Day Dorothy's heartless friend caught short in bar (9)
I believe the answer is:
martinmas
'day' is the definition.
(Martinmas is an example)
'dorothy's heartless friend caught short in bar' is the wordplay.
I cannot really see how this works, but
'in' is present in the answer.
'bar' could be 't' (T-bar is a part of a ski lift) and 't' is present in the answer.
This may be the basis of the clue (or it may be nonsense).
Can you help me to learn more?
(Other definitions for martinmas that I've seen before include "Armistice Day" , "Scottish quarter day - November 11" , "one November day" , "Christian feast of 11 November" .)