Sophia Michaels
Hailee Steinfeld and Josh Allen have garnered significant attention as a couple in both entertainment and sports circles. Their whirlwind romance took many by surprise when they announced their engagement on Instagram in November 2024. The relationship began around May 2023, shortly after Allen ended his nearly decade-long relationship with Brittany Williams. This rapid progression has raised some eyebrows.
Besides the speed of their romance, there are other peculiar aspects, such as their unusual pairing and their hesitance to talk publicly about their relationship. During a 2024 Golden Globes interview with E! News, Steinfeld dodged a question about Allen, responding awkwardly with, “What isn’t it about?” indicating her discomfort with the topic.
Additionally, rumors suggest that Allen may have moved on to Steinfeld before fully closing the chapter with Williams, given the timing of events. This has led to speculation about the nature of their relationship, making it all the more intriguing.
Josh Allen Quickly Started Dating Hailee Steinfeld After Ending Long-term Relationship
Josh Allen’s link with Hailee Steinfeld surfaced shortly after his breakup with Brittany Williams in April or May 2023. Though the breakup was never formally acknowledged, fans began to suspect something was off when Williams unfollowed Allen on social media. Soon after, he was spotted with Steinfeld, stirring rumors about their budding romance. By July, a source confirmed to Us Weekly that they had been dating for a few weeks and things were going well.
The timing of their relationship raised eyebrows, leading to speculation that Allen may have cheated on Williams. Discussions on Reddit highlighted the close timing of his separation and the new romance, suggesting an overlap. Despite the rumors, it was clear that Allen quickly moved towards a new relationship. One comment noted how Allen seemed to have swiftly transitioned into his new romance without hesitation.
Allen’s Long Relationship with Williams Before Finding New Love with Steinfeld
Josh Allen and Brittany Williams have a longstanding history, having first met as children. Williams shared her memories of their first encounter at a birthday party on Kelly Stafford’s “The Morning After” podcast, revealing they reconnected in high school and began dating during their freshman year at Fresno State University. Throughout their years together, Williams consistently supported Allen, attending his games and they even shared a home for several years. Their split came as a shock to many, especially considering how Allen quickly transitioned into a new relationship with Steinfeld.
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In February 2024, Williams discussed her challenging breakup with Allen and her transition to single life during a podcast. Having been in a decade-long relationship, she expressed her initial struggles with dating again, saying, “I never thought I would be here again.” She reflected on the chaotic dating scene but identified the silver lining, stating it helps clarify what she truly desires and encourages her to aim higher. Interestingly, while a 10-year relationship with Williams didn’t lead to engagement, Allen seems ready to commit to Steinfeld after just a year together.
A Private Relationship
Hailee Steinfeld and Josh Allen have largely kept their relationship out of the public eye. In an interview on the “Pardon My Take” podcast, Allen shared his surprise at the interest in his dating life, expressing shock at the public’s fascination. He even admitted to feeling uncomfortable with paparazzi photos taken during a trip to Mexico in July 2023, saying, “What is wrong with people?”
While Steinfeld has become accustomed to the spotlight, a source indicated that Allen finds the attention overwhelming, stating, “It really upsets Josh.” They added that Steinfeld is worried about how this might affect their relationship, remarking, “If he can’t get used to the attention, it’s not going to last.”
Interestingly, the couple only confirmed their relationship nearly a year after rumors began circulating in 2023. Allen shared a picture on Instagram, showcasing moments with Steinfeld, including photos during a European getaway, captioned “Onward” with a “rock on” emoji.
Contrasting Backgrounds
Much like the pairing of Taylor Swift and Travis Kelce, Steinfeld and Allen hail from distinct and contrasting worlds. Steinfeld, a former child star recognized for her Oscar-nominated role in “True Grit,” has been in the entertainment industry from a young age. On the other hand, Allen has made a name for himself as a quarterback for the Buffalo Bills since his NFL debut in 2018. Their unexpected romance attracted attention, with some fans expressing disbelief at their match on Reddit, with comments like, “They sort of look mismatched as a couple.”
Despite their differences, sources indicate that the two are united by shared values and commitment to their careers. Reports suggest they strive to maintain their bond privately. Before Allen, Steinfeld had brief relationships with PR executive Cameron Smoller and former One Direction member Niall Horan. Following their relationship rumors, insiders noted that Allen is the first person in a while that Steinfeld has been genuinely interested in.
Engagement Drama
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On November 22, 2024, Hailee Steinfeld and Josh Allen got engaged after nearly two years of dating. The actress from “Pitch Perfect 2” and the Buffalo Bills quarterback announced their engagement in a joint Instagram post that showcased Allen’s elaborate proposal. Their joyous moment was somewhat overshadowed when Allen’s former girlfriend made a vague comment reacting to their announcement. In response to a question about finding “the next pro athlete,” Brittany Williams, Allen’s ex, made a rather bitter remark saying, “Luckily my boyfriend owns a team and doesn’t play for one. Don’t have to be with another brain-dead CTE athlete,” as reported by The New York Post.
Later, Williams claimed she was hacked on Instagram, trying to clarify her comments. “Trying to get it resolved,” she mentioned in her Instagram Story, according to People. Despite her claims, fans were skeptical and criticized her for seemingly harboring jealousy. One user on X remarked, “Couldn’t hide her jealousy a little better?” while another compared her to Travis Kelce’s ex, stating, “She should hang out with Kelce’s ex and they can reminisce about being relevant.”
Meanwhile, Steinfeld and Allen seem unfazed by the surrounding drama. They opened up about their engagement in Steinfeld’s Beau Society newsletter, sharing their excitement while recalling the proposal day, which Steinfeld called “the most magical day of [my] life,” as noted by Sports Illustrated. Allen expressed his happiness about their engagement, saying, “It feels unbelievable to be engaged to someone who is so special and loving and caring and gorgeous and fun and happy.”
