Thu. Mar 13th, 2025
alert-–-georgia-toffolo-channels-princess-diana-in-iconic-‘black-sheep’-jumper-as-she-enjoys-her-third-day-at-cheltenham-festivalAlert – Georgia Toffolo channels Princess Diana in iconic ‘black sheep’ jumper as she enjoys her third day at Cheltenham Festival

Georgia Toffolo channeled Princess Diana as she wore her iconic ‘black sheep’ jumper to day three of Cheltenham Festival on Thursday.  

The former Made In Chelsea star, 30, who recently tied the knot with BrewDog founder James Watt, 42, wrapped up warm in her ‘classic British’ themed look. 

She teamed the red knitwear, by Sally Muir and Joanna Osborne for Warm & Wonderful, with a tartan skirt. 

Toff layered over the Rosa jacket and Regina knee-high boots from Fairfax & Favour and topped off her look with a head piece from V V Rouleaux. 

Sharing her outfit details in a video shared to Instagram, she explained: ‘Keeping in with the theme of doing classic Cheltenham but with a big extortionate twist. 

‘Today I am celebrating all thing British starting with a classic Fairfax and Favor jacket. A classic jacket that is absolutely stunning. 

Georgia Toffolo channeled Princess Diana as she wore her iconic 'black sheep' jumper to day three of Cheltenham Festival on Thursday

Georgia Toffolo channeled Princess Diana as she wore her iconic ‘black sheep’ jumper to day three of Cheltenham Festival on Thursday

Diana wore the red knitwear, by Sally Muir and Joanna Osborne for Warm & Wonderful, to a polo match back in 1981 (pictured)

Diana wore the red knitwear, by Sally Muir and Joanna Osborne for Warm & Wonderful, to a polo match back in 1981 (pictured)

Toff continued: ‘It has literally been snowing in Cheltenham so I’m taking no risks I’ve got my thermal tights on, my trusty boots and hand warmers in my handbag.’

‘Do you recognise this jumper? Princess Diana wore it all those years ago.’ 

She captioned the  update: ‘I’m so revved up for Cheltenham day 3… this is a special outfit! So thrilled with it.

‘I think this is FUN fashion and should be viewed as so. I’m happy to report that there is no snow forecast for today and I’m still praying to the racing gods for a whiff of a winner. Will report back later!’ 

Princess Diana’s black sheep sweater was sold for $1,143,000 at auction at Sotheby’s in New York in September 2023. 

After two weeks of online bidding it became the most expensive piece of clothing owned by the former Princess of Wales to sell at auction. 

There were a total of 44 bids within 15 minutes for the famous item of clothing – which ultimately pushed the sale to a staggering 14 times more than its initial asking price of $80,000.  

Diana first wore the woollen jumper – with its black and white sheep motif – to a polo match of her fiancé, the then-prince of Wales, in June 1981. 

The former Made In Chelsea star, 30, wrapped up warm in her 'classic British' themed look including the Rosa jacket, Regina boots, and Langham hobo bag boots and by Fairfax & Favor

The former Made In Chelsea star, 30, wrapped up warm in her ‘classic British’ themed look including the Rosa jacket, Regina boots, and Langham hobo bag boots and by Fairfax & Favor

She topped off her look with a head piece from V V Rouleaux

She topped off her look with a head piece from V V Rouleaux

It was one of the first pieces designed by Sally Muir and Joanna Osborne for their knitwear label Warm & Wonderful, and the outing helped catapult their brand into the public eye. 

Diana’s sweater has also broke the world record for the most expensive jumper ever sold at auction. 

Alongside the sweater are two letters, which were sent between the label and Buckingham Palace.

According to Sotheby’s, Diana damaged the sleeve of the garment – perhaps by catching it on her engagement ring – so Buckingham Palace wrote to Warm & Wonderful asking for it to be repaired.

They decided it would be best to replace it.

According to Sotheby’s Cynthia Houlton: ‘They sent her a new one in 1981, and then in 1983, she was actually photographed again wearing the replacement sweater at another polo match.’

This is significant, the spokesman said, because ‘in terms of pieces, if you think of Princess Diana and her wardrobe, she certainly had lots of options in terms of things she could have chosen to wear, things that… meant something to her’.

Cynthia explained: ‘This sweater… given the fact that she wore it more than once in very public settings… speaks a lot to how important the sweater was to her.’

After Diana had it replaced, the original sweater was lost.

Princess Diana 's black sheep sweater was sold for $1,143,000 at auction at Sotheby's in New York in September 2023 (pictured with then-Prince Charles in 1983)

Princess Diana ‘s black sheep sweater was sold for $1,143,000 at auction at Sotheby’s in New York in September 2023 (pictured with then-Prince Charles in 1983)

It broke the world record for the most expensive jumper ever sold at auction

It broke the world record for the most expensive jumper ever sold at auction 

This was until Joanna Osborne unearthed it in her attic earlier this year, tucked away in a small box beside a cotton bedspread.

Describing the sweater as ‘one of the most iconic pieces Princess Diana has ever been photographed in’, she added that the piece has never been to market before. 

According to Cynthia: ‘It’s such an exciting thing that since 1981, we’ve been talking about it, and… are now auctioning it. To me, this is the single most iconic piece of hers.’

The actress Emma Corrin wore a replica of the sweater when she played Diana in the fourth season of Netflix’s The Crown in 2020. 

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