Fans Only Annie Knight Star and Henry Brayshaw Relationship Timeline

Content creator for adults Annie Knight and her boyfriend, Henry Brayshawthey first crossed paths ten years before their wedding.
The OnlyFans star and Brayshaw first met while working at a bar, forming a friendship outside of work. A few years later, the couple tried dating – but Knight noted that “it wasn’t really the right time.”
Fast forward to March 2025 and Brayshaw pops the question to Knight after confessing his feelings for her. The pair are eyeing an October 2026 wedding, with Knight’s dog Billy acting as ring bearer.
“I have a spreadsheet for my wedding,” laughs Knight Us in August, noting that he and Brayshaw “do not cheat at any cost.”
In March 2026, Knight celebrated her one-year engagement to Brayshaw with a sweet Instagram post, in which she declared that he was her “soulmate”.
Scroll down to see their love story from the beginning:
March 2025
While Knight and Brayshaw went to Cancun with an adult content creator Bonnie Bluehe admitted that he was “in love.” A week later, the couple got engaged.
“I’ve known him forever, and we were weirdly perfect. A lot of people are like, ‘I don’t understand how this works.’ But we do it and that’s what’s important and that’s why it’s so perfect, because we understand it,” he said. Us in May. “I knew right away that it was yes. I’m very happy to marry him.”
May 2025
While Knight lay with 583 men in six hours, Brayshaw supported him from afar.
“He was actually at work the day of the event, but he called me this morning, wished me luck, and said, ‘We’re proud. Have fun. Be safe,'” Knight said. Us at that time. “And then he called me that night and said, ‘How was it?’ And I told him all about it.”
Knight shared that Brayshaw was “very surprised” that he “exceeded” his goal of 200 men attending the event.
“He was proud of me for finishing it, because I think he was a little worried that I wouldn’t be able to do it and that I was upset that I couldn’t do it,” she told Us. “He was very happy with me.”
August 2025
When she thought about sleeping with 583 men in six hours, Knight said Us in August that the challenge made him feel “closer” to Brayshaw.
“I think it made Henry and I have an amazing connection,” Knight explained. “I think we have the best communication that anyone has ever had in the history of the world. For it to work the way it does, all we need is communication.”
December 2025
Brayshaw showed a glimpse of the messages she receives about her relationship with Knight – and how she handles it – when a user asked why ” [her] do that,” referring to the OnlyFans music star’s career.
“You’ve saved my life more times than I care to admit,” Brayshaw replied, in part. “I’m his rock – we’re an amazing team. We’ve made a great life for each other and we couldn’t be happier. That’s the only chase in life right? I respect your opinion Ben. Thanks for reaching out.”
March 2026
Knight celebrated their one-year anniversary with a sweet social media post featuring plenty of photos from throughout their relationship.
“1 year with my boyfriend, my best friend, the love of my life @henry.brayshaw ❤️ 10 years of friendship and 1 year of being your fiancee,” she said. “Thank you for all the love and support you show me! I love you forever.”
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