# What do you think is the most preppy city and the least preppy city **URL:** \ **Category:** In My Humble Opinion\ **Created:** [January 18, 2013, 10:32pm UTC](https://boards.straightdope.com/t/what-do-you-think-is-the-most-preppy-city-and-the-least-preppy-city/647653 "2013-01-18T22:32:40Z")\ **Posts on this page:** 16\ **Page:** 2
**Author:** ![msmith537](https://avatars.discourse-cdn.com/v4/letter/m/d9b06d/32.png) [@msmith537](https://boards.straightdope.com/u/msmith537)\ **Post date:** [January 23, 2013, 4:25pm UTC](https://boards.straightdope.com/t/what-do-you-think-is-the-most-preppy-city-and-the-least-preppy-city/647653/21 "2013-01-23T16:25:15Z")
> [@GreenElf](#): > > Most preppy: Nantucket, Rhode Island Nantucket is in Massachusetts. I once knew a man from there. I think you are thinking of Newport, RI. Martha’s Vineyard, MA is also very preppy. > [@Rollo Tomasi](#): > > Are there any white-collar preppies working in Manhattan but living in Brooklyn alongside the Williamsburg hipsters? I’m sure there are plenty. I think of LA as more fashion conscious in a sort of flashy, showy sort of way. Preppy clothes are generally characterized by being simple, well made, timeless, usually without overt branding. Things like Brooks Brothers suits, peacoats, Burberry scarves, nautical-looking sweaters. Stuff like that. ---
**Author:** ![sweat209](https://avatars.discourse-cdn.com/v4/letter/s/9fc348/32.png) [@sweat209](https://boards.straightdope.com/u/sweat209)\ **Post date:** [January 24, 2013, 2:19am UTC](https://boards.straightdope.com/t/what-do-you-think-is-the-most-preppy-city-and-the-least-preppy-city/647653/22 "2013-01-24T02:19:22Z")
The state of Texas is probably very preppy you probably never see anyone out in flip flops ,sweatpants or trackpants or sleep, house t-shirt. Most people there are conservative some in the country will have cowboy hat and cowboy boots look the cowboy look and all out cowboy. But I think most 98% people there would never wear flip flops ,sweatpants or trackpants or sleep,house t-shirt or tank top out in public. ---
**Author:** ![Count\_Blucher](https://avatars.discourse-cdn.com/v4/letter/c/c5a1d2/32.png) [@Count\_Blucher](https://boards.straightdope.com/u/Count_Blucher)\ **Post date:** [January 24, 2013, 2:28am UTC](https://boards.straightdope.com/t/what-do-you-think-is-the-most-preppy-city-and-the-least-preppy-city/647653/23 "2013-01-24T02:28:39Z")
_deleted_ ---
**Author:** ![FordTaurusSHO94](https://avatars.discourse-cdn.com/v4/letter/f/f07891/32.png) [@FordTaurusSHO94](https://boards.straightdope.com/u/FordTaurusSHO94)\ **Post date:** [January 24, 2013, 3:51am UTC](https://boards.straightdope.com/t/what-do-you-think-is-the-most-preppy-city-and-the-least-preppy-city/647653/24 "2013-01-24T03:51:37Z")
> [@sweat209](#): > > The state of Texas is probably very preppy you probably never see anyone out in flip flops ,sweatpants or trackpants or sleep, house t-shirt. > > Most people there are conservative some in the country will have cowboy hat and cowboy boots look the cowboy look and all out cowboy. > > But I think most 98% people there would never wear flip flops ,sweatpants or trackpants or sleep,house t-shirt or tank top out in public. Huh? ---
**Author:** ![JKilez](https://avatars.discourse-cdn.com/v4/letter/j/e5b9ba/32.png) [@JKilez](https://boards.straightdope.com/u/JKilez)\ **Post date:** [January 24, 2013, 1:53pm UTC](https://boards.straightdope.com/t/what-do-you-think-is-the-most-preppy-city-and-the-least-preppy-city/647653/25 "2013-01-24T13:53:28Z")
> [@FordTaurusSHO94](#): > > Huh? I am guessing irony. ---
