Con Man:
Anti. – Joseph Leff

Concord grape
A fruit defeated in battle

Concourse
(1) A class that teaches how to become a successful criminal.
(2) Where prisoners play golf. – Joseph Leff

Concrete:
A jailbird on a Grecian island. – Joseph Leff

Conduct:
An air vent in a gaol. – Joseph Leff

Conductor
The musician most likely to get struck by lightning.

Conference
(1) A meeting of the bored
(2) A meeting at which people talk about what they should be doing.

Confidence
What you start off with before you completely understand the situation.

Confirm
A Mafia-run business organization.

Congressional Record
The U.S. Senate’s latest disk.

Conjugal:
An imprisoned Jewsih woman. – Joseph Leff

Conscience
That small voice that makes you feel even smaller.

Conservation of Mass:
Preservation of a church service. – Joseph Leff

Conservatory:
To preserve a British politician. – Joseph Leff

Consistent:
A tepee for a prisoner’s sister. – Joseph Leff

Console:
The inner spirit of a jailbird. – Joseph Leff

Consolidate:
An appointment to play computer games. – Joseph Leff

Conspiracy:
(1) A swindler’s plagiarism. 
(2) Opiate of the asses. – Joseph Leff

Conspire:
(1) Anti church steeples. 
(2) Used to burn a felon’s corpse. – Joseph Leff

Constable:
Used to house prison horses. – Joseph Leff

Construction Workers’ Union:
A building bloc. – Joseph Leff

Contest to Steal Cattle:
A rustling match. – Joseph Leff

Context:
A manual for ships’ helmsmen. – Joseph Leff

Contingent:
Dorothy’s metallic friend is a jailbird. – Joseph Leff

Contraband:
A group of nicaraguan guerillas who play music. – Joseph Leff

Contract With Saint Nick:
Where you can find a Santa clause. – Joseph Leff

Controversy
A collision between two trains of thought.

Conundrum:
A prisoner on a percussion instrument. – Joseph Leff

Converse:
Prison poetry. – Joseph Leff

Cook
Someone at home on the range.