Daily Outfit 8/13/11

Thrifted J Crew chambray shirt; thrifted vintage circle skirt; H&M sandals; Michael Kors rose gold watch; flea market turquoise ring; Charming Charlie and Forever 21 bracelets

If you are a child of the eighties, as I am, you might remember a hugely successful, tongue-in-cheek tome called The Preppy Handbook. On the North Shore of Long Island, where I spent much of my childhood, this book was studied as closely as the Bible. Although it was written as a parody, it served as an accurate "field guide" to the dress and lifestyle of the New England prepster. Indeed, what made The Preppy Handbook so successful in the eighties was that it is simultaneously a satire, for those in the know, and an actual handbook, for those hoping to pass as socially upwardly mobile.  

While reading the Handbook, you learn immediately that being a prepster goes well beyond attendance at a private boarding school. You learn about their cars, colleges, clothes, food, jobs, music, pets, what they read and how they decorate their houses. (FYI: Prepster cars include BMWs, Saabs, Volvos, Land Rovers, and Jeep SUVs; pets are retrievers and spaniels.) Written in 1980, this work help launch the preppy craze of that decade and gave birth to the current preppy style among which many have chosen to emulate. No socks? Classic. LL Bean Rubber Mocs? Always, even in temperate weather. Lacoste, and turned-up collars, and madras shorts? All accounted for.

The Preppy Handbook is timeless. According to Wikipedia, its musings on young urban professional culture served as an inspiration to the founder of the J. Crew clothing line, Arthur Cinader. Cinader hoped to capitalize on the success of the book through the development of a retail empire based on argyle sweaters, chinos, and oxford shirts. The book also represented a resurgence of interest in 'preppy' culture that aided the growth of retailer L.L. Bean.

I did not go to boarding school, or an elite day school, but I was able to b.s my way into Hobart and William Smith Colleges (one of the exceptional schools for demonstrations of prep-dom). The lifestyle depicted in the book was as true in the early 1990's as it was when it was written. As a person who can admit to wearing topsiders to class, ordering chinos from the J Crew catalog, and going for a sail on lake Seneca, my college experience seemed modeled according to The Preppy Handbook word-for-word.

It's pretty obvious that I don't consider myself a prepster anymore.  But i kind of felt like one in this outfit. I automatically associate khaki and chambray with prep. I suppose you can take the girl out of Long Island, but you can't take the Long Island out of the girl.


  1. Found this linked thru ashemischief on Twitter. I am so happy I clicked on it - I Remember the Prep Handbook it really was the BIBLE on how to dress in the 80's.

    I work at a bookstore & last summer they released a second book titled True Prep: It's a Whole New World.

  2. The outfit is so cute, and I have been dreaming of finding a perfect chambray shirt at the thrift store as well. I never read the Handbook, but as a fellow North Shore Long Islander I feel well versed in the prepdom that exists there.

  3. I wouldn't know how to be preppy if my life depended on it! Maybe I should just study j.crew....I love the bracelets you added to this! Would you believe I don't own a single chambray shirt? This needs to be fixed...

    Lindsey Soup

  4. the circle skirt is causing me envy. I'm older than you and can recall picking up bits of prep simply from watching folks I wanted to emulate. I plan on breaking out my penny loafers this fall.

  5. Thanks for featuring Charming Charlie in your blog!! We have added your blog to our blog mentions page on our website. It’s a page we created exclusively for showcasing Charming Charlie blog mentions!


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