Bachelor Nation Engagement Rings: A Complete History

Every ring. Ever

Updated 01/07/19

Photo by Rick Rowell/ABC via Getty Images

Tonight marks the premier of season 23 of everyone's favorite guilty pleasure, The Bachelor. And with Bachelor Nation star Colton Underwood at the helm, this season promises to be one heck of a ride. At Brides, every Bachelor Monday is a holiday. We watch eagerly each week as contestants get closer to true love, marriage, and the real prize: a stunning rock from Neil Lane.

Between The Bachelor, The Bachelorette, Bachelor Pad, Bachelor in Paradise and The Bachelor: Winter Games, America has been watching for a total of 46 seasons to see two strangers fall deeply in love on TV. And while statistically not all love found on the show lasts, diamonds are forever.

Here, we recount every diamond engagement ring from all 37 marriage proposals in Bachelor Nation history.

01 of 37

Aaron Buerge & Helene Eksterowicz

Photo by Craig Sjodin/ABC via Getty Images

The second season of The Bachelor was the first to end in a marriage proposal, though the couple split just weeks after the finale aired in 2002. Helene's ring was three gorgeous diamonds set on a yellow gold band.

02 of 37

Trista Rehn & Ryan Sutter

Photo by Bob D'Amico/ABC via Getty Images

Trista was runner-up in season one of The Bachelor, so it's only natural that she became a fan favorite and the inaugural Bachelorette. Ryan got down on one knee with a Neil Lane emerald-cut diamond ring, and the couple married in December of 2003.

03 of 37

Andrew Firestone & Jen Schefft

Photo by Alexander Tamargo/Getty Images

Andrew Firestone served as Bachelor in season three, and proposed to Jen with a Harry Winston oval-cut diamond set in white gold.

04 of 37

Meredith Phillips & Ian McKee

Photo by Craig Sjodin/ABC via Getty Images

In 2004, Meredith was The Bachelorette and chose Ian in the end. He proposed with a stunning Tacori ring with pave band, but the two split the following year.

05 of 37

Byron Velvick & Mary Delgado

Photo by Craig Sjodin/ABC via Getty Images

The Bachelor season six ended with Byron's proposal to Mary with a 3.5 carat Tacori diamond ring. The couple broke things off five years later, in 2009.

06 of 37

Prince Lorenzo Borghese & Jennifer Wilson

Photo by Craig Sjodin/ABC via Getty Images

Prince Lorenzo proposed to Jennifer with a bezel-set diamond ring designed by his mother, in the finale of The Bachelor: Rome. Unfortunately, Jennifer never gained the official title of Princess as the couple split within the year.

07 of 37

Matt Grant & Shayne Lamas

Photo by Adam Larkey/ABC via Getty Images

Tacori was the jeweler of choice for Matt, as he proposed to Shayne in the finale of The Bachelor season twelve.

08 of 37

DeAnna Pappas & Jesse Csincsak

Photo by Craig Sjodin/ABC via Getty Images

It appears hair and taste in diamonds were the only things going for Jesse, winner of season four of The Bachelorette, as his proposal to DeAnna only lasted a few months.

09 of 37

Jason Mesnick & Molly Malaney

Photo by Kevin Casey/ABC via Getty Images

In 2009, Jason Mesnick famously ended his season with two break-ups and two proposals to two women. He originally proposed to Melissa Rycroft (left) but shortly after filming ended, realized he was meant to be with runner-up Molly Malaney (right). Marking the beginning of the Neil Lane partnership, Molly received an oval-cut diamond with pave halo on a rose gold band. Molly and Jason were the first married couple from The Bachelor.

10 of 37

Jillian Harris & Ed Swiderski

Photo by Mario Perez/ABC via Getty Images

Jillian selected Ed in the finale of season five of The Bachelorette, in 2009. He proposed with a pear-shaped Neil Lane diamond, valued at $60,000.

11 of 37

Jake Pavelka & Vienna Girardi

Photo by Mark Brendel/ABC via Getty Images

Following his rejection from Jillian Harris on The Bachelorette, Jake took over for The Bachelor season fourteen. He selected a cushion-cut halo diamond from Neil Lane to propose to Vienna during the 2010 finale.

12 of 37

Ali Fedotowsky & Roberto Martinez

Photo by Matt Klitscher/ABC via Getty Images

Roberto proposed to Ali in Tahiti during the season six finale of The Bachelorette with an ascher-cut solitaire from Neil Lane.

