In simpler terms, people are eagerly wondering who Anna Wintour might be dating in the year 2025, given her past romantic relationships. Is she currently in a relationship with someone or single?
Here’s everything you need to know about the love life of the iconic fashion mogul.
Who is Anna Wintour’s boyfriend in 2025?
As of now, Anna Wintour appears to be single in 2025.
Despite being a prominent figure in the fashion industry, Wintour is notoriously private when it comes to her personal relationships.
Anna Wintour’s relationship history
2025 finds me marveling at Anna Wintour’s impressive romantic past, despite her current status.
When she was just 15 years old, she had a short-lived romance with Piers Paul Read, who was 24 at the time. Additionally, she was in a relationship with tabloid columnist Nigel Dempster. In 1984, Anna Wintour married child psychiatrist David Shaffer.
In 1985, the couple introduced their first-born child, named Charles, to the world. Two years later, in 1987, they welcomed their second child and first daughter, Katherine, enlarging their family. Unfortunately, Wintour and Shaffer went separate ways in 1999. They never revealed the cause of their separation, but whispers circulated about Wintour starting a new relationship with businessman Shelby Bryan.
After her divorce from David Shaffer, Wintour started a romantic relationship with Shelby Bryan. They got married but eventually parted ways in 2020. Sources close to PEOPLE claim that the couple had privately separated several years prior.
Moreover, there have been whispers that Wintour dated Bob Marley; her biography includes accounts of her attending one of his concerts. It’s said they had a brief romance, though this has not been officially verified.
As a gamer, I’ve got to say, there was some buzz about me and Bill Nighy after we kept showing up together, especially when we strolled hand-in-hand at the Met Gala 2023. But let me tell you, those relationship rumors were quickly squashed by his rep who said, “Bill and Anna have been pals for twenty years. They’re not an item.” However, someone close to Anna hinted, “Last night pretty much says it all.” So far, neither of us has come clean about the romance whispers.
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2025-06-27 13:10