In your opinion - what is the most comfortable AND most stylish leather shoe or sneaker shoe?

I need some new shoes and this is a dilemma. I don't want shoes that look stupid, I like sporty. Work demands that I wear a black shoe and I am very active at work. On an average day I walk between 3 - 7 miles (4-11 kilometers) a day and go up and down many flights of stairs.

I don't want to buy shoes that will fall apart in a few months. I don't care so much if they are womens or mens shoes as long as they are cool.

I'd like to keep it $100 or less, but it should be a very good shoe.


Here are some brands that I see - but I'm totally open to something new or something from another country!

Sketchers
Doc Martins
Steve Madden
Lugz
Timberland
Clarks
Red Wing
Hush Puppies

your suggestions?

What do you think?