It's Columbia that makes people dress this way. But it's quite comfortable, I assure you
Damn Ivy League. When it comes to men, the Ivies exist for one reason and one reason only: to castrate.
I'm 100% behind the pursuit of comfort, but let's not neuter ourselves in the process.
Loafers without socks, of course
You're on the right track regarding sans socks. It's the loafers. We need a substitute; and, the proper sub is sandals (preferably leather) or canvas casual slip ons.
A braided belt
If it wasn't for me having a braided belt skeleton in my closet, I'd go ape **** over this...but, I do, so I'll let it slide.
I'm an American
A Northeastern American...where men go to replace their nads with raisins. You, my friend, are much better than this. You have the heart if a Midwesterner where men wake up each morning for the pure joy of kicking the sh!t out of the day.