
31.07.23
The 3 Worst Celebrity Engagement Rings Of All Time
By Abby Zamis
With seemingly unlimited budgets, youâd think celebrity engagement rings would knock it out of the park every. single. time. Sadly, thatâs not the case. No ring shaming here, but we do have some notes. We rounded up 3 famous engagement rings that are the worst (but not for the reasons you think!). If you loved any we listed, donât fret! Weâll tell you how to get the look the right way.
Without further ado, drumroll pleaseâŠ
Thank You, Next
Up first is Ms. Ariana Grande. This gem of a celebrity went for an unusual choice when it came to her engagement ring. Nestled up next to her oval diamond is a gorgeous pearl. Rumor has it the pearl comes from her late grandfatherâs tie pin (cue heart eyes emoji). The contrast between the bright white pearl and the sparkly oval diamond is gorgeous, permanently bridal-esque, and fits her celebrity style so well.
But bad newsâpearls are not durable enough for an engagement ringâs daily wear and tear. In fact, on the Mohs hardness scale, it comes in at just a 2.5 out of 10. That means scratches, cracks, and even the loss of this sentimental gem could be in her future. While beautiful, this oversight makes it one of the worst celebrity engagement rings in our book.
Still love the Toi et Moi look? We get it; weâre seeing all kinds of celeb rings riff off this style. If you want it for yourself, opt for harder stones, like a classic diamond or a funky sapphire. Even though Emrataâs marriage didnât last, her pear-cut and princess diamonds on a wide cigar band will withstand the test of time (in terms of style and durability!).


Weâll Leave Lilyâs
Celebrity style can really differ from their on-screen characterâs style. And based on Lily Collinâs engagement ring, she has absolutely zero in common with the ostentatious Emily Cooper of Emily in Paris. Her ring begs the question, âcan clarity go too far?â
âŠok, the answer is no, but certain cuts can squander the beauty of a great diamond. Why? Well, Lilyâs solitaire diamond is rose cut. Invented over 500 years ago, this cut ‘rose’ to popularity when rings were lit by candlelight, and clout came from clarity, not a cutâs sparkle.
This barely-there diamond sits in high contrast to the ringâs hefty band. This bezel setting would look fantastic with a brilliant, sparkly gemstone. When clients fall in love with our Breezy Bezel settings, we like to pair those with show-stopping diamonds to create a balanced look. Instead, Lilyâs rock is so transparent we find our eyes drawn to the weighty band rather than the diamond.
âBut Frank, darling, whatâs old is new again, and a vintage look feels effortlessly chic!â you say. If you still love Lilyâs ring, then weâd like to introduce you to Alexis Bledelâs. Alexisâs ring sports an octagonal diamond in an oh-so-clean bezel setting. The proportions are well-balanced, so you see it as one cohesive piece rather than two separate concepts. Itâs like the elevated older sister of Lilyâs ring. Pro tip: using a complementary metal like platinum or white gold with your sparkly diamond will make your ring pop.
Avoid Twinning With Mary Kate
In terms of famous engagement rings, Mary Kate Olsenâs is certainly out there. Since her fashion brand, The Row, is clean, simple, and chic, we wouldâve expected the same from her engagement ring (seriously, anything from Frank Darling wouldâve fit the bill). Instead, her ring is an ornate departure from her typically streamlined style. Thereâs nothing inherently wrong with this unique direction, but we do have a few reasons why you could consider it one of the worst celebrity engagement rings.
First off, letâs talk about the setting. Mary Kateâs ring sits high on a bed of golden petals adorned with small diamonds. These petals taper on each end, and when you look closely, you can see each is slightly separated from the ones that sit beside it. That means around the entire ring, at the top and bottom of the setting, there are tiny crevices for debris to build up. This is not a setting for those who use their hands. So likeâall of us.
Second, we want to address the stone choices. The center gem is a whopping four-carat European-cut diamond, and its halo includes 16 sapphires. With its large petal motif, the diamond looks dwarfed, and the sapphires look dense. The overall visual strikes us as a right-hand ring rather than a celebrity engagement ring.
If youâve fallen for MKOâs look but have hands that actually do things, we suggest paring down Mary Kateâs ornate ring. Celeb rings like Kate Middletonâs or Katy Perryâs could be just what youâre looking for. Youâll avoid accidental bumps, bends, or breaks by taking that high-set ring down a few millimeters. Youâll also have an easier time keeping your ring clean and sparkly!

Famous Engagement Rings Arenât Always That Great
When it comes down to it, taste is subjective. And celebrity engagement rings can be a perfect jumping-off point to get inspiration. We even see celebrity style impact the shopping habits of our clients! But the integrity of delicate gems, balanced design, and details that may ultimately dull your ring are all necessary factors to consider when engagement ring shopping. So make sure to take your lifestyle and daily routines into consideration when making your final choice as well.
If nothing else, take a little solace in recognizing that even celebs with millions of dollars can make a few poor-style decisions. Weâre all only human, after all. And for everything else, trust that the brilliant minds of Frank Darling with never never lead you astray. Start designing your celebrity-worthy engagement ring and get a free sketch to kick off your custom engagement ring process. Or, drop us a note and work directly with us to ensure your ring finger never ends up on the ‘worst dressed’ list.
Stephanie Dore
Stephanie is a jewelry lover, gemologist, and seasoned copywriter with a decade of experience in e-commerce and tech. A RISD graduate, Stephanie also studied at GIA and has worked in the jewelry industry for 20 years. When not writing about diamonds and jewelry, Stephanie is also a photographer and backyard flower farmer. She lives in Tacoma, WA with her two black cats.