When John F. Kennedy first gave this Van Cleef & Arpels ring to fiancée Jacqueline Lee Bouvier in 1953, it included a 2.88 carat diamond and 2.84 carat emerald. Later, the piece was reset to include 2.12 carats of marquise- and round-cut diamonds.
Photo: Michael Ochs Archives/Getty Images, Pat Greenhouse/The Boston Globe via Getty Images
Of the many, many engagement rings Elizabeth Taylor received in her life, the most iconic came from movie producer Mike Todd: a ginormous 29.4-carat emerald-cut ring in a striking solitaire setting.
Photo: John Peodincuk/NY Daily News Archive via Getty Images, Tom Gallagher/NY Daily News Archive via Getty Images
Matthew Broderick gave this timeless emerald-cut solitaire ring to Sarah Jessica Parker nearly two decades ago; the couple has been married since 1997.
Photo: Image Press/Barcroft Med via Getty Images, James Devaney/WireImage
In November 1997, Will Smith offered this 12-carat emerald-cut ring to future wife Jada Pinkett.
Photo: Kevork Djansezian/NBC/NBCU Photo Bank via Getty Images, Jason Merritt/Getty Images
Although Jennifer Lopez has been married three times, it’s the ring from the wedding that DIDN'T happen we remember best: the 6.1-carat pink diamond — created by Harry Winston — former flame Ben Affleck bought her in 2002.
Photo: Kevin Winter/Getty Images, Kevin Winter/Getty Images
In 2003, Chris Martin asked his now-ex-wife Gwyneth Paltrow to marry him with an 8-carat Asscher-cut diamond ring.
Photo: Michael Loccisano/FilmMagic, Jason Merritt/Getty Images
Valued at about $50,000, the Cartier engagement ring Keith Urban bought for Nicole Kidman is not just one diamond, but a full band of giant sparkling stones.
Photo: Andreas Rentz/Getty Images, Pascal Le Segretain/Getty Images
Say what you want about his politics, but there’s no denying that Donald Trump did a good job choosing wife Melania’s 15-carat emerald-cut ring (from House of Graff) in 2004.
Photo: Jon Kopaloff/FilmMagic
One thing about Tom Cruise and Katie’s Holmes's rather cloak-and-dagger six-year marriage that’s not a mystery? Her engagement ring — a six-carat oval rock encircled with six additional carats of smaller diamonds — was dope.
Jean Baptiste Lacroix/WireImage, Jon Furniss/WireImage
Featuring a four-carat brilliant diamond set in a wide, intricately engraved band, the H.Stern engagement ring Josh Duhamel commissioned for his birde-to-be Fergie is a true show piece.
Photo: Foc Kan/WireImage, Jon Kopaloff/FilmMagic
Thanks to its jaw-dropping 18 carats, the emerald-cut Lorraine Schwartz ring Jay Z gave Beyonce in 2008 has an estimated value of roughly $5 million.
Photo: Monica Schipper/FilmMagic, Kevork Djansezian/Getty Images
The round-cut dazzler Joel Madden offered Nicole Richie in 2010 — created by renowned celebrity jewelry Neil Lane — weighs in at just a hair over four carats.
Photo: Donato Sardella/Getty Images for REVOLVE, George Pimentel/WireImage
Originally the engagement ring of Prince William’s mother, Princess Diana, this 18-carat oval sapphire design with diamond trim was passed down to his fiancée Kate Middleton in November 2010.
Photo: Chris Jackson/Getty Images, Arthur Edwards - WPA Pool/Getty Images
Brad Pitt worked with jeweler Robert Procop for over a year to perfect this 10-carat sparkler — valued at $250,000 — before his spring 2012 proposal to Angelina Jolie.
Photo: Jason Merritt/Getty Images
Inspired by his future wife Olivia Wilde’s bright green eyes, Jason Sudeikis had her round-cut diamond ring set within a ring of vibrant emerald stones.
Photo: Brian Ach/Getty Images for H&M, Jon Kopaloff/FilmMagic
Note the addition of aquamarine, Jessica Biel’s birthstone, on the sides of her 18-carat rounded square-cut diamond ring: a thoughtful addition from husband Justin Timberlake, it makes the piece more personal.
Photo: Jon Kopaloff/FilmMagic, Steve Granitz/WireImage
While Rachel Zoe is known for dabbling in different ring combinations, the Neil Lane-designed, 10-carat cushion-cut style husband Rodger Berman gave her in 2010 — an upgrade from the emerald-cut ring he proposed with in 1995 — is always the centerpiece.
Photo: Jon Kopaloff/FilmMagic, Alberto E. Rodriguez/Getty Images for J/P Haitian Relief Organization
When Benjamin Millepied popped the question to Natalie Portman in 2010, he did so with a round-cut, conflict-free diamond in a halo setting (aka, set in pavé trim) by Jamie Wolf.
Photo: Andreas Rentz/Getty Images, Isaac Brekken/Getty Images
The best part of Lady Gaga’s heart-shaped engagement ring from fiancé Taylor Kinney — which is 10 carats and made by Lorraine Schwartz — is hidden: the couples' initials, both in sparkling pavé, on the back of the band.
Photo: Gregg DeGuire/WireImage, Jon Kopaloff/FilmMagic
From its oval cut to its soft pink shade, everything about Blake Lively’s 12-carat ring from Ryan Reynolds matches her famously feminine aesthetic.
Photo: Taylor Hill/FilmMagic
John Legend proposed to Chrissy Teigen in late 2011 with a cushion-cut diamond set between two pavé eternity bands.
Photo: Ethan Miller/Getty Images, Jon Kopaloff/FilmMagic
George Clooney presented human rights lawyer Amal Alamuddin with a seven-carat, ethically-mined emerald-cut diamond worth $750,000 in April 2014.
Photo: Larry Busacca/Getty Images, Jon Kopaloff/FilmMagic
Notorious perfectionist Kanye West put his exacting eye to good use when creating this 15-carat, cushion-cut masterpiece of flawless clarity for Kim Kardashian, with the help of jeweler Lorraine Schwartz.
Photo: Karwai Tang/WireImage, Jason Merritt/Getty Images
On Christmas 2014, Joe Manganiello slipped this seven-carat oval-cut diamond on Sofia Vergara’s finger.
Photo: Jon Kopaloff/FilmMagic
The third and largest diamond to grace Mariah Carey’s left hand, the emerald-cut style fiancé James Packer gifted her in January 2016 is, at 35 massive carats, bigger than both Beyoncé and Kim Kardashian’s rings COMBINED.
Photo: Jason LaVeris/Getty Images, Steve Granitz/WireImage
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Whether it ends in happiness, heartbreak, or "conscious uncoupling," every celebrity marriage starts the same way: with a big, blinged-out engagement ring. Above, we've gathered 25 dazzling styles from the sparkly world of star proposals — including everything from colored diamonds to carat counts in the double digits — worth an up-close look.