By Emily Krauser
5:38 PM PST, February 11, 2020
Jennifer Aniston knows how to work a red carpet! The 51-year-old actress has turned heads since Friends debuted in 1994, and the 26 years since have only brought amazing looks, from Aniston's beloved LBDs to effortlessly chic, boho ensembles. Click through the gallery to see her major style statements through the years.
1995 VH-1 Honors
Aniston was doing the exposed bra thing before it was cool!
1998 VH-1 Divas Live Concert
Wearing her hair half up, Aniston went for a head-to-toe gray look in a comfy-looking long-sleeved top and maxi skirt combo.
1999 Emmy Awards
A plum hue, plenty of sequins and piecey locks made Aniston stand out at the Emmys.
1999 SAG Awards
Leave it to Aniston to pull off a tube top and maxi skirt on the red carpet.
2000 Emmy Awards
Attending the 52nd Annual Emmy Awards with then-husband Brad Pitt, Aniston paired her curve-hugging red Prada gown with two very early aughts accessories: a tiny shoulder purse and a gold choker.
2001 People's Choice Awards
Aniston accented her decolletage with a gold cross necklace, which also complemented the plunging neckline of her ruched, black silk dress.
2003 Screen Actors Guild Awards
Va-va-voom! Aniston went for one of her most revealing looks ever at the SAG Awards: a long black dress with revealing cut-outs.
'Troy' Premiere
Accompanying then-husband Brad Pitt to the 2004 Cannes Film Festival, Aniston nearly stole the show on the red carpet in her diamond shape-adorned Versace halter gown.
2004 Emmy Awards
Has boho-chic ever looked this good? Aniston brought a grown-up hippie flair to the Emmys red carpet in this white, beaded Chanel number.
'Derailed' Premiere
Aniston opted for a nude-hued, sequined halter dress for the October 2005 premiere.
2006 Oscars
The Friends star kept things simple at the 78th Annual Academy Awards in a black Rochas dress with a semi-sheer top and long train.
'Friends With Money' Premiere
The California girl rocked ruffles and sheer black fabric to this March 2006 premiere in Hollywood.
18th Annual GLAAD Media Awards
Plenty of texture and details made this LBD pop at the April 2007 awards show.
'Marley & Me' Premiere
Aniston went for a fun, flirty look in a strapless, black tiered mini made of leather and lace at the December 2008 premiere of Marley & Me.
2009 Oscars
Aniston was a sparkly dream in this champagne-hued Valentino Couture gown.
Women in Film 2009 Crystal + Lucy Awards
Metallic mama! Aniston shined bright in this gold, lingerie-inspired mini and nude sandals.
2010 Golden Globe Awards
The He's Just Not That Into You actress put her best foot forward in this Valentino stunner.
'The Bounty Hunter' Premiere
Aniston surprised fans when she attended this March 2010 premiere in Paris in a shocking pink, silk Christian Lacroix gown.
May 2011
May we all be as confident and bold as both Aniston and this orange Vivienne Westwood cocktail dress that she wore while signing bottles of her eponymous fragrance at a Sephora store in New York City.
Hollywood Walk of Fame Ceremony in February 2012
Being inducted into the Hollywood Walk of Fame called for a prim and proper, printed Chanel frock.
'Wanderlust' Premiere
Chevron stripes, peplum and leather piping took Aniston's look up a notch at the February 2012 premiere of her film, Wanderlust.
2013 Oscars
Red-hot! The We're the Millers star stunned in a strapless, cherry red custom Dior gown.
'Life of Crime' Premiere
Aniston's mega-watt smile was as pretty as this ruched, strapless periwinkle dress when she stepped out at the 2013 Toronto International Film Festival.
'We're the Millers' Premiere
We can't get enough of this unexpected floral frock by Christian Dior that Aniston wore to the European premiere of We're the Millers in London in August 2013.
