Your Complete Guide To Jennifer Aniston Engagement Rings

Your Complete Guide To Jennifer Aniston Engagement Rings

Emily Schinella Emily Schinella
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Since her breakout role on everyone’s favourite 90s sitcom Friends, Jennifer Aniston’s monetary rise to superstardom has been accompanied by her status as a fashion icon. From her iconic early-90s haircut that had everyone making a trip down to the hair salon and requesting the Rachel haircut to her endless couture gowns that she would rock on the red carpets of her movie premieres, Jennifer Aniston’s impact on fashion and style is indisputable. 

Being a major Hollywood star and a style icon naturally means that much of the public is curious about every aspect of Jennifer Aniston’s personal life from the mega-mansions that she is purchasing to the other Hollywood stars she is associated with, especially those that she is currently dating. And in her well-established career, it is safe to say that Jennifer has had her fair share of high profile relationships and even marriages. And in the process, it has left us to become obsessed with every little aspect of their relationship from their infamous red carpet appearances to the engagement rings that the men in her life have given Jennifer over the years. As a style icon, it will be no surprise that the diamond rings she has been given have pretty much become as famous as she is, which is why we have decided to unpack every aspect of them for you. 

From their one-of-a-kind design features to their purported worth, read on for your complete guide to Jennifer Aniston’s engagement rings.

Jennifer Aniston Engagement Rings

Jennifer Aniston Engagement Rings:

Brad Pitt and Jennifer Aniston

Two Hollywood superstars come together to form a power couple for the ages. 

The Guy

In 1998, when Jennifer was at the height of her Friends fame and everyone was out there rocking the Rachel haircut, her star would rise once again when she connected up with highly esteemed actor and Hollywood heartthrob Brad Pitt. The twosome quickly became Hollywood’s darlings and we all gazed in awe whenever they made an incredibly stylish red carpet appearance together or whenever they spoke fondly about one another in interviews. The coupling was so notorious that it would only be triumphed by Brad’s next high profile relationship (Brangelina anybody?). Initially meeting in 1994 during an innocent catch-up with both of their managers, the actors wouldn’t go on their first date for another four years when they ran into each other again. 

Making their official red carpet debut in 1999 at the Primetime Emmy Awards, the two would get engaged two months or so later when Jennifer Aniston was spotted with a big diamond sparkler on that finger when the couple got on stage at a Sting concert. Not much is known exactly how Brad Pitt popped the question, however, judging by the style of this It couple we can guarantee that it was pretty epic. Then, less than a year of becoming engaged, the pair would exchange wedding rings at a star-studded affair in Malibu during July, 2000. As you can imagine, it was a very over-the-top affair with over 50,000 flowers, a 40-person choir, lots of lobster and champagne, a performance by singer Melissa Etheridge as well as a 13-minute firework show that reportedly cost the couple a cool $1 million USD ($1.3 million AUD). Despite their high profile nuptials, the pair were fiercely private about their nuptials and rarely ever spoke about it. Sadly, their union would come to an end in 2005 and Brad Pitt would begin an even higher-profile relationship with his Mr and Mrs Smith co-star Angelina Jolie-whom he would later marry and then divorce. 

Jennifer Aniston Engagement Rings

The Ring 

So, what type of engagement ring do you give one of the most beautiful and stylish people on the planet? 

Well, Brad Pitt opted for a diamond halo ring that he personally helped to sketch with the head designer of the jewellery brand Silvia Damiani. Reportedly costing a whopping $500,000 USD (almost $685,000 AUD), the white gold ring boasted a large round-cut centre diamond and was surrounded by an array of smaller sparkling round-cut diamonds. The bespoke ring also featured a setting that was adorned in a swirl style, something that was thought to be representative of eternity for the engagement ring’s designer. It is unknown exactly how many carats were in Jen’s ring, however, judging by the sheer size of it we are certain that it is quite a few carats higher than the average diamond engagement rings out there. 

Upon tying the knot, Aniston accessorised her massive engagement ring with an elegant white gold or platinum ring that featured ten small diamonds around the interior side of the band. Brad would sport a wedding ring that mirrored this design. Both rings reportedly had ‘Brad 2000’ and ‘Jen 2000’ engraved on the inside. However, due to her engagement ring’s incredibly grand design, Jennifer would often wear her wedding ring and eventually her eternity ring on her right hand while continuing to wear her engagement ring on her left hand. It isn’t known whether she kept the engagement ring following the demise of the pair’s marriage, however, we can imagine a ring this beautiful was very hard to let go of. 

Jennifer Aniston Engagement Rings

Justin Theroux and Jennifer Aniston

After high profile romances with some of Hollywood’s biggest and brightest, Jen would eventually settle down with the boy next door.  

The Guy 

After moving on from Brad with a string of other high profile relationships with the likes of actor Vince Vaughn and Hollywood’s favourite bad boy singer John Mayer, Jennifer would meet her match with actor and screenwriter Justin Theroux. Meeting on the set of their 2007 film, Tropic Thunder, the pair wouldn’t actually begin dating until reuniting for the 2011 film Wanderlust. Theroux who was already an established actor and writer but wasn’t exactly a household name was instantly smitten with the blonde beauty and she was with him as well, so much so that they bought a house and moved in together less than a year after they had begun dating. The two even adopted a puppy together which you know means things are getting serious when that happens and Theroux was even sitting there in the front row supporting Jennifer as she received a much-deserved star on the Hollywood Walk of Fame. 

