Josh Daicos and His Fiancée Annalise Dalins Steal the Show at the 2025 Brownlow Medal

At the 2025 Brownlow Medal, Josh Daicos and his fiancée Annalise Dalins turned the AFL’s most anticipated night into a stunning demonstration of poise, fashion, and love. Annalise won Daily Mail Australia’s Best Dressed of the Night award. She looked stunning in a strapless baby-blue gown that exuded Disney charm. Her effortless bun and natural makeup flawlessly complemented her classic look, while the corseted bodice and ombre tulle skirt flowed across the red carpet like a gentle ocean current.

Josh Daicos, Collingwood’s midfield sensation and a strong candidate for the Brownlow, stood proudly next to her, wearing a classic tuxedo with remarkable assurance. His face, especially when looking at Annalise, reflected the look of a man who values more than success—it was one of sincere admiration. One of the night’s most shared images was of them together, framed by camera flashes, signifying the incredible fusion of grace and athletic prowess.

Their look spoke to fans because it was a representation of harmony and maturity rather than just a fashion statement. Josh and Annalise are regarded as the AFL’s most grounded couple in recent years, striking a balance between celebrity and genuineness. When Annalise first “ghosted” Josh after discovering he was an AFL player, their story—which is remarkably relatable and human—began. However, destiny had other ideas; they met again at a bar on Chapel Street, where they had a smooth conversation that led to a romance that has since developed into a devoted relationship.

Fans called their engagement in Santorini last year a “fairytale come true,” garnering widespread media attention. Model and influencer Annalise, who has over 120,000 Instagram followers, posted pictures from the proposal while the sun was setting over Greece. The couple appears to be exceptionally adept at striking this balance, as it was the type of moment that felt both intimate and cinematic.

Given that she was hospitalized for appendicitis and a ruptured cyst just days prior to an unexpected health scare, Annalise’s poise at the Brownlow 2025 was especially impressive. Her humorous caption from her recuperation, “PSA: @joshdaicos looking for a Copeland date,” demonstrated her tenacity and enduring humor. Her quick-witted optimism served as further evidence of her popularity within and outside of the AFL community. Her admirers characterized her as “real,” a unique trait that shines through the glitz of social media celebrity.

The stability of Josh and Annalise’s relationship has come to be seen as a standard for sports couples. Originally scheduled for 2025, their decision to postpone their wedding was notably pragmatic rather than dramatic. They were “in no rush” and wanted to enjoy their engagement before rushing into wedding preparations, Annalise acknowledged during Australian Fashion Week. In a time when celebrity unions frequently push the boundaries of extravagance, this sentiment feels remarkably grounded.

The pair’s shared future vision is further demonstrated by their renovation of a $2 million Melbourne bayside home. The century-old heritage property is undergoing meticulous restoration to maintain its timeless charm while adding contemporary elements. They have even posted glimpses of the procedure online, showing weekends filled with laughter as they select tiles and paint colors. It serves as a subliminal reminder that, despite the glitz, they build, learn, and dream together just like any other young couple.

Meanwhile, Annalise’s career path is still thriving. She was a runner-up for Miss Universe Australia before making the switch to television, appearing on Players, a show about football and lifestyle on Channel Nine. Views of women’s roles in the AFL have significantly improved as a result of her poise on screen, which producers have called “exceptionally clear and confident.” She has also worked for companies like Smile Solutions and Victorian House, striking a balance between her professional and influencer personas.

Josh, Nick Daicos’ older brother and the son of AFL legend Peter Daicos, carries on his family’s tradition with poise. He became one of the AFL’s most reliable and disciplined players after winning the 2023 Premiership and being selected to the All-Australian team twice in a row. His relationship with Annalise, however, has been especially helpful to his public image beyond performance metrics—humanizing the athlete behind the numbers. Their love, which is evident in their open interviews and shared content, conveys a relaxed vibe that fans find relatable and motivating.

While Josh’s name was circulating among the front-runners during the 2025 Brownlow count, Annalise easily stole the show in her baby-blue gown. Cosmopolitan Australia characterized the dress, which was created by an independent Melbourne couturier, as “ethereal yet grounded,” capturing Annalise’s own harmony between style and genuineness. Simple diamonds and a radiant smile, her minimalistic styling choice, worked remarkably well to make sophistication seem effortless.

Josh and Annalise represent a new breed of Australian celebrity couples through their shared journey; they are modest, self-aware, and especially creative in their handling of celebrity. They have significantly enhanced public figures’ approaches to visibility by substituting genuineness for overt glitz. Their humorous, domestic, and modestly accomplished social media persona stands in stark contrast to performative influencer culture.

The couple has an impact outside of AFL. Their relationship has been likened to that of Roger and Mirka Federer, who successfully combined mutual respect, grace, and athletic achievement. Josh and Annalise, like the Federers, embody the notion that softness and strength can coexist harmoniously, a lesson that is becoming more and more important in today’s celebrity culture.