Hailee Steinfeld and Josh Allen's Whirlwind Romance: A Timeline from First Date to First Child
Hailee Steinfeld and Josh Allen began their relationship discreetly in May 2023, eventually confirming their engagement less than two years later.
Allen was linked to Steinfeld only weeks after fans noticed in April 2023 that his longtime partner, Brittany Williams, had unfollowed him on social media. Williams subsequently removed all images featuring the Buffalo Bills quarterback from her Instagram profile as he started a new relationship with Steinfeld the following month.
Allen first commented publicly on his relationship with the Pitch Perfect star in August 2023. During an appearance on the “Pardon My Take” podcast, Allen expressed surprise at public interest, stating, “the fact that anybody cares about that still blows my mind,” particularly referencing reports about him and Steinfeld "making out."
In December 2025, following their marriage earlier that year, the couple announced they were expecting their first child.
Explore the timeline of Steinfeld and Allen’s relationship journey from its start:
May 2023
Steinfeld and Allen were seen together in New York City, just weeks after the athlete's eight-year relationship with Williams ended. On May 25, photographers captured Steinfeld and Allen exploring Manhattan together, with Allen observed placing his arm around the True Grit actress ahead of an evening outing.
That same month, social media documented Steinfeld and Allen enjoying a sushi dinner with friends. The pair further sparked dating rumors by being seen together in the city during Memorial Day weekend.
June 2023
An insider shared exclusively with Us at the time that "Hailee and Josh have been seeing each other for roughly a month, and things are going exceptionally well," describing the pair as often "laughing a ton" and "always smiling" when together.
The source added that Allen was "the first guy in a while she’s been really interested in."
August 2023
During his appearance on the “Pardon My Take” podcast, Allen initially attempted to avoid discussing his relationship with Steinfeld. However, when cohost Dan “Big Cat” Katz deliberately introduced her name into the conversation, Allen partially conceded.
Big Cat probed Allen by asking if he watched the show Seinfeld, then intentionally asked, “Are you a fan of Steinfeld?” to elicit a response. Allen affirmed he was “a big fan” of the show, but skirted using his girlfriend's name directly. He later acknowledged Big Cat for "doing a good job" of integrating Steinfeld's name into a sentence, offering a conceding "Respect. It was good."
Later in the interview, Allen expressed feeling "grossed out" by photographers attempting to capture private moments between him and Steinfeld. He specifically criticized paparazzi who concealed themselves on a boat during a recent trip with Steinfeld to photograph them kissing. The athlete recalled thinking, “[I was] like, ‘What is wrong with people,’” lamenting the complete lack of "privacy" during their vacation.
October 2023
On October 8, Steinfeld was seen cheering for Allen at the Bills game in London. The actress appeared on camera when stadium feeds at Tottenham Hotspur Stadium scanned the audience.
January 2024
Although she wore a prominent ring to the 2024 Golden Globes, Steinfeld quickly dismissed online rumors that Allen had proposed. She told E! News that the ring, shaped like a deer's head, was simply "a cute little doe happening" and that there was "No particular reason other than I just thought it was real cute."
Steinfeld attended the ceremony alone due to Allen’s Bills game that night. On the red carpet, she told USA Today she felt "real good" about her boyfriend’s team winning. She also playfully criticized a reporter for holding a jersey with the "wrong number," noting they held Stefon Diggs' No. 14 jersey instead of Allen's No. 17.
July 2024
On July 23, following one year of dating, Allen officially debuted his relationship with Steinfeld on Instagram.
The quarterback captioned a series of summer photos, which prominently featured Steinfeld, with the word, "Onward."
October 2024
The couple attended the inaugural Shakir Family Pet Adoption Event in Buffalo, New York, where they were seen holding puppies. Social media footage showed Steinfeld taking a picture of Allen as he held one of the adoptable dogs.
Later in October, Steinfeld and Allen hosted a Halloween party for the Bills team and their partners. The October 28 event had a circus theme, with both Steinfeld and Allen dressed as ringmasters.
November 2024
On November 29, Allen and Steinfeld revealed their engagement; the athlete had proposed at sunset on November 22.
February 2025
Steinfeld and Allen attended their first red carpet event together at the 2025 NFL Honors, where Allen secured the MVP award.
Upon accepting the accolade, Allen kissed Steinfeld before thanking her in his speech.
“You’ve been my rock. You are my best friend [and] I would not be standing on this stage if it weren’t for you,” he stated. “So, with that being said, be good, do good, God bless and Go Bills.”
April 2025
Allen expressed immense pride in Steinfeld’s performance in the film Sinners.
At an April 22 press conference, he stated, “I’m so excited for her. I’m so proud of her. It’s getting some great reviews. It’s a fantastic movie, so just go watch it. I’m just there trying to support her in whatever way that I can.”
May 2025
Steinfeld and Allen married on May 31. The actress donned a custom Tamara Ralph gown for the ceremony in Santa Barbara, California.
In her “Beau Society” newsletter, Steinfeld shared details about the celebration: “We had the amazing [wedding photographer] Jose Villa and his team with us from Thursday through Sunday to capture all the love. We had a no-phone wedding — we wanted everyone to come and be present.” She added, “Looking back, it was one of the best decisions we made. But that meant Jose had his work cut out for him, capturing all the magic for us.”
June 2025
Less than two weeks after their nuptials, the newlyweds embarked on a tropical honeymoon. Allen shared a collage of Polaroids from the trip on June 17, captioning it simply, “Wifey.”
August 2025
Reflecting on their wedding in the new season of HBO’s Hard Knocks, Allen enthusiastically described it as “the best night of my life honestly. And my wife’s life, I think. That’s what she says.”
November 2025
Steinfeld spoke warmly about Allen and suggested the couple plans to expand their family in the future.
She told Bustle, “I literally thank God every day that I found my person, and it’s the greatest thing in the world. Life makes sense. Everything makes sense. I feel like I am stepping into the version that I’ve always dreamed of being, having so much to do with being with him.”
When asked about having children, Steinfeld responded, “Of course.”
December 2025
Following hints about starting a family the previous month, Steinfeld announced on December 12 that she and Allen were expecting their first child. The couple shared a video through her newsletter showing Steinfeld’s baby bump, with Allen kissing her belly as they both beamed.