After a whirlwind romance, Theroux got down on one knee and proposed to the actress on her 41st birthday while the pair were celebrating in New York City at an eatery in Grenwhich Village. According to sources at the time, the proposal was simple yet incredibly sweet and Jen shed a few tears of joy. But despite getting engaged so quickly into their relationship, the pair weren’t in the big of a rush to get to the altar. In fact, they wouldn’t tie the knot until 2015 when the actors exchanged vows in a super-secret and intimate ceremony at the mansion they share together. Unfortunately, their happy ever after was not meant to be as the couple soon split after less than two years of marriage.   

Jennifer Aniston Engagement Rings

The Ring

While the marriage may have not lasted, the engagement ring is sure to be in many of our hearts for years to come. Equally if not more extravagant than Jen’s engagement ring from Brad Pitt, her second engagement ring featured an extremely large oval engagement ring sitting on an elegant yellow gold solitaire setting. Coming in at an epic 9-carats the ring is certainly fit for royalty or at the very least, Hollywood royalty. It is not known who designed the giant sparkler, however, Aniston has said that he worked alongside jewellery designers that Jennifer has known for years to come up with the bespoke creation. While she was completely taken back by Justin’s proposal, just was instantly smitten with her brand new gold engagement ring commenting that “he knows what I like”. 

Magazines and online gossip sites reported at the time that the ring was reportedly worth around $500,000 USD, the same amount that Brad Pitt is said to have spent on her engagement ring. Boasting an extremely simple setting, a lot of diamond jewellery lovers fawned over this diamond solitaire engagement ring because it allowed its exquisite oval-cut diamond to be the focal point of the piece and there were no additional design features that the stone could potentially get lost in. Jennifer then complimented her yellow gold engagement ring with a thick gold wedding ring decorated with several tiny round cut diamonds. Much like she did during her wedding to Brad, Jennifer also wore her wedding ring on the opposite hand due to the size and exceptional detail on her bridal jewellery.

Jennifer Aniston Engagement Rings

Get Jennifer Aniston’s Look For Less

With so many people taking inspiration from Jennifer Aniston’s enviable hair to her California-girl style, it was only a matter of time before brands began producing their own unique interpretations of both of the star’s engagement rings-including Shiels. So, here are some decadent diamond rings in Shiels’ burgeoning collection that will help you get Jennifer Aniston’s look for less.  

Brad Pitt

9ct Yellow Gold Diamond Ring Set with 59 Stunning Brilliant Diamonds

9ct Yellow Gold Diamond Ring Set with 59 Stunning Brilliant Diamonds

$734.00 $2,234.00

This unique ring is simply gorgeous. With 1/2 carat of luscious diamonds, or 59 brilliant cut diamonds, the 9ct yellow ring is sure to please.… read more

9ct White Gold Ring With 1/2 Carat Of Diamonds

9ct White Gold Ring With 1/2 Carat Of Diamonds

$1,369.00 $3,569.00

The epitome of elegance and luxury, our 9ct White Gold Ring with 1/2 Carat of Diamonds is a stunning piece that exudes timeless beauty. Meticulously crafted with 9ct white gold, this ring showcases a mesmerising arrangement of diamonds totaling 1/2… read more

9ct White Gold 2 Ring Bridal Set With 5/8 Carats Of Diamonds

9ct White Gold 2 Ring Bridal Set With 5/8 Carats Of Diamonds

$1,439.00 $3,639.00

Surprise your partner by presenting them with this glamorous White Gold Diamond Ring. Shiny, exquisite and absolutely captivating, this ring is sure to help create a relationship that is meaningful and full of happiness. Not to mention this ring will… read more

Sterling Silver Cubic Zirconia Fancy Swirl Ring

Sterling Silver Cubic Zirconia Fancy Swirl Ring

$59.00 $129.00

For the perfect everyday ring, this sterling silver cubic zirconia ring will make a statement. Features centre stone and a swirl with sparkling cubic zirconias.… read more

Justin Theroux 

9ct Yellow Gold 0.90 Carat Diamond Oval Shaped Ring

9ct Yellow Gold 0.90 Carat Diamond Oval Shaped Ring

$3,149.30 $4,499.00

An unmissable piece, this 9ct Yellow Gold 0.90 Carat Diamond Oval Shaped Ring is stunning. An oval shaped ring is especially elegant and classy, perfect for an engagement ring. The cluster setting features various diamonds that sparkle from every angle.… read more

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9ct Yellow Gold Double Halo 9x7mm Oval Zirconia Ring

9ct Yellow Gold Double Halo 9x7mm Oval Zirconia Ring

$424.00

Please contact us regarding special order enquiries for this ring. All ring sizes can be specially ordered, with delivery approximately 10-12 weeks.… read more

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18ct White Gold 2.00 Carat Brilliant cut GH SI Diamond Solitaire Ring

18ct White Gold 2.00 Carat Brilliant cut GH SI Diamond Solitaire Ring

$24,499.30 $34,999.00

18ct White Gold 2.00 Carat Brilliant cut GH SI Diamond Solitaire Ring… read more

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18ct White Gold Diamond Ring With 1 Carat Oval Diamond

18ct White Gold Diamond Ring With 1 Carat Oval Diamond

$5,599.30 $7,999.00

18ct White Gold Diamond Ring With 1 Carat Oval Diamond… read more

Channel Hollywood royalty or actual royalty by exploring Shiels' exquisite bridal collection in-store and online today. Browse everything from engagement rings, wedding rings and bridal sets to eternity rings and promise rings. Receive free shipping with orders over $69 and sparkle now and pay later with our various finance options including Afterpay, Zip, humm, Laybuy, Klarna and Latitude Interest Free. 

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