Are sparks flying between Ally Shapiro and Leo Braudy? Real Housewives of New York City alum Jill Zarin’s daughter sent the rumor mill into overdrive after taking to Instagram with photos alongside former Love is Blind star Leo Braudy.
Ally, 32, and Leo, 31, played a game of tennis in one photo shared to her page just last week. Another selfie she captured of the duo featured Jill, 61, and her boyfriend, Gary Brody, enjoying quality time together.
Gary seemingly gave his seal of approval by commenting, “Hi Braudy Bunch [heart emoji] [face blowing a kiss emoji].”
In the same slideshow of photos she shared, Ally also included a video showing Leo sticking his tongue out at the camera while joining her for a sunset boat ride in Florida as she filmed the stunning views.
“[face blowing a kiss emoji] or ‘muah muah muah,’” she coyly captioned her post, referencing Leo’s infamous scene on Love Is Blind when he was chatting with Hannah Jiles in a pod.
He playfully corrected Ally, replying, “*mwah mwah mwah.”
Leo and Ally’s vacation pics added fuel to the budding romance rumors, which first ignited when the pair attended Art Basel in Miami in December 2024.
Fans are questioning if they will be going official months after their respective splits. Ally and her ex-fiancé, Jordan Bilfeld, called off their engagement in October 2024 – just two months after sharing news of the proposal. They had been dating since January 2022 and she showed off her dazzling diamond in August 2024.
“After much reflection, [they have] made the difficult decision to end their engagement,” a statement from the RHONY alum shared with Page Six on her daughter’s behalf read. “And as a family, we are focused on supporting [Ally] through this time. We appreciate your understanding and request privacy on this personal matter.”
According to reports, they had already been having “issues” before going their separate ways.
Leo famously appeared in season 7 of the Netflix series about heading down the aisle based on emotional connections rather than initial physical attraction, in which he forged connections with Hannah, 28, and Brittany Wisniewski. His engagement with Brittany, 33, ultimately didn’t last.
During a joint interview, Brittany said there was a lack of “chemistry” between them, noting their split was not messy and it “was a very clean, respectful realization.” They decided to remain friends after their short-lived engagement.
“It was sort of a process that we were thinking through the whole time,” Leo revealed to People after the season wrapped in October. “In the beginning of the trip, you’re on this high because you’ve never seen this person. There’s so much to talk about. You’re free.”
“As things settle down, you’re like, ‘Okay, we’re here. You’re wearing my ring on your finger. Let’s talk about this,’” he explained about their decision to call it quits. “We had a lot of conversations throughout the trip, and mutually came to the conclusion that we just didn’t see it turning into marriage.”
