Hi Ginger,
As JimB, my main thinking man, appears to have given up the ghost on No. 94, I'll tell you what I think the answer is and why. At no time does the clue specifically mention hats, caps or the like, it only says headgear. And you know, God knows I've said it enough times, that I have a problem with "extremes" regarding south/west etc. Well, I think the answer is "sideboards". Items of headgear? One on each side of the face? There actually is a Shakespeare sideboard which was carved by a Victorian woodcarver called Gerrard Robinson who was famous in that era for carving sideboards etc. He carved the most famous sideboard in the world, the Chevy Chase sideboard among others. The Shakespeare sideboard has a carving of Willy at the top, you'll find it on Google if you look for it. There actually is a Shakespeare sideboard in the Shipley Art Museum, Gerrard Robinson was fropm Newcastle-on-Tyne. Anyway, that's my answer and now I'll get back to the dreaded No. 19.