Twenty years ago, Jennifer Aniston walked down the aisle and married Brad Pitt. Our hearts broke a little bit – what about us, Brad? – but we also shed a tear of happiness that Hollywood’s most beautiful couple had found each other. It may not have worked out, but their firm friendship has gone the distance, making us feel nostalgic for that big day on July 29th, 2000. Trust us, it wasn’t your classic shindig.
According to reports, the wedding bill came in at a cool $1 million, with the pair marrying on a cliff in Malibu California. Renting a five-acre estate overlooking the Pacific Ocean from TV executive Marcy Carsey, offered the private couple the opportunity to keep their day away from the press, and for the most part they succeeded: few images of the ceremony have ever appeared publicly. This was hard fought: airspace above the estate was restricted, to ensure that helicopters could not snap the couple say their I dos, and the reception itself moved to the privacy of a large white marquee, filled with lanterns and offering room for everyone.
Guests included Courteney Cox and Matthew Perry, Jennifer’s Friends co-stars, as well as Cameron Diaz, Salma Hayek and Ed Norton. But Matt Le Blanc didn’t make it: he was stuck on a film shoot, much like an episode from the show in which his character, Joey, almost missed out on Monica and Chandler’s wedding. Luckily for everyone, this time he wasn’t officiating.
Guests were, reports say, asked to sign a confidentiality agreement in advance. Keeping half of Hollywood safe and secret did not come cheap: security is said to have cost in the ballpark of $100,000.
What we do know, if that it was beautiful. Jennifer wore a satin and silk beaded gown designed by Lawrence Steele, with Manolo Blahnik shoes. Her bridesmaids going with green chiffon. Brad wore a Heidi Slimane tuxedo, and his groomsmen were decked out in Prada.
Florist La Premiere provided a whopping 50,000 flowers, including roses, tulips and wisteria. Jennifer’s bouquet was made up of gorgeous Dutch Vandela roses. A gospel choir sang songs from 13, Blur’s 1999 album, and the menu included caviar, pizza and champagne. The reception ended with a beautiful fireworks display.
Jen has remained pretty tight-lipped about the ceremony, but did tell Vanity Fair that it was a ‘fantastic’ event. She is aid to have cried during the service, which featured vows in which Brad promised to ‘split the difference on the thermostat.’ Jennifer, though, vowed to always make him his favourite banana milkshake.
Their marriage lasted for five years. Hollywood’s golden couple were not meant to be. But they’ll always have memories of one hell of a special day.
READ MORE: Jennifer Aniston And Brad Pitt's Relationship Timeline
SEE: The Best Celebrity Wedding Dresses Of All Time
1 of 38Chloë Sevigny
Chloë Sevigny said 'I do' this week in an ethereal white Jean Paul Gaultier haute couture gown designed by Glenn Martens as she wed husband Siniša Mačković (for the second time).
2 of 38Santa Barbara
For their low-key ceremony in Santa Barbara, which was attended by just two witnesses (his father and her maternal grandmother), Kardashian side-stepped a frou-frou frock for something infinitely more fun: a spaghetti-strapped minidress from Dolce & Gabbana. The mini's corset was embellished - rather appropriately - with a heart and she accessorised the look with a demure veil that was attached to a pair of sheer sleeves. Genius.
3 of 38Lady Kitty Spencer
Lady Kitty Spencer wowed on her wedding weekend in not one but five dresses from Dolce & Gabbana. For the ceremony, it was high-necked, full-skirted and puff-sleeved affair that was inspired by two particular wedding dresses: her mother's and Grace Kelly's.
4 of 38Mandy Moore
Mandy Moore wed musician Taylor Goldsmith in a stylish non-traditional extravaganza. The This Is Us star and the lead singer of folk-rock band Dawes exchanged vows in their backyard in a custom pink Rodarte gown.
5 of 38Ariana Grande
Ariana Grande wore a custom Vera Wang dress when she married Dalton Gomez at her home in Montecito in an intimaten affair, with fewer than 20 guests in attendance. The singer wore a shoulder-length veil topped with a satin bow and her signature winged eyeliner to walk down the aisle.
