The Strange Celebrity Universe Orbiting Donald Trump

President Donald Trump is stretching the “politics make strange bedfellows” saw to the breaking point.

Celebrity Nation leans aggressively to the Left, and anyone defying that groupthink puts their career at risk. Actor Zachary Levi said it out loud after he praised President Trump last year, calling the move “career suicide.”

That wasn’t the case in 2009, however, when celebrities flocked to President Barack Obama following his historic 2008 election. They pledged to do whatever he told them to do.

Different party, of course.

This past week, President Trump had recording artist Nicki Minaj indirectly singing his praises for drawing attention to a humanitarian crisis. The rapper took Trump’s side after the president called out the shocking slaughter of Christians in Nigeria.

Minaj, in connection with the administration, spoke before a UN event about the shocking headlines coming from the African nation.

ANGELA WEISS / AFP via Getty Images

“In Nigeria, Christians are being targeted … Churches have been burned, families have been torn apart … simply because of how they pray.”

She also thanked the president for leading the way on the matter to “combat extremism and to bring a stop to violence against those who simply want to exercise their natural right to freedom of religion or belief.”

Trump critics contend that multiple religions have been targeted during the violence spree, and that the nation has sadly been the source of extreme violence for some time.

Minaj’s appearance understandably rocked pop culture, but it wasn’t the first time.

For starters, Trump’s second term features former Democrats like Tulsi Gabbard and Robert F. Kennedy, Jr., his Director of National Intelligence and Secretary of Health and Human Services, respectively.

Journalist Megyn Kelly, who Trump once blistered during an early Q&A, stumped for his presidency in the waning days of the 2024 campaign.

It’s Trump’s pop culture connections, though, that raise eyebrows the highest. Think Snoop Dogg, Kim Kardashian, Kanye West, Bill Maher, and others who famously linked arms with the president in the past.

It started during the President’s first White House foray. Rapper Kanye West hopped aboard the Trump Train, meeting with the world leader at Trump Tower in 2016 following an extended concert speech praising the real estate mogul.

Two years later, West wore a red MAGA hat on “Saturday Night Live” and praised Trump, but the artist’s string of antisemitic rants and emotional meltdowns caused his fame to curdle into its current, sorry state.

West’s former wife, Kim Kardashian, has arguably had a more productive relationship with Trump. The reality show starlet teamed with Trump on prison reform measures. Kardashian, ignoring a celebrity culture that raged against all things Trump, made the trek to the White House to personally push for her pet cause.

The wannabe lawyer and Trump discussed reform measures aimed at first-time offenders and those she felt were treated unfairly. That public relations coup led to the 2018 release of three young mothers — Crystal Munoz, Judith Negron, and Tynice Hall, all tied to drug-related charges.

Sarah Silbiger/Bloomberg via Getty Images

She also played a role in the 2018 bill that expanded the criminal reform initiative, allowing prisoners to earn credits for early release among its measures. Kardashian wasn’t the only player who made that happen, but she became its public face via her social media empire.

Trump’s second term has seen more of the same, right from the jump.

Rapper Snoop Dogg infamously starred in a 2017 music video in which he “shot” a clownish Trump stand-in.

Future Secretary of State Marco Rubio blasted the clip, telling TMZ at the time that, “If the wrong person sees that and gets the wrong idea, you could have a real problem.”

It was part of Hollywood’s collective wish for the real estate mogul to leave this mortal coil during his first term.

The rapper/actor/pitchman apparently had a change of heart over time. By 2025, Snoop Dogg performed at a pre-inauguration gala dubbed the Crypto Ball alongside Rick Ross and Soulja Boy. That’s despite previously calling anyone who performed for Trump during his first term “Uncle Toms,” in a stereotypical, Stepin Fetchit-style voice.

Arturo Holmes/Peacock via Getty Images

The rapper even stood up to social media critics who trashed him for his about-face.

“Y’all can’t hate enough for me, I love too much,” he told his critics, via Entertainment Tonight. “We gotta pick each other up instead of putting each other down.”

Earlier this year, longtime Trump critic Bill Maher made the trek to the White House to break bread with his ideological foe. Maher got roasted for his trouble, including a seething New York Times op-ed from Larry David of “Curb Your Enthusiasm” fame.

Maher even suggested recently he’d like a second dinner with Trump while continuing to roast his leadership.

Screenshot: ClubRandom/YouTube.com

How did the initial Maher-Trump dinner happen in the first place? Singer Kid Rock, a repeat guest on Maher’s “Club Random” podcast, arranged for the unlikely meetup.

The wildest part of the dinner? Maher had Trump sign a list of all the insults the president had thrown the comedian’s way over the years. Maher considers it a prized possession, one he has shown to his “Club Random” guests.

It took courage for stars to align with Trump during his first term.

Now, with a few more celebrities bucking conventional wisdom, the president’s “bedfellows” are looking a little less strange.

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Christian Toto is an award-winning journalist, movie critic, and editor of HollywoodInToto.com. He previously served as associate editor with Breitbart News’ Big Hollywood. Follow him at HollywoodInToto.com.

The views expressed in this piece are those of the author and do not necessarily represent those of The Daily Wire.

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