The guy is definately dapper, but picking him apart is as much fun as when we were children trying to find all of the hidden objects in the Highlights magazine.
Are those Bessom pockets on his suit or is the flap tucked in? His whole ensemble seems a bit affected. The trousers are a skosh too narrow.
His tie is not perfectly tied, as he has allowed the outside edge to curl. Also the tie should hit the belt-line, not obliterate it.
The unbuttoned shirt cuff may be a mistakenly left undone. If left undone intentionally, then it is pretentious and still looks like he got dressed in a hurry.
I still do not like the top two buttons fastened on the jacket. Yet the gorge would be too low if he only buttoned the middle. The cut is dated to my eye. I have always been a two button guy. Oh, I had a brief affair with DBs, but they aged out, and my older two buttons are only dated to those in the know. The idea is to never be too in fashion, so that another person can pinpoint the year you bought the garment.
His trousers are a wee-bit short, and that large cuff is too much for the narrow cut of his trousers.
The black shoes are the classic choice, but unimaginative none the less. What is it with the recommendation for brown shoes here? If it must be brown, then dark brown only. I still think that light or medium brown when paired with navy makes a man look like a rube. Why not shell cordovan? That is what I wear. They go with everything. Yes expensive, but worth the investment. This guy obviously has spent some major bucks on his outfit. The venue appears to be a vintage auto concours type event. An owner or sponsor devotes major buckage to support those endeavors.
Lastly, he is wearing a stainless steel watch band with a suit. I don't care how much it cost, this is wrong. The only choice should be leather watch band, especially if you only have a sporting watch to wear with your dress clothes. Some will say, relax that rule, but then they will say OK to a Rolex, but no to a Fossil. That is snobbery in favor of labels.