I wear these shoes for work (suits) and casual (jeans). For work, they look best with similarly colored tights; with jeans, they look almost boot-like, so I've worn them in clubs as well as for just general kicking around. For my age (50+), they are stylish and very comfortable. I read a review that suggested getting then next size up, because they fit snugly over the top of then foot, then more loosely around the heel. I am glad I followed that advice - I got both the black and brown pairs, and while they both fit well, the black leather is more stiff; the brown leather wears more easily. The only negative is in the lack of edge finishing on the brown pair: the edges of the foot opening are a bit rough, where the black pair has a finished edge - but since the brown leather is a bit softer, it doesn't ultimately matter. I'm definitely ordering another pair of both colors, since I've worn them far more than I expected.