6 of 38Natalia Vodianova
Supermodel Natalia Vodianova tied the knot in Paris, wearing a super chic dress, with a nipped-in waist and pointed collar, by her friend Ulyana Seergenko.
7 of 38Gwen Stefani
Gwen Stefani and Blake Shelton tied the knot in July 2021, in an intimate ceremony on Shelton's ranch in Oklahoma. Gwen wore a custom Vera Wang Haute silk georgette gown with a sweetheart plunging neckline.
8 of 38Lily Allen
From the choice of wedding breakfast (In-And-Out Burger) to her '60s-inspired minidress (Dior), Lily Allen's Las Vegas wedding was a highlight of 2020.
9 of 38Elizabeth Taylor
For her first wedding to Conrad Hilton, Elizabeth Taylor wore a traditional off-the-shoulder gown designed by MGM costumier Helen Rose, the designer also responsible for Grace Kelly's wedding dress.
10 of 38Mary Pickford
Silver screen star Mary Pickford gives a lesson in 1920s bridal glamour.
11 of 38Mia Farrow
Mia Farrow opted for the clean lines and simple silhouette of a skirt suit for her 1966 wedding to Frank Sinatra, perfectly complimenting her iconic pixie cut.
12 of 38Yoko Ono
Yoko Ono chose a simple tiered mini dress, a wide-brimmed hat and white pumps for her wedding to John Lennon. Oh, and massive sunglasses.
13 of 38Mariah Carey
We couldn't not include Mariah's characteristically dramatic bridal gown (complete with tiara), worn for her first wedding in 1993. Designed by Vera Wang, the $25,00 style was reportedly inspired by Princess Diana's wedding dress.
14 of 38Keira Knightley
Keira Knightley chose a knee-skimming tulle dress by Chanel Couture for her low-key wedding to musician James Righton in 2013, a dress she already owned and one that she has subsequently reworn.
15 of 38Princess Margaret
Princess Margaret chose a silk organza gown by Norman Hartnell - the designer behind the wedding and coronation dresses of her sister, Queen Elizabeth II - for her wedding in 1960. The tailored shape and lack of embellishment (a striking departure from previous royal wedding styles) lead Life magazine to crown it 'the simplest royal wedding gown in history.'
16 of 38Queen Elizabeth II
Queen Elizabeth II had to save up ration coupons to exchange for the duchesse satin used in her wedding dress, which was designed by Norman Hartnell and decorated with 10,000 imported pearls.
17 of 38Serena Williams
For their New Orleans ceremony, Serena Williams wore a custom-made dress designed by Alexander McQueen's Sarah Burton before changing into a feathered cape by Versace.
18 of 38Jackie Kennedy
Jackie Kennedy's traditional wedding dress was designed by Ann Lowe, a designer favoured by American high society, and was made from nearly 50ft of ivory silk-taffeta.
19 of 38Kate Moss
Was there ever a cooler wedding dress than Kate Moss's bias-cut, Thirties-inspired slip of a gown, custom-made by her friend John Galliano? The designer later described the process of making Kate's dress as his 'creative rehab.'
20 of 38Bianca Jagger
The original It girl Bianca Jagger broke the rules for her 1971 wedding to Mick Jagger, choosing a slim-fitting skirt suit designed by Yves Saint Laurent.
21 of 38Audrey Hepburn
For her first wedding to Mel Ferrer in 1954, Audrey Hepburn wore a high-necked, puff-sleeved gown designed by Pierre Balmain (whose fashion house is now best known for the high-octane glamour associated with clients like the Kardashians.)
22 of 38Audrey Hepburn
Hepburn chose a pale pink mini dress and matching headscarf, designed by her lifelong friend Hubert de Givenchy, for her second wedding to Andrea Dotti in 1969.
23 of 38Kim Kardashian
Kim Kardashian called on close friend Riccardo Tisci, Givenchy's creative director at the time, to design a dress for her wedding to Kanye West. The result was an Instagram-breaking creation, featuring cut-out panels and long lace sleeves.
