Jesse Watters says Trump once gifted him a shirt that was 'too big'
NEW YORK CITY, NEW YORK: Jesse Watters shared a personal story about President Donald Trump during a discussion on Fox News' ‘The Five’, revealing that the president once gifted him shirts after criticizing his choice of collars on air.
The moment came during the Wednesday, March 11, episode of the Fox News panel show, as the co-hosts discussed a report by The Wall Street Journal about Trump’s habit of handing out shoes as gifts to people around him.
According to the report, Trump has been giving shoes to staffers, agency leaders, lawmakers, and visitors who stop by the Oval Office. The president reportedly favors shoes made by Florsheim, a brand established in 1892 in Chicago.
Wall Street Journal report highlights Trump’s habit of gifting shoes
The conversation on ‘The Five’ started after co-host Jessica Tarlov brought up details from the Wall Street Journal report.
According to the report, Trump has taken a liking to giving out Florsheim shoes to people who visit him at the Oval Office. The shoes are described as affordable and American-made, making them a regular gifting choice for the president.
Trump reportedly gives them out so often that he has even started trying to guess people’s shoe sizes before handing them a pair.
The article also claimed that some recipients feel pressure to wear the shoes because they came directly from the president.
NEWS — Trump coercing staff to wear the same black pair of shoes that he wears.
— Miles Taylor (@MilesTaylorUSA) March 10, 2026
“Everybody’s afraid not to wear them,” a staffer said, as some reportedly ditch their own footwear to comply with Trump’s wishes.
We’re officially in the dumbest timeline. pic.twitter.com/qwxUOtMlyv
Tarlov highlighted a line from the report suggesting that “everybody’s afraid not to wear” the shoes once they receive them.
“Jesse, the best part is that they wear them even when they don’t fit,” she joked during the segment.
She also referenced recent viral photos involving Secretary of State Marco Rubio, who appeared to be wearing shoes that looked several sizes too large.
“Like Marco Rubio has a four-inch gap in his shoes,” Tarlov said, drawing laughter from the panel.
Jesse Watters says Trump disapproved of his collar choice
Watters then jumped into the conversation with his own story about receiving a clothing gift from Trump.
According to the Fox News host, the president once criticized the type of collars he wore on television and decided to do something about it.
“This is what the president does,” Watters told the panel.
He explained that he used to wear what he described as English spread collars while appearing on television, a style that apparently caught Trump’s attention.
“I used to wear these really English spread collars on the air, and it used to really upset the president,” Watters said. “He’d see me and go, ‘Jesse, your collar is so spread it looks like it’s going backwards behind your head.'”
According to Watters, Trump soon decided to step in and change things himself.
“So he bought me a bunch of shirts with a normal collar,” he said.
Jesse Watters admits he felt pressure to wear Trump’s gift
Watters also admitted that receiving the shirts from Trump made him feel like he had to wear them.
“Just like one shirt,” he joked while telling the story.
After receiving the gift, the Fox News host said he felt a bit of pressure to put it on for television appearances.
“And then, I felt like pressure to wear it,” Watters said.
The host added that the shirt didn’t fit him perfectly, but he still started wearing a different collar style after the interaction.
“I mean, it was too big, but now I wear normal collars,” he explained.
Watters even acknowledged that Trump might have had a point when it came to his old-fashioned choice.
“But he was right, my English collar was really messed up,” Watters admitted.