13 of 37

Brad Womack & Emily Maynard

Photo by Mark Wessels/ABC via Getty Images

In the 2011 finale of The Bachelor, Brad swept Emily off of her feet after proposing with a split shank diamond ring. The relationship ended soon after the show did, and Emily went on to become The Bachelorette one year later.

14 of 37

Ashley Hebert & J.P. Rosenbaum

Photo by Matt Klitscher/ABC via Getty Images

After being selected as winner of the season, J.P. took Ashley's hand with a cushion-cut Neil Lane diamond. The couple married in December of 2012, and are one of Bachelor Nation's favorite duos.

15 of 37

Ben Flajnik & Courtney Robertson

Photo by Nick Ray/ABC via Getty Images

Ben Flajnik gave his final rose and a sparkling Neil Lane cushion-cut diamond to Courtney in The Bachelor's season sixteen finale.

16 of 37

Emily Maynard & Jef Holm

Photo by Rick Rowell/ABC via Getty Images

In her second search for love, Emily selected Jef, who laid a 2.5 carat emerald-cut diamond on her finger. Second time was not the charm, as this proposal ultimately ended in heartbreak again months after filming ended.

17 of 37

Sean Lowe & Catherine Giudici

Photo by Dave Hagerman/ABC via Getty Images

In 2013, Sean chose Catherine to spend his life with through a 3.15 carat cushion-cut Neil Lane rock. Spend their life together they have, as the pair married in January of 2014 and are now expecting their second child.

18 of 37

Desiree Hartsock & Chris Siegfried

Photo by Matt Petit/ABC via Getty Images & via Instagram @desireesiegfried

Season nine of The Bachelorette led Desiree to the love of her life, Chris. He proposed with a rose gold and platinum sparkler and the two tied the knot in January, 2015. In 2017, another dream came true for Desiree as she launched her namesake line of bridal gowns, Desiree Hartsock Bridal.

19 of 37

Lacy Faddoul & Marcus Grodd

Photo by Francisco Roman/ABC via Getty Images

Season one of Bachelor in Paradise ended with one proposal, that of Marcus to Lacy. The pair married in the first episode of Paradise season two, but split one year later.

20 of 37

Andi Dorfman & Josh Murray

Photo by Javier Pesquera/ABC via Getty Images

In the 2014 finale of The Bachelorette, Andi began the first of three major franchise disappointments for runner-up Nick Viall when she selected Josh. Josh thanked her by placing an oval-cut Neil Lane diamond ring with two halos on her left hand, then breaking up with her a year later. The ring was valued at $72,000.

21 of 37

Chris Soules & Whitney Bischoff

Photo by Nicole Kohl/ABC via Getty Images

Chris was known as being a normal farmer from Iowa, and he meant the world to Whitney when he proposed with a 4-carat cushion-cut rock in the 2015 finale of The Bachelor. Only months after the cameras shut off, the couple broke off their engagement.

22 of 37

Jade Roper & Tanner Tolbert

Photo by Rick Rowell/ABC Family via Getty Images

In season two of Paradise, Jade and Tanner met and fell quickly and deeply in love. Their proposal closed out the season with a Neil Lane sparkler, so their 2016 wedding could open season three of the summer spinoff.

23 of 37

Kaitlyn Bristowe & Shawn Booth

Photo by Rick Rowell/ABC via Getty Images

The eleventh season of The Bachelorette closed out with Nick Viall's second loss, but a true win for Shawn and Kaitlyn. He got down on one knee with a 3.5-carat round-cut Neil Lane ring, valued at $150,000.

24 of 37

Ben Higgins & Lauren Bushnell

Photo by Matt Dunn/ABC via Getty Images

Lauren won the twentieth season of The Bachelor in 2016 with Ben's final rose and the biggest diamond given in the franchise. Ben selected a 4.25-carat art-deco Neil Lane ring, valued at $100,000. The pair went on to star in a spinoff show, ultimately leading to their 2017 split.

25 of 37

Amanda Stanton & Josh Murray

Richard Harbaugh/ABC via Getty Images

Season three of Bachelor in Paradise ended with three men proposing marriage to the women they loved. The first of these were Amanda and Josh, making his second franchise proposal with a diamond Neil Lane ring surrounded by a halo and pave band of diamonds.

