The most common and most likely answer to this crossword clue is the 8 letter word PUFFIEST
I've seen this crossword clue in The Times
P
U
F
F
I
E
S
T
Buddy explains!
The straight part
We know that "most windy" is the straight/definition part of the clue. The straight part is often a synonym or definition, in this case most windy = puffiest.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.
What does PUFFIEST mean?
PUFFIEST adjective- Swollen or inflated in shape, as if filled with air; pillow-like.
- Coming or exhaling in puffs.
- Speaking or writing in an exaggeratedly eloquent and self-important manner.