Twice he was named Person of the Year by Time. But he was “Man of your dreams” in Playgirl, August 1990. Who knew? “He” is, of course, Donald Trump: “tall, good-looking, about to be divorced, and rich beyond your wildest imagination. His every move makes headlines—even his bedroom moves. One woman reportedly called him ‘the best sex I’ve ever had.’”
Looking back, Playgirl got a few things right: his every move has indeed “made deadlines” since and continues to do so. What about that “best sex” claim, though? In 1990, the magazine launched the “Sleep with Donald Trump” contest: “if you win our contest, you can snuggle up and get to know him too (…) We’ll pick 25 winners at random (one for each million of soon-to-be-ex-wife Ivana’s prenuptial agreement).”
How many women mailed the “I want to Sleep with Donald” coupon we don’t know… “Each lucky winner will receive a pillowcase exclusively silkscreened for this PLAYGIRL contest with the Donald’s face, so you can lie there whispering sweet nothings into his ear all night. If you win, you’ll also get a copy of Masquerade Books’ hot new read, Donald Trump: The Man, The Myth, The Scandal, by Joel Reed. You’ll be able to find out whatever you want to know about America’s most magnetic magnate. Don’t wait. A catch like Donald Trump won’t stay out of someone’s bed for long!” Prophetic…
