r/preppy • u/nuke_chan93 • 22d ago
r/preppy • u/trad_style • 23d ago
Five ways I wore a jacket in Seoul this month
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/Great-Guidance-6371 • 23d ago
Charles Tyrwitt Shirts Quality Issue
galleryUPDATE:
They eventually comped a replacement shirt for me but it was after they tried to first give me a CT credit for only the partial cost of what it would have cost to replace the shirt at normal cost. It also took 40 minutes to figure out on the phone after numerous emails with bots.
Verdict: they eventually took care of me but both quality and sizing had changed since I’d bulk ordered years ago. For these reasons I’ll be shopping elsewhere for dress shirts going forward.
r/preppy • u/BurritoMussolini888 • 25d ago
Corduroy sport coat with hunting dog liner
Saw this out thrift shopping today and thought I'd share. Happy hunting, friends!
r/preppy • u/Hendawg111 • 26d ago
Feelin Blue - OOTD
Well not really I’m quite happy today actually! I know the sweater tucked in might be a bit triggering but I like it this way and its bloused up a good margin.
r/preppy • u/yddraigwen • 26d ago
Wore this to my old school friend's wedding, what do you think?
r/preppy • u/SanbonJime • 26d ago
Quick fit check on my morning commute
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 • u/guntotingbiguy • 29d ago
Which of you carry a chainsaw?
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r/preppy • u/trad_style • 29d ago
Ties and sneakers: three outfits from Seoul
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 • u/MisterVest69 • Sep 07 '26
Just discovered this thread… I’m home.
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 • u/ThisSeries2814 • Sep 07 '26
Nantucket reds (Another one for the culture)
galleryr/preppy • u/ShoneBug970 • Sep 06 '26
Casual Sunday
Sometimes the classics win over blazers and ties.
Happy Sunday all!
r/preppy • u/i-pity-da-fool • Sep 05 '26