From Business Mogul to President: Vintage Photos of Donald Trump

By Jack Ripley | October 23, 2023

The King of Pop and The Donald

Welcome to a captivating journey through time with vintage photos of the 45th President of the United States, Donald J. Trump. Whether you're a devoted fan or just curious about his early days, this slideshow offers a glimpse into the life of one of the most iconic and polarizing figures in modern American history. From his days as a young real estate maverick in New York City to his early forays into the world of business and celebrity, these images tell a story of ambition, determination, and the makings of a future leader. Join us in exploring the moments and places that shaped the man who would later occupy the highest office in the land. So, let's dive into the past and continue this remarkable journey through vintage snapshots of Donald Trump's life.

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The unlikely friendship between Donald Trump and Michael Jackson was a captivating example of two larger-than-life personalities bonding over their shared fame, wealth, and extravagant lifestyles. Throughout the 1980s and '90s, they moved in similar circles, attending fashionable fundraisers and high-profile events together. Both men were known for their lavish tendencies, from gold toilets to private amusement parks, which likely contributed to their connection. Despite their rapidly diverging paths in the 2000s, with Jackson facing controversies and legal challenges while Trump entered the world of politics, Trump continued to publicly support Jackson. Even in the lead-up to the 2016 election, he described the late King of Pop as "misunderstood," showcasing the enduring nature of their friendship and Trump's loyalty to his celebrity associates, even when they faced significant challenges in their public lives.

Trump Has Always Had Expensive Taste

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In the 1980s, Donald Trump's design sense was an extravagant reflection of his opulent lifestyle and unapologetic taste for luxury. His home during this era was a testament to his larger-than-life personality, where every inch seemed to be drenched in opulence. The residence exuded a gilded glamour that was quintessentially Trump, with surfaces glistening like liquid gold. From the banquette covered in fabric painted with 24K gold to the gold-leaf ceilings and the crystal chandeliers and candlesticks adorning every corner, the design choices spoke volumes about his penchant for extravagance and grandeur. Trump's declaration of his seven-bedroom abode as "one of the finest apartments in the top building in the best location in the hottest city in the world" perfectly captured his penchant for self-promotion and his unwavering belief in his own success and style.