As part of a contest, this weird ad in a Playgirl Magazine from 1990 reads: "Sleep with Donald Trump!
The contest that puts you in bed with the man of your dreams.
He's 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." Hes multi-billionare Donald Trump, and now, if you win our contest, you can snuggle up and get to know him too. It's easy! Just fill out the coupon below and mail it to us by August 15, 1990. We'll pick winners at random (one for each million soon-to-be-ex-wife Ivana's prenuptial agreement.
Lucky winner will receive a pillowcase exclusively silkscreened for this PLAYGIRL contest with Donald's face, so you can lie there whispering sweet nothings in 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."
I, for one, alwlays thought the rumors of such a contest were fake, but no, they weren't. According to SNOPES, the contest is a fact, but also it's a joke: "Playgirl did run a "Sleep with Donald Trump" contest, as we previously reported in
2020. We reached out for further details to Playgirl, which confirmed
the magazine had run the contest in its August 1990 edition, as well as
in the "Coming Up" section in its July 1990 issue."
The contest didn't land anybody with the actual man, but with a pillow case which was decorated with his portrait. I haven't been able to find pictures of this special pillow case, but modern ones may give you an idea about what it would have been like as a bedfellow.
As I would never have thought of Don the Con as someone who was a "king of hearts" I find something like this ridiculous. Neither would I see something like this as a true representation of someone like him, but I suppose his besotted fans might overlook the flab and see muscles were there aren't any:
Stormy Daniels made it perfectly clear that a real night with DJT is nothing to wish for, even when the payment may be all right. Today, the Playgirl-stunt wouldn't work, not even as a joke, but it may have been quite fun in 1990.
https://www.theguardian.com/us-news/2016/oct/13/list-of-donald-trump-sexual-misconduct-allegations
https://www.wired.com/story/people-paying-millions-donald-trump-mar-a-lago/
https://www.yahoo.com/entertainment/fact-check-truth-behind-claims-130000315.html
https://imgur.com/playgirl-ad-exclusive-playgirl-licensed-donald-trump-pillowcase-1990-jnuiHHt
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