Conan O'Brien Makes Brutal Dig About Donald Trump's Manhood at 2026 Oscars

2026 Oscar's host Conan O'Brien kicked off the awards show guns blazing, not afraid to make a brutal dig about Donald Trump's manhood during his opening monologue.

The comedian, 62, took shots at the president, 79, during the Sunday, March 15, event while welcoming the audience to the “has a small p---- theater.”

“Let’s see him put his name on that,” the talk show host said, seemingly shading Trump, who famously renamed the Kennedy Center to the Trump Kennedy Center in December 2025.

The shade didn't end there, earlier in the show O'Brien warned the award show's guests that the event "could get political."

"I should warn you," he began. "If that makes you uncomfortable, there's an alternate Oscars hosted by Kid Rock at the Dave & Busters down the street.

O'Brien was referencing the rocker's participation in an alternate Super Bowl performance, made in retaliation to complaints about Bad Bunny headlining the most recent Super Bowl's halftime show.

The late-night personality also included a joke about no British actors being nominated for Best Actor or Actress since 2012.

"British spokesperson said, 'Yeah, well at least we arrest our pedophiles,'" O'Brien said, prompting gasps from the crowd.

In one final politically charged diss, O'Brien referenced Hamnet, the historical drama scoring eight Academy Award nods that night.

“In Hamnet, Shakespeare’s wife gives birth by herself in the woods," O'Brien said, before taking another political swipe. "Or what we call in America: Affordable health care.”

Not all of O'Brien's comments were serious. Timothée Chalamet, nominated for Best Actor for his role in Marty Supreme, was the center of a joke following his controversial comments about opera and ballet.

"Security is extremely tonight. I'm told there are concerns about attacks from both the opera and ballet communities," the awards show host joked as the camera panned to the Best Actor nominee, who was smiling next to his girlfriend, Kylie Jenner. "They're just mad you left out jazz."

As OK! previously reported, the Oscar nominee, 30, sparked major backlash last month when speaking about the film industry with Matthew McConaughey.

"I don't want to be working in ballet or opera, or you know, things where it's like, 'Hey, keep this thing alive,' even though it's like, no one cares about this anymore," Chalamet controversially said. "All respect to the ballet and opera people out there. I just lost 14 cents in viewership. I just took shots for no reason."