42. Debra Messing

42. Debra Messing

What is it with all these time travelers? Do we have to add Debra Messing to our list now, too? If anything, she looks younger now than she did on her prom night! That's not a sleight against her prom night photo either; she just looks fantastic for her age. Looking at the image on the left though, we have to wonder if she went to the same school as Courtney Cox. Perhaps they even lived close to each other, were best friends, and swapped fashion tips. They've ended up going for the same outfit strategy.

Again, we feel like we might be losing the finer details of this outfit to the black and white picture. It looks like it's all white, but it's also possible that it's a combination of white and another light color. The overall style of the dress is 70s, but the shoulder pads just scream 80s, so this is Messing bringing two eras together!

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Did You Know...

I

In the US, the average spent on an engagement ring is $6,351 but how do these figures compare with our favorite celebrities? The answer: they don't. As the diamonds increase in size, obviously the price tag appreciates handsomely. Well, we've compiled a list of some of the most expensive celebrity engagement rings.

II

This list would be nothing without Kim Kardashian's rock from Kanye, which clocked in at around a cool $4 million when he presented it to her at his stadium proposal in October 2013. Unfortunately, though, the 15-carat sparkler was among the jewelry stolen during Kim's infamous Paris robbery in 2016.

III

Jennifer Lopez's husband Alex Rodriguez popped the question to the singer, and he really had to step it up to outshine her previous engagement rings—and wow, did he deliver. The baseball star proposed with a reported 15-20 carat emerald cut stunner set on a platinum band that was estimated at $5 million. It's getting harder and harder not to be fooled by the rocks she's got...

IV

It should come as no surprise that Beyonce herself totes one of the world's highest-valued diamonds. Weighing in at 24 carats, Jay reportedly paid around $5 million (now worth $6,047,013) for Bey's flashy emerald-cut ring back in 2008.

V

Anna Kournikova's relationship Latin music artist Enrique Iglesias since the early '00s has been one of the most lowkey celebrity relationships to date. That is with the exception of her $5,400,000 engagement ring that made headlines in 2004. Now, worth a whopping $7,443,596, the giant yellow stunner was spotted on Kournikova even during her tennis matches. (Pssst! It's rumored she got two rings from Iglesias. Prior to this, she sported an equally giant pink pear-shaped ring.)

VI

Clocking in as the most expensive celebrity engagement ring, Mariah Carey's 35-carat bling from ex-fiancé James Packer reportedly cost a cool $10 million. And the "Obsessed" singer seemed to be a bit, well, obsessed with the jewel. She continued to wear the ring over a year post-breakup, and didn't part ways with the bauble until May 2018, selling it to a Los Angeles jeweler for $2.1 million.

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