She may be two years shy of 50, yet few women have the eastern suburbs socialite set gossiping like ‘nude artist’ Dina Broadhurst.
First there was her sudden break-up with appliances heir John ‘Herman’ Winning Jr. in December that became the talk of Sydney when she unexpectedly rocked up solo to the ritzy wedding of Bernadette Fahey and Jordan Sukkar.
Then, weeks later, came her topless beach date with ‘toyboy ex’ Max Shepherd – a cosy reunion that blew up his year-long relationship with U.S. actress Vail Bloom.
With so many juicy headlines in such a short space of time, the gossips of Totti’s and Mimi’s have been asking each other in earnest: who’s next?
Dina rarely stays single for long, and two separate sources have told us the mother-of-one does indeed have a new lover.
And like finding a Chanel sweater you thought you’d lost hidden away in the back of your closet, she is reportedly back in the warm, familiar embrace of a wealthy ex.
Dina Broadhurst rarely stays single for long, and two separate sources have told us she has a new boyfriend… and he’s a familiar face to those who’ve been following her love life
The 48-year-old artist has reignited the flame with her most recent ex-boyfriend John Winning Jr. (The two are pictured leaving an event in Rushcutters Bay on April 14, 2024)
Yes, we all thought she’d get back with Max after Vail dumped him. But instead she’s reignited the flame with John Jr.
The pair had started dating in March last year and went public in May.
Their split on the morning of the Sukkars’ Scots College wedding caught everyone by surprise and was, by all accounts, irreconcilable and final.
Sources revealed at the time Dina had come to the realisation their lifestyles were not compatible after eight months together. Later reports indicated John Jr. had been the one to end things – but our insiders disputed this.
Regardless of who called things off, we have heard the couple has decided to give it a second chance after having two months to reflect.
Cementing their reunion, Dina and John Jr, the son of appliances mogul John Winning Sr whose family is worth an estimated $700million, have now refollowed each other on Instagram.
She has also commented on his Instagram posts in recent weeks after seemingly not engaging with them since late November.
This week, she posted a gallery of images while on holiday in Chile, one of which appeared to feature John Jr in the distance. He was identifiable thanks to his trademark cap, which he is rarely seen without these days.
The pair had started dating in March last year and went public in May. (They are pictured in their first Instagram post as a couple, uploaded while they were on holiday in New Zealand)
Their split on the day of Bernadette Fahey and Jordan Sukkar’s wedding in early December caught everyone by surprise. But after two months apart, they’ve decided to give it another go
John took over as CEO of Winning Appliances in 2011 at the age of 22 and steered the business in a new direction with Appliances Online, which is now Australia’s largest online retailer for appliances.
The family business was started by his great-grandfather Richard William Winning in 1906 with the trading name R.W. Winning & Co and has become a leading kitchen and laundry specialist.
As well as running the family business, John is also an experienced sailor who won line honours with his crew on board Andoo Comanche in the 2022 Sydney to Hobart yacht race.
The skipper sailed the race alongside his father John Winning Sr, who previously won the Sydney to Hobart line honours back in 1976.
In his spare time, John is an adrenaline fiend with a love for skydiving. He is also a DJ and has performed for crowds on lavish yachts, in Ibiza nightclubs and even at Glastonbury.
This week, Dina posted a gallery of images while on holiday in Chile, one of which appeared to feature John Jr sitting on the balcony
John reportedly lives in an eclectic Surry Hills bachelor pad featuring its own private nightclub, a see-through smoking room and a swimming pool.
Dina was previously in a relationship with Max Shepherd, 31, but it emerged in June 2023 they had split after four and a half years together.
Following that break-up, the socialite was briefly linked to property investor Tony Benjamin before taking up with John Jr.
In December, Dina reunited with Max at Kutti Beach while he was visiting from Los Angeles, purportedly to sell their Darling Point apartment.
Our sensational photos of their reunion showed Dina whipping off her red bikini top and parading topless in front of her former partner.
Dina was previously in a relationship with Max Shepherd (right) but it emerged in June 2023 they had split after four and a half years together
On December 17, Dina was pictured topless at the beach in front of her ex-boyfriend Max. The photos ended up being the catalyst for his split from his actress girlfriend Vail Bloom
At the time, he was in a relationship with American actress Vail Bloom but they broke up a few weeks ago, following publication of the photos.
‘After careful consideration, I have decided to end my engagement with Max,’ Vail told Daily Mail Australia
‘This decision was made with the intention of prioritising my well-being and my family’s. While our relationship had meaningful moments, it also presented challenges that no longer aligned with my values or aspirations.
‘I wish Max the very best in his future endeavours.
‘Upon receiving my message to him yesterday [ending our relationship], I guess Max blocked me on Instagram in an effort to process and heal – I get it… we all process differently. I’m sure we’re both just happy to move on.’
Daily Mail Australia has contacted Dina and John Jr. for comment.
