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Coues106, What a great question / topic to throw out there !
I would say it very much depends on what type of shooting / stalking you are going to be doing & I am looking first at the UK ......
Formal Driven Game
Read partridge, pheasant, woodcock, grouse - for early season partridge & grouse typically you would see a tweed shooting vest over a shirt & tie (yes tie!!) with plus 4s or 2s, woolen socks & either boots or brougues (stubbles) and a flat tweed cap or ball cap. As it gets wetter & colder the wellingtons come out & the shooting vest will be swapped for an often colourful sweater & a tweed jacket. Barbour jackets are also good!
Wildfowling
Read duck & geese on the marshes & estuaries. Here practicality takes over & its often waders over long woolen underwear, longsleeved tops with a thick woolen pullover, a waterproof shooting jacket & a woolen beanie & gloves & maybe a scarf plus a huge bag full of decoys, hot drinks & snacks for the labrador!
Rough Shooting
Read a small group of friends going out to shoot the hedges & boundaries. Here you are pretty much allowed to look like a homeless tramp - old ripped wellies, probably tweeds but with torn wax leggings over the top, an open collar shirt with a sweater with holes in the elbows & at the neck, an old, old torn & battered Barbour & a flat cap. You will carry a large game bag & have 1 or 2 spaniels or labs in tow.
Pigeon Shooting
Here its more often than not the green or brown long trousers, comfortable boots or hiking shoes, a green or dark shirt, a ball cap & ear defenders & yellow shooting glasses! Camo is often seen nowadays worn by the pigeon shooter!
Stalking
Traditionally, it would be tweeds, boots (Meindls), shirt & tie plus a cap or deer stalker if you want to go the whole hog. Nowadays, you often still see tweed breeks & more & more you see camo jackets. Most of the stalkers on the older estates will still go to work in full tweeds & usually the estate kits them out in estate tweeds every year or two. One of the perks of the package.
Down south chasing roe, muntjac, fallow & so on, it often tends to be dark green / brown trousers, wellingtons, shirts / tops & a camo or dark waterproof jacket. Practicality mixed with a bit of tradition.
And then you have Europe! But I will let others comment on that other than I am a great fan of Meinl Douvre Extreme boots & Le Chameau wellingtons. I purchased a pair of Le Chameau boots back in 2001 for DM 240,- at the time, I am still hunting & shooting in them today, mainly rough shoots to be fair, I have a newer pair for driven days
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