Sistine Stallone, 25, Enjoys Romantic Stroll with New Boyfriend Max Wolman in NYC, Keeping a Low Profile

Sistine Stallone sparked romance rumors while holding hands with Max Wolman in New York City on Monday.  The 25-year-old daughter of Sylvester Stallone and Jennifer Flavin opted for a low-profile ensemble in the bustling streets of the Big Apple, where she cozied up to her businessman beau amidst the chilly weather. Dressed in a dark…


Sistine Stallone, 25, Enjoys Romantic Stroll with New Boyfriend Max Wolman in NYC, Keeping a Low Profile

Sistine Stallone sparked romance rumors while holding hands with Max Wolman in New York City on Monday. 

The 25-year-old daughter of Sylvester Stallone and Jennifer Flavin opted for a low-profile ensemble in the bustling streets of the Big Apple, where she cozied up to her businessman beau amidst the chilly weather.

Dressed in a dark ensemble, Sistine exuded effortless style, donning a graphic T-shirt paired with a navy overcoat and grey denim. 

Max, identified as the chief of staff at Ardagh Group on his LinkedIn, mirrored Sistine’s color palette and shared a laugh with the stunning beauty during the stroll. 

While neither Sistine nor Max has publicly commented on their relationship, the outing occurred merely two weeks after Sistine had asserted her single status.

Sistine Stallone, 25, Enjoys Romantic Stroll with New Boyfriend Max Wolman in NYC, Keeping a Low Profile

Sistine Stallone sparked romance rumors while holding hands with Max Wolman in New York City on Monday

The 25-year-old daughter of Sylvester Stallone and Jennifer Flavin opted for a low-profile ensemble in the bustling streets of the Big Apple, where she cozied up to her businessman beau amidst the chilly weather

The 25-year-old daughter of Sylvester Stallone and Jennifer Flavin opted for a low-profile ensemble in the bustling streets of the Big Apple, where she cozied up to her businessman beau amidst the chilly weather

During her February appearance on Kate and Oliver Hudson’s Sibling Revelry podcast, Sistine said the new season of her family’s reality show The Family Stallone showcased more of her ‘non-existent’ romantic life.

‘I will say, season 2, the producers definitely said, “You gave us nothing season 1 about your dating life, we are going to exploit you season 2,”‘ Sistine joked. ‘Season 2 is a lot of dating for me, a lot of kissing frogs.’

When Oliver speculated that the producers’ plan ‘didn’t work,’ Sistine confirmed, ‘I’m still single!’

Sistine — along with sisters Sophia, 27, and Scarlet, 21 — also opened up about how their dating lives were affected with an Oscar-nominated actor as a father.

She disclosed that she and her sisters have experienced countless encounters with men who ‘were just pretending to like us.’

‘I’ve had a guy bring a resume on a date,’ she exlained. ‘I have three great ones: I got a resume once, a headshot and a script. And they were all dinner, so I was stuck. I was like, “Gosh darn it, this is horrible!”‘

‘The giveaway is if they mention it on the first date, we’re like, ‘Okay, you’re here for the wrong reasons,’” she added.

In the same podcast episode, Sophia fretted about the potential repercussions of The Family Stallone on her personal life.

While neither Sistine nor Max has publicly commented on their relationship, the outing occurred merely two weeks after Sistine had asserted her single status; pictured in 2023

While neither Sistine nor Max has publicly commented on their relationship, the outing occurred merely two weeks after Sistine had asserted her single status; pictured in 2023

Sistine — along with sisters Sophia, 27, and Scarlet, 21 — also opened up about how their dating lives were affected with an Oscar-nominated actor as a father

Sistine — along with sisters Sophia, 27, and Scarlet, 21 — also opened up about how their dating lives were affected with an Oscar-nominated actor as a father

Jennifer Stallone, Sophia, Sylvester Stallone, Sistine and Scarlet at premiere of their show The Family Stallone in May 2023

Jennifer Stallone, Sophia, Sylvester Stallone, Sistine and Scarlet at premiere of their show The Family Stallone in May 2023

‘I have this huge fear that this fame is going to really ruin my personal life with like marriage or dating or whatever it is,’ Sophia explained.

‘Because it does get invasive. Like, a lot of people don’t treat us the same as you know I would say 10 years, when I was in college, I wasn’t famous. Like, people knew my dad but it wasn’t me.’

As for Scarlet, who is currently dating Louis Masquelier-Page, the aspiring model said her father has also come up in conversation on previous dates.

Sylvester and Jennifer shocked the world in 2022 when they announced that they would be divorcing after 25 years of marriage; pictured 2019

Sylvester and Jennifer shocked the world in 2022 when they announced that they would be divorcing after 25 years of marriage; pictured 2019 

‘I’ve got the question of like, “Could I beat your father in a boxing match or something?”‘ she recalled.

‘What do you want me to say? Like, yeah, you can beat up my father? It’s so stupid.’

Meanwhile, Sylvester and Jennifer shocked the world in 2022 when they announced that they would be divorcing after 25 years of marriage. 

Fortunately, the couple decided to cancel their divorce just over a month later.


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