Inside Annie Knight and Henry Brayshaw's Relationship Ahead of Their Planned Australian Wedding

Annie Knight found love outside work.

The adult content creator, who made headlines after claiming to have slept with 583 men in six hours, turned her longtime friendship with her fiancé, Henry Brayshaw, into a romance.

Ahead of their planned wedding, OK! looks back at Knight and Brayshaw's wild relationship journey.

The Australian s-- worker and Brayshaw have been best friends for 10 years before they began dating.

"We dated a couple times early on but the timing wasn't right," Knight revealed to NeedToKnow.

After previously trying to make a relationship work, Knight and Brayshaw reconnected in late 2024 before officially becoming a couple in March 2025.

"In the past six months, we have reconnected but we only made things official last week," she told the U.K. outlet. "When you know you know, and we've had 10 years to figure it out. But while I want to be with Henry forever, it doesn't change what I do for a living. And so, we have essentially decided to have an unofficial 'open relationship.'"

Roughly one week after they officially began dating, Brayshaw popped the question to Knight during a romantic dinner at a Beverly Hills restaurant.

"I've known him forever, and we just were so perfect for each other in an unconventional way," Knight told Us Weekly two months later. "A lot of people are like, 'I don't understand how this works.' But we do and that's what's important and that's why it is so perfect, because we understand it. I just immediately knew it was a yes. I'm really excited to marry him."

The OnlyF--- creator launched an account on the content subscription service during COVID-19 pandemic lockdowns.

Following their engagement, Knight made headlines when she slept with 583 men in six hours.

"Of course, people are always judgemental," Knight told Mamamia. "He gets called names at cricket that are references to me and what I do for work. When he goes out, he has people approach him and say nasty things to him."

She also described Brayshaw as "very mature and level-headed," adding, "At the end of the day, he loves me, and I love him, and so the judgement of other people is so irrelevant to us."

Her comments echoed what she previously told NeedToKnow about her fiancé understanding "how important" her work is to her. Although he initially struggled with jealousy, she said he worked through those feelings until there was "not much room left" for it.

"Honestly, I can't even remember the last time Henry was jealous. We've built really strong boundaries, and we communicate constantly," she said. "Our love has just grown and grown, and when you have that level of trust and security, there really isn't much room left for jealousy."

In Turned On: Dirty S--- Money, the adult star admitted that Brayshaw's $30,000 gambling addiction nearly cost them their relationship.

"I didn't find out all at once that he'd spent $30,000. I found out it was happening week after week. It would be one grand, two grand, then three grand, four grand. It just kept adding up," she recalled. "What really broke me wasn't even the money. It was finding out he'd been lying to me. That was the betrayal. That was the thing that pushed me over the edge and made me question whether our relationship could survive."

Brayshaw later underwent $150,000 worth of intensive therapy for his gambling addiction, which, Knight said, is "a lot of money for anyone."

"Even for me — I'm grateful that I earn a lot of money — but that was definitely really digging into the savings, especially with our wedding coming up. But it was worth every single dollar," she admitted to OK!.

Although the therapy was expensive, Knight said she would "do it again" if she necessary because he is "worth every single dollar."

During an appearance on Jana Hocking's "Saucy Secrets" podcast in October 2025, Knight confirmed she and her future husband began planning to exchange vows Down Under in October 2026.

"Most of the wedding is planned at the moment. As soon as I got engaged, I was like, 'We need to plan this so I can chill for the next year,'" she revealed. "Pretty much have everything organized. It's going to be on the Gold Coast, and it's going to be in October next year."

Other details about the wedding remain under wraps, but OK! can confirm that Knight's friend and fellow adult star Lily Phillips will be one of the bridesmaids.