24 of 38Solange Knowles
For her wedding to Alan Ferguson in 2014, Solange Knowles side-stepped bridal traditions by opting for a structured cream jumpsuit by Stéphane Rolland.
25 of 38Kate Middleton
For the most talked about wedding of the century, Kate Middleton wore a long-sleeved Alexander McQueen gown, designed by creative director Sarah Burton, for her wedding to Prince William in 2011.
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26 of 38Grace Kelly
Designed by MGM costume designer Helen Rose, Grace Kelly's high-necked, long-sleeved gown was a clear inspiration for Kate Middleton's wedding dress. Worn for her 1956 wedding to Prince Rainer of Monaco, it was fashioned from 25 yards of silk-taffeta, one hundred yards of silk net, and Brussels rose point lace.
27 of 38Princess Diana
Princess Diana's 1981 wedding dress is still one of the most famous bridal styles of all time. The fairytale gown, designed by David and Elizabeth Emanuel, was fashioned from ivory silk-taffeta and antique lace, which had belonged to Queen Mary. The 25 foot train posed something of a problem, however, barely fitting into Diana's wedding carriage.
28 of 38Zoe Kravitz
Zoë Kravitz chose a butter-wouldn't-melt dress by Alexander Wang (the drop-waist and ankle-length silhouette drew comparisons to Audrey Hepburn).
29 of 38Gwyneth Paltrow
Gwyneth Paltrow wore undone waves with Valentino Haute Couture for her Hamptons wedding to Brad Falchuk.
30 of 38Iman
For the ultimate meeting of the rock and modelling worlds, in what must surely be the most glamorous union of all time, Iman married David Bowie wearing a Hervé Léger gown with elbow-length gloves.
31 of 38Hailey Bieber
Hailey Bieber's wedding wardrobe included four white dresses, but this lace Off-White number, with 'Till Death Do Us Part' embroidered on the veil, was a scene-stealer.
32 of 38Amal Clooney
For her civil wedding in Venice, Amal delivered note-perfect polish in a cream jumpsuit by Stella McCartney.
33 of 38Wallis Simpson
The wedding of Wallis Simpson and Edward VIII, at Chateau De Cande in 1937, was perhaps the most controversial in Britain's history. As Time reported from the event: 'She wore a dress that most U. S. department stores were soon to feature: soft blue crepe with a tight, buttoned bodice, a halo-shaped hat of the same color, shoes and gloves to match. At her throat was a tremendous diamond-&-sapphire brooch.'
34 of 38Meghan Markle
In the most-anticipated wedding dress designer announcement of all time, Meghan Markle surprised on-lookers by choosing Clare Waight Keller, artistic director at Givenchy at the time, to create her wedding dress.
35 of 38Princess Anne
For her marriage to Captain Mark Phillips in 1973, Princess Anne chose a high-necked, puff-sleeved gown by Maureen Baker.
36 of 38Princess Eugenie
Princess Eugenie's open-backed dress, from London-based Peter Pilotto, was specially designed to showcase her scar from scoliosis surgery. The Greville Emerald Kokoshnik Tiara, gifted to the Queen Mother, was her crowning glory.
37 of 38Elaine Welteroth
Author, and former editor-in-chief of Teen Vogue, Elaine Welteroth didn't let Covid-19 stop her tying the knot on the 15th May 2020. She, and husband Jonathan Singletary got married on their Brooklyn stoop, with 200 friends watching on Zoom, well-wishing neighbours and a small group of socially-distanced friends. While her shoes were custom-made Brother Vellies, her dress, according to Vogue, was something she pulled out of her wardrobe, having not worn it for three years, and her veil was her mother's. 'Since the mantra we set for our stoop wedding was, 'Do the best you can with what you have,' I decided to not overthink my dress,' she told Vogue.
38 of 38Chanel Iman
Model Chanel Iman walked down the aisle with New York Giants wide receiver Sterling Shepard in Beverly Hills while wearing a stunning lace gown by Zuhair Murad.