If you’ve been scrolling through TikTok lately, you’ve probably seen the chaos. Harry Jowsey, the man who basically turned "Too Hot to Handle" into a career, is always in the middle of a dating rumor. It’s hard to keep up. Honestly, as of January 2026, the answer to who is harry jowsey dating isn't as simple as a single name—it's a mix of a high-profile new show and some very cozy social media appearances.
The Big Shift: Let’s Marry Harry
Everything changed when Netflix announced Let’s Marry Harry. It’s a Bachelor-style show produced by Alex Cooper’s Unwell Network. Because of this, Harry has been "professionally" single for a bit. The whole premise of the series, which is set to dominate 2026, is Harry finding a wife.
Alex Cooper herself even weighed in, saying she thinks Harry is finally evolving from "boyfriend material" to "husband material."
The Anna Paul Situation
While he’s supposed to be looking for a wife on TV, his real-life social media tells a different story. Fans have been obsessing over his connection with Australian creator Anna Paul.
They’ve been everywhere together. Coldplay concerts. Flirty TikToks. Even captions where Harry refers to her as "his girl." On New Year’s Eve, just a couple of weeks ago, Harry posted a video about "the type of BS your girl will tell you," and while the girl's face was hidden, the internet detective work points directly to Anna.
It’s a weird spot. Is it a real relationship? Or is it just two massive creators making content together? Given their history, it’s usually a bit of both.
What Happened to the Others?
Before the Anna Paul rumors took over, the list was long. It's helpful to look at where things stand with the people he was recently linked to:
- Sia: This was the curveball of 2025. They were spotted holding hands leaving a restaurant in LA. It turned out to be more of a "promotional friendship" for his new show, with Sia jokingly saying she wanted to sign up as a contestant.
- Lucy Hale: This one was real for a minute. Sources confirmed in early 2025 that they were "super casual," but it fizzled out quickly. Lucy apparently realized the "player" reputation wasn't just for show.
- Jessica Vestal: Their Perfect Match Season 2 romance was intense but didn't survive the real world. Harry admitted to some mistakes (shocker), and they went their separate ways.
- Rylee Arnold: The Dancing with the Stars fans still won't let this go. But Rylee has been very clear: they are just friends. Harry actually revealed he had a "secret girlfriend" during his time on the show, which is why things never turned romantic with Rylee.
The "Secret Girlfriend" Mystery
Harry eventually admitted on his podcast, Boyfriend Material, that he was dating someone seriously behind the scenes during his DWTS run in late 2023/early 2024. He never named her.
He claimed the "edits" of him and Rylee being flirty on TV actually ruined that relationship. He called this mystery woman "the best person on the planet," but admitted his own drama made it impossible for her to stay.
Is He Actually Changing?
Harry’s whole brand is being the "recovering f-boy." He’s in therapy. He talks about it constantly. But then he lands a show where he dates 20 women at once.
It’s a contradiction.
If you're trying to figure out who is harry jowsey dating right now, the most accurate answer is that he's legally "single" for Netflix's cameras while being "TikTok official" with Anna Paul.
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Why People Care
People love a redemption arc. Or they love to watch a train wreck. Harry provides both. Whether he’s sliding into the DMs of A-list actresses or crying about his growth on a podcast, he knows how to keep the spotlight on his personal life.
Navigating the Rumor Mill
When you see a new "Harry Jowsey Girlfriend" headline, look at the source. If it's a TikTok with a vague caption, it's likely for engagement. If it's a blurry photo of him at a dinner in West Hollywood, there’s usually fire where there’s smoke.
Key things to remember about Harry's dating life:
- The Netflix Clause: He likely has contracts preventing him from confirming a serious relationship while Let’s Marry Harry is airing.
- The Content Creator Factor: He often "ships" himself with other creators (like Anna Paul) because it drives millions of views.
- The "Casual" Label: Almost every relationship he starts is described as "super casual" to avoid the pressure of his past mistakes.
If you want to keep up with his actual status, the best place isn't the tabloids—it's the comment sections of his own posts. That's where the real tea usually spills first.
Keep an eye on the Let's Marry Harry premiere. That’s when we’ll see if this "husband material" rebrand is actually sticking or if it's just another season of the same old Harry.
Actionable Insight: To get the most accurate updates on Harry’s relationship status, follow his podcast Boyfriend Material on the Unwell Network. He often uses the platform to "clear the air" after a week of tabloid rumors, though he rarely gives the full story in one go. If you see him posted with a woman on social media, check for a "paid partnership" or "promotional" tag, as many of his "dates" are actually business collaborations.