Fashion Expert Roasts Transportation Secretary Sean Duffy For His Bizarre Shoes—And We Get It

Derek Guy—a Canadian men's fashion industry writer and commentator known as "the menswear guy" on X—had social media users cackling thanks to his cutting roast of Transportation Secretary Sean Duffy, who sported some peculiar shoes while meeting with New Hampshire Governor Kelly Ayotte to discuss some new Department of Transportation (DOT) initiatives in her state.

Earlier, Ayotte published the following message on X about her meeting with Duffy to discuss "New Hampshire's transportation priorities":

"Great to meet with @SecDuffy today to discuss New Hampshire's transportation priorities, including our efforts to streamline the permitting process to complete critical projects more quickly. I look forward to working with our @USDOT partners to keep New Hampshire moving!"

You can see her post below.

@KellyAyotteX

But what really caught people's attention was Duffy's weird shoes.

Seriously, someone tell us, please: What is up with these shoes? The people need to know.

@KellyAyotte/X

In swept Guy with this sharp observation:

"these look like the first shoes ever made'

You can see his post below.

The comments were hilarious.

This is the second time in the last week that Guy has gone viral with remarks about the fashion choices of President Donald Trump's Cabinet picks.

After Defense Secretary Pete Hegseth bragged about his blue suit standing out in a photo of NATO leaders taken at a recent event, Guy said that "historically, this color was only worn in chocolate factories," a reference to the fate that befell Violet Beauregarde, the "blueberry girl" of Roald Dahl's Charlie and the Chocolate Factory.

Hegseth, who at the time asserted that Ukraine would not regain all of its lost territory from Russia and would not be granted NATO membership, was swiftly mocked for his "America First" menswear as a result. Hegseth has stood firm and not responded to these criticisms.