In old English "sore" could be used as an adverb meaning "severely" (and perhaps extremely"?) as in "they were sore afraid", so perhaps double definition .
I think the answer to 14d is DOLE [anagram of old and e from extremely.
Chambers says DOLE:- pain or grief [archaic and dialect] Latin from Dolere to feel
pain.
I wondered about DOLE as well cupid, but rejected it as there is no anagram indicator, and I had difficulty in equating "extremely" with "e" - but you may well be right if it is a simple descriptive clue.
I'll go for "dole" which was also on my list of possibilities.The last explanation seems almost plausible - thanks! I'm off to catch the 1730 local collection.