The most common and most likely answer to this crossword clue is the 10 letter word SHEPHERDED
I've seen this crossword clue in The Guardian
S
H
E
P
H
E
R
D
E
D
Buddy explains!
The straight part
We know that "Guided by a crooked man" is the straight/definition part of the clue. The straight part is often a synonym or definition, in this case guided by a crooked man = shepherded.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 SHEPHERDED mean?
SHEPHERDED verb- To watch over; to guide
- For a player to obstruct an opponent from getting to the ball, either when a teammate has it or is going for it, or if the ball is about to bounce through the goal or out of bounds.