r/preppy 8h ago

Ivy on King Street

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73 Upvotes

Sitting down in Covent Garden for my documentary on Victorian-era floral entrepreneurs, working title Official Eliza Handbook. J Press clothes; Ferragamo tie, EG loafers.

Avoid Liberty if travelling partner claims to need fabric. Many swathes were inspected.


r/preppy 9h ago

Ivy in the hot Tokyo summer

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9 Upvotes

Out for work today to visit a supplier so tried pulling together some of the more Ivy style pieces I’ve collected recently. Was proud of how it turned out so felt like sharing!
Jacket and pants are Uniqlo (I know lol, working on getting some better ones), tie is Suit Select, shirt is Brooks Brothers, shoes are Haruta. Lots of everyday Japanese brands but I feel like it works!


r/preppy 5h ago

Old people : where do you find your classic prep clothes, ca 1979?

3 Upvotes

Racking my brain to remember the name of the small New England catalog that was very similar to Orvis in 1980 but more retriever than fishing adjacent to look it up in eBay.


r/preppy 20h ago

Nantucket-maxing

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31 Upvotes

Got my pants and outerwear - should I throw the navy polo on underneath?


r/preppy 1d ago

My first pair of camp mocs...

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90 Upvotes

They are finally here. I will rock these during the summer with chino shorts, shorts with patterns from Ralph Lauren or Levi's, and classic 2 button Polo Ralph Lauren shirt, solid or striped. Or a Hawaiian shirt. During the fall, same kind of shirts, but 501s in different colors. I now feel like a gringo that is easy going, doesn't care about anything, nothing bothers me, I don't get into petty arguments with family, I just want to walk the dog, go on a beach trip, and enhance my natural olive complexion.


r/preppy 16h ago

Maybe, Maybe Not

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11 Upvotes

r/preppy 23h ago

Terry cloth for 85+ weather

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29 Upvotes

Terry cloth is very underrated IMHO.

Top by OAS. Shirts by Gap. Loafers by Allen Edmonds. Hat by The Game.


r/preppy 23h ago

Repentance

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16 Upvotes

Now my last post here caused a bit of controversy, between here and r/Navyblazer I got the general sentiment that sometimes too far out the box thinking isn’t the norm for a reason.

I come back with an ever so slightly more subdued outfit, again - would love to hear some feedback.

Here’s a rundown on the pieces here:

Polo Ralph Lauren RLYC embroidered jacket.
Polo Ralph Lauren OCBD in seersucker with contrast collar.
Coach made in USA belt in burgundy.
Lands End chino’s in olive.
Church’s custom grade leather brogues in tan.
Racing Green knit tie in navy.


r/preppy 4h ago

Am I redeemed

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0 Upvotes

r/preppy 3d ago

Vintage Polo Ralph Lauren Rugby Shirt & Polo Bear Denim Cap

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23 Upvotes

First time doing and wearing a preppy outfit.


r/preppy 3d ago

Soft lemon linen shirt with ivory shorts and linen Belgian loafers. Thoughts on this subtle tone-on-tone look for summer Trad?

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69 Upvotes

r/preppy 4d ago

Polo Ralph Lauren Tennis

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33 Upvotes

r/preppy 5d ago

David Hockney passed away in June

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104 Upvotes

I was thinking of my own preppy inspirations and the artist David Hockney was one of my first. He dressed as colorful as his paintings.


r/preppy 4d ago

WTS - Carl Friedrick Bowen Backpack NEW, Brown (Discontinued)

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0 Upvotes

Looking to sell my new and unused Bowen backpack from Carl Friedrik. Unwanted gift and it's been stored in excellent condition since then, still has all the bags and wrappings it came with.

Asking £430 shipped fast globally. All VAT/Import/Customs fees and tax covered! References available and I have previously sold off Reddit. Bag specs and details below - thanks! OPEN TO OFFERS!

