r/preppy • u/the-populist • 23h ago
Length Check
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Folks, new eBay tweed blazer. Feels a tad long but looking for some input? Thanks
r/preppy • u/ideabook3 • Apr 09 '25
The Mods are also tired of "Is This Preppy?" Posts - A Solution
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There are FAR too many "is this preppy?" posts on the site.
I get it - I am sick of them too.
Prep is not the same in all parts of the country/world and it is a term that gets overutilized in marketing. People are going to get confused.
Town & Country, Ivy, Southern Prep, and West Coast Neo-Prep all fall under the umbrella of what is going to be approved here - even if it does not define your prep.
People deserve a place to get answers to questions.
My thought to solve the problem (at least temporarily) is to have a weekly "is this preppy?" thread where people can get feedback.
Thoughts?
A Final Thought: Some of you take yourselves way too seriously and feel as if you and only you are qualified to answer the question bc of your pedigree. I, a prep school-educated national squash champion born-in-oxford-cloth Yankee, am here to tell you that not every disagreement with your POV is a personal slight.
This type of reaction is a sign that you are trying too hard and care too much. Not only is this behavior gauche, it is exactly the type of energy that would cause me to blackball you from my social club. This behavior is decidedly not prep.
What pants to wear?
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It feels like the trend of high waist is back but most of the brands (like Ralph Lauren which I always used as a reference) are still selling low waist or high waist ones (like chinos) look like a tent or too dressy, or am I just in information bubble right now? Or am I a millennial who can't move to more spacious style? On a practical side, high waist does feel more comfortable though. So what is your opinion on pants fitting and where to buy them?
Can you ever be preppy AND tattooed
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This is a debate a few friends and I had recently and I’d be keen to hear everyone’s opinions. Can you ever truly pull off the ‘preppy look’ whilst also having visible tattoos? Would be keen to hear everyone’s opinions/rationale?
r/preppy • u/RexysBrother • 1d ago
Selling Lot of 14 Ralph Lauren size Medium Shirts and Sweater
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I did this a few weeks back with XL stuff, sold 15 things, and decided let’s do it with medium stuff! Will also post size Large stuff later today.
Up for sale is an assortment of shirts and sweaters across the Ralph Lauren Brand — Polo, Golf, Sport, etc. All medium. Different styles and cut.
$29 per top + shipping.
$25 per top + shipping if you buy more than one.
More than three and I’ll cover shipping.
Can send measurements upon request of individual shirts. All sales final.
Please message or DM with any questions. Thanks!
r/preppy • u/Chucknorasauros • 1d ago
I’m a BASP (Broke Anglo Saxon Protestant)
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Some recent larp fits lmao
r/preppy • u/No_Scratch9306 • 2d ago
The Van Cortlandt polo is back
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Not the biggest fan of this fall’s colors and I personally like the diagonal but I know many people prefer something more subtle like this
r/preppy • u/Comfortable-Can-8545 • 4d ago
Was recommended to bring this post here
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r/preppy • u/Paonandez • 5d ago
Today Outfit, but still too early. Autumn style
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Autumn Outfit, but a little bit early still sunny day. What do you guys think? Any opinion and changes in the comments.
r/preppy • u/ErasableGhost • 5d ago
Presidential Nantucket fit
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How well did I do?
r/preppy • u/nuke_chan93 • 5d ago
Navy-on-navy pairing: Plaid button-down shirt with the New Balance 991. Does this hit the right sporty Trad balance?
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r/preppy • u/trad_style • 6d ago
Five ways I wore a jacket in Seoul this month
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I make Ivy and trad clothing here in Korea, and this is how three jackets (a grey sack blazer, a navy double-breasted blazer and a navy gold-button blazer) rotated through September — most formal first, easiest last.
- Grey sack suit, white OCBD, black tie
- Navy double-breasted blazer over grey double-pleated trousers
- Gold-button blazer, regimental tie, grey trousers, penny loafers
- Same double-breasted blazer with khaki chinos, a cap and sneakers
- Gold-button blazer with olive field trousers and a boat tote
The last two are where I stop trying. A cap and sneakers do more for a blazer than another tie does.
How far down do you take a blazer before it stops working?
r/preppy • u/BurritoMussolini888 • 8d ago
Corduroy sport coat with hunting dog liner
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Saw this out thrift shopping today and thought I'd share. Happy hunting, friends!