Since military fabric and tailoring is, first and foremost, function and protection over style, it's the most predominate and most enduring classic that never goes out of fashion.
Those military tailors never intended their rainproof fabrics and shoulder straps/epaulets to be stylish and timeless details in men's and unisex construction for outerwear but they're still there from the aviator jacket, above, to the classic trench coat.
What an unexpected detailing, the shoulder strap.
It's orginally meant to be a "shoulder belt" to hold and carry guns, swords, and backpacks. Now, it denotes a classic, reliable flair that both genders can wear for ages and now, can be used to keep your totes and purses in place.
The water-resistant and weather-proof nylon and treated cotton in heavy-duty weave are the foundation of any outerwear garment. They're the modern day shield against whipping winds, crunchy snow, and pounding rain.
Built to last.
Layering over existing clothes
Since functionality trumps over frivolity, there's way to layer existing garments without looking like a schlump.Take the cues from the British "Towne to Country" set and pair button-down, light-weight knitted vests over button-down shirts or even long-sleeved tees, all under a military jacket
for an effortless look for a whole lot less money.
Plaid is where it's at.
If you really want to go All-American Preppy, quit the stereotypical Eighties Preppy Handbook and dump the cliche Southern Plantation Owner in Stripes or in all white and go retro.
As in vintage Fifties Eisenhower Republican, again a "Mad Men" reference. Mainstream fifties men's sportswear meets Greaser-in plaid-only on one item-not head to toe or all-over.
It's, again, Fifties College Varsity "Big Man On Campus" sweater meets early twentieth-first hoodie that you can zip in and out with ease.
As long it's light-weight, not bulky knits or knots, and the jacket is cut and sewn along a princess seam for that English Tailored Look, not only are you warm. You'll appear you lost five pounds after the holidays.
That's how you really survive the foul elements. You look good doing it.