valentino gown, complete with a dramatic train. She paired the statement with a matching satin clutch and layered diamond bracelets.

American Cinematheque Award Gala (2012)

Aniston nailed old Hollywood style in a black and white Valentino gown that plays on the concept of a tuxedo and bowtie. We love how the studded clutch and her signature tousled hairstyle give a modern edge to the look.

Directors Guild of America Awards (2012)

For the 2012 Directors Guild of America Awards, Aniston caught the light in a sparkling brocade strapless mini dress, which she accessorized simply but powerfully with a Ferragamo croc clutch and classic black heels with an ankle strap. Her mismatched nails—a nude manicure and a moody dark pedicure—are a subtly bold beauty move.

'The Bounty Hunter' Press Event (2010)

In a true-to-form take on business attire, Aniston looked put-together in a silky gray pencil skirt, a cream V-neck cashmere sweater, silver strappy stilettos, and a gold bracelet.

'Love Happens' Premiere (2009)

Aniston has worn numerous silver mini dresses for red carpets—they’re an ever-refreshing and festive alternative to LBDs. Here, she epitomized star power in a slinky, long-sleeve silver Valentino couture number, which she paired with Christian Louboutin sandals. She opted not to wear any other accessories, letting the dress take center stage.

'He's Just Not That Into You' Premiere (2009)

Burberry designed Aniston’s two-piece slim-fitting black pantsuit, which she made into a full-blown statement with a black clutch, layered gold chains and necklaces, a moody manicure, frosted lip gloss, and an undone updo.

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New York City Street Style (2006)

By stepping out in New York wearing a white tank top, elongated black trousers, and a black shoulder bag—Aniston demonstrated the power of simplicity. This outfit formula is timeless and will never fail to look just right.

Emmy Awards (2004)

For the 2004 Emmys, Aniston embodied effortless Y2K glamour in an ethereal strapless, floor-length Chanel gown, which felt elevated with its gold embroidery and pearls and an intricate pair of dangling earrings.

'Troy' Cannes Film Festival Premiere (2004)

Cannes is arguably the most glamorous film festival, and Aniston rose to the occasion in a crystal-encrusted, floor-grazing ivory Versace gown. The halter neck feels quintessentially early aughts yet still looks stunning 20 years later.

Emmy Awards (2002)

On the evening that she won her first Emmy for her performance as Rachel on Friends, Aniston looked luminous in a shell pink Dior gown detailed with lace and intricate beading. She wore her hair in beach waves, slipped a sheer scarf around her neck, and echoed her shining dress with metallic silver shoes and a beaded mini bag.

SAG Awards (2003)

In another effortlessly iconic red carpet moment, Aniston made a statement in a sleek navy blue gown featuring a dramatic keyhole cutout. Keeping with the cool color scheme, she accessorized with silver heels and a diamond bracelet.

Golden Globe Awards (2002)

Highlighting the power of good tailoring, Aniston was a standout at the 2002 Golden Globes in a tuxedo jacket (sans shirt) and wide-leg, floor-grazing trousers. She wore her hair in a casual updo and finished the look with an elongated, beaded black clutch, pointed-toe pumps, and dashes of gleaming jewelry.

'The Good Girl' Los Angeles Premiere (2002)

Here, Aniston created an ultra-cool red carpet moment by pairing a simple white tank top with a midnight blue low-rise maxi column skirt. She finished the look with casual gold jewelry, a bronze satchel, and brown sandals.

NBC 75th Anniversary Special (2002)

Dresses over pants were everywhere in the early aughts, and Aniston pulled off the trend better than anyone in a romantic, semi-sheer floral print mini dress and black trousers.

'The Mexican' Premiere (2001)

There's no denying that Aniston could teach a masterclass in both neutral outfits and layering. Here, she wore a mix white, cream, and butter tones for the premiere of The Mexican, punching things up subtly with a yellow suede shoulder bag and a silver necklace.

Emmy Awards (2000)

Aniston has always known the power of a simple spaghetti strap column dress, wearing neutral variations on countless red carpets—but she made headlines in 2000 after wearing this lipstick red Prada gown. As always, the actress accessorized with minimal, just-right pieces: a choker, a single bracelet, and a metallic mini bag.

SAG Awards (1999)

In one of her most iconic and influential looks to date, Aniston wore a sleek black inverted bandana top (which later became a Y2K staple), a pleated floor-length black satin skirt, and a floating gemstone necklace. She wore her hair pin-straight and carried a black jacket.

'Snatch' Premiere (2001)

Aniston looked cool in one of her go-to casual looks: straight leg, medium wash jeans and a white t-shirt—elevated with a deep brown suede jacket, a gray cashmere scarf, wire-rimmed glasses, a leather tote, and snakeskin heeled boots. This outfit formula will work forever.

Emmy Awards (1999)

At the 1999 Emmys, Aniston stunned in a gown with a sheer, bedazzled paisley bodice and a floor-grazing, chocolate brown drape. She finished the look with an on-trend crimped hairstyle, a thick gold bracelet, and a mini bag.

'Cosmopolitan' Cover Party (1997)

One of the most frequently used phrases in fashion is “Little Black Dress,” and this is why. Aniston kept this look especially simple by pairing the strappy black number with coordinating heels and a minimal updo, but the impact is undeniable.

'Picture Perfect' Premiere (1997)

Here, Aniston created a romantic moment with a white and gold floral dress, a satin mini shoulder bag, and caramel-toned patent heels. Dashes of shimmer from her nail polish, gold hoops, floating pearl necklace, and bronze lipstick helped her to shine extra bright.

GLAAD Media Awards (1995)

Posing with her Friends co-stars Courteney Cox and Lisa Kudrow, Aniston proved that less is always more in a floor-length, dark brown spaghetti strap slip dress. She accessorized with pointed-toe mules, '90s brown lips, and a delicate necklace with a pendant.

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