Carlton from Fresh Prince was a parody of preppy. Preppy being Ivy League, collegiate or trad aesthetic, think Brooks Brothers, Polo, J. Press, etc.

Roger Moore, Savoy Row English / Continental.

Hipsters? I would point you to Wikipedia, especially read the "critical analysis" section.

http://en.wikipedia.org/wiki/Hipster_(contemporary_subculture)

Every normal man must be tempted, at times, to spit on his hands, hoist the black flag, and begin slitting throats. H. L. Mencken