What is it with women in President Donald Trump's inner circle dressing like they are several generations older than they actually are? White House press secretary Karoline Leavitt is a member of Gen Z, yet she constantly dresses like a grandma . Attorney General Pam Bondi looked straight out of the 1960s with her barbershop quartet reject top . Moreover, Trump World women have a bad habit of taking fashion inspiration from retirement home pillows , and this includes lawyer Alina Habba.

In August 2025, the acting U.S. attorney for the District of New Jersey shared a carousel on Instagram of her hanging out at the Trump National Golf Club in Bedminster, New Jersey, listening to Christopher Macchio sing. "What a special gift," she captioned. "America's Special Tenor." The snap was a

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