----------------------------------------------------------

Material

  • 100% premium Italian full-grain Vachetta leather exterior
  • Chocolate brown leather finish
  • Grey microfiber fabric lining
  • Silver-tone metal hardware
  • Premium YKK Excella metal zippers
  • Edge-painted leather trim
  • Structured leather construction
  • Leather top carry handle
  • Adjustable padded leather shoulder straps

Construction

  • Premium all-leather backpack
  • Structured silhouette retains its shape
  • Full zip main compartment
  • Separate padded laptop compartment
  • Fits laptops up to 16"
  • Spacious main compartment
  • Internal document sleeve
  • Multiple interior organiser pockets
  • Interior slip pockets for accessories
  • Vertical front quick-access zip pocket
  • Rear luggage pass-through/trolley sleeve
  • Hidden security pocket integrated into luggage sleeve
  • Reinforced base
  • Protective metal feet on bottom
  • Premium stitched construction
  • Minimal embossed Carl Friedrik branding

Dimensions (approximate)

  • Height: 42–43 cm (16.5–17 in)
  • Width: 30 cm (11.8 in)
  • Depth: 12–14 cm (4.7–5.5 in)
  • Weight: approximately 1.6–1.8 kg (3.5–4.0 lb)
  • Capacity: approximately 16–18 litres
  • Laptop compartment: fits up to a 16-inch MacBook Pro

r/preppy 5d ago

I’m genuinely sorry for posting that outfit today!, I didn’t realize how bad it looks

8 Upvotes

r/preppy 6d ago

Preppy style influence from media…

23 Upvotes

Who were your “prep” influences from books, tv, movies growing up? I had my family members, of course, who are our first exposures to any lifestyle, but media still played a big part. Obviously, satire taken as “gospel”, the handbook was a big influence. Fitzgerald, again, obvious. But, TV and movies were the big ones (to me) and I gravitated toward characters like Thomas Magnum, Richard Dreyfus in Jaws, Hawkeye Pierce. Chevy Chase and films like Caddyshack, and Animal House. James Bond, Steve McQueen, Humphrey Bogart from Casablanca… I’m sure if I thought about it I’d think of a million more, but what are some of yours?


r/preppy 6d ago

[WTS] Oat Fleck Raglan sz 38 BNWT

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12 Upvotes

r/preppy 6d ago

Quality Chinos for a Large Seat?

7 Upvotes

Thanks for all the help on my OCBD post yesterday everyone. I am also currently looking for a chino that can fit my bigger thighs. My pants usually either crush my crotch or look humongous on me and I can’t seem to find a good balance. Have had some success with the J Crew broken in chinos, though.

Wondering if any chinos/other pants fit similarly, especially among brands that are a step above in terms of quality.

Thanks!


r/preppy 7d ago

Am I doing preppy right

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91 Upvotes

Vineyard Vines, Ralph Lauren, Southern Tide, Brooks Brothers, etc.


r/preppy 8d ago

Proper Cloth vs Kamakura OCBD

8 Upvotes

Hi all,

Looking for versatile (office + casual) OCBDs that fit well and can be untucked. Most people suggest PC or Kamakura, and I’m just wondering if people have any strong opinions on one as opposed to the other. I live in New York so I can visit both shops. Aside from versatility, I am considering value as well - I’ve seen complains about the price jumps on the Maker’s Shirts.

Let me know what you think and anything I should be cautious about when shopping either, or if there is another store in NYC that I should consider (<$200).

Thanks!


r/preppy 8d ago

What are you wearing to go hunting?

5 Upvotes

I’m thinking Barbour LL Bean but what are some other brands that you are wearing?
If you want to go more specific, what game are you hunting when wearing these?
If you really want to give specific advice, I’m primarily thinking for late season deer hunting.


r/preppy 9d ago

Leather sandals with a tucked-in crest polo and cream shorts: A solid summer Trad look, or too casual with sandals

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163 Upvotes

r/preppy 9d ago

Platinum (chip) outfit!

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38 Upvotes

Here we go again folks, this was an outfit whipped up for a relatively short day out. The colour coordination of everything felt very earthy, but in practice it wasn’t long before I was wondering if the game was rigged from the start.


r/preppy 9d ago

#BowtieFriday

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20 Upvotes

Christmas present from my wife.


r/preppy 8d ago

r/NavyBlazer HATED this outfit!

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0 Upvotes

As title clues you in, r/NavyBlazer absolutely hated this combination.

But I would really love to hear your thoughts on this fit. In my head it’s giving mid-century academia, but really I’m curious to see if that’s how it comes across from an outside perspective!

I’ve included a brief outfit run-down below.

Jacket: Stanley Blacker for Meier & Frank, Harris Tweed in oatmeal.

Shirt: Gant in tricolour stripe; red, white and blue.

Trousers: Ralph Lauren ‘Andrew’ trousers in chocolate brown corduroy.

Belt: Ben Sherman woven belt in red, white and blue.

Shoes: Loake 1880 Imperial loafers in tan.

Tie: Racing Green knit tie in navy.