Jacob & Co. Canary Diamond Cufflinks

Let's say you've got some unexpectedly memorable event to attend — dinner with the POTUS, an after-party at the Oscars, a Monday Night Football game in the owners' suite. And you're feeling woefully underdressed, no matter how many times you retie your Windsor knot. So you suck it up, get out your Amex Black card, and order up these Jacob & Co. Canary Diamond Cufflinks ($4.2 million). Sporting over 20 karats of canary diamonds and another 10-plus karats of white diamonds, they feature a diamond whale flip back closure and the title of "most expensive cufflinks in the world".

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