Ivanka Trump Wears The Tiniest Black Dress In New York As Reports Say Donald Trump Wanted Her To ‘Date’ Tom Brady: ‘Dream Pairing’

Ivanka Trump delivered major style inspiration with her latest Instagram post, just as resurfaced reports circulated that her father, former President Donald Trump, once wished she would date Tom Brady.

On Sunday, September 28, Ivanka shared a carousel of photos showing off a chic sleeveless black mini dress adorned with rosette appliqués at the waist. She styled the look with sheer black tights and pointed-toe heels featuring silver ankle straps. Her blonde hair was parted down the middle and worn loose as she posed effortlessly on a rooftop with the New York City skyline as her backdrop.

She captioned the post: “In a New York State of mind.”

Her fans flocked to the comment section to praise her stunning beauty and her impeccable outfit:

“The classiest lady I’ve ever seen,” said one fan. Another wrote, “Absolutely Gorgeous.” Someone else said, “Ivanka, you’re simply beautiful.”

While the Trumps are no strangers to making headlines, recent buzz has shifted to resurfaced interviews and family memoirs. Fans have unearthed intriguing remarks Donald Trump once made about his daughter and NFL star Tom Brady.

Donald Trump once hoped Ivanka would marry the NFL legend. Ivanka’s husband Jared Kushner wrote in his 2022 book Breaking History that President Trump once tried to unsettle him by suggesting the star quarterback was interested in Ivanka. Trump even told Playboy in 2004, “I think Tom’s a great guy, and I think he and Ivanka would make a great combination.”

Donald Trump brought up this “dream pairing” more than once in chats with Howard Stern, even describing Brady and Ivanka as a potential “power dynasty.” But Tom later dismissed the rumors, telling Stern in 2020, “No, there was never that, where we ever dated or anything like that.”

Brady tied the knot with Gisele Bündchen in 2009, the same year Ivanka married Jared Kushner. In her memoir Raising Trump, Ivana Trump revealed that her daughter had no interest in her father’s idea of dating the star quarterback. Instead, she preferred to keep her love life private and eventually met Jared through mutual friends.

The news is particularly intriguing given that Ivanka is close friends with Tom Brady’s ex-wife, Gisele Bündchen, and the two were spotted together several times this past summer. Ivanka is also reportedly taking jiu-jitsu classes with Gisele’s boyfriend as her instructor.