Hilary Duff and husband Matthew Koma enjoy NYC dinner date after she cried over estranged sister

Hilary Duff and her second husband Matthew Koma enjoyed a hot date at upscale steakhouse The Eighty Six in Manhattan’s West Village neighborhood on Monday night.

The 38-year-old former Disney Channel star was dressed preppy in a grey vest over a white tee with a black cardigan slung over her shoulders, as well as faded black jeans and booties.

Hairstylist Barb Thompson gave Duff’s signature flaxen mane a boost with extensions from The Hair Shop.

Make-up artist Kelsey Deenihan Fisher fully contoured the blonde Texan’s flawless complexion, defined her brows and painted her pout pink.

Missing from Duff and the 38-year-old music producer’s side in New York were their blended brood of four children.

The married couple of six years have welcomed three daughters – Banks, seven, Mae, four, and Townes, 21 months.

Duff is also mother to son Luca Comrie – turning 14 on March 20 – from her three-year marriage to retired NHL centre Mike Comrie, which ended in 2014 (divorce finalized in 2016).

The homeschooled millennial was still married to her first husband when she originally met Koma (born Bair) in 2013 while collaborating on her fifth studio album – Breathe In. Breathe Out. – and they began dating in 2017.

Duff collaborated with the Winnetka Bowling League frontman on her newly released sixth studio album Luck… or Something, which is currently No. 191 on the Billboard 200 chart.

‘They love my music. It’s very sweet,’ the Mature songstress said of her children’s music tastes on The Tonight Show Monday.

‘If Matt and I get to it first, you know, we’ll put on like Squeeze or like Jackson Browne and like Counting Crows. Like, anything that we love and grew up with and try to instill. And if we put it on first, they’ll just listen and not be requesting.

‘Like, I think they’re just happy that something’s on. But if we don’t get to it first, it’s straight up like for the whole entire day. K-pop? Or like Raining Tacos. It’s absolutely horrific. Or Chicken Wing.’

On Sunday, Duff tearfully opened up about her estrangement from her big sister Haylie Duff, whom she hasn’t been pictured with since 2019 and inspired her song We Don’t Talk.

‘My sister and I don’t speak,’ the Growing Up singer told On Purpose with Jay Shetty.

‘I hope it’s not forever, but it’s for right now…It’s definitely a raw nerve…That’s the person I grew up with, the only one.’

The 38-year-old former Disney Channel star was dressed preppy in a grey vest over a white tee with a black cardigan slung over her shoulders, as well as faded black jeans and booties

Hairstylist Barb Thompson gave Duff’s signature flaxen mane a boost with extensions from The Hair Shop

Make-up artist Kelsey Deenihan Fisher fully contoured the blonde Texan’s flawless complexion, defined her brows and painted her pout pink

Missing from Duff and the 38-year-old music producer’s side in New York were their blended brood of four children (pictured 2024)

The homeschooled millennial collaborated with Koma (born Bair) on her newly released sixth studio album Luck… or Something, which is currently No. 191 on the Billboard 200 chart (pictured in 2025)

Duff said of her children’s music tastes on The Tonight Show Monday: ‘They love my music. It’s very sweet…But if we don’t get to it first, it’s straight up like for the whole entire day. K-pop? Or like Raining Tacos. It’s absolutely horrific. Or Chicken Wing’

On Sunday, the Mature songstress tearfully opened up about her estrangement from her big sister Haylie Duff (L), whom she hasn’t been pictured with since 2019 and inspired her song We Don’t Talk

Duff told On Purpose with Jay Shetty on Sunday: ‘My sister and I don’t speak. I hope it’s not forever, but it’s for right now…It’s definitely a raw nerve…That’s the person I grew up with, the only one’

The Growing Up singer added: ‘I love my family in certain ways and certain memories. And also like huge struggles have, you know, occurred and [I’m] not putting that one responsibility on anybody involved, you know, assuming some myself. So it’s very complicated’

The 41-year-old Napoleon Dynamite alum raises her two daughters – Ryan, 10, and Lulu, seven – in Austin, TX with fiancé Matt Rosenberg, whom she hasn’t been pictured with since 2023

Duff is scheduled to kick off her first world tour in nearly 20 years, the 57-date The Lucky Me Tour, on June 21-22 at iTHINK Financial Amphitheatre in West Palm Beach, FL (pictured Monday)

‘I haven’t done a giant arena, Jimmy, in 20 years,’ the pickleball enthusiast said on The Tonight Show. ‘So yeah, I’m going to be, like, really nervous. Really sweaty’

Duff added: ‘I love my family in certain ways and certain memories. And also like huge struggles have, you know, occurred and [I’m] not putting that one responsibility on anybody involved, you know, assuming some myself. So it’s very complicated.’

The 41-year-old Napoleon Dynamite alum raises her two daughters – Ryan, 10, and Lulu, seven – in Austin, TX with fiancé Matt Rosenberg, whom she hasn’t been pictured with since 2023.

The Weather for Tennis songstress is scheduled to kick off her first world tour in nearly 20 years, the 57-date The Lucky Me Tour, on June 21-22 at iTHINK Financial Amphitheatre in West Palm Beach, FL.

Duff’s opening acts are all led by women – English synth-pop act La Roux as well as Canadian crooners Lauren Spencer Smith and Jade LeMac.

‘I haven’t done a giant arena, Jimmy, in 20 years,’ the pickleball enthusiast said on The Tonight Show.

‘So yeah, I’m going to be, like, really nervous. Really sweaty.’

But first, Duff concludes her sold-out Las Vegas mini-residency at the Voltaire inside The Venetian Resort on May 22-24.

The Optimist belter – who pulls 4.6 million monthly listeners on Spotify – originally got her start playing the titular role in the Disney Channel comedy series Lizzie McGuire (2001–2004) and the 2003 big-screen spin-off.