Discover, shop and express your style

How do you know if you are preppy? Here are some tips… many cribbed from The Official Preppy Handbook, as best as I can remember after 30 years.
Preppy: pastel oxford shirts, a large dog, headbands, cultured pearls (inherited), a collection of Pringle sweaters, a bike, Ravenclaw. Using “summer” as a verb (We summer on The Cape. Great-Grandpapa had the house built AGES ago.). 
Non Preppy: sequins on ANYTHING, a “teacup” dog, curly perms, cultured pearls (new), a collection of sweatshirts, a motorcycle, Slytherin. Using “summer” as a noun (Where are you going on your vacation this summer?).

31 comments

classicgal
Wrote two years ago
love this set...I think I have a pair of topsiders from college uhm.. 30 years ago!

riyanabbasi
Wrote two years ago
So classyyyyyyyy set love it

sophisty
Wrote two years ago
@madped Gold topsiders wouldn't be preppy... only brown! But... guess what... I have the pink sequinned ones! I mean, we can only go just so far with the "rules," right? I get compliments on my unpreppy topsiders every time I wear them. ;)

madped
Wrote two years ago
Ha ha. I am not officially preppy but I am a wannabe sometimes. I love the look! I can't believe that topsiders are still IN. I just saw a whole bunch of them at Nordstrom yesterday. I may have to buy the gold pair.

nancy-ellyn
Wrote two years ago
Fab set! Love it all! xxoo

minnie-me
Wrote two years ago
Great preppy look!

jaynecp
Wrote two years ago
lol sounds about right!

ivansyd
Wrote two years ago
Love this preppy chicness!!

helleka
Wrote two years ago
Oh, hey! I have a book like that, I think it's called The Prep Handbook. :) I think it's a fascinating glimpse into a culture that just doesn't exist here. Well, just like that trad forum I wrote to you about.

easystyle
Wrote two years ago
Great preppy outfit. Could I be Bi-Preppy?

ellen-hilart
Wrote two years ago
Enjoyed the preppy & non-preppy use of the word "summer"!! How true!!!

soniarose666
Wrote two years ago
so smart and classy

marthalux
Wrote two years ago
ADORABLE!!!!!!!!!!!

lidia-solymosi
Wrote two years ago
I totally love this look

passion-fashion-2
Wrote two years ago
love! :)

shedgy
Wrote two years ago
Fabulous preppy style!! I always think of Ali McGraw for preppy style, her first movie Goodbye Columbus she had the ultimate preppy wardrobe!!

karineminzonwilson
Wrote two years ago
So charming! I will try to go to US open!!!!

sophisty
Wrote two years ago
@bullygrrl I know what you mean about the preppy look at Princeton. I went to college in Boston, but that was just at the time when mid-60s preppy turned into hippie Boho. But then I stayed in Boston, and a few years later the look was back with a vengeance! Pink and green... oh, my, yes! I had friends who "prepped" at Andover and "summered" on Plum Island... the whole preppy deal.

doozer
Wrote two years ago
I LOVE that the dog has one of the shoes!! He is ready to go for a walk and wants you to put on your shoes!! Too cute my dear!! XXO

alicja2204
Wrote two years ago
Superb!!!
About