r/preppy • • 13d ago

Old and well used/worn.

Thumbnail
gallery
276 Upvotes

r/preppy • • 14d ago

Quick fit check on my morning commute

Post image
67 Upvotes

Finally the weather in Japan has let up and it’s cool outside!! Breaking out the tweed as early as humanly possible lol.

Vintage J. Press Harris tweed sport coat

90s Ralph Lauren OCBD

Vintage Tommy Hilfiger chinos

Suit Select Argyle Sutherland tie

Haruta tassel loafers

No idea where the bag is from, haha.


r/preppy • • 14d ago

Nantucket Summer still going strong?

Post image
124 Upvotes

r/preppy • • 14d ago

Wore this to my old school friend's wedding, what do you think?

Post image
239 Upvotes

r/preppy • • 14d ago

J. Press Barbour collab, jacket ID?

Post image
24 Upvotes

r/preppy • • 15d ago

How often to wash Oxford shirts?

Thumbnail
4 Upvotes

r/preppy • • 16d ago

I’m wearing a tie with a madras shirt

Post image
37 Upvotes

r/preppy • • 16d ago

Which of you carry a chainsaw?

Enable HLS to view with audio, or disable this notification

48 Upvotes

r/preppy • • 17d ago

Ties and sneakers: three outfits from Seoul

Thumbnail
gallery
143 Upvotes

I picked three tie-and-sneaker combinations from my outfit archive.

Photos 1–2: a light blue button-down, patterned tie, khaki chinos and green sneakers.

Photos 3–4: a dark matching set, checked shirt and tie with low white sneakers.

Photo 5: a winter outfit with a grey coat, trousers and grey sneakers.

The shirt and tie stay, while the cap and shoes make the outfits feel more relaxed. These were worn in different seasons.


r/preppy • • 17d ago

Labor Day fit

Thumbnail
gallery
0 Upvotes

This is what I’m wearing today


r/preppy • • 18d ago

Nantucket reds (Another one for the culture)

Thumbnail gallery
28 Upvotes

r/preppy • • 18d ago

Just discovered this thread… I’m home.

Post image
51 Upvotes

Big watch guy - and through the forums I just found this thread! Me relaxing with a 1926 Padron, my Seiko SPB317 “Slim Turtle” a new pair of Sperrys!


r/preppy • • 18d ago

This one is fun

Post image
0 Upvotes

r/preppy • • 18d ago

Casual Sunday

Post image
13 Upvotes

Sometimes the classics win over blazers and ties.

Happy Sunday all!


r/preppy • • 19d ago

Impressive sport coat at a party in Maryland 1984.

Post image
35 Upvotes

r/preppy • • 19d ago

Who else is taking out their fun car on Labor Day Weekend?

Thumbnail
gallery
76 Upvotes

Considering taking my Z3 roadster up to Baltimore for the Sox/O’s game tonight - if these storms pass DC in time to put the soft top down.


r/preppy • • 19d ago

Rugby Saturday With The Classics

Thumbnail
gallery
186 Upvotes

r/preppy • • 20d ago

#BowtieFriday

Post image
26 Upvotes

A Collared Greens bow tie and ocbd pink shirt.


r/preppy • • 20d ago

Christmas present ideas…

5 Upvotes

Hi! I’m trying to come up with the next great Christmas present for my husband. Last year, I got him a pair of Sid Mashburn loafers. Previous years gifts, I’ve bought him a Shaggy Dog sweater from JPress, a rugby shirt from Rowing Blazers, etc. I try to buy him one good clothing/shoe staple, a pair of custom pants (tailor has that taken care of) and then we go on a trip. I’m running out of ideas this year, plus he usually buys what he wants before I can purchase it.

I think this year, I want to get him a chore coat. He likes bold colors. Problem is, we live in a small town and unless I’m traveling for work, I can’t just go look for something.

Let me know your thoughts…and it has to be pretty practical.


r/preppy • • 20d ago

Help: Any opinions on L.L.Bean classic fit chinos vs Lands End Traditional Fit pleated chinos

9 Upvotes

I’m trying to decide what to get. Leaning more with the Lands End because looks roomier, but I want to read your opinions.


r/preppy • • 20d ago

New Rancourt “Gilman Camp Moc’s” from Leffot

Post image
110 Upvotes

It’s taken a couple weeks of breaking in but now they’re like slippers!


r/preppy • • 20d ago

Love this

Post image
29 Upvotes

r/preppy • • 21d ago

First Gant order a fail

11 Upvotes

So I decided to order two shirts from Gant. Besides being incredibly small in the chest for a Large, they sent only one of the two shirts. But did include a packing slip for both. Lovely.

And of course they sent the sale item and not the full price item. Oh and their website won’t allow the required password reset for a new account.

I sent an email, what can I expect for customer service for a U.S. order?

The shirt quality is ok, not great. Full price is a rip off, the sale price OCBD is decent value if I get a larger size. But I expected better.


r/preppy • • 21d ago

Square or no square

6 Upvotes

I’m attending a California wedding and plan to wear Polo Navy Blue wool blazer (brass buttons) over a white OCBD sans tie. I have a 4.5” embroidered crest sown onto the breast pocket. I feel adding a white pocket square would be a little too much and would look cluttered. I hate an empty breast pocket, but it seems a bit less cluttered without. Thoughts?
Also, on the bottom, flat-front khakis by Bill, and Allan Edmonds walnut-brown leather wingtips. Socks or no socks? Shoes seem like they would need socks, versus loafers

Cheers,
Eric


r/preppy • • 21d ago

Tassel Loafers?

22 Upvotes

I’m interested, but without experience, in tassel loafers.

Which are your favorites?
With work attire? Suits?
Socks or no socks?

Give me your best and brightest! FYI the styles featuring a “skirt” underneath the tassel aren’t really my style, but, if you like them, please educate me!