Undercover comedian trolls MAGA loyalists to their faces — and they have no idea
Walter Masterson, a comedian known for his satirical takes on politics, tricked multiple MAGA followers in Florida to illustrate hypocrisy over how Trump loyalists dress and represent themselves compared to people celebrating Pride Month . In a video, the undercover Masterson, wearing an "ultra MAGA" shirt, interviews a couple standing at a MAGA rally, decked out in right-wing gear as Masterson points out the links between their clothing and the Pride fashions that have them outraged. The two apparently don't realize he was teasing them. He captioned the video #pridemonth. "I'm happy right now because I haven't seen nearly as many rainbow flags and rubbish as we've seen last year," a woman wearing a red MAGA hat and holding a flag, told the comedian. Masterson responded to her comment. "They're making the kids wear these flags and these hats," he said, as the camera pans left to show a child standing next to the couple holding two Israeli flags. "Absolutely," the woman responded, straight-faced. "You should have seen how it looked, me just trying to get on a flight to get down here with a MAGA hat on," a man said, wearing the red hat. "They treated me like I was Osama bin Laden." Masterson offered a quick response. "It's become harder to be open about your identity nowadays, right?" Masterson asked. "Yeah, people just need to speak up. They need to say what they believe. I'm a straight male and I'm proud of that," the man added. In another interview, Masterson pretended to complain about how people receive his MAGA look in a dig at the followers' lack of self-awareness. "I can't wear a MAGA hat in some places because, you know, some people don't like that identity," Masterson said. "Can you imagine going someplace and being attacked just for your identity?" View this post on Instagram A post shared by @waltermasterson
Walter Masterson, a comedian known for his satirical takes on politics, tricked multiple MAGA followers in Florida to illustrate hypocrisy over how Trump loyalists dress and represent themselves compared to people celebrating Pride Month.In a video, the undercover Masterson, wearing an "ultra MAGA" ...
Opening excerpt. Read the full story at Newsdata · Florida Politics ↗
Sourced from Newsdata · Florida Politics · indexed by Statura on June 9, 2026. Statura indexes Florida political news and tags it by industry and jurisdiction so government-affairs teams can monitor signal without scanning every outlet by hand. Read the full story at Newsdata · Florida Politics ↗
More like this
- Tampa Bay Times · June 9, 2026The story of Jimmy Ryce, a Florida boy kidnapped and murdered. And his legacy still today
- WLRN — Politics · June 9, 2026Florida TaxWatch flags $830 million in budget 'turkeys,’ including Rays stadium site money
- Florida Politics · June 9, 2026Personnel note: Andy Bardos joins Shutts & Bowen as partner in Tallahassee
- Florida Politics · June 9, 2026David Jolly taps Sean Pittman as Transition Chair, assuming he wins in November
- Florida Politics · June 9, 2026Charlie Crist grows fundraising haul to $1.6M, rolls out major vote-by-mail effort
- Florida Politics · June 9, 2026Shevrin Jones launches CD 24 bid, calls for ‘a new generation of leadership’
