Inspired by the Wuffy, who went skiing on his feet on the sidewalk in front of his apartment. He was much more graceful at it than this random wolf, who can't stay upright even with his claws dug into the pavement.
Why is he not wearing shoes? I could make up some bull about real wolves and their ability to regular the temperature of their extremeties, but that wouldn't explain the gloves. I'd rather be honest. He's barefoot because I wanted to draw paws.