Upset Justin Bieber appears untidy as famous friends fly in to help Hailey Bieber during ‘relationship difficulties’

Justin and Hailey Bieber both looked somber as they were spotted going out to dinner with a famous friend in New York City on Thursday evening.

The 30-year-old pop superstar appeared disheveled and notably more casual compared to his wife, opting to go shirtless under a loosely hanging black hoodie despite the chilly weather.

Accompanied by his 28-year-old model wife, the couple was spotted meeting up with her best friend, 29-year-old Kendall Jenner, who had just arrived from the West Coast to spend time with them.

The group’s dinner on the town comes amid fans’ concerns for both the health of their marriage and Justin’s general wellbeing.

Hailey, with her hands crossed over her chest, walked up to the popular pizza spot Lucali with a serious expression, which starkly contrasted with her vibrant leopard-print coat. 

The Sorry singer — who shares his five-month-old son Jack with Hailey — looked particularly bedraggled in his ultra-casual ensemble.

Justin and Hailey Bieber both looked somber as they were spotted out on a dinner date in New York City on Thursday evening

The 30-year-old pop superstar looked disheveled and far more casual than his wife as he went shirtless under a black hoodie that hung loosely on him, despite the chilly conditions

He and his 28-year-old model wife were seen meeting up with her best friend Kendall Jenner, 29, who was spending time with them after she jetted in from the West Coast

He has lately been stepping up the seemingly tattered nature of his streetwear style, and Thursday’s dinner outing was no exception.

Justin wore an oversize black zip-up hoodie, but he didn’t bother to put a shirt on underneath.

He left the outerwear only zipped up halfway, revealing his heavily tattooed chest and leaving one sleeve nearly falling down past his shoulder.

The hoodie was paired with a set of baggy black pants, as well as chunky black boots with brown accents on the rounded toes.

Justin added a splash of color to the otherwise-monochrome look with a red satin cap turned backward, and he wore a slim pair of brown sunglasses.

The singer–songwriter also showed off the same unkempt beard he has been sporting in recent days.

Hailey favored a more refined ensemble built around her cozy leopard-print coat, which reached down to her thighs. 

She contrasted the golden-brown item with a baggy pair of brown slacks that billowed in the breeze.

The Sorry singer looked particularly bedraggled in his ultra-casual ensemble. He has lately been stepping up the seemingly tattered nature of his streetwear style, and Thursday’s dinner outing was no exception

Justin wore an oversize black zip-up hoodie, but he didn’t bother to put a shirt on underneath and left it only half zipped up. He also wore baggy black cargo pants and chunky black boots with brown-accented toes

Hailey favored a more refined ensemble built around her cozy leopard-print coat, which reached down to her thighs. She contrasted the golden-brown item with a baggy pair of brown slacks that billowed in the breeze

She paired her outfit with square-toed black leather boots with modest heels.

Hailey completed her look by styling her shoulder-length honey-brown locks with a middle part, and she wore a pair of slim sunglasses. 

Kendall looked sleek in a long black double-breasted overcoat that she wore unbuttoned.

She matched it with black slacks and loafers, and she spiced up the wintry ensemble with a navy, green and red plaid scarf.

The catwalk star wore fingerless black gloves and carried a large black leather handbag with a beige Gucci wallet sticking out.

She wore a slim black pair of sunglasses that were nearly identical to Hailey’s, and she tied her raven hair back into a bun.

The trio’s meet-up comes comes after a source close to Justin and Hailey told DailyMail.com that Hailey ‘works all the time,’ while Justin ‘chills with friends’ and spends time at home with their baby son.

Fans have expressed concern for the couple due to their stony-faced public appearances, and Hailey’s famous friends have allegedly urged her to leave the singer due to his ‘unacceptable’ behavior.

She paired her outfit with square-toed black leather boots with modest heels

Hailey completed her look by styling her shoulder-length honey-brown locks with a middle part, and she wore a pair of slim sunglasses

Kendall looked sleek in a long black double-breasted overcoat that she wore open. She matched it with black slacks and loafers, and she spiced up the wintry ensemble with a navy, green and red plaid scarf

The trio’s meet-up comes comes after a source close to Justin and Hailey told DailyMail.com that Hailey ‘works all the time,’ while Justin ‘chills with friends’ and spends time at home with their baby son

Fans have expressed concern for the couple due to their stony-faced public appearances, and Hailey’s famous friends have allegedly urged her to leave the singer due to his ‘unacceptable’ behavior

An insider told DailyMail.com that Hailey’s friends were hopeful Justin’s behavior would change once he became a father to son Jack, five months, but the change ‘hasn’t stuck’

‘Hailey’s been struggling with Justin almost since the start of the marriage,’ an insider told DailyMail.com exclusively. ‘She loves him madly but he’s a loose cannon. Some of her friends have advised her to go it alone and leave him.

‘His behavior is sometimes unacceptable. She’s put up with a lot,’ they added.

The insider said Hailey’s friends were hopeful that Justin’s behavior would change after he became a new father to their baby son Jack, but her close confidants allegedly don’t feel that fatherhood has made a significant impact. 

‘When the baby was born he was there for her and she thought being a father would change him for the better, but it hasn’t stuck,’ the source said.

Fans were troubled after noticing in January that Justin no longer followed his father-in-law Stephen Baldwin on Instagram.

They were even more shocked when he appeared to unfollow his own wife on social media, but Justin quickly claimed that his account had been hacked.

‘Someone went on my account and unfollowed my wife,’ he claimed in an Instagram Stories post. ‘S*** getting suss out here.’

Concerns about Justin’s wellbeing escalated last year, as his relationship with his former mentor Sean ‘Diddy’ Combs came under scrutiny after the rap mogul was sued by numerous women for sexual harassment, before he was hit with federal sex trafficking and racketeering charges.

Diddy has vehemently denied all of the allegations and charges against him.

Concerns about Justin’s wellbeing escalated last year, as his relationship with his former mentor Sean ‘Diddy’ Combs came under scrutiny; seen together in 2015 in Atlanta, Georgia