The Most Unflattering Photos Of Trump In 2025 That Had Us Cringing
The role of president brings with it a crowd of reporters and cameras to catch your every move and every gesture. Flashes of camera lights and snaps on phones are inevitable, so it's perfect that a man so familiar with the role of a celebrity would step into the limelight of the White House... maybe. Though it's true that none of us are immune to the occasional bad photo, 2025 has certainly brought on an arsenal of less-than-flattering pics of the Donald Trump. His bad luck with press pictures has gone all the way to his October 2025 Time Magazine cover that sent Trump into a tizzy with their unfavorable snap of the businessman.
Taking to Truth Social to complain about the image, he wrote: "Time Magazine wrote a relatively good story about me, but the picture may be the Worst of All Time. They 'disappeared' my hair, and then had something floating on top of my head that looked like a floating crown, but an extremely small one. Really weird!" However, the "Apprentice" host's very exaggerated way of speaking, love for long speeches in front of cameras, and natural appearance may be the real reason for his sometimes-awkward pictures.
Donald Trump's tongue out snap had us coiling away from our phones
Donald Trump met with French President Emmanuel Macron in February. The pair sat together in the White House's Oval Office in front of a swarm of press, discussing deals, answering questions, and, of course, posing for pictures. Following their chat, the duo shared a quick handshake, met with snaps from the watching cameras.
In the mix of the photos that showed Macron and Trump with smiles was an absurd image of the "Apprentice" host that had people cringing. Their hands still clasped, Trump was photographed with his tongue out, pressed against his teeth, making for an awkward mid-talk snap.
Aindy bad hair day mixed with a talking shot made for a bad look
Donald Trump accepted a controversial new aircraft from the Qatari government in May 2025, which kicked off conversations about government corruption. Ignoring the criticism, he posed for a picture atop the boarding stairs for photos. That's how this awkward image came to be, depicting the president leaning forward with an open mouth, apparently shouting.
With the angle of the photo and the president's pronounced teeth, he looks as though he's hissing at the crowd below. To make the photo even more laughable, the real estate mogul's stark white hair has been blown back in the wind, making a mess of his fine locks.
Donald Trump's original presidential portrait shared shocking similarities with his mugshot
After the president's inauguration in January, Donald Trump's official presidential portrait was released on X by White House photographer Daniel Torok. Instead of inspiring the American people, though, it reminded them of Trump's high-profile and very public felony trial in which he was found guilty of 34 charges; the image was quickly likened to Trump's mugshot.
Donald Trump's mugshot has been released. pic.twitter.com/E4tzK2YUG8
— Anonymous (@YourAnonOne) August 25, 2023
Given the picture's stark lighting and the president's goofy cocked eyebrow, which mirror his Fulton County profile pic, the similarities are undeniable. The noticeable and intense editing done to the photo also reflects someone who just got their hands on Facetune and has refused to let the app go.
His goofy golf course shot made the president look a little silly
In July, Donald Trump traveled to Scotland for his favorite pastime: golf. Opening a new Trump golf course, the frequent golfer was photographed following a ribbon-cutting, clutching a pair of gold scissors. In the image, the president is surrounded by smiles and applause — natural displays of celebration — but Trump himself looks... a little bizarre.
Caught mid-talk with his lips pursed toward the scissors, Trump looks as though he wants to kiss the gold instrument. Beside more natural and formal responses to the ribbon-cutting, Trump's embarrassing stance stands out even more.
This pic reminded us that the president lives in a fishbowl
When you're the President of the United States and as animated as Donald Trump, you're bound to have a few photos snapped at inopportune times. While speaking in August, President Donald Trump was photographed mid-speech during one of his more. ... expressive moments.
With his constant gestures and outbursts, the president being caught in an awkward photo or two was sure to happen (and is bound to happen again). Needless to say, it's a little laughable seeing his wide eyes and puckered mouth, almost as if he were mimicking a fish.
His UN speech left us cringing at more than his unprompted speech
Donald Trump's 2025 UN speech will go down in infamy. The teleprompter breaking before his speech even began led to a questionable set of statements that had many scratching their heads and cringing already. This photo only added to the mess.
Snapped during his remarks, Trump was snagged in the middle of one of his pursed lip moments, chin down and lips pinched forward in a bizarre kissing motion. Giving a whole new angle to the speech, the photograph immortalizes the embarrassing speech with an even more laughable image.
An awkward angle made for a bad photo op for the president
This bizarrely close-up image of Donald Trump makes even his biggest fans want to lean away from the screen. Not only is the proximity awkward, but it lets his smallest makeup mishaps take center stage, even in the shadows cast along Trump's face.
Yes, the closeness allows us to see the pale outlines of Trump's eyes and lips that greatly contrast his facial complexion. Adding to the already strange photo, the confused expression he wears makes for a totally ridiculous shot of the former Miss Universe owner.
Trump's tongue out expression was captured during his goofy Super Bowl ring try on
Following their Super Bowl win, the Philadelphia Eagles were welcomed into the White House in April 2025 by President Donald Trump. After the team's arrival, the president — not the athletes — posed with a football and Super Bowl ring. In a show of jest and fun, Trump mocked placing the ring on his finger while wedging the football under his arm.
The result is this embarrassing, tongue-out snap that gives off all the wrong vibes. The "Apprentice" host's drawn-back chin and his jeering expression create a photo that is oh so cringeworthy.
Donald Trump's claw hand pic with Marjorie Taylor Greene gave us the ick
In a visit to Congress Hall in March, President Donald Trump was photographed walking among the crowd of politicians on the floor. Greeted by some of his proudest supporters in government, including Marjorie Taylor Greene, who wore her MAGA hat, Trump was snapped in a bizarre (and touchy) interaction.
Reaching his arm out and using a splayed hand to gingerly touch the top of Greene's head, the MAGA movement leader looks like a strange claw machine reaching for a prize among the political crowd. Trump's wincing expression says it all: totally cringey.
Donald Trump's mouth agape photo op in the UK
While on his U.K. trip in September 2025, Donald Trump and first lady Melania Trump attended a state banquet alongside King Charles III and Queen Camilla. Stepping into a press-filled room, the political couple stood before the cameras, where Trump was snapped in this off-guard expression.
His mouth hung open, his orange makeup noticeably wearing off around his mouth and eyes, and the empty look in his eyes had the former Miss Universe owner looking less than royal among the regal crowd. Trump's unposed photo provides a ghastly look at the president while out representing the United States.