In the year 2020, Harry made his debut on reality television as a competitor on Too Hot to Handle Season 1. He was one of ten winners on the show, along with his ex-girlfriend Francesca Farago. Harry is originally from Gold Coast, which is located in the state of Queensland in Australia.
Together with his partner, professional dancer Rylee Arnold, he competed in the 32nd season of Dancing With the Stars in 2023, where they finished in sixth place. His career in reality television continued with this season. His third stint on reality television was in 2024, when he appeared on The Perfect Match Season 2, when he dated Jessica Vestal, who had previously appeared on Love Is Blind Season 6.
Who’s Harry Jowsey’s Girlfriend?
Jessica Vestal
Contestant Harry and Jessica Vestal from Love Is Blind Season 6 met and dated on The Perfect Match Season 2, which shot in 2023. Harry seems to clarify that he and Jessica ended up together on The Perfect Match on an episode of his podcast, “Boyfriend Material,,” in 2024—though he did not specifically name her. (Harry and Jessica were also captured together on a June 2023 beach in Mexico.)
Rumored: Rylee Arnold(2023)
After competing on Season 32 of Dancing With the Stars in 2023, Harry and Rylee Arnold ignited suspicions. Harry and Rylee, who placed sixth, were photographed holding hands after a Tate McRae concert in October 2023, sparking dating speculations. “Harry Jowsey & Rylee Arnold holding hands tonight @ the Hollywood palladium,” a TikTok user captioned a video of them leaving the performance.
Georgia Hassarati
Harry and Georgia Hassarati, a Too Hot to Handle Season 3 contestant, announced their relationship in spring 2022 after Georgia’s breakup with Dom Gabriel, who she won The Perfect Match Season 1 with.
Charley Jordan
Harry and TikTok star, Charly Jordan, sparked dating rumors in 2022 after they were photographed together by paparazzi. Harry addressed the rumors at the time in a Q&A on his Instagram Stories, in which he was asked if he was in a committed relationship, to which he responded, “I’m single,” along with a pink heart emoji. When fans brought up his rumored relationship with Charly in his Instagram comments, Harry seemed to confirm that he and Charly — whose ex-boyfriend is TikTok star Tayler Holder — were dating, but hadn’t made their relationship official. “Everyone needs to relax, we haven’t put a label on it yet you pelicans,” he wrote, along with a laughing emoji.
Rumored: Stassie (2020)
Harry acknowledged in an August 2020 Los Angeles paparazzi film that he and Kylie Jenner’s best friend, Stassie Karanikolaou, had dated. The paparazzo asked Harry, “Hey man, when are you and Stassie going to date?” after Harry liked one of Stassie’s images. Harry’s friend replied, “Very soon.” Harry laughed and said, “He knows.” Harry was asked by the paparazzo if he would take Stassie to the restaurant with his friend. “We left. We’ve gone several times, he said.
Rumored: Larsa Pippen
After appearing in Beverly Hills in October 2020, Harry and Larsa Pippen ignited dating rumors. Larsa posted a dinner video on Instagram Story that night. “So, I decided I need dance lessons,” she added. «I called my pal Harry» Harry said, “We’re going to be doing salsa lessons” before teasing, “Stay tuned.”
What Happened Between Harry and Jessica On ‘Perfect Match’ Season 2?
Harry’s notoriety was his biggest impediment to finding love from the time he entered the villa in Perfect Match’s season 2 premiere. He separated Dom Gabriel and Georgia Hassarati in Perfect Match season 1. That statement is true solely to the three persons involved, but Harry leans into his lady-killer identity in his intro, so we’ll go with it. He says therapy and self-help literature helped him embrace a new era of dating for marriage and long-term commitment despite his past. In his match with Too Hot to Handle alum Elys Hutchinson, Harry tells her that he wishes she was more physically affectionate. Elys points out that she finds it hard to trust him because of his history (fair), and Harry seems wounded and indignant.
Jessica and Harry immediately click on a date, and she’s excellent for him within the excellent Match bubble since she’s willing to give him a chance without letting others’ judgments influence her. As a blank slate, she seems to lean into their relationship, allowing Harry to attempt to be more mature and ready to date a single mom. She also defends herself when he acts inappropriately. When she hears Harry lied about his friendship with Elys, she replies, “I will not be in the graveyard of relationships that were ruined being associated with you.”
In episode 8, the pair (or viewers) had no idea Harry’s impulsive side would emerge when the couples were split to mingle without their matches.
Is Harry and Jessica Still Together After ‘Perfect Match Season 2’?
On his podcast, Harry confirmed on top of the reports that he did not cheat on Jess with Rylee during Dancing With the Stars. He also said that he and Jess tried to see each other during Dancing with the Stars and that he even ordered an engagement ring and intended to pop the question to her. I call her and declare her to be loved. I’ll forward my bank logins, Instagram logins, and unfollow every single female I follow in hopes that makes you happy. “You, my love, are my lady and I want your hand in marriage,” he continued. “You can read every text message you want.”
Their relationship broke down, though, when Jess was meant to be flying to Los Angeles, where Harry resides and intended to propose to her. Harry barred Jess on his phone and on social media when she neglected. Harry and Jess do not follow each other on social media at the time of writing either. But Harry and Jess started rumors they were still together after Harry uploaded a TikHub of them at a beach under the remark, “I can’t wait to grow old with her.” But given Harry’s candor about trolling reporters and fans—such as when he fed false reports he was dating Khloe Kardashian—the TikHub could be another instance of him fooling his followers.
Rylee wasn’t the first time Harry has been accused of cheating on Jess. During The Perfect Match Season 2, Melinda Berry accused Harry of kissing her off-camera, which he denied. “I did not kiss her. That was a deep fake. But Melinda is telling everyone like it’s fact,” Harry said in a confessional interview, accusing Melinda of “trying to get as much screen time and as much clout off this whole situation as possible.”
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