Spoilers for all episodes of Perfect Match season 2 ahead.
However, the pair never directly commented, and according toNicki Swift, some fans were skeptical if they were ever serious.
Harry Jowsey has slid into Khloé Kardashian's DMs.
In February 2022, rumors began swirling that Jowsey and Khloé Kardashian were "talking," according to PEOPLE.
However, once Harry was separated from Jessica and tempted by a flirtatious single cast member, questions of trust and commitment tore the couple apart. He broke into reality TV during the first season of Too Hot To Handle, where he started dating Francesca Farago.
One of his most high-profile dating rumors was with YouTuber Anastasia “Stassie” Karanikolaou, who's been besties with Kylie Jenner since middle school and is also close to the rest of the Kardashians, Kendall Jenner, and Hailey Bieber.
Per E! News Online, rumors swirled after Karanikolaou made some appearances on Jowsey's social media. In 2021, she joined Marie Claire as a contributor, becoming a full-time writer for the brand in 2024.
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- "Perfect Match" season two star Harry Jowsey is one of Netflix's biggest bachelors.
- Jowsey has appeared on multiple dating series, but has been unlucky in love.
- Here's what to know about Harry's previous relationships and if he is dating someone now.
Harry Jowsey is single again after appearing on his second Netflix dating show.
Harry became one of the most popular "Perfect Match" season two contestants last month, after finding fame on the first series of Netflix's "Too Hot To Handle." The streamer's growing reality show empire has created an ecosystem for cast members like Jowsey to become minor celebrities.
After appearing on "Too Hot To Handle" in 2020, Harry used his newfound fame to launch a podcast and get cast on other reality series.
Naturally, fans are hungry for details about the reality star's life, leading to speculation about who he has dated.
He says it best himself in episode 3 when he admits that he's "slept with pretty much every person on a Netflix reality show." Enter Jessica, who had a fan-favorite turn in the recent season 6 of Netflix's biggest reality hit Love Is Blind, and whose season hadn't even arrived on Netflix when Perfect Match was filmed around summer 2023.
As their romance on Perfect Match season 2 unfurled, Jessica seemed to be the woman to turn Harry from an infamous bachelor to a committed, therapy-going partner.
He’d been playing the field for years, being in multiple public relationships, while Jessica’s lifestyle revolved around her daughter. In 2021, she joined Marie Claire as a contributor, becoming a full-time writer for the brand in 2024. Melinda Melrose). (The truth in that statement can only be known by the three people in question, but Harry leans into his lady-killer identity in his intro, so we'll go with it.) Despite his past, he claims that therapy and self-help books have helped him embrace a new era of dating for long-term commitment and marriage.
The reality star’s relationship with Jess crumbled after the show, though he seemingly began dating another Netflix alum after their split. Nonetheless, Harry and Jess broke up and have no plans to reconcile.
Harry Might Be Dating This Too Hot To Handle Alum
He’s Been Posting With Valentina Rueda Velez
After his whirlwind romance with Jess, Harry is rumored to be dating another fellow Netflix reality star, Valentina Rueda Velez from Too Hot To Handle season 6.
Despite saying in a confessional that he's gone to therapy and is the "best version of himself," during his boys' day, Harry takes a body shot off Melinda's belly and carries her with her legs wrapped around him. Are we going to start seeing each other so that we can get serious, or not?'" Madison said.
Madison said she was still dating Harry in February 2020 when he got back with Francesca, adding that she found out through a friend's Instagram story that they were hanging out again.
"He could have told me, 'Hey, I'm not really feeling this anymore.
She has also written features, profiles, recaps, personal essays, and cultural criticism for outlets including Harper’s Bazaar, Elle, HuffPost, Teen Vogue, Vulture, The A.V. Club, Catapult, and others. When she isn't writing or checking Twitter way too often, you can find her watching the latest K-drama, or giving a concert performance in her car.