Bill Nighy wraps his arm around Anna Wintour as they enjoy second cosy dinner date in three days during Rome getaway – following the fashion mogul’s divorce from partner of 20 years
Bill Nighy and Anna Wintour enjoyed another cosy dinner at restaurant Pierluigi in Rome on Friday – there second romantic evening together in just three days.
The pair, both 71, appeared delighted to be in one another’s company and wrapped their arms around each other before sitting down to enjoy an al-fresco meal.
Their outing comes two days after Bill gifted Anna roses as they met for another romantic dinner at the up-market restaurant, following the fashion mogul’s divorce from her partner of 20 years.
Dinner: Bill Nighy and Anna Wintour, both 71, enjoyed another cosy dinner at restaurant Pierluigi in Rome on Friday
For their evening together in the picturesque Italian city, Anna slipped into a floral green and black dress and was sporting both her iconic bob hairstyle and blacked-out sunglasses.
Bill cut a dapper figure in a tailored blazer layered over a crisp shirt and also donned smart slacks.
They could barely stop smiling while in each other’s company, and at one point were seen peering into a large white shopping bag presented by Love Actually star Bill.
The pair reportedly became close following Anna’s split from her ‘husband’ of 16 years, Shelby Bryan, last year.
Second outing: Their outing comes two days after Bill gifted Anna roses as they met for another romantic dinner at the up-market restaurant
Floral: For their evening together in the picturesque Italian city, Anna slipped into a floral green and black dress and was sporting both her iconic bob hairstyle and blacked-out sunglasses
Dapper: Bill cut a dapper figure in a tailored blazer layered over a crisp shirt and also donned smart slacks
Smiles: They could barely stop smiling while in each other’s company
Warm embrace: The A-list pair shared a warm embrace when they met up
Al-fresco: The A-listers dined outside
Rumours have been circulating about Anna and Bill since 2015 as the pair have been spotted together at numerous fashion shows, theatres and restaurants in London and New York City.
It comes days after Bill gifted Anna roses before they sat down for another romantic dinner at the up-market Italian restaurant.
The rumoured couple engaged in conversation over their al fresco meal and appeared very comfortable in one another’s company.
Rumours: Rumours have been circulating about Anna and Bill since 2015 as the pair have been spotted together at numerous fashion shows, theatres and restaurants in London and New York City
At ease: Bill seemed at ease in Anna’s company
Laughing: Anna was seen giggling away while chatting to Bill and even appeared to wipe a tear from her eye
Pass the salt: Bill was seen helping himself to salt
Quite the spread: The pair enjoyed an impressive spread
Anna and telecoms tycoon Shelby, 75, were one of America’s most powerful couples, a match seemingly made in heaven when it came to bridging the worlds of fashion, business and politics.
But 21 years after their passionate love affair made headline news on both sides of the Atlantic, it was reported by MailOnline in October 2020 that the relationship was said to be over.
There is also a question mark over whether the pair were ever actually married, with a well-placed source indicating they never did tie the knot, and that the relationship had been over for some time.
Same spot: It comes days after Bill gifted Anna roses before they sat down for another romantic dinner at the up-market Italian restaurant
Conversation: The rumoured couple engaged in conversation over their al fresco meal and appeared very comfortable in one another’s company
2010: Tongues have been wagging about Anna’s relationship with actor Bill since 2010
January: In January last year, the editor-in-chief was said to have been ‘beaming’ and looked ‘happier than ever’ when she and Bill were spotted eating together in New York — so happy, in fact, she even momentarily took off her trademark sunglasses
Animated display: Anna put on an animated display when talking to Bill with her hands in the air
No comment: Bill has always declined to comment on whether their friendship is love, actually
Lips sealed: In 2015, when asked about it, he replied: ‘Obviously I have nothing to say about that. There are a lot of rumours about me and probably about Anna Wintour’
According to several reports in the US media, the pair’s romance began to cool as far back as 2013, when 74-year-old Shelby was revealed to owe £1.2 million in unpaid taxes to the IRS — the American equivalent to the Inland Revenue.
