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Well-Known Women Who Allegedly Rejected Donald Trump’s Romantic Pursuits

From Hollywood to Royalty: Women Who Turned Down Donald Trump

Before marrying the First Lady, Donald Trump lived in the spotlight, known for chasing fame, beauty, and scandal. Over the years, he reportedly pursued a string of high-profile women — from Hollywood stars to British royalty — many of whom rejected his advances, publicly or privately.

Salma Hayek: The Bold Flirtation

In 2017, Salma Hayek stunned viewers on The Daily Show with her story. At an event with her boyfriend, Trump approached the couple with charm and invitations to dinner. Soon after, he began contacting Hayek directly, dismissing her boyfriend as “not important.”

Despite the audacity, Hayek laughed off the pursuit, noting she never considered him a threat to her relationship.

Brooke Shields: A Surreal Encounter

Actress Brooke Shields recalled a similar experience on Watch What Happens Live with Andy Cohen. At a charity event, Trump asked her out. Initially denying flirtation, she later admitted he made his intentions clear. Shields’s reaction — eyes closed, head shaking — revealed her disbelief and discomfort.

Candice Bergen: A Cringe-Worthy Date

Candice Bergen described a short, awkward dinner with Trump. Arriving in a coordinated burgundy suit, shoes, and limo, Trump’s flashy style left Bergen unimpressed. “There was no physical contact,” she said, leaving early. Bergen bluntly summed it up: “He was a good-looking guy, and a douche.”

Emma Thompson: An Unexpected Call

British actress Emma Thompson received an unsolicited call from Trump while filming Primary Colors. Newly divorced and alone in her trailer, she listened as Trump suggested dining together and offered a stay at one of his towers. Thompson politely deflected and never spoke with him again, reflecting on the moment with humor.

U.S. President Donald Trump speaking during an executive order signing at the White House in Washington, D.C., on September 30, 2025. | Source: Getty Images

U.S. President Donald Trump speaking during an executive order signing at the White House in Washington, D.C., on September 30, 2025. | Source: Getty Images

Princess Diana: Royal Rejection

Even royalty was not spared. According to The King, Trump allegedly pursued Princess Diana after her divorce, but she rejected him. He later claimed she would have required an HIV test, a controversial remark that drew public attention.

Carla Bruni: Quick Denial

Italian-French model Carla Bruni denied rumors linking her to Trump. Meeting him only once at a charity event, she dismissed claims of a relationship, calling the allegations “vague” and “untrue.”

Peggy Fleming: Setting the Record Straight

Olympic gold medalist Peggy Fleming also refuted claims of a romance with Trump. Clarifying their connection, she said, “I’ve been around Donald Trump four times in my life. We had a business relationship. I wouldn’t even call him a good friend.”

Trump’s Life Today: Spotlight and Scrutiny

Today, Trump stands beside the First Lady, Melania Trump. Even their relationship faces public scrutiny. After the 2025 UN General Assembly, the couple was photographed aboard Marine One in what some described as a heated exchange.

Public Fascination Endures

From Hollywood stars to royalty, the stories of women who rebuffed Trump continue to captivate. Coupled with public scrutiny of his marriage, these anecdotes offer insight into the life of a man who has long lived under the spotlight.

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