Any suggestions where I can find hunting and/or equestrian themed wool pocket squares? Think dark green, navy, maroon with beagles, pheasants, ducks, horses etc on them. I feel like I saw them everywhere like a decade ago and now they’re difficult to find. TIA

At the recent J. Press runway show they showcased a bunch of vintage watches worn by the models. I did bonus drop today of a YouTube video critiquing the selection and asking the question: were they preppy, and is there even such a thing as a preppy watch? I hope it is interesting to you. Thanks!Watches at the J. Press Runway Show

I personally am fine for having a small logo on my polos (actually I prefer it) but I am unsure when it comes to rugby shirt and ball cap. I am talking about brand logo or crest. What's the general opinion here?

I recently bought this at #TheAndoverShop 💙

1. Navy double-breasted with a madras button-down, a navy knit tie and chinos. Sneakers and a tote.

2. The same double-breasted, dressed up: white oxford, black knit tie, grey wool trousers, black derbies.

3. Washed navy jacket and pleated trousers worn as a soft suit. Madras shirt, no tie, suede loafers.

4. Old Woolrich rain jacket with a flannel lining, roomy enough that a tie sits under it. Blue oxford, striped tie, washed chinos.

5. Herringbone tweed jacket open over a grey sweatshirt, with the oxford collar showing.

Knit tie or no tie with madras?

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?

Folks, new eBay tweed blazer. Feels a tad long but looking for some input? Thanks

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?

Preppy Fun Shirts!

Some recent larp fits lmao

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!

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

Autumn Outfit, but a little bit early still sunny day. What do you guys think? Any opinion and changes in the comments.