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

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/donald-trump

Adrien Brody
Rich Polk/Penske Media via Getty Images

Adrien Brody Just Made Oscars History With His Long Speech—And Fans Have Thoughts

Adrien Brody just won his second Best Actor Oscar for his leading role performance as architect László Tóth, a Hungarian-Jewish Holocaust survivor, in the epic period drama The Brutalist.

When Brody received the gold statuette, he refrained from getting affectionate with presenter Cillian Murphy the way he did when he locked lips with presenter Halle Berry 22 years ago, but he still made quite an impression this year after winning.

Keep ReadingShow less
Frankie Grande Absolutely Melted Down With Pride Over Sister Ariana's Oscar Performance
@FrankieJGrande/X

Frankie Grande Absolutely Melted Down With Pride Over Sister Ariana's Oscar Performance

Wicked star Ariana Grande's brother, Frankie, cried happy tears while watching Grande alongside Cynthia Erivo perform the opening number for the 97th Academy Awards.

The performance was a medley of songs from three adaptations of The Wizard of Oz.

Keep ReadingShow less
Screenshot of Larry Kudlow
Fox News

Fox Host Slammed For Blaming Trump's Economic Downturn On 'Biden Economy'

After the stock market fell a record 650 points thanks to President Donald Trump's latest tariffs, Larry Kudlow—who served as the Director of the National Economic Council during the first Trump administration—had the gall to blame the "Biden economy."

Kudlow's remarks came after U.S. stocks dropped sharply on Monday as investors prepared for Trump’s tariffs on Canada and Mexico, which took effect at 12:01 am this morning. The Dow closed down 650 points, or 1.48%, at 43,191, after falling nearly 900 points during afternoon trading before recovering slightly. The S&P 500 fell 1.76%, while the Nasdaq Composite slid 2.64%.

Keep ReadingShow less
Donald Trump at Moms for Liberty event
Tom Brenner for The Washington Post via Getty Images

Trump Sparks Outrage After Teaming Up With Moms For Liberty To Launch School DEI 'Snitch Line'

President Donald Trump was criticized after the Department of Education (DOE) joined forces with far-right organization Moms for Liberty to announce a new "End DEI" portal where people can complain about diversity initiatives in public schools—and furious critics are calling it a "snitch line."

Moms for Liberty was founded by Tina Descovitc and Tiffany Justice, two Florida Republican women who ran for school board seats and gained notoriety for railing against COVID-19 restrictions in schools, including mask and vaccine mandates.

Keep ReadingShow less
movers by yellow and blue moving truck
Handiwork NYC on Unsplash

Weird Things People Learned About Their Partner After Moving In Together

You never really know someone until you live with them.

Which is something couples discover when they decide to cohabitate.

Keep ReadingShow less