A couple of thoughts for you.....
Don't become a GS clone....there's a lot of fashion trends that go on, and some are because the kit is really good, but assess each bit individually and don't just get it 'cos so many other GSers are wearing it
1) Consider summer gloves and muffs for winter riding...personally I hate winter gloves and their lack of feel and the way the lining pulls out if you put them on with damp hands....Muffs may not look good but with the superb heated grips on a GS, they're al you need even in sub-zero temps.
2) Layers are your friend.
3) you can get a home-made heated garment kit that you can put into any garment and concentrate the heat where YOU want it....there have been some threads on this and as well as being very cheap, you end up with a bit of kit that's probably better, and more suitable to you personally, than any commercial heated kit.
4) Try several helmets and walk around the shop with them on for at least half an hour....it's generally considered that you either have an Arai shaped head or a Shoei shaped head
Ps try them one at a time
5) look up each item on the search button at the top of the page and do a LOT of reading......make a mistake on a helmet and it's a lot of money wasted.
6) Think outside the box....Just 'cos so many people use the Arai Twat-X, it doesn't mean it's the only helmet...I've just started using a Givi X01 and it's a good lid that switches from summer use to winter use or jet style very easily for example
7) Consider what sort of riding you're really truly likely to be doing.......no point in spending a fortune on rugged off road suitable kit if you never go off road (spot the people wearing all the hard-core kit on their bikes that are fitted with street tyres and huggers and I laugh your arse off at them.....wtf is that about!!) Be honest with yourself on this.
8) Following on from 7, I don't believe there is any kit which 'does it all'.......The Aerostich Roadmaster for example is my favourite bit of riding kit EVER, but it's not suitable for any more than gentle off-roading.......my proper off road kit is also no good for longer rides, so consider what you actually need and buy appropriately
9) Watch the FS&W section like a hawk...there are some good buys there from time to time
So endeth the sermon