Looking Back at Jennifer Aniston's Wedding Photos

The actress has famously walked down the aisle twice

Jennifer Aniston headshot

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Believe it or not, we've been thinking about weddings lately (surprise, surprise). Particularly two, now infamous, weddings for the eternal Rachel Green of our lives (just a little shout out to Aniston's dad John, star of Days of Our Lives). Jennifer Aniston has very famously been down the aisle twice, first to Brad Pitt (yeah, yeah, we all know how that ended) and later tying the knot to Zoolander 2 writer and The Leftovers star Justin Theroux (a marriage that ended in 2017). So, in honor of one of our favorite friends (see what we did there?), we look back at the very different marital stylings of Jennifer Aniston.

Brad Pitt and Jennifer Aniston on their wedding day
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Jennifer Aniston and Brad Pitt: July 29, 2000

We all know the stories and the tabloid frenzy. But let's go back to sunnier, happier times when Jennifer Aniston stood on a bluff in Malibu and said "I do" to then-fiancé Brad Pitt.

It was the wedding of the new millennium. Big, flashy, incredibly traditional, and ringing in at about $1 million. America's Sweetheart Aniston and Sexiest Man Alive Pitt made it official on July 29, 2000, in front of 200 of their closest friends and family on a bluff overlooking the Pacific in Malibu.

Jen walked down the aisle in a glass-beaded, low back wedding gown by Lawrence Steele and a simple classic veil. There was no Rachel haircut in sight as Aniston's famous golden locks were styled by Chris McMillan—who reportedly gave Pitt and Aniston matching "brother-and-sister" highlights ahead of the nuptials. Jen's two bridesmaids wore pale green dresses, also by Steele. For her bouquet, Aniston chose Dutch Vendela roses.

The guest list read like a who's who of the 1990s. Most of the Friends were represented, with the exception of Matt LeBlanc who was stuck on a movie set. Then couple Salma Hayek and Edward Norton (Brad's costar in Fight Club) made the list, as did David Spade and Kathy Najimy.

For the wedding of the year, the couple rented a Malibu estate belonging to TV producer Marcy Carsey. According to florists from La Premiere in Beverly Hills, Brad wanted the whole thing to look like a Zen garden, so 50,000 roses, wisteria, tulips, and lotus flowers set the tone.

An aerial view of Brad Pitt and Jennifer Aniston's wedding venue in Malibu, CA
Photo by Dan Callister / Getty Images

As for music, the couple kept it classic, choosing "The Way You Look Tonight" for their first dance. Performances by pal Melissa Etheridge and a Greek bouzouki band (owing to Aniston's Greek heritage) followed.

For the grand finale, the couple set what would become a major wedding trend for years to come when a barge floating in the Pacific set off a 13-minute fireworks display.

This is what a million-dollar wedding looks like: 200 guests, 50,000 flowers, a 40-person gospel choir, lobster, champagne, Melissa Etheridge, and fireworks.

Justin Theroux (left) and Jennifer Aniston walking under a black umbrella
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Jennifer Aniston and Justin Theroux: August 5, 2015

Aniston's much-buzzed-about second chance at happily ever after culminated in a private surprise wedding that couldn't have been more different from her first glitz-filled walk down the aisle.

On August 5, 2015, Aniston and Theroux invited 70 guests including Howard Stern, Orlando Bloom, Friends co-stars Lisa Kudrow and Courteney Cox (who served as maid of honor), Lake Bell and Scott Campbell (Theroux's best man), Ellen Degeneres, Chelsea Handler, Emily Blunt and John Krasinski, Tobey Maguire and Jennifer Meyer, and Sia to celebrate Theroux's 44th birthday at their Bel Air home. Friends arrived at a surprise wedding ceremony. Kimmel officiated and reportedly teared up throughout, while Stern stood up to say a few words during the reception.

It was certainly a friendly affair as the couple called upon their talented friends and put them to work for the wedding day. Terry Richardson snapped photos, while Sia performed "Chandelier" for the couple's first dance. Jennifer Meyer designed the couple's wedding bands and Aniston's mane man Chris McMillan again took responsibility for the bride's famed locks.

Jennifer Aniston wedding ring detail
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Sadly for us, the most important piece of the Aniston-Theroux wedding puzzle is still missing. Months and years after the couple tied the knot, there were no hints or photos of Aniston's wedding dress (sources say Aniston went off-the-rack this time and her veil was reportedly from J.Crew).

"I'm not telling you about any of that stuff," the Friends star told Entertainment Tonight shortly after the wedding. "We had the beautiful luxury of having a beautiful, private moment. And I'm going to be selfish and keep it that way."

We're still waiting, Jen.

The couple gathered up some close friends (including Cox) and ventured to Bora Bora for a death-defying honeymoon.

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