26 of 37

Evan Bass & Carly Waddell

Rick Rowell/ABC via Getty Images & via Instagram @carlywad

Evan got down on one knee and asked, "Will you freaking marry me?", to which Carly responded with a resounding "yes." The pear-shaped diamond was just the beginning of their relationship, as they have since married and welcomed a baby girl, Isabella.

27 of 37

Lace Morris & Grant Kemp

Rick Rowell/ABC via Getty Images

When you find someone who matches your crazy, marry them. Grant tried to lock Lace down, but shortly after Paradise aired their engagement came to an end, and she unfortunately had to hand over her Neil Lane diamond ring.

28 of 37

JoJo Fletcher & Jordan Rodgers

Matt Klitscher/ABC via Getty Images

To close out one of the more controversial seasons of The Bachelorette, Jordan proposed to JoJo with a 3.5-carat oval-cut diamond by Neil Lane, valued at $85,000.

29 of 37

Nick Viall & Vanessa Grimaldi

Terhi Tuovinen/ABC via Getty Images

And in his final act, Nick chose Vanessa to receive his final rose and a $100,000 diamond in platinum by Neil Lane. The couple, who many believed in, did not make it longer than a year together. Maybe next time, Nick...

30 of 37

Taylor Nolan & Derek Peth

Paul Hebert via Getty Images & via Instagram @taymocha

Bachelor Nation had to wait until After Paradise to see an engagement in season four, but the wait was well worth it. Derek surprised Taylor with his emotional intelligence and a three-stone sparkler by the one and only Neil Lane.

31 of 37

Rachel Lindsay & Bryan Abasolo

Photo by Heidi Gutman/ABC via Getty Images

Because she needed a proposal and not Peter's perfect face, Rachel gave Bryan the final rose at the closing of her season thirteen of The Bachelorette. He popped the question with a 3-carat pear-shaped Neil Lane ring set in platinum.

32 of 37

Benoit Beauséjour-Savard & Clare Crawley

Paul Hebert/ABC via Getty Images

Arguably the biggest surprise to come from season one of Winter Games was a love we did not have the pleasure of watching grow on-screen. In the final moments of World Tells All Benoit came to the stage and popped the question to Clare with an oval-cut Neil Lane diamond, set in platinum.

33 of 37

Arie Luyendyk Jr. & Becca Kufrin

Courtesy of Getty

In a franchise in which every season claims to be the most dramatic, it's safe to assume that Arie Luyendyk Jr.'s finale takes the proverbial cake. Arie Luyendyk Jr. ended season 22 of The Bachelor with, not one, but two proposals. First, he popped the question to Becca Kufrin at the final rose ceremony, slipping a 3-carat Neil Lane diamond ring with pavé band and halo on her finger. But that wasn't the last time we saw Arie on one knee...

34 of 37

Arie Luyendyk Jr. & Lauren Burnham

Courtesy of Getty

Between the time that filming wrapped in November 2017 and the finale at the beginning of March 2018, Arie and Becca split due to the former Bachelor's change of heart. He quickly reconciled with the season's runner-up, Lauren Burnham, and proposed to her during the live After the Final Rose special with a 3.5-carat cushion-cut Neil Lane diamond.

35 of 37

Becca Kufrin & Garrett Yrigoyen

Courtesy of Getty

Everyone got their well-deserved happy ending, as Becca went on to become The Bachelorette and ultimately found happiness and love with contestant Garrett Yrigoyen. He proposed with a 3-stone ring set in yellow gold from none other than Neil Lane.

36 of 37

Jordan Kimball & Jenna Cooper

Courtesy of Getty

At the conclusion of a sweaty and eventful season five of Paradise, two couples left with Neil Lane rocks. The first were Jordan Kimball and Jenna Cooper, who received a 1.5-carat cushion-cut ring. However, their romance was short-lived as Jenna was reportedly less than faithful once the couple left the beach.

37 of 37

Krystal Nielson & Chris Randone

Courtesy of Getty

The second of two engagements to come out of Paradise was that of Krystal Nielson and Chris Randone. Both were villains on their respective seasons, but found the best in themselves and in each other in Puerto Vallarta, Mexico. Chris proposed marriage and a lifetime of happiness with a 2-carat pear-shaped diamond set in a halo of 94 smaller diamonds. The two are still together to this day.

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