The Dating Mystery: Who Is Harry Jowsey's Real Girlfriend In 2025? (Lucy Hale Vs. Sia Rumors)

Harry Jowsey, the Australian reality TV star and entrepreneur, is arguably one of the most talked-about celebrities in the dating scene right now. As of late 2025, his romantic status is a source of intense fan speculation, largely due to a whirlwind of recent, high-profile sightings that have left the public—and his fans—guessing. While reports earlier this year confirmed a casual relationship with a beloved actress, a shocking new development involving a global pop icon has completely shifted the narrative.

The "Too Hot to Handle" alum has a well-documented history of dating high-profile personalities, but his current situation is a unique three-way mystery. Is he still with the 'Pretty Little Liars' star? Are the rumors about the secretive singer true? Or is he just enjoying the single life while promoting his new projects? This deep dive breaks down the latest updates and the full timeline of Harry Jowsey’s complicated love life.

Harry Jowsey: Biography and Profile

Harry Jowsey first gained global recognition for his charismatic, yet rule-breaking, appearance on Netflix’s hit reality series, Too Hot to Handle. Born and raised in Australia, he quickly transitioned from reality TV contestant to a full-blown media personality, model, and successful entrepreneur.

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• Full Name: Harry Jowsey
• Born: May 24, 1997
• Age (as of 2025): 28 years old
• Birthplace: Yeppoon, Queensland, Australia
• Height: Approximately 6'5" (196 cm)
• Known For: Too Hot to Handle (Season 1), Heartbreak Island Australia (Winner), Dancing With the Stars (Season 32), Perfect Match (Season 2)
• Career: Reality Television Personality, Podcaster (Boyfriend Material), Model, Entrepreneur
• Relationship Status: Undisclosed (Currently linked to multiple high-profile women)

The Current Dating Conundrum: Lucy Hale vs. Sia

Harry Jowsey's dating life in 2025 is less a single relationship and more a series of overlapping, high-interest rumors, creating a fascinating mystery for celebrity gossip followers. The two main entities currently linked to him are actress Lucy Hale and singer-songwriter Sia.

The Confirmed Casual Relationship: Lucy Hale

Earlier in 2025, reports confirmed that Harry Jowsey was casually dating actress Lucy Hale. The pairing was unexpected, bridging the gap between reality TV and Hollywood mainstream.

• How It Started: The relationship reportedly began after Jowsey messaged the Pretty Little Liars star on Instagram, a modern-day fairy tale for the social media age.
• Status Update: As of March 2025, sources indicated their connection was "super casual" and not a brand-new fling, suggesting they had been seeing each other quietly for a period.
• The Dynamic: The eight-year age gap (Hale is 36, Jowsey is 28) was noted by many, but the two appeared to be enjoying a low-pressure, fun relationship, often spotted on casual outings.
• Lucy Hale's Background: Hale is an American actress and singer, best known for her breakthrough role as Aria Montgomery in Pretty Little Liars.

The Shocking Rumor: Harry Jowsey and Pop Icon Sia

Just when fans thought they had a handle on Jowsey’s love life, a new, far more surprising rumor emerged in mid-2025. Pop superstar Sia, known for hits like "Chandelier" and "Elastic Heart," was photographed holding hands with Jowsey.

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• The Sighting: Photos circulated showing the two having dinner at a Los Angeles restaurant, sparking immediate and intense speculation that they were a new item.
• The Context: This sighting occurred shortly after Sia, 49, filed for divorce from her estranged husband, Dan Bernad, in March 2025, which added fuel to the romance fire.
• Age Difference: The potential relationship is notable for the significant age gap—Sia is 49 and Jowsey is 28—a 21-year difference that has made the pairing a huge talking point online.
• The Response: Neither party has officially confirmed a romantic relationship, with some speculating the outing could be related to a new professional project or simply a friendly dinner, though the hand-holding suggested more. Sia even joked that she was signing up for Jowsey’s new dating reality show, Let's Marry Harry, further confusing the public.

The DWTS Chapter: Harry Jowsey and Rylee Arnold

Before the Lucy Hale and Sia headlines, the most persistent question about Harry Jowsey's love life centered on his time on Dancing With the Stars (DWTS) Season 32. His undeniable chemistry with his young professional partner, Rylee Arnold, fueled months of speculation about a potential "showmance."

• The Chemistry: Jowsey and Arnold, who was only 18 at the time, were fan favorites, and their close bond both on and off the dance floor led to the nickname "Hylee."
• The Public Pressure: The constant rumors were so pervasive that Jowsey frequently addressed them, often leaving the door open to a possible romance, which only intensified the fan base's hopes.
• The Final Verdict: Despite the public's desire for a romance, Rylee Arnold ultimately shut down the dating rumors, confirming in various interviews that she and Jowsey were, and remain, nothing more than close friends. This confirmed that the connection was genuine, but strictly platonic.

Harry Jowsey’s Extensive Dating History (Topical Authority)

Harry Jowsey has earned a reputation for his complex dating life, often finding love with fellow reality stars and influencers. His list of ex-girlfriends and rumored flings is extensive, adding significant topical authority to his brand as a dating show veteran.

His most notable past relationships include:

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• Francesca Farago (2019–2021): The co-star from Too Hot to Handle Season 1. Their tumultuous, on-again, off-again relationship was a cornerstone of the show and continued for a period after, including a televised virtual engagement.
• Georgia Hassarati (2022–2023): Jowsey dated the Too Hot to Handle and Perfect Match star for nearly a year. They were a very public couple before eventually splitting.
• Jessica Vestal (2023): The two were rumored to be dating after they were spotted together, though the relationship was short-lived and casual.
• Annelese Milton (2022): A brief relationship that occurred between his major reality TV stints.
• Julia Rose: Jowsey was linked to the social media personality and model in a brief fling.
• Sophie Stonehouse (2022): Another reality TV personality Jowsey was linked to during his busy dating period.

The Future: What is Harry Jowsey’s Relationship Status Now?

As of the most recent updates in late 2025, Harry Jowsey’s official relationship status is best described as casually dating. While the relationship with Lucy Hale was confirmed to be casual and ongoing earlier this year, the sudden and high-profile photos with Sia have made his current status ambiguous.

The reality star is currently in a phase of his career where his romantic life is constantly in the spotlight, often overlapping with his professional endeavors, such as his upcoming dating show. Until Jowsey or one of the women officially confirms a committed relationship, the public will continue to speculate whether he is enjoying a low-key romance with Lucy Hale, exploring a new, surprising connection with Sia, or simply embracing the freedom of being single in the celebrity dating world.

The constant stream of high-interest entities in his orbit—from reality co-stars to A-list actresses and pop icons—ensures that the question of "Who is Harry Jowsey's girlfriend?" will remain one of the most frequently searched celebrity queries for the foreseeable future.