**Author:** ![HubZilla](https://avatars.discourse-cdn.com/v4/letter/h/ccd318/32.png) [@HubZilla](https://boards.straightdope.com/u/HubZilla)\ **Post date:** [January 24, 2013, 6:42pm UTC](https://boards.straightdope.com/t/what-do-you-think-is-the-most-preppy-city-and-the-least-preppy-city/647653/26 "2013-01-24T18:42:06Z")
Least Preppy: Honolulu Half of this thread is now over. ---
**Author:** ![Lukeinva](https://sea3.discourse-cdn.com/straightdope/user_avatar/boards.straightdope.com/lukeinva/32/17872_2.png) [@Lukeinva](https://boards.straightdope.com/u/Lukeinva)\ **Post date:** [January 24, 2013, 6:53pm UTC](https://boards.straightdope.com/t/what-do-you-think-is-the-most-preppy-city-and-the-least-preppy-city/647653/27 "2013-01-24T18:53:43Z")
Moose Jaw Saskatchewan is none too preppy, I’ve been told. ---
**Author:** ![sweat209](https://avatars.discourse-cdn.com/v4/letter/s/9fc348/32.png) [@sweat209](https://boards.straightdope.com/u/sweat209)\ **Post date:** [January 24, 2013, 10:35pm UTC](https://boards.straightdope.com/t/what-do-you-think-is-the-most-preppy-city-and-the-least-preppy-city/647653/28 "2013-01-24T22:35:19Z")
I did some reading on the internet on this topic and they say said New York and Boston is very preppy. I also got wrong about Texas it is not preppy it is worse than Portland by what others say on the internet. Anyways I will not say more has I not been to any of those places and just going by what I read others say on the internet. ---
**Author:** ![TruCelt](https://sea3.discourse-cdn.com/straightdope/user_avatar/boards.straightdope.com/trucelt/32/523_2.png) [@TruCelt](https://boards.straightdope.com/u/TruCelt)\ **Post date:** [February 6, 2013, 3:53pm UTC](https://boards.straightdope.com/t/what-do-you-think-is-the-most-preppy-city-and-the-least-preppy-city/647653/29 "2013-02-06T15:53:49Z")
> [@TruCelt](#): > > DC is close, but I’d say for full-on preppiest it’s probably Annapolis Maryland. The DC preps are largely visitors, while the real population has serious style. If you see a polo shirt in a DC night club, you’re almost certainly looking at a tourist or an intern. In Annapolis, it’s hard to find anything else in the shops. > > I’m not sure Lily Pulitzer even has a DC store? I just received an invitation from the Tyson’s Galleria to join them at the Grand Opening of their . . . your guessed it . . . Lily pulitzer store. No idea at all of how I might have ended up on that list. :eek::rolleyes::eek: Bizarre. ---
**Author:** ![RickJay](https://avatars.discourse-cdn.com/v4/letter/r/bb73d2/32.png) [@RickJay](https://boards.straightdope.com/u/RickJay)\ **Post date:** [February 6, 2013, 4:20pm UTC](https://boards.straightdope.com/t/what-do-you-think-is-the-most-preppy-city-and-the-least-preppy-city/647653/30 "2013-02-06T16:20:46Z")
When people in my company have to go to northern Italy for conferences, one of the first things they say is “Dress really, really well.” And we’re a professional outfit. Dressing well is considered basic manners in Italy, far more so than North Americans are used to anymore. ---
