A vest can't just be thrown on, wearing one requires the intention to create an ensemble. Quickly, everyone close your eyes and consider some of the people you know who have worn or still wear a vest. The animation majors I went to school with who wanted to project a style that was "creative" immediately come to mind as does Benjamin Franklin, Annie Hall, a barber shop group and Bea Arthur in Maude (TV Land?), though her vest went to mid thigh, but that's probably next year's trend.
Good Luck with this Trend!