About to cut a prison stretch? (7)

I believe the answer is:

acreage

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'stretch?' is the definition.
The definition and answer can be both human attributes as well as being singular nouns.
Maybe there's a link between them I don't understand?

I don't understand the rest of the clue.

Can you help me to learn more?

(Other definitions for acreage that I've seen before include "expanse" , "Measure used by farmer" , "plot" , "Measure of land" , "Extent of ground" .)

I've seen this clue in The Sun.

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