Skip to content
Search AI Powered

Latest Stories

'Playgirl' Once Held A Contest Where The Winner Would Get To 'Sleep' With Donald Trump—And Yikes

'Playgirl' Once Held A Contest Where The Winner Would Get To 'Sleep' With Donald Trump—And Yikes
Seth Herald/Getty Images
Make us preferred on Google

In 1990, Playgirl magazine had a contest the prize for which was sleeping with Donald Trump.

Trump was married to Czech model Ivana Zelníčková until 1992.


If you've always wanted to sleep with the former Republican President, we regret to inform you that you missed your chance.

Anyway, lest you think this can't possibly be real, the internet obviously has screenshots, and hoo boy... they are something else.

Before you start saying this is a Photoshop job, it really did happen--Snopes verified the "Sleep With Donald Trump" contest and everything!

And like seemingly everything with Donald Trump, Snopes theorizes it was probably a publicity stunt orchestrated either by a book publisher or by Trump himself. Ever the showman, that guy.

In addition to the extremely sexy cover reading "Sleep With Donald Trump" (no thanks!), the Twitter post from the account Old Donald Trump posts included shots of the issue's table of contents and the contest page itself, both of which are... something!

The table of contents tries really hard to sell the reader on the idea of bedding "the Donald" with copy that naturally contains a typo. Incompetence has always been his brand, even in 1990!

@oldTrumpTweetz/Twitter

The table of contents reads:

"He’s rich, almost single and yours for the asking. Here’s how can you [sic] get the Donald out of your dreams and into your bed."

The phrase "almost single" is likely a reference to Trump's then-ongoing divorce from his first wife Ivana Trump, which made headlines at the time for her accusations of "cruel and inhuman treatment" by her soon-to-be ex-husband.

What a prize.

As for the contest page itself? Well... it has to be seen to be believed.

@oldTrumpTweetz/Instagram

It's hard to land on the most bonkers thing here. Is it the choice of a sexy lady to pitch this contest to straight women and gay men? Is it the phrase, "YES, I want to sleep with Donald Trump!" on the entry form? Or is it the crass dig at Ivana Trump?

Who's to say, but fittingly for Donald Trump the whole thing turns out to have been a cleverly worded ploy--the prize wasn't a date with Trump but rather a copy of a book about him and a pillowcase with his face on it, so you could "lie there whispering sweet nothings in his ear all night."

If you're screaming in horror, you're not alone--lots of people on Twitter were horrified.






And of course there was wave after wave of jokes.





If any of the winners of this contest are reading this, please, please get in touch. We need to see those pillowcases!

More from People

Screenshot of Kellyanne Conway; Donald Trump
Fox News; Kyle Mazza/Anadolu via Getty Images

Kellyanne Conway Just Tried To Claim Trump's Divisive Speech On The National Mall Was Actually 'Inclusive'—And The Delusion Is Real

President Donald Trump's former White House counselor Kellyanne Conway was criticized after she praised his speech on the National Mall on Wednesday night by claiming on Fox News that Trump extended an "olive branch" to people who didn't vote for him.

Trump's remarks themselves resembled a campaign rally more than the unifying and "inclusive" celebration organizers had promised. Within minutes of taking the stage, he criticized former President Joe Biden without mentioning him by name, declaring that the United States had recently been "a dead country" before claiming it had become "the hottest country anywhere in the world."

Keep ReadingShow less
Screenshot from @kelseycorky's video; AMC Theatres
@Kelseycorky/TikTok; Sheldon Cooper/SOPA Images/LightRocket/Getty Images

Woman Sparks Debate With Video Calling Out AMC Theater Conditions After Paying $60 To See Movie

Going to the movies after school or at the end of a long week was a favorite pastime for Millennials and Gen-Xers.

Until the pandemic, it was a pretty affordable experience, assuming the moviegoer was mindful about their purchases at the concessions stand.

Keep ReadingShow less
Toddler receiving red card on soccer field
@EpicClipVault

Little Boy Gets Red Card After Crashing Older Brother's Soccer Game In Hilarious Viral Video

The FIFA World Cup is in full swing in the United States, and like every other year, there's a healthy dose of cards getting thrown for bad or questionable plays.

But adorably, one team of young players was interrupted by an excited future soccer player.

Keep ReadingShow less
Woman stood up and blocked by date
@raphousetv2/X

Woman Speaks Out After Realizing After 45 Minutes That Her Date Dined And Dashed On Her In Viral Video

Not every first date is going to turn into a relationship, and not every relationship is going to last.

In fact, a person can end a date, friendship, or relationship for any reason that they want—though preferably, they'd be honest about it and not keep the other person guessing.

Keep ReadingShow less
Jo Frost
@jofrost/Instagram

'Supernanny' Star Speaks Out With Warning To Parents Who Aren't Allowing Their Kids To Learn Basic Life Skills In Viral Video

Jo Frost, a global parenting expert and a British TV personality known for starring on the hit reality show Supernanny, has finally spilled the tea on something she's needed to talk about for a long time: how children are growing up less and less prepared for adulthood.

In a video she initially shared on Instagram, Frost looks apprehensive at first, clenching her hands as she prepares the viewer:

Keep ReadingShow less