New England preparatory schools, conservative protestant values and social stratification all combined to create an environment which produced the uniform we know today as the preppy look.
It started mostly at New England prep schools and ivy walled colleges. But the roots of preppy style can also be traced to a focus on social achievement, uniformity of style, propriety, proper modesty and class distinction. Conformity of dress at school resulted in the basic uniform of coat, tie, button down shirt, grey flannels or chinos and loafers or lace ups. Codes, traditions and sports also helped to nurture a bond and familiarity among budding preps and instilled in them a feeling of belonging.
This environment helped create a culture of exclusivity that had real influence. To say you prepped at Andover (a feeder school for Harvard) or Hotchkiss (a feeder school for Yale) could win you access to the right social circle or get you into really great parties.
It was popularized by style influencers like Ralph Lauren. The prep boom of the 1980s faded over time due, I think, to its extreme and vibrant interpretation of the preppy culture; there was an almost cartoonish quality to the movement. Broadly speaking, the current recovery in preppy style has taken on a more worn, comfortable and “vintage” personality. It seems approachable and less stuffy.
If you walk through Harvard Yard or Yale’s Old Campus, you don’t see too many of the snooty old-line preps anymore. They are still there of course, along with Skull & Bones and the legacy kids whose wealthy parents bought their admission. But what you really see is that a majority of the kids milling around campus these days more closely reflect the modern world. The prep thing is still very strong – stronger perhaps than in the 1980s – but it has been modernized and updated. Just like everything else in life.
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