Hailee Steinfeld and Josh Allen kept their romance quiet to start in May 2023 before announcing their engagement less than two years later.
Allen was linked to Steinfeld just weeks after eagle-eyed fans noticed in April 2023 that his longtime girlfriend Brittany Williams unfollowed him on social media. Williams proceeded to wipe her Instagram clean of pictures with the Buffalo Bills quarterback as he moved on with Steinfeld in the following month.
A source exclusively told Us Weekly in June 2023 that Steinfeld is “not putting any pressure or unrealistic expectations on things” since Allen was coming out of a long-term relationship with Williams.
Allen, for his part, publicly addressed his romance with the Pitch Perfect actress for the first time in August 2023. Allen confessed during an appearance on the “Pardon My Take” podcast that “the fact that anybody cares about that still blows my mind,” while referring to stories about him “making out” with Steinfeld.
Scroll down to see Steinfeld and Allen’s relationship from the beginning:
May 2023
Steinfeld was spotted in New York City with Allen weeks after the athlete and Williams sparked split speculation. (Allen and Williams dated for eight years before calling it quits.) Steinfeld and Allen were photographed on May 25 wandering through the Big Apple and Allen was even seen putting his arm around the True Grit actress before a night on the town.
Later that month, Steinfeld and Allen went on a sushi date with a few friends, which was documented via social media. The twosome continued to fuel romance speculation when they were seen exploring the city over Memorial Day weekend.
June 2023
“Hailee and Josh have been together for about a month and it’s going really great,” an insider exclusively told Us at the time, noting that when Steinfeld and Allen are together they “laugh a ton” and are “always smiling.”
The source added: “Josh is the first guy in a while she’s been really interested in.”
August 2023
Allen tried to side-step talking about his relationship with Steinfeld during an appearance on the “Pardon My Take” podcast. However, when cohost Dan “Big Cat” Katz not-so-subtly brought up her name, Allen gave in a little bit.
Big Cat asked Allen during the show whether he watched Seinfeld before purposely saying, “Are you a fan of Steinfeld?” to get a reaction from the quarterback. Allen said he was “a big fan” of the sitcom but avoided directly using his girlfriend’s name. Allen later told Big Cat that he “did a good job” trying to use Steinfeld in a sentence. “Respect. It was good,” Allen conceded.
Elsewhere in the interview, Allen confessed that when photographers try and capture a private date moment between him and Steinfeld he gets a “gross feeling.” He specifically took issue with photographers who hid on a boat during a recent getaway with Steinfeld and snapped them kissing. “[I was] like, ‘What is wrong with people,’” the athlete recalled thinking, noting there was “no privacy” during the trip.
October 2023
Steinfeld was spotted supporting Allen at the Bills game in London on October 8. When the cameras at Tottenham Hotspur Stadium panned through the stands, the actress was caught on screen.
January 2024
Despite sporting a flashy ring at the 2024 Golden Globes, Steinfeld shut down online speculation that Allen had popped the question. “I do got a cute little doe happening,” she told E! News of her ring, which was shaped like the head of a deer. “No particular reason other than I just thought it was real cute.”
Steinfeld attended the awards solo as Allen had a Bills game that evening. On the red carpet, she told USA Today she felt “real good” about her boyfriend’s team’s chances of winning that night. She also jokingly called out a reporter for holding up a jersey with the “wrong number” after she spotted them with a No. 14 jersey for Bills wide receiver Stefon Diggs, as opposed to Allen’s No. 17.
July 2024
After one year of dating, Allen hard launched his relationship with Steinfeld via Instagram on July 23.
“Onward 
,” the quarterback captioned a series of photos from his summer, several of which included Steinfeld.
October 2024
The couple were spotted cuddling puppies at the first annual Shakir Family Pet Adoption Event in Buffalo, New York. In footage shared via social media, Steinfeld snapped a pic of Allen holding one of the dogs available for adoption.
Later that month, Steinfeld and Allen cohosted a Halloween bash for the Bills players and their significant others. The party, which took place on October 28, was a circus theme and both Steinfeld and Allen were dressed up as ring masters.
November 2024
Allen and Steinfeld announced their engagement on November 29 after the athlete proposed at sunset on November 22.
February 2025
Steinfeld and Allen made their red carpet debut at the 2025 NFL Honors, where the athlete ultimately won the MVP trophy.
When Allen accepted the accolade, he thanked Steinfeld in a speech after they shared a kiss.
“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 said. “So, with that being said, be good, do good, God bless and Go Bills.”
