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Sick in the Head Con Artist
Mistress of the Con, a new book on the notorious crook Charles Daugherty.
The book delves into the fantasy-filled life of Daugherty, who started on his cross-dressing spree in 1984 when, at the age of twenty, he pretended to be an Air Force Academy student and stole a car from a Colorado Springs dealership.
His best-known caper came six years later, when he enrolled at a Colorado Springs high school under the pseudonym Cheyen Weatherly, pretending to be a seventeen-year-old transfer student from Greece. He played the part of a teenage girl so well that he even joined the cheerleading squad; it was only after stubble began to appear on his face that people questioned his identity. Daugherty was later arrested and sentenced to two years’ probation, during which time he told then talk-show host Sally Jessy Raphael that he suffered from multiple-personality disorder and had been molested as a child.
Finally in 2008, Daugherty pleaded guilty to three counts of felony theft and a felony charge of criminal impersonation. He was sentenced to five years in prison, five years of mandatory parole, ten years’ probation and 600 hours of community service. Daugherty served much of his sentence under house arrest and currently lives in Colorado Springs with his father.
Jay Soulia, Daugherty’s former bodyguard turned private investigator, provided background information for the book, examining over 1,000 pages of police records and jail logs.
“In my opinion, it’s almost retribution to all of the victims,” Soulia says. “It shows his mentality and how he operated and what a crook he really is. Most victims will not come forward, simply because it’s embarrassing, and that’s what he counted on.”
Soulia is still impressed with the illusion that Daugherty was able to create. “The strange thing is not the female he pretends to be, because she wasn’t particularly good-looking, but how he sucks you into the game, with a deep breathy voice,etc.,” he says. “He would have made a great actor.”
Soulia experienced Daugherty’s tricks first-hand: “On my birthday he told me to close my eyes and went for my zipper. That shows what he does… He’s a good con man.”
And Soulia isn’t convinced that Daugherty is done with cons.





Alxandro
July 9th, 2012
Hey, it’s Diamond David Lee Roth in drag.
Menderman
July 9th, 2012
A con man we know plans to write a book about his life as a lying thief…is that the ultimate con? Getting wealthy talking about how you cheated people for your entire life to get then to willingly give you money…a sucker is born every minute..
Does the cross dressing pole smoker get proceeds from this book?
mkultra
July 9th, 2012
Two thoughts: LMAO and BARF.
Unneutral
July 9th, 2012
It’s a classic example for using preventative measures during sexual activities.
Chieftain
July 9th, 2012
“When the going gets weird, the weird turn pro.”
Hunter S. Thompson
jclady
July 9th, 2012
@Menderman — Yep. A con man thrives on sucking in their victims. If they can make money in the process, all the better in their mind.
And potential victims must be aware that the con may take on a new identity while promoting their book and regret under their true identity.
Sturge
July 9th, 2012
“On my birthday he told me to close my eyes and went for my zipper. …He’s a good con man.”
If, on your birthday, I told you to close your eyes and punched you in the face, would that make me a good boxer?