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Answer:
CON
Possible Questions:
Swindle
Fool
Take in
Against
Trick
Opposed
Deceive
Peruse
Dupe
Opposed to
Hoodwink
Debate side
Bamboozle
Cheat
Oppositionist
Study
Fleece
Sting
Flimflam
Not pro
Pro's opposite
Hornswoggle
Put one over on
Take
Record holder?
Scam
One opposed
Swindler
Ruse
Opposing
Shell game
Pro's foe
Pen filler
Jailbird
Artful dodge
Debate position
Take for a ride
Pen pal?
Kind of artist
Prisoner
Grifter's game
Bilk
Anti
Rook
Kind of game
One with a record
Nay sayer
Pull a fast one on
One side of an issue
Yardbird
One side of a debate
Put something over on
Inmate
He's no pro
Pull a fast one
Dead against
Felon
Voting "nay"
Sentence server
Pro's opponent
Pen resident
Pen inhabitant
Opposite of pro
Not supporting
Three-card monte, e.g.
Snooker
Slammer occupant
Sentence finisher?
Pro and __
One in a pen
One doing time
Note header
Nonpro?
Negative aspect
Game that stings
Disadvantage
Bunco
Trick out of money
Pro's partner
Prison inmate
Pen filler?
One in the clink
Chili ___ carne
Cell resident
Bunco game
Big house resident
Argument side
Antipathetic one
Take for a ride, e.g.
Sting action
Start of a Tennessee Williams title
Spanish Prisoner or pigeon drop
Sing Sing inhabitant
Pro partner
Pro challenger
Pokey person
Pen denizen
Little man in the big house?
It may be consolidated
Game antecedent?
Four flush
Felonious ''artist''
Debate position and half of this puzzle's theme
Chili __ carne
Cell user
Big house man or woman
Bad kind of artist
Anti body?
___ artist (swindler)
__ game
Word before artist
With: Spanish
With: It.
Type of game or man
Trite header
Timekeeper?
Time server
Temporary beginner
Swindler's setup
Specialty of some artists
Shell game, maybe
She may never turn pro
Scan or scam
Reason not to do something
Reason against
Pull a scam on
Pro's antithesis
Preposition in musical directions
Prefix with firm and form
Pokey resident
Pokey man?
Persuade by trickery
Penitentiary occupant, briefly
Pen prisoner
Pamplona preposition
One voting "nay"
One kept in the cooler?
One kept in the cooler
One in the jug
One in the cooler
One in stir
One found in a pen
Negative debate side
Man with a sentence
Make a study of
Lifer, say
Lifer
Large meeting, briefly
Jailer's charge
Jail cell resident
Inmate's pen pal
Hoosegow resident
He may go stir crazy
Grifter
Get, so to speak
Game whose outcome is predetermined
Expo event, briefly
Exercise-yard denizen
Ex prisoner
Emulate Peter Funk
Devious setup
Cooler guy
Cooler denizen
Clink denizen
Character in Monopoly's "Jail" space
Cellblock sojourner
Cell sojourner
Cell inhabitant
Caller on a cell phone?
Café ___ leche
Bunko game
Bunco artist's scheme
Before trite
Attica insider?
Attica insider
Arroz __ pollo
Argument against a course of action
Antipathetic side
Annual meeting, for short
Allegro __ brio
"___ Air"
_____ amore (with love)
___ amore