**Author:** ![11811](https://avatars.discourse-cdn.com/v4/letter/1/9d8465/32.png) [@11811](https://boards.straightdope.com/u/11811)\ **Post date:** [February 6, 2013, 4:22pm UTC](https://boards.straightdope.com/t/what-do-you-think-is-the-most-preppy-city-and-the-least-preppy-city/647653/31 "2013-02-06T16:22:09Z")
> [@sweat209](#): > > \ > > I hear New York and Boston is preppy where Portland Oregon ,Detroit and Philadelphia is very dress down casual look . Philly is so beyond dress down casual (in some nabes): Shorts, work boots (not necessarily Tims), t-shirt with a Phillies jersey over it, ball cap on backwards. Not my look, but mostly because of the jersey and hat. ---
**Author:** ![Boozahol\_Squid\_P.I](https://avatars.discourse-cdn.com/v4/letter/b/d9b06d/32.png) [@Boozahol\_Squid\_P.I](https://boards.straightdope.com/u/Boozahol_Squid_P.I)\ **Post date:** [February 6, 2013, 6:48pm UTC](https://boards.straightdope.com/t/what-do-you-think-is-the-most-preppy-city-and-the-least-preppy-city/647653/32 "2013-02-06T18:48:14Z")
> [@TruCelt](#): > > DC is close, but I’d say for full-on preppiest it’s probably Annapolis Maryland. Nap-town? Really? It’s a town filled with old guys wearing boat shoes and shorts pulled up to their nipples, legislators wearing business attire (which, while formal, isn’t particularly preppy,) and shoeless philosophy students. The midshipmen have a bit of a preppy look to them, but they don’t come out of the Academy much. Then again, I haven’t lived there since 2004, so things might have changed. I never would have imagined that much, though. ---
**Author:** ![Red\_Wiggler](https://sea3.discourse-cdn.com/straightdope/user_avatar/boards.straightdope.com/red_wiggler/32/13190_2.png) [@Red\_Wiggler](https://boards.straightdope.com/u/Red_Wiggler)\ **Post date:** [February 6, 2013, 7:48pm UTC](https://boards.straightdope.com/t/what-do-you-think-is-the-most-preppy-city-and-the-least-preppy-city/647653/33 "2013-02-06T19:48:02Z")
Is there still an Ego Alley in Annapolis? Speedboat showcase of the preppies? ---
**Author:** ![TruCelt](https://sea3.discourse-cdn.com/straightdope/user_avatar/boards.straightdope.com/trucelt/32/523_2.png) [@TruCelt](https://boards.straightdope.com/u/TruCelt)\ **Post date:** [February 7, 2013, 5:23pm UTC](https://boards.straightdope.com/t/what-do-you-think-is-the-most-preppy-city-and-the-least-preppy-city/647653/34 "2013-02-07T17:23:42Z")
The last time I walked around Ananpolis I saw almost nothing but cord shorts, polo shirts, and deck shoes. There was an astounding amount of Lily Pulitzer, and navy blazer/oxford shirt combos were predominant at dinner. ---
**Author:** ![Alessan](https://sea3.discourse-cdn.com/straightdope/user_avatar/boards.straightdope.com/alessan/32/465_2.png) [@Alessan](https://boards.straightdope.com/u/Alessan)\ **Post date:** [February 7, 2013, 6:47pm UTC](https://boards.straightdope.com/t/what-do-you-think-is-the-most-preppy-city-and-the-least-preppy-city/647653/35 "2013-02-07T18:47:52Z")
Tel Aviv:[not very preppy.](http://guy-gomel.livejournal.com/855717.html) ---
**Author:** ![TruCelt](https://sea3.discourse-cdn.com/straightdope/user_avatar/boards.straightdope.com/trucelt/32/523_2.png) [@TruCelt](https://boards.straightdope.com/u/TruCelt)\ **Post date:** [February 7, 2013, 6:55pm UTC](https://boards.straightdope.com/t/what-do-you-think-is-the-most-preppy-city-and-the-least-preppy-city/647653/36 "2013-02-07T18:55:40Z")
Well, I suppose for that money we have to go with [Riyadh.](http://www.p12.nysed.gov/ciai/socst/grade3/geoimages/Image16.gif) Preppy dress will get you, at best, imprisoned. . . [Previous page](https://boards.straightdope.com/t/what-do-you-think-is-the-most-preppy-city-and-the-least-preppy-city/647653.md?page=1)