The first six seasons of The Bachelor did not create any happily ever afters. Did ABC have better luck matchmaking in seasons seven through twelve? And, what sort of bling did these ladies receive?
Season 7: Charlie O’Connel and Sara Brice
Broke up in 2007, got back together,
and then split up again in 2010
Ring: Three stone “past, present, and future 1.2 carat Tacori promise ring. Style #: 2572
Season 8: Travis Lane Stork and Sarah Stone
Broke up several months after the show aired.
Ring: 2.2 carat diamond promise ring on a necklace.
Season 9: Prince Lorenzo Borghese and Jennifer Wilson
Broke up in January of 2007
Ring: he gave her a “family ring” – a promise ring desgined by his mom.
Season 10: Andrew Baldwin and Tessa Horst
Called off engagement
Ring: 50,000 Chopard diamond ring with a 2 carat round diamond set in 18 karat white gold and surrounded by 47 smaller stones. Later on he re-proposed and gave her a traditional Hawaiian gold ring which was much more meaningful to her.
Season 11: Brad Womack.
Brad did not choose either of the girls.
Ring: We see a ring box in the background of the pictures, but can’t find a picture. Perhaps there wasn’t one in the box!
Season 12: Matt Grant and Shayne Lamas
The engagement was called off, but Shayne kept the ring
Ring: 2.85-carat diamond ring from Tacori’s Crescent Silhouette collection.
We are big Gossip Girl fans and we drooled over the fancy yellow three stone Harry Winston engagement ring that Louis presented to Miss Blair Waldorf at the end of season 4. Quite the stunner isn’t it?
They say that a diamond is forever, but given the track record of the breakups on ABC’s the Bachelor, perhaps it isn’t so when it comes to TV engagements. Over the 15 seasons of The Bachelor, designers such as Harry Winston, Tacori, and Neil Lane provided the whopping engagement rings, all distinct and definitely stunners. And of the 15 rings, most, if not all, have been returned. Let’s rewind back to the first few seasons and check out the baubles the winners did (and did not) receive. And keep in mind who pays for the ring: not the Bachelor! In the real world, the rings would most probably have been half as big.
Season 1: Alex Michel and Amanda Marsh
Ring: Supposedly “breath taking and mega-expensive”.
Season 2: Aaron Buerge and Helene Eksterowicz
Ring: 2.75 carat Harry Winston oval diamond on platinum valued at $29,000. The only ring in Bachelor history paid for by the bachelor himself. When they broke up, the couple decided to see the ring on Ebay and received $28,300. They split the profits.
Season 3: Andrew Firestone and Jen Scheft
Ring: 2.8 carat Harry Winston
Season 4: Bob Guiney and Estella Gardinier
Ring: 2.07 carat cushion cut Harry Winston set in platinum. Appraised value is $42,000. Estella auctioned off the ring.
Season 5: Jesse Palmer and Jessica Bowlin
Ring: No engagement ring! Instead, he gave her a one-way ticket to New York — first class.
Season 6: Byron Velvick and Mary Delgado
Ring: Tacori 3.5 carat set in platinum. Style #: HT2353. Mary was arrested multiple times during their relationship, once splitting his lip with her engagement ring.
Every week I watch American Idol and every week I drool over the rings that Jennifer Lopez wears. I once bought 100 thin bangles to wear on both wrists after seeing her rock the look years ago. She’s never afraid to push the boundaries of style while looking elegant. And with the camera focused on her face and hands every week, why not wear 5 sparkly rings together? LOVE!
TV stylists sure love their Harry Winston and we’re not complaining! Here’s another stunner from last season’s Gossip Girl (which we watch religiously). Chuck Bass purchases this 8 carat Harry Winston engagement ring for Blair Waldorf, though sadly, she never gets a chance to wear the ring.

Engagement Ring Details: 8 carat cushion cut engagement ring with tapered baguette side-stones.
I’m one of those women who firmly believes that all of life’s questions can be answered by an episode of Sex and the City. I love the show – the writing, the characters, the fashion and, of course, the jewelry and am kicking myself for waiting so long to write this post. Believe it or not, tracking down the story behind these rings was no easy task, so we here at RingSpotters are beyond excited to share with you the fabulous engagement rings of Sex and the City.
1. Charlotte’s Tiffany Engagement Ring from Trey
In season 3, Charlotte and Trey’s whirlwind romance led to Charlotte’s accidental proposal after a month of dating, leaving her absolutely mortified. He later more than made up for it standing in front of a Tiffany & Co store window suggesting she look for the most “beautiful engagement ring they have”. She chooses a the classic Tiffany setting with a 2.17 carat round brilliant stone.
2. Carrie’s Engagement Ring(s) from Aidan

No, this is not the ‘pear shaped diamond with a gold band’ that Carrie found while snooping through his things, this is the gorgeous Harry Winston 3 carat square cut emerald ring that Aidan gave her in season 3. Clearly having doubts and feeling anxious about their relationship, Carrie decides to wear the ring around her neck because it’s “closer to her heart”, and the engagement ends shortly after.
3. Charlotte’s Harry Winston Engagement Ring from Harry
We got a little teary eyed watching Harry propose to Charlotte after she sees him at a mixer and tearfully asks for his forgiveness. Her 5 carat emerald cut Harry Winston ring was patterned after one given to Elizabeth Taylor by Richard Burton in 1968 (pictured above, a 33 carat emerald cut diamond no less!).
4. Samantha’s Flower Ring

This is neither an engagement ring nor is it from the TV series, but the flower ring that Samantha bids for, loses and eventually receives as a present from Smith in the first movie, is so beyond stunning, we couldn’t help but include it. Created by Filipina jewelry designer Ramona M. Boucher of Bastion, the ring is worth approximately $50,000.
5. Carrie’s Black Diamond Ring
From the not so critically acclaimed Sex and the City 2 comes this 5 carat black diamond by designer Itay Malkin. Set in 18k white gold with 80 pave diamonds, Mr. Big gives Carrie this stunner at the end of the film. Why black? “Because you are not like anyone else” he says.
And remember, as Carrie wisely concludes in the show series finale, “The most exciting, challenging and significant relationship of all is the one you have with yourself. And if you find someone to love the you you love, well, that’s just fabulous.”