Scott Disick hit up several parties in New York City on Wednesday with a mystery woman by his side.
Disick, 32, had drinks at a bar in the East Village with a few guy friends and a large group of women, as seen in photos on TMZ.
They spent time at an apartment before heading to 1 OAK nightclub, where Disick cozied up to a blonde in the group – identified by Entertainment Tonight as Lindsay Vrkovnik, an 18-year-old model, photographer and painter – while Snoop Dogg played a set under his deejay alter-ego, DJ Snoopadelic.
“They were hanging out in V.I.P., and he seemed pretty into her,” a source tells PEOPLE of Disick and the woman. “They were sitting pretty close – he had his arm around her, and they were cuddling. He was getting drinks for her. They were together most of the night.”
Though he stayed at 1 OAK until about 3 a.m., Disick, who has struggled with sobriety int he past, wasn’t drinking alcohol, the source adds.
“He was just sipping on Cokes all night,” the source explains. “He didn’t seem like his usual ‘Scott Disick’ self. He was being pretty chill.”
After the club, Kourtney Kardashian‘s ex visited another apartment with his friends. They were spotted leaving in the early hours of the morning.
Earlier this month, Disick partied hard at a popular Los Angeles club from 11 p.m. until nearly 2 a.m.
An onlooker described him as “already wasted” and a “mess,” adding that he brought women back to his table.
According to the observer, it was “shocking and embarrassing…He had the whole ‘Lord Disick’ shtick on all night and was acting like a total d——–.”
A video from that night shot by TMZ shows Disick slurring his words, confused by two women sitting in a car waiting to take him home.
“This does not look good for anybody,” Disick said in the footage as paparazzi cameras flashed. “Get in the back seat then, honey.”
They were on and off for nine years and have three children together: Mason, 5, Penelope, 3, and Reign, 9 months.
A source recently told PEOPLE that Disick “doesn’t have anyone to keep him in check.”
“He’s not interested in accountability. He’s just going wild,” the source said.
A different source close to the troubled reality star also told PEOPLE that Disick is “totally lost right now.”
“He’s just going from place to place, doing things that aren’t making sense,” the source said. “He isn’t working on himself, which is one of the conditions he has to meet for Kourtney to take him back. He’s not working on himself at all.”
A sneak peek for next season of Keeping Up with the Kardashians shows Kardashian’s mom Kris Jenner reacting furiously as she scrolls through the pictures of Disick from this summer, as well as a clip of Kardashian breaking down in tears, saying, “I worked so hard to keep this family together.”
She was spotted on Monday looking super-glam in a berry-colored midi dress as she filmed the family’s reality show.
• Reporting by JEFF NELSON