Jackie ‘O’ Henderson and Braith Anasta were spotted flirting while sailing on Sydney Harbor among a bunch of other stars earlier this month.
The 49-year-old radio host and 42-year-old former NRL star celebrated SailGP’s fifth visit to Sydney ahead of the KPMG Australia Sail Grand Prix.
The blonde Kyle and Jackie O Show The co-host wore a bright yellow flared minidress from Alexis, which retails for about $900, and kept her hair up in a ponytail for the windy weather.
He was laughing and chatting with Braith between sips of what appeared to be a bottle of non-alcoholic Peroni Nastro Azzurro beer.
Football player turned TV presenter Braith dressed casually in a black T-shirt and white shorts and was also seen chatting to Jackie’s best friend Gemma O’Neill.
Jackie ‘O’ Henderson and Braith Anasta were spotted flirting while sailing on Sydney Harbor among other stars earlier this month.
He and Jackie struck up a lively conversation among other attendees.
On Tuesday, the day before Valentine’s Day, Jackie seemed delighted when a bouquet of flowers was delivered to her home.
The radio titan, who is currently single, flashed a big smile as she picked up the lavish flowers sent by a mystery person.
The next day, Jackie opened up about a ‘secret admirer’s’ surprise romantic gesture on the Kyle and Jackie O Show.
The 49-year-old radio host and 42-year-old former NRL star celebrated SailGP’s fifth visit to Sydney ahead of the KPMG Australia Sail Grand Prix.
He and Jackie struck up a lively conversation among other attendees, including her best friend Gemma O’Neil.
She revealed that while the identity of the sender remained a mystery, the attached card gave a clue.
“It said, ‘Meeting you last week was like destiny, love X,'” he told listeners.
“Last week I ran into a man I knew but had never met,” Jackie added, describing them as “mutual friends.”
She said she later received a text message from the man saying: “It was a coincidence to meet you like this.”
Jackie said she sent a flirty response: “Oh, I love that you used the word ‘fortuitous.'”
He was laughing and chatting with Braith between sips of what appeared to be a bottle of Peroni Nastro Azzurro non-alcoholic beer.
The blonde Kyle & Jackie O Show co-host rocked a bright yellow flared minidress from Alexis, which retails for about $900.
However, Kyle said the mystery man seemed like “a loser.”
“It looks like Alan Jones is trying to make you fall in love,” the athlete joked.
Jackie has also been photographed several times entertaining younger men at her home in Sydney’s eastern suburbs.
One of the men has been identified as model Jack Tyerman, 29, represented by major modeling agency IMG Models.
Jackie was spotted spending time with the part-time trader in August last year.
Braith, a soccer player turned television presenter, was dressed casually in a black T-shirt and white shorts.
Jackie had her hair up in a ponytail for the windy weather.
Later in 2023, she was seen entertaining another handsome young man on her balcony.
Earlier this month, Jackie opened up about her struggle with loneliness since her divorce from Lee Henderson in 2018.
Speaking to fans at the launch of Luke McLeod’s book Everyday Enlightenment, the radio titan admitted she is “desperate” to find love and companionship.
She explained that she was having lunch with Luke last year when they broached the topic of her love life and how she felt like she was “missing out on something.”
‘What I really want is to find someone. “I can’t find it and I’m a little lost right now,” she recalled telling Luke.
When Luke asked her why she was so desperate to get into a relationship, Jackie said she couldn’t put her finger on it, but she felt like “a part of her was missing.”
Jackie is shown arriving at the event, which took place in early February.
The pair later posed for their own solo photographs, which included holding the SailGP trophy.
Braith then spoke to Gemma and journalist Melissa Hoyer.
‘I have a lot of love to give, or I want that affection, that company. “I feel like something is missing in my life,” she added.
Jackie went on to tell her fans that Luke gave her advice that “changed my life.”
He said she was giving off too much “desperate energy” and that if she really wanted to attract love into her life, she needed to be grateful for what she already has.
‘I said, ‘How am I supposed to change what I want and need?’ I feel like I need that in my life and I really want it. I can’t just turn that off,’ she said.
However, Jackie said she tried Luke’s method and started spending 15 minutes a day thinking about the things she was already grateful for in life.
‘NORTHNow I’m in a place where I’ve almost gone the other way. Yo“I’m very happy to be single and not looking for anyone because I’m really happy with my life,” she said.
She revealed that after a year of meditating on what makes her happy now, she finds it much easier to be “present” than to “think about what’s missing in my life.”
Jackie has been married twice. She separated from her first husband, DJ ‘Ugly’ Phil O’Neil, in 1999.
She was married to Lee from 2003 to 2018. The couple is the mother of their only daughter, Kitty.