'Horrible Bosses 2' Premiere in Hollywood
This Jennifer gave us Jenny From the Block vibes in a white-and-black lace mini dress and metallic pumps at the November 2014 premiere of her hilarious Horrible Bosses sequel.
'Horrible Bosses 2' U.K. Premiere
A pop of red spiced up Aniston's otherwise black, strapless Antonio Berardi dress when she hit this London red carpet in November 2014.
'Cake' Premiere
The Screen Actors Guild Award winner kept things sweet and simple in a pretty halter dress that featured a black bow at the neckline and a floral skirt at the January 2015 premiere of her well-received drama.
2015 Critics' Choice Awards
The Cake star had a major moment when she went shirtless underneath this crimson Gucci suit, accenting her enviable figure with a body chain.
29th American Cinematheque Award
While honoring her pal Reese Witherspoon at the October 2015 award show, Aniston hit the stage in a white tube top and black maxi skirt combo from Kaufmanfranco.
2015 Academy Awards
The Oscars red carpet was no match for this glistening, one-shouldered champagne creation by Versace.
2015 Screen Actor Guild Awards
This vintage, plunging olive green Galliano gown was the talk of the 2015 SAG Awards.
'She's Funny That Way' Premiere
From LBDs to LBJs! Aniston switched up her usual uniform, opting for her beloved black hue but this time in jumpsuit form at the August 2015 premiere.
2016 Critics' Choice Awards
The Mother's Day darling slipped into a gray dress with subtle ruffles along the neckline and a middle slit, which she paired with silver sandals. She kept her hair simple, wearing her straight locks down with a middle part.
'Zoolander 2' Premiere
Aniston looked beautiful in a burgundy column dress by Galvan at the sequel's world premiere in February 2016.
'Mother's Day' Premiere
Aniston opted for a black blazer dress with leather accents for this April 2016 premiere in Hollywood.
June 2016 Screening of 'The Break-Up'
The blonde bombshell was on a silver streak in this gunmetal gray slip dress at a special screening of her and Vince Vaughn's rom-com in Hamburg, Germany.
'Storks' Premiere
Very appropriately, the affable actress wore a strappy, embroidered Valentino dress covered in feathers and sequins to the September 2016 premiere of Storks.
'Office Christmas Party' Premiere
Flower power! A multi-colored, bohemian maxi dress by Roberto Cavalli looked like a second skin on Aniston as she stepped out for the Los Angeles premiere of Office Christmas Party in December 2016.
2017 'Vanity Fair' Oscar Party
You go, girl! Aniston stunned in a plunging, sequined Atelier Versace dress, matching Gucci shoes and Lorraine Schwartz jewelry.
'The Leftovers' Season 3 Premiere
Aniston opted for an edgy, one-shouldered leather dress by Brandon Maxwell as she supported then-husband Justin Theroux at his HBO show's April 2017 premiere.
American Film Institute's 46th Life Achievement Award Gala
At the June 2018 gala, which served as a tribute to George Clooney, the Office Christmas Party actress opted for a chic, ruched black dress by Christian Lacroix Haute couture.
'Dumplin' Premiere'
Sequin stunner! The gorgeous gal showed off her long logs in a shimmery, long-sleeved black Stella McCartney mini at the premiere of her Netflix movie in December 2018.
'Murdery Mystery' Premiere
For the June 2019 premiere of her Netflix comedy with Adam Sandler, the blonde beauty opted for a sleeveless, belted black leather mini and matching sandals.
Variety's 2019 Power of Women: Los Angeles
Powerful pinstripes made this shift dress, which Aniston cinched at the waist with a double belt.
2020 Golden Globes
Aniston rocked her signature look in a classic black strapless Christian Dior Haute Couture gown, letting her famous blonde hair loose in a subtly waved style.
2020 Screen Actors Guild Awards
All eyes were on Aniston at the SAG Awards, and she did not disappoint! The Morning Show star slipped into a vintage, off-white silk satin gown by John Galliano for Dior, purchased at LILY et Cie in Beverly Hills.