Conformity or personal style which would you chose?

Between conformity and independent style which do you think is better and which would you choose? When many schools in the area started to go to uniforms many did not like it, they felt it took the individuality away from the kids and made them basically all cookie cutter examples of one another. Others loved the ideal, they did not have to worry about what they bought or if they can afford the “look”. If one has a persona style, hobby, activity that is harmless but aggravates people or they chose to few it as annoying should that person change what they do to better please the masses? To keep the societal peace would you be willing to be that “Man in the Gray Flannel Suit”? And if people should alter who they are to “fit in”, blend, conform or guard against rubbing others the wrong way, who should and who shouldn’t?