Cryptic crossword clue
Lad initially given prison sentence for lark, perhaps 8

The most common and most likely answer to this crossword clue is the 8 letter word SONGBIRD

I've seen this crossword clue in Financial Times
S
O
N
G
B
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R
D

Buddy explains!

The straight part
We know that "lark, perhaps" is the straight/definition part of the clue. The straight part is often a synonym or definition, in this case lark, perhaps = songbird.
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 SONGBIRD mean?

SONGBIRD noun
  1. A bird having a melodious song or call.

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