I am not in a super conservative environment. I already own a pair of black interview/funeral shoes as well. I also own a pair of decent dark brown cap toes that I wear with my slacks. I wanted something nice that can be both casual and work friendly. I know that finding one to cover everything is next to impossible. I actually picked the two at the top since I can get both a good price on sale. I saw the Mccalister, however I am not sure if that is too dressy to go with jeans????