Anna Wintour’s 20-year marriage to Shelby Bryan is basically over, probably

Cameron Official Dinner Arrival

It’s a little bit funny, to me, that we’ve heard for years now that Anna Wintour is going to leave Vogue any day now, and yet she’s remained the editor in chief of Vogue and the artistic director for Conde Nast writ large. Turns out the split which should have been predicted was a personal one: Anna Wintour and her husband of 20 years are now over. Anna and Shelby Bryan were rarely seen together in recent years, and it’s been years since Bryan even attended an event with his wife in any kind of official capacity. Anna mostly attends events with her daughter Bee, or with various designers, or her Conde Nast coworkers. I would have said that Anna and Shelby Bryan simply had a loveless, separate-lives marriage which could have lasted forever. But someone pulled the plug:

Anna Wintour and telecom millionaire Shelby Bryan have finally split after more than 20 years together, Page Six is told. We’d previously reported that things had cooled off between the powerful pair and that they hadn’t been seen in public together for some time. But now we’re told they’re done for good.

It’s not yet clear what caused the split, but the chatter around town was that Bryan had gone back to his ex-wife Katherine Bryan, whose husband, investment banker Damon Mezzacappa, died in 2015. But sources close to Katherine tell us that she’s not back with Bryan — who stepped out on her when he began an affair with the Condé Nast honcho back in 1999. “Katherine and Shelby have kids together [and] are friends. That’s all,” said a source when asked about the reunion scuttlebutt.

Meanwhile, we’re told Bryan has been spending time in his native Texas. In November, Page Six reported that things had begun to go sour for Wintour and Bryan back in 2013, after it was revealed he owed the IRS some $1.2 million in back taxes.

“It’s been quite a while since they’ve been seen together,” said a source at the time. Bryan didn’t respond to our request for comment. A rep for Wintour declined to comment.

Page Six spotted Wintour in February out to dinner with British actor Bill Nighy, “beaming the whole time.” The pair are good friends and have been spotted at plays in London and NYC.

[From Page Six]

BILL NIGHY!!! *frantically Googles Bill Nighy to see if he’s married* He’s not married! He had a longtime live-in partnership but that ended years ago. Anna Wintour is possibly banging Bill Nighy!! Well. Anyway, as for her marriage… it 100% sounds like Anna and Shelby had been basically separated and living completely separate lives for years now. I wonder what the final nail was? My guess is that HE has someone else, either his ex-wife or some younger model. But clearly, Anna has moved on too. Bill Nighy!

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22 Responses to “Anna Wintour’s 20-year marriage to Shelby Bryan is basically over, probably”

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  1. minx says:

    Bill Nighy was Diana Quick’s partner for a very long time, they have a daughter.

    • waitwhat says:

      I read this as “Diana’s quick partner” and my brain went to Princess Diana and quick shenanigans with Bill Nighy … I did the old “wait,what??” haha!

  2. MaryContrary says:

    I’m so disappointed in Bill Nighy.

    • dogmom says:

      Yeah, I remember reading rumors about him and Anna Wintour several months ago, maybe even a year or two ago. I was disappointed in him too!

  3. detritus says:

    I stan an age appropriate pairing.

    Glad they are finding their happiness.

  4. L4frimaire says:

    I remember when their relationship was the talk of the town because they were both married and it was a mini-scandale . That was back in the days when the gossip press was still interested in upper East side, moneyed socialites. Anyway, they both seem ready to move on and had a good run. Nice they can still get out there and date. Personally, have not like what Wintour has done at Vogue for the past several years, really gone down in quality and seems out of step, and how poorly Condé Nast has treated and ignored staffers and creatives of color. A bad workplace culture and Wintour is involved in all aspects of it.

  5. Snuffles says:

    I had no idea she was married, but SCORE for snagging Bill Nighy!

    I’m pretty neutral on Anna. I have no doubt she’s probably a perfectionist and therefore scary and intimidating to work with, but she wouldn’t get the same criticism if she was a man.

    She’s just a bad bitch and I respect that.

    • lola says:

      Let’s not forget the racism at Vogue and her not doing anything to stop it.

      • L4frimaire says:

        There’s a whole write up about her in the business section of NYTimes about how she’s dealing with race at CondéNast and her remedial solutions are not hitting the mark.

  6. Emily says:

    I honestly had no idea about Anna Wintour’s love life, I just knew she had a daughter. I was never super interested enough to find out but this makes sense. Sounds like she and her ex have both moved on and there’s no drama.

  7. Jegede says:

    The Devil Wears Prada is seeming more and more a biographical movie.😉😉

  8. AnnaKist says:

    God. How does she stand that hair on her face all the time? I’d go mental. It always looks too perfect. Is it a wig? I don’t usually pay attention to such things, but you know, pandemic.

  9. Marigold says:

    I am here for an age appropriate couple but I’ve never been a fan.

  10. Tursitops says:

    Does this woman who has wrought so much misery and division in every facet of her existence deserve our best wishes for a happy home life? She’s not getting mine.