There have been rumours for a while, and denials, too, that he might have returned to former wife Katherine Bryan, whose subsequent husband, investment banker Damon Mezzacappa, died in 2015.
A source close to Katherine is said to have insisted that the pair have simply remained friends because of their children.
Longingly: Anna looked longingly into Bill’s eyes
Staple: Anna rocked her staple blunt bob
Glasses: Bill was sporting a stylish pair of wide-brimmed glasses
End of the night: Anna and Bill wrapped up their night and were seen leaving with white goody bags
What’s in the bag? At one point they were seen peering into a large white shopping bag presented by Love Actually star Bill
Let’s swap: Bill seemed keen to swap bags with Anna
Meanwhile, tongues have been wagging about Anna’s relationship with actor Bill since 2010.
In January last year, the editor-in-chief was said to have been ‘beaming’ and looked ‘happier than ever’ when she and Bill were spotted eating together in New York — so happy, in fact, she even momentarily took off her trademark sunglasses.
Bill has always declined to comment on whether their friendship is love, actually.
Taking a peek: Anna peeked into Bill’s bag
Masked up: Other guests at the restaurant wore face masks
Happy: A smiling Anna appeared delighted to be in Bill’s company
Listening intently: Anna listened intently to what Bill had to say
Water: Bill poured himself a glass of what appeared to be fizzy water
In 2015, when asked about it, he replied: ‘Obviously I have nothing to say about that. There are a lot of rumours about me and probably about Anna Wintour.’
Certainly, it has been a while since Anna — who has two grown-up children, Charles, 36, and Bee, 33 with her first husband, South African child psychiatrist Dr David Shaffer — has been seen with Shelby.
One of the last times they were photographed together as a couple was back in 2018 at the U.S. Open tennis championships.
Taking two: Anna didn’t appear too bothered about her goodie bag and handed it to Bill
Home time: Bill was seen gearing up to leave the restaurant
On his way out: Bill walked passed tables full of other restaurant goers on his way out
Stylish arrival: Anna offered a lesson in statement dresses when she was dropped off at the restaurant
Bold: The iconic editor carried a bold orange handbag
Luxury vehicle: Anna was dropped off by a luxury, all-black car
On that occasion, the sulky looking couple appeared barely able to look at each other, and one picture taken showed Anna leaning away from him — their body language frosty.
The image marked a stark contrast to previous years, when Anna was openly affectionate towards Shelby.
The couple kept their relationship largely private, although behind closed doors they were said to have bonded well with each other’s children and maintained good relations with their ex-spouses.
Leaving together: Bill and Anna left in the same car
Calling it a night: The couple hopped into a blacked-out vehicle
LED: The car was lined with blue LED lights
Helpful staff: A member of staff held Anna’s door open
Shoes: Bill stepped put wearing polished brown brogues
Whisked away: Bill and Anna were whisked away from the restaurant
Is it possible, of course, that the relationship has simply run its course and that lockdown has only served to hasten its demise.
But whatever the truth, the break-up comes in the midst of what has been something of an annus horribilis for Anna.
Her former colleague and confidant André Leon Talley turned on her last May in his controversial memoir The Chiffon Trenches.
He accused her of using people, and claimed she had frozen him out because he was ‘too old, too overweight, too uncool’ for her.
He went on to claim that there was an ‘endless’ list of writers, stylists and models whom she had cast onto a ‘tattered heap during her powerful rule’. He added: ‘She is immune to anyone other than the powerful and the famous who populate… Vogue.
‘She has mercilessly made her best friends people who are the highest in their chosen fields.’
Power couple: It was reported by MailOnline in October 2020 that the relationship between Anna and the telecoms tycoon Shelby, 75, was said to be over (pictured in 2002)
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