I have a friend who got into the greaser thing.
When he had a GS, he rode ATGATT. When he went all greaser, he bought an e-glide and started dressing like Danny Zucco.
Now, he's getting into scooters and dresses appropriately for the fashion meme of the Vespa scooterati with chucks and paperboy hats and whatnot.
Some people like to play dressup with the socially appropriate clothing for their bike.
Just because the guy is an engineer at BMW doesn't mean he's making logical choices all the time. He does look like he's having fun on that pile.