Hi Feif Un and One of Many.
lol (I assume you were being tongue-in-cheek).
What kind of bochurim are you talking about?
Nothing wrong with boots if they are Florsheims or what not.
But in the wardrobe family of jeans and leather jackets, the kind of boots like Doc Martins or motorcycle style boots with pointed toe and block heels, well, there is something wrong with them for a bochur.
If they dress like they are going to a local bar or a rock concert, they will act accordingly.
Also, while leather jackets are comfortable and practical and stylish, I dont see anyone showing up to yeshiva in either a leather or suede jacket. It classes with the black hat, which is much better attire for a yeshiva boy.
For me, clothing affects attitude and conduct. I find the more I accustom myself to yeshiva garb, and move away from looking cool on the “street”, the better I conduct myself.