February 2012
146 posts
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Anonymous asked: Ideal outfit and brands on a girl?
Anonymous asked: So your republican or democrat?
Anonymous asked: Let me just say I love your blog! I just started checking it out and am already obsessed! My question for you is this: I'm from Fairfield County where a huge number of people attend private or boarding schools and dress and behave in a very preppy manner. I go to Exeter, and a lot of my friends scoff at "preps" who never actually attended prep school. What are your thoughts on this,...
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Anonymous asked: Your blog is my bible! Keep it up
Anonymous asked: Thoughts on the brand Jack Wills?
Anonymous asked: Not to sound like a total idiot, but what are OCBDs?
Anonymous asked: I dreamed that I had married the daughter of Bush
Anonymous asked: What are your favorite preppy brands and your favorite items from each?
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Anonymous asked: You mentioned that New England had the preppiest states. What about the South?
Anonymous asked: What I do on my birthday (it has to please preppys and people who are not preppys)
southernclass asked: What do you think some of the preppiest states are?
Anonymous asked: What would your advice be about rushing freshman year? Is the hazing as bad as the stereotypes make it out to be or is it generally a good experience?
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TPP: The ideal woman
prepivyleague said: How about Jackie Kennedy or Audrey Hepburn on your arm in public and that same woman who is a tigress in the bedroom?
I have a theory: the more composed and put together you are in public the more wild and uninhibited you are in the bedroom. I have yet to...
widgetking asked: Is there anything where you feel like you deviate from the preppy norm? I mean, you're Republican, Episcopalian, you live in southern Florida (which is basically the Northeast), you're in a fraternity, and you have a flawless prep fashion sense. But few people match a stereotype to a tee. Is there some aspect of yourself or your life that you feel like is outside the WASP box?
doyouconcur asked: Do you prefer diamonds, pearls, or some other rock for a woman?
Anonymous asked: Describe your ideal soulmate.
widgetking asked: How do you feel about body piercings? Does the prep aesthetic have anything to say about them, especially since many are covered by one's clothes? Would it be a dealbreaker for you if a potential girlfriend/boyfriend had piercings?
widgetking asked: You got asked one time what kind of underwear you wear and you said that that was a fun question and you usually don't get asked those sorts of things. Would you like to get asked more intimate types of questions like that? What sort of questions or subjects would you liked to get asked/asked about?
Anonymous asked: is there a difference between someone being "Frat" and someone being preppy can you explain
Anonymous asked: As a preppy should behave in the classroom?And how it should behave in other school grounds?
Anonymous asked: Would you define yourself as Southern or Northern preppy? What would you say are the main differences, if any?
Anonymous asked: What is better: 9 or 11 inch chinos?
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Anonymous asked: Do you play lacrosse? Thoughts on lax bros?
Anonymous asked: When would bucks be appropriate to bust out? I'm thinking of wearing my navy blazer, with a pair of khaki pants, white button down, brown belt, and a pair of bucks. would it be cool to wear it with a suit? It's spring after all
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