Accessorize

Part of the preppy ethos is adding a bit of fun to ordinarily plain dress. As such, we have emblematic ties embroidered with fish or whales or birds or whathaveyou, belts with needlepoint style inlays of animals or golf clubs or sailboats, etc, and eye-catching patterns like madras or patchwork. I should warn you however, there exists a rabbit hole which one dives into when you start exhibiting these, and it gets pretty bad once you go deep enough. Regardless, here are some of the items I've got which fit the description.

Here are three of such ties, and another preppy essential, the surcingle belt. The far left is a Land's End Canvas, then Club Room, and finally one from Leather Man Ltd. They were all purchased for less than $20 each however belts can become very expensive in some instances. D-ring belts are equally desirable and slightly more casual. I have several of these as well and you can often find them at an affordable price. While it is rare(r) to find high quality (fitting) belts at thrift stores, I recommend looking to the following places 

Leather Man Ltd.
Land's End (Frequent sales put these in the affordable range)
Custom Belts from Dann (Waay too many options)

Only when on sale:
Vineyard Vines
Brooks Brothers

More canvas belts (D-ring and surcingle, and one of woven leather.

At ~$1 a pop, you can't go wrong when thrifting emblematics

Ties in particular can get very wacky... but sometimes that is precisely the goal!

I will write a more in-depth post about Go To Hell style, which some of these items borderline, but at least a couple canvas belts are a requirement in every prep wardrobe. Depending on how many funny looks you like, some of these items should probably not be worn before memorial day, at least in the North. Another reason I can't wait till summer!