His watch is too tight.
When Trump goes golfing, he usually wears a gold watch with a solid strap and black face. Unfortunately, this watch does not quite fit his wrist, and it appears extremely tight, squeezing the skin around it.
His suit looks baggy.
Trump often wears suits by Brioni, an Italian label known for its suiting. But you'd never know Trump's suits are such a fine make by the way he wears them. You don't think of Trump as a sartorial icon, even though he spends thousands on these suits. Another adage applies here: it's not what you wear, but how you wear it.
It comes down to fit. His suits are cut too big, with absurdly wide pant legs and sleeves too long. It makes the whole ensemble look cheap, just as his fire engine red tie does.
He Scotch tapes his tie together.
Hundreds of unspoken rules govern our society, rules that are not meant to be bent or broken, and that we all must live by. One of those: Thou shall not use Scotch tape to fix wardrobe malfunctions.
Trump has egregiously violated this rule. If he were to learn how to tie a tie correctly, he wouldn't need to use Scotch tape. He has solved a problem he shouldn't have had in the first place. And his solution is one of the worst of all theoretically conceived. It's impractical, ugly, and inefficient.
Trump wears his tie too long.
A tie is supposed to hit at your belt, but Trump's lands closer to the crotch of his pants. His ties are just too long. This forces Trump to improvise with the help of office supplies, which leads us to the next issue.