This week marks 21 years since the former Hollywood It couple Brad Pitt and Jennifer Aniston the knot tied. While they didn’t have the happy ending the world had hoped for, their short-lived relationship was so high-profile and enviable that it is tabloid fodder to this day.

The couple went on their first date in 1998, but kept their relationship silent until they made their Emmys red carpet debut in 1999 and cemented themselves as Hollywood’s hottest couple. Then came the whirlwind engagement later that year.

They were married on July 29, 2000 in a wedding that allegedly cost $ 1 million (approximately $ 2.1 million today), which Jen would later call “fantastic” despite her estranged mother’s absence.

Brad Pitt and Jennifer Aniston, who remain friends despite their split, met on the red carpet in 2020 (Getty)

CONNECTED: The complete relationship history of Brad Pitt and Jennifer Aniston

The ring

Brad suggested Jen a diamond and platinum engagement ring valued at $ 500,000 (approximately $ 1 million today) from Italian jewelry designer Silvia Damiani, with whom Brad worked for seven months.

The couple announced their engagement on stage at a Sting concert in November 1999.

Jennifer Aniston and Brad Pitt show Jennifer's engagement ring on stage at the Beacon Theater during a Sting concert on November 21, 1999.Jennifer Aniston and Brad Pitt show off Jennifer’s engagement ring on stage at the Beacon Theater during a Sting concert on November 21, 1999. (Getty)

The venue

Brad and Jen were married on the cliff of Malibu, California. The lavish ceremony took place on a five-hectare property.

Accordingly People, there were 50,000 flowers, four bands, a 40-piece gospel choir, and fireworks.

Tents were set up, lanterns were hung and the tables were decorated with roses, wisteria and tulips. At Jens’s request, the reception tent was lit with brown sugar candles imported from Thailand. You apparently loves Candles.

The bride and groom

Brad wore a black four-button tuxedo designed by Hedi Slimane, while Jen wore a silk-and-satin, glass-beaded, low-backed dress by designer Lawrence Steele.

She combined the dress with a pair of 10 cm Manolo Blahnik heels made of ivory-colored suede and a round veil draped by a pearl-and-Swarovski crystal crown.

A source said People she wanted to look “sexy but pretty” and “show her well-toned arms”.

She carried a loose bouquet of Dutch Vendela roses and entered after flower girls threw petals and blown soap bubbles.

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Brad Pitt and Jennifer Aniston on their wedding anniversary in 2000.Brad Pitt and Jennifer Aniston on their wedding anniversary in 2000. (People)

The bridal shower

Jen had two bridesmaids. The first was Suddenly Susan Actress Andréa Bendewald, whom she has known since she was 14. Jen would later serve as Andréa’s maid of honor at their 2001 wedding. Jen’s second bridesmaid was documentary filmmaker Kristin Hahn-Stringer, one of the first friends Jen made when she moved to LA and later her business partner.

The ladies wore light green slip dresses, while Jens’ flower girls wore cream silk dresses, also designed by Lawrence Steele.

Brad’s brother and best man Doug wore a Prada suit. At some point he dropped the ring. Her father Bill was the second best man, and her mother Jane and sister Julie watched from their seats.

Nancy, Jens’ estranged mother, was not at the wedding. Jen and Nancy had a difficult relationship for years, but it was the publication of Nancy’s book From mother and daughter to friends: a memory This ended the relationship in 1999, hence Nancy’s absence from the wedding – Jen cut Nancy out of her life for 15 years and they reconciled shortly before Nancy’s death in 2016.

Jens is now father Days of our lives Actor, John Aniston, attended. He had the special role of leading his daughter to the altar.

“Jennifer looked beautiful,” said John, who had split from Nancy two decades earlier People at the time.

The vows

Brad and Jen wrote their own vows. Brad promised to “divide the difference on the thermostat” while Aniston said she would always make his “favorite banana milkshake”.

They later read more traditional vows together, even though Jen missed her cue.

“Oh, I’ve never done that before,” she joked. “I married you with this ring so that the whole world could know my love for you,” said Brad and Jen together.

The guest list

It was a high profile event. Brad and Jen invited 200 guests, including them friends Co-stars David Schwimmer, Lisa Kudrow, Matthew Perry, Matt Leblanc and Courtney Cox, the latter of which arrived with her then-husband David Arquette.

Jens close friend Cameron Diaz was there too, as was Brads Fight Club Co-star Edward Norton and his date, actress Salma Hayek. David Spade, Jon Lovitz, and Kathy Najimy also received invitations.

Brad Pitt and Jennifer Aniston at the 56th Annual Primetime Emmy Awards 2004.Brad Pitt and Jennifer Aniston, pictured here at the 56th Annual Primetime Emmy Awards 2004, were together until January 2005 when they announced their intention to divorce. (Getty)

The reception

After the 15-minute ceremony, the newlyweds took their photos while the guests ate prawns, gourmet pizza and caviar, and drank Dom Pérignon champagne.

Dinner arrived in the reception tent at 8 p.m. and the guests ate lobster, crab, peppercorn, risotto, and pasta.

After the speeches, Brad and Jen took to the dance floor.

The cake

After throwing the bouquet and the garter toss, Brad and Jen cut their six-tier wedding cake with white milk icing.

“They looked each other in the eye as they fed each other,” said singer Dakota Horvath, who appeared at the wedding People. “And they laughed with cake in their mouths.”

“It was a spectacular wedding,” said Jen’s father John.

Sadly, Jen and Brad separated in January 2005. They issued a statement announcing the end of their marriage and briefly touched upon speculation about whether a third party, Mr. and Mrs. Smith Co-star Angelina Jolie, was involved. But that’s a whole different story.

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