Charles Daugherty was Mistress of the Con -- even though he's a mister
Really, the stubble on that chunky female cheerleader should have been the first clue. But instead, notorious Colorado con man Charles Daugherty, who went by "Cheyen Weatherly" when he posed as a Colorado Springs high-school cutie, would go through many more identities and many more mysterious chapters before his story finally played out, as revealed in Mistress of the Con, a new book on the notorious crook.
Charles as Cheyen.
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.
But the shenanigans didn't stop there. In 1995, Daugherty re-emerged as Shannon Ireland, the alleged half-sister of supermodel Kathy Ireland. He made the most of this character, creating a "Dream Team" of fashion mavens who thought they were working for a professional model and photography studio.
Daugherty has