Imagine you’re getting ready for a dinner with Anna Wintour, all set to discuss CFDA/Vogue business—a rare outing even when you’re under the weather and saving energy for an upcoming big trip. You go all out with glam, looking your best, and arrive at the restaurant only to find... your boyfriend down on one knee? Turns out Shaun White’s proposal to Nina Dobrev wasn’t quite what she’d expected—but it was definitely unforgettable.
White and Dobrev shared the news of their engagement with Vogue, fittingly, as White had used the magazine as part of his elaborate ruse to surprise Dobrev. Known for her love of surprises (even though she’s hard to catch off guard), Dobrev had guessed White might propose when they traveled to South Africa for the Earthshot Prize Ceremony. So, he switched things up, planning to pop the question a few weeks earlier in New York. There was one hitch—Dobrev had told him she didn’t want to go out before their Africa trip. So, White devised a foolproof excuse: a fake invite to a CFDA/Vogue dinner with Anna Wintour, crafted with the help of his publicist.
The invitation looked so convincing that Dobrev couldn’t resist. White hired a glam team and even pretended Vogue was involved, setting the scene at The Golden Swan, where he waited under an arch of white roses. When Dobrev arrived and realized what was actually happening, she froze in shock, staring at him. “She’s like, ‘So, wait, Anna’s not here?’” White joked. Overwhelmed, Dobrev doesn’t remember much of the proposal, but she did say yes, and friends and family joined to celebrate the happy couple—though Anna Wintour was notably absent. Let’s hope she makes it to the wedding!
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