Hailee Steinfeld and Fiancé Josh Allen’s rare date night in Italy will leave you starving for more

Published On: February 26, 2025

Hailee Steinfeld and Fiancé Josh Allen's rare date night in Italy will leave you starving for more

Hailee Steinfeld and Josh Allen did not fumble their most recent date night.

The “Starving” singer and Buffalo Bills quarterback went out to dinner while on vacation in Italy during Milan Fashion Week 2025, and they were certainly dressed to impress.

Hailee and Josh headed out to the restaurant on February 25th, dressed in a leather jacket with a matching leather scarf and black pants. To complete her look, the 28-year-old wore chunky gold earrings and a sleek, low bun.

Josh, who announced his engagement to Hailee in November after more than a year of dating, dressed in all-black joggers, a plain shirt, and a Prada windbreaker.

However, dinner was not the only adventure the couple went on since arriving in Europe.

Earlier that day, they went shopping together in the Italian city. Hailee dressed warmly for the excursion in an oversized gray overcoat and a white button-down shirt. Meanwhile, Josh, also 28, wore all black, including a cozy sweater and trousers.

Hailee and Josh’s day out in Milan was a rare public appearance for the couple, who have mostly kept their relationship private. They only made their red carpet debut last month at the NFL Honors in New Orleans, after being together for nearly two years.

For the Bumblebee actress, keeping her relationship out of the spotlight entails setting important boundaries.

“When you realize that so much is already out there in every other aspect of your life, you really learn to cherish the little that isn’t,” Hailee told Who What Wear in an interview published on February 19. “It just makes things extra special, and it’s just for you.”

But that doesn’t mean she won’t talk about her relationship with the athlete. After all, she was delighted to share her candid thoughts on Josh’s “magical” proposal, which took place in Malibu and featured an elaborate display of flowers and candles.

“I’m so grateful that he did it the way he did so that I looked good,” Hailee was saying. “We have these photos that we’ll have and cherish for the rest of our lives that I’m not looking at being like, ‘What was I wearing?'”

Continue reading to see more star sightings at Milan Fashion Week.

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