1) Needlepoint Belts
In my mind, these are still very much in style. Some classics remain.
2) Fringe Chaps
Yes, I still have mine. And I'll tell you a big secret. Fringe chaps last FOREVER. They never wear out if you take care of them and they are fabulous for riding in cold weather.
3) Paddock Boots
If you wear full chaps you need a pair or two of paddock boots. They also last a long time if you buy good ones (not Ariat). You can resole them, put new zippers in them and they will last you a decade. And comfort? Of course. Form follows function and a pair of good leather boots is still in style.
4) Barbour Jackets
Some of us still wear our "old" Barbour Jackets - the horror! Well, until someone comes up with a better jacket for cold, damp weather, that lasts 20+ years, I'll keep wearing mine. And these too will last you a few decades unlike today's wash, wear, fall apart clothing that is made in China and Vietnam. You get what you pay for.
Did I miss anything?