Inside Hailee Steinfeld & Josh Allen’s Relationship Timeline
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Inside Hailee Steinfeld & Josh Allen’s Relationship Timeline

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The NFL is officially the place to find love! More and more of our fave girls are locking down romance in stadiums, and honestly, what’s the secret? Girls, don’t gatekeep—share the playbook!While Kansas City has been at the center of NFL romances (looking at you, Taylor Swift and Travis Kelce), Hailee Steinfeld has had her own football love story brewing with Buffalo Bills quarterback Josh Allen.

What started as low-key dates in NYC has now blossomed into an engagement and, most recently, their red carpet debut. Here’s a full breakdown of their love story—from first sparks to their big milestone moments!


May 2023: Romance Rumors Spark

Hailee and Josh first turned heads when they were spotted strolling through New York City on May 27, 2023. Just days later, they were seen enjoying a cozy dinner at Sushi By Bou, with a viral snapshot of Josh wrapping his arm around Hailee. This came just as rumors swirled about Josh’s breakup with longtime girlfriend Brittany Williams.

August 2, 2023: Josh Addresses the Dating Buzz

Josh appeared on Barstool Sports’ Pardon My Take podcast, where the hosts teased him about “making out with his girlfriend.” While he didn’t explicitly confirm his relationship with Hailee, he also didn’t deny it, leaving fans intrigued.

September 30, 2023: Meeting the Parents

Things escalated quickly! Hailee was seen posing with Josh’s mom, Lavonne, at Leveled Up Buffalo, a local boutique, signaling that she was already getting close to the family.

October 26, 2023: First Official Public Appearance

The couple made their debut as a duo at a Buffalo Sabres game, sitting together in a VIP box for the season opener against the New York Rangers. This was their first big public outing, and fans were officially obsessed.

March 24, 2024: Family Time

Hailee and Josh attended his sister’s gender reveal party, where they both guessed the baby would be a boy. Spoiler alert: They were right!

June 2024: Wedding Date Night in Cabo

The duo attended the wedding of Josh’s former teammate Kyle Allen and Summer Juraszek. They served looks, with Josh rocking a beige suit and Hailee turning heads in a backless satin dress. Fun fact? Josh’s ex, Brittany Williams, was also there.

July 23, 2024: Instagram Official

Josh finally gave fans what they wanted—an Instagram hard launch! He posted a carousel of photos, including a Paris getaway with Hailee, a cute family shot, and a hilarious pic of his split pants.

August 2, 2024: ‘We Love Love’

During an interview with Kay Adams on Up & Adams, Josh was teased about his Instagram post. When she called him “Mr. Hard Launch,” he simply smiled and said, “We love love.” And honestly? We do too.

September 2024: Game-Day Girlfriend Era Begins

As football season kicked off, Hailee showed her full support for Josh in her Beau Society newsletter. Just weeks later, she was spotted cheering him on at a game, sitting alongside his loved ones.

October 12, 2024: Puppy Love

The couple attended the Shakir Family Pet Adoption event in Buffalo, hosted by Josh’s teammate Khalil Shakir. Josh melted hearts as he cradled adorable puppies, while Hailee rocked a casual yet chic look.

October 22, 2024: Superstitious Love

In her newsletter, Hailee shared a funny Christmas story—both she and Josh gifted each other chef’s knives. But since an old superstition says gifting knives can ‘cut’ a relationship, they exchanged quarters to break the curse. Cute and clever!

December 2024: Josh Puts a Ring on It!

Josh Allen officially took things to the next level by proposing to Hailee during a romantic getaway in Aspen. According to sources, the proposal was intimate, surrounded by candlelight and snowfall—a literal winter wonderland moment. Hailee, of course, said YES!

February 9, 2025: Red Carpet Official at the NFL Honors

For the first time ever, Hailee and Josh walked a red carpet together at the 2025 NFL Honors. Hailee dazzled in a sleek black gown, while Josh looked dapper in a classic tux. The way he couldn’t take his eyes off her? Swoon.

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Eli the Delulu Dreamer

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