Probably – but it depends on the kind of boot and the rest of the ensemble. Over a nice pair of jeans or slacks, cowboy or chukka boots will look just like heeled dress shoes. Work boots and desert boots, on the other hand, will lend the outfit a more casual tone – which isn’t to say they can’t be worn. The rest of the outfit, though, might need to be a little more upscale – a white button-up shirt, or nice sweater – to bring the outfit to a business level.