The Wild West
The Oregon, Mormon & Old Spanish were famous these via which settlers from points east reached the West
Trails
A story from the early 1900s says, "Undoubtedly the grimmest part of" him "was his iron claw"
Captain Hook
3-letter term for the head of a Mafia family
Don
Special type of ink spies use for secret messages
Invisible ink
It's the 2-word slang term for the photograph taken of a suspect in custody
Mug shot
This man sold his first hat to a bullwhacker for $5 & later based his popular cowboy hats on it
Stetson
Let's raise a glass of branded rum to this captain, a Welsh buccaneer who somehow ended up as deputy governor of Jamaica in 1674
Captain Morgan
Mafia boss Joe Bonanno was unimaginatively nicknamed for these fruits
Bananas
These spies aren't tired; they function ordinarily in a population until activated for vital reasons at any time
Sleepers (sleeper agents)
Slang for "money", or to steal from locations left unprotected
Loot
She could hit a dime tossed into the air 90 feet away from her
Annie Oakley
Edward Teach braided this item that gave him his nickname; we're not sure why that scared people, but it did
His beard
The most powerful mob boss of his day, Charles Luciano became famous--make that infamous--under this nickname
Lucky (Luciano)
Some credit Francis Bacon with coining this term for an agent who burrows into a rival spy agency
Mole
To a criminal, this slang term can mean diamonds or to kill, so be specific when taking out a contract
Ice
Deadwood is in South Dakota; this other fatal-sounding town notorious for Old West gunfights is in Arizona
Tombstone
This last name of Anne, one of the few female pirates, is a Scottish word for "pretty"
Bonny
This film was based on the book "Wiseguy: Life in a Mafia Family"
Goodfellas
Also a word for "zero", it's a method spies use to disguise messages by shuffling letters around
Cipher
"Jostler" & "dip" are slang terms for this type of light-fingered thief
Pickpocket
In "Wild West Talk," the profession of a "sawbones"
A doctor
Stede Bonnet has been described as the only pirate who actually made his victims do this, to their death
Walk the plank
This New Jersey strip club was a place to hang out & discuss mafia business on "The Sopranos"
Bada Bing!
This "mortal" term refers to the prearranged location spies use to relay information without meeting
A dead drop
"A little grease for a big wheel in politics" is slang for one of these
Bribe