Shirt: Territory Ahead
Jeans: Pure Blue Japan
Boots: Alden Kudu Indies
I think for what you are going for here everything but the hem of the pants looks just fine. If there were more of a contrast between the inside and outside of the fabric on the pants, cuffs might work. The cuffs in that pic are pretty big and there is still plenty of material stacking on the boot. I think hemming the pants would look much sharper.
DLes, outfit looks sharp, but the body looks weak. What kind of lift regimen are you on?