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If jail and prison are (at least nearly) synonymous, why does jailer refer to the captor, and prisoner refer to the captive?

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The short answer would be that jail may be used as a verb, but prison is verbed only in archaic poetry (imprison takes its place in ordinary modern speech). People may be jailed, but who ever says they are prisoned?

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That makes about halfway sense to me. But still - why then is "prisoner" a word at all? – Daniel δ Jul 3 '11 at 12:32
"jailer" is referring to 'a person who jails'. Jail is being used as verb. "prisoner" is 'a person who belongs to prison'. Prison is noun here. – Thursagen Jul 3 '11 at 21:09
@Danielδ - Other examples: pensioner (one who receives a pension), commoner (one who belongs to the commons)... probably a bunch of others, but my brain just ran dry. – MT_Head Jul 6 '12 at 20:01
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I see. So [noun]-er is someone who makes use of the [noun], and [verb]-er is someone who [verb]s. Makes complete sense to me now. It's just that it wasn't obvious that jail is a verb, especially when set side-by-side with prison. – Daniel δ Jul 6 '12 at 20:03

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