I want to understand better the "preppy" label. Occasionally my sister (who lives in Europe) has referenced my more all-American style of dressing as "preppy," and it has always given me pause. I think of "preppy" as polo and tennis shirts, lots of tasteful (for my taste, boring) jewelry (like diamond studs) and colors (I'm thinking forest green and merlot) and chinos—none of which are up my alley.

However, I'm realizing that the Kate Spade-ish brand of optimistic prints and colors is sometimes classified as "preppy," and this is much more in my wheelhouse. This "preppy" tends to be a little more cartoonish, leaning more on late 1950s/early 1960s silhouettes, bright colors, and having old-school touches, like Converse and basketball sneakers over modern tennies and favoring ballet flats over penny loafers (the latter fall into my earlier definition of preppy again). What do you guys think... what do you call this style, this kind of "preppy", or is it me who has to widen my notion of "preppy"?