Hailee Steinfeld Calls Josh Allen the "Hardest Working Person" She Knows

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It looks like Taylor Swift isn’t the only star who caught feelings on the football field! After a year and a half of dating, actor and singer Hailee Steinfeld is engaged to Buffalo Bills quarterback Josh Allen.

The duo was first spotted out in New York City fresh off rumors that Josh had split up with his longtime girlfriend, Brittany Williams, in May 2023. Since then, Hailee and Josh have kept their ’ship pretty low-key with the occasional date night and joint public appearance, and with a wedding in the near future, it's likely fans will get to see a lot more of them. But before we look to the future, here's everything you need to know about Hailee Steinfeld and Josh Allen’s relationship timeline to date.

May 2023

Hailee and Josh are first spotted together during a night out in NYC on May 25. Per pics obtained by the New York Post, they hop out of a black SUV and Josh wraps his arm around the Dickinson actor. This marks Josh’s first outing after rumors that he split with his ex, Brittany Williams, started circulating.

The day after they're first photographed in NYC, Josh and Hailee head out for a sushi date with friends and explored the city over Memorial Day weekend, according to reports by Us Weekly.

An anonymous source close to Hailee also confirms her relationship with the athlete to People, saying that the “cute couple” had been “hanging out for a few weeks.”

“It’s new, but they are having fun,” the source adds.

June 2023

It’s June, which means it’s still ~early days~ for Hailee and Josh, who “are still dating and getting to know each other,” according to a report by People. “He’s going to be very busy with training camp, though, so they’re not putting too much pressure on things and will see where it goes,” an anonymous source tells the publication.

Another insider dishes to Us Weekly that while they’re only a month into their ’ship, “it’s going really great.” They add that when Hailee and Josh are together, they “laugh a ton” and are “always smiling.”

“Josh is the first guy in a while she’s been really interested in,” the insider reveals.

August 2023

Josh seemingly addresses his private relationship with Hailee during an appearance on the Pardon My Take podcast. 👀

The Bills QB breaks down stories about him “making out” with the actor and singer, saying, “The fact that anybody cares about that still blows my mind.”

He also opens up about the moment he realized people were snapping pics of him and Hailee on a boat. “I just, like, felt this gross feeling,” he confesses. “Insecurity. No privacy. [I was] like, ‘What is wrong with people?’”

October 2023

After a quiet month, Hailee is spotted shopping in East Aurora, New York, with Josh’s mom at Leveled Up Buffalo. The pair picks up some Bills merch and poses for a pic with the shop’s owner, Lindsey Vega. “Pinch Me,” she captions the post.

A few days later on October 8, Hailee is spotted supporting her beau at a Buffalo Bills vs. Jacksonville Jaguars game in London. She's caught on the jumbotron next to one of Josh’s good friends, race car driver Daniel Ricciardo. In the name of ~investigative journalism~, ESPN’s Buffalo Bills reporter Alaina Getzenberg snaps a pic of the moment and posts it on Twitter.

Then, on October 12, Hailee and Josh attend a Buffalo Sabres vs. New York Rangers hockey game at KeyBank Center in Buffalo, per People.

January 2024

Hailee is asked about ongoing engagement rumors during an interview at the 2024 Golden Globes after being questioned about a ring on her finger. “I got a cute little doe happening,” she replies as she shows off the deer-shaped diamond 💍 on her right hand.

“No other particular reason other than I thought it was cute,” she adds.

During the convo, the actor is also asked just what all the hype is about when it comes to athletic men (to which we say....everything?!?). “Listen, what isn't it about? Come on now!” Hailee cheekily replies with a giant smile. Truly, no notes!!!

February 2024

During an appearance on sportscaster Kay Adams’ show, Up & Adams, Josh is asked if he’ll be wearing Enchanté at the Oscars. ICYMI, Enchanté is his friend’s clothing line—which he’s worn at games before!—and Hailee’s movie, Spiderman: Across the Spider-Verse, is up for Best Animated Feature at this year’s Oscars.

“I may,” Josh coyly replies, with a smile on his face.

Meanwhile, a source tells People that Hailee and Josh have a “serious relationship,” adding, “They always planned to spend more time together after his season ended. Things have been going really well. They’re both very family-oriented and driven, and they want to protect their relationship and keep it private. They’ve been on the same page with all of that. Hailee’s in a great place and would love to settle down if it’s with the right guy.”

March 2024

These two make us deeply envious by going to a string of events during Paris Fashion Week. However, one thing we’re not envious of? The fact that Josh apparently had a wardrobe malfunction during one of his date nights with Hailee.

Following vids of the footballer rushing into his and the actor’s hotel (and leaving her behind in the process) making the rounds on TikTok, Josh writes the following explanation on X: “My pants ripped at dinner 🙁🤣 Didn’t want cheeks out…I love Paris 😁.”

The fact that the athlete had a jacket/shirt tied around his waist also checked out with his version of events. Honestly though? Gotta love how much of a sense of humor he has about the whole sitch!

June 2024

Per pics obtained by DeuxMoi, the couple attend a wedding in Cabo in June 2024. According to the outlet, Josh’s former teammate, Kyle Allen, married Summer Juraszek—and Josh’s ex Brittany Williams reportedly attended the ceremony, too. Josh and Hailee sport more casual looks poolside before dressing up in a beige suit and baby blue satin backless dress. Could not be more obsessed with these two!

July 2024

After keeping things low-key for most of their relationship, Josh hard launches Hailee on his Instagram feed with a sweet pic of them during a trip to Paris.

August 2024

During another appearance on Kay Adams’ Up & Adams show on August 2, she greets the Buffalo Bills QB by saying, “Well, well, well...if it isn’t Mr. Hard Launch.”

Josh keeps things quiet as he answers, “We love love.”

October 2024

The duo attends the annual Shakir Family Pet Adoption event hosted by Josh’s Bills teammate Khalil Shakir. A moment of silence for Josh with a puppy (and Hailee right behind him!):

Later in the month, the couple celebrates Halloween together in matching ringleader costumes. Hailee hard launches Josh on her Insta feed as she posts a photo of them kissing in their costumes. S’cute.

November 2024

In the latest issue of her newsletter Beau Society, Hailee opens up about her holiday plans with Josh. Fans theorize that she wrote the issue from his house in New York as she writes, “I take the flurries as a sign that the holidays are quickly approaching.”

She continues, “It can be tricky to get everyone together in one room. Sometimes organizing around people’s travel schedules means Christmas with certain family members happens around Thanksgiving time, and that’s okay! I think of my family traditions as ever-evolving.”

On November 22, the couple announces that they are officially engaged with a joint post on Instagram. In the pic, Josh is seen getting down on one knee, surrounded by a stunning beach sunset and floral arrangement with surrounding candles.

December 2024

Two weeks after announcing the engagement, Josh opens up about the proposal in a Q&A published in the December 5 edition of Hailee's Beau Society newsletter. "I was very nervous. I think I was most nervous about you finding out about the proposal," he reveals, per Us Weekly. "It was hard to keep secrets from you and have other people in your life keep secrets from you. Then, multiple times throughout the day a song would come on and I would tear up thinking about how special our day was going to be."

It probably didn't help that Hailee apparently woke up that morning with marriage on her mind. "We woke up and were getting ready for brunch and you jumped on the bed and said, 'Can we get married already?!? What are you waiting for??!'" he recalls. "I replied, 'Just give me a little more time.'"

Spoiler alert: He managed to keep the proposal a secret until sunset. "You were extremely surprised, you said yes, and that was all that mattered to me. And the sun was out," Josh adds. As for what he said during the proposal, the NFL athlete reveals he told Hailee that he "couldn't wait any longer" to be engaged. "I said, 'I can't wait to start a family with you.' I said your full name, and I asked you very nicely. I said please." Sounds like a true gentleman!

Now that they're officially engaged, Josh says, "It feels unbelievable to be engaged to someone who is so special and loving and caring and gorgeous and fun and happy."

Elsewhere in the newsletter, Hailee tells her fans that, while she is overjoyed to share the happy news, there are some details she wants to keep to herself. "While I can't wait to tell you more about the day and things we're planning, I'm not ready quite yet. I have to hold this close for a little while longer," she writes.

January 2025

Hailee is fully in her WAG era! During the January 12 playoff game when the Buffalo Bills took on the Denver Broncos, fans got a sneak peek at Hailee's game day lewk, thanks to the IG Story of fellow Bills WAG Haillee Watson. In it, you can see Hailee rocking a custom Josh Allen jacket—complete with a No. 17—and a Bills cap.

A few weeks later, after the Bills lose the AFC Championship game to the Kansas City Chiefs, Hailee still proves herself to be a supportive fiancée during an interview with E! News.

“To say the least, I am so proud of that man,” she gushes. “Everything he’s done and everything that the team has done together, he is the hardest working person I know.”

Aaaand that’s everything we know up till now! Check back here to catch more updates on Hailee and Josh’s adorable romance. 🥹🏈

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