Harry Jowsey
Harry Jowsey is an Australian reality TV star and entrepreneur best known for his appearance on Netflix's Too Hot to Handle. Harry Jowsey's Instagram

In a twist no one saw coming, reality TV's flirt king, Harry Jowsey, has been spotted getting cosy with pop music icon Sia. According to the latest reports, the two were seen leaving a dinner date hand in hand at Ca' Del Sole in Los Angeles on Saturday night, sparking rumours of a budding romance.

However, the most eyebrow-raising detail for social media is not their outing. It's the 21-year age gap. While Harry is 28, Sia turned 49 in December. But judging by their relaxed stroll and beaming smiles, the pair didn't seem too concerned about the age difference.

Here's a closer look at their recent outing, Harry's dating history, and what makes this possible pairing all the more intriguing.

Dinner Date Sparks Dating Buzz

Sia, known for her powerhouse vocals and famously private persona, stepped out in a surprising outing with the former Too Hot to Handle reality star Harry.

Australian singer Sia
The Elastic Heart singer, Sia is popular for keeping her faced hidden on social media, public events and music videos. Sia's Instagram

According to the Daily Mail, the pair held hands after dinner and appeared comfortable in each other's company. It comes just months after Sia filed for divorce from her second husband, Dan Bernad. The singer revealed in court papers that the couple has a 15-month-old son, Somersault Wonder, and requested primary custody.

However, the sighting with Harry isn't the first time Sia has been seen out with company since her split. Earlier this year, she was spotted with another bearded man in LA and again at a Katy Perry concert. However, the hand-holding moment with Jowsey has sparked a new round of speculation.

Who Is Harry Jowsey, Anyway?

For those unfamiliar, Harry Jowsey is an Australian reality TV star and entrepreneur best known for his appearance on Netflix's Too Hot to Handle. Born in 1997 in Yeppoon, Queensland, the 6'5" star quickly became a household name for his flirty humour, easygoing charm, and headline-making romances.

Jowsey first rose to fame on Heartbreak Island, but it was Too Hot to Handle that made him a breakout star. Since then, he has become a fixture in the influencer world and has even launched two businesses: clothing brand Naughty Possums and sunglasses label Knsngtn.

According to reports, his next venture is a Netflix dating show titled Let's Marry Harry, due to drop in 2026. 'It's going to be great and I'm actually going to fall in love,' he said at the show's announcement event.

A Dating Resume Full of Reality Stars and Influencers

Although he tries to keep it private, Harry's love life has played out mostly in the public eye. He was famously engaged to Too Hot to Handle co-star Francesca Farago, although the romance didn't survive after the show. According to reports, Harry made a Ring Pop proposal during a Zoom reunion, but by June 2020, the couple had called it quits.

Since then, he's been linked to a string of familiar names: YouTuber Stassie Karanikolaou (a close friend of Kylie Jenner), Pretty Little Liars star Lucy Hale, and British influencer Madeline Argy. He also dated fellow Aussie and Perfect Match alum Georgia Hassarati, and more recently, was seen getting close to Love Is Blind's Jessica Vestal on the same show.

Even during Dancing With the Stars, where fans speculated about a romance with dance partner Rylee Arnold, Jowsey later revealed he had a 'secret girlfriend' off-camera, though he never named her.

Too Far Apart in Age?

Now, back to Sia. The most concerning query among the fans is whether Harry and Sia could be a real deal or just another Hollywood moment. With Sia navigating post-divorce life and Jowsey teasing a 'serious' relationship arc in his upcoming series, it's unclear if the two are simply friends or something more.

Still, the 21-year age gap has certainly raised questions. While neither has confirmed the nature of their relationship, their public appearance suggests a level of comfort and chemistry that's hard to ignore.