Former Playboy Star Sandra Taylor Admits Three-Day Fling with Trump — Now a Raiders Sommelier

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News (1 / 1) 09.04.2026 10:10 / Frank

Sandra Taylor once stunned fans by saying she had a "wonderful" three-day fling with Donald Trump — a revelation she later regretted amid backlash. Read on to discover the full story!

Playboy past and Hollywood turns

The New York native, now 59, originally dreamed of becoming a mathematician but changed course after her father's death. She modeled for Penthouse and appeared on the July 1995 Playboy cover in a stars-and-stripes bikini, then acted in films and TV including Under Siege 2, The Princess Diaries, Valentine's Day, ER and Married... with Children.

The fling she later regretted

In a 2015 Page Six interview Taylor said "Omigosh, he was great [in bed]" and revealed a three-day fling that followed Trump's divorce from Ivana. Years later she told the Daily Mail she regretted discussing it, saying "No good came out of it" and that the attention brought negative fallout.