The most common and most likely answer to this crossword clue is the 3 plus 3 plus 4 plus 1 plus 2 letter word HIT THE SACK - DD
H
I
T
T
H
E
S
A
C
K
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D
D
Buddy explains!
The straight part
We know that "Retire/start drinking wine" is the straight/definition part of the clue. The straight part is often a synonym or definition, in this case retire/start drinking wine = hit the sack - dd.The cryptic/wordplay part
In cryptic crossword there's often an wordplay/cryptic part as well.This part involves a more complex hint, such as an anagram, homophone, hidden word, etc.
Sadly, We don't have an explanation for this specific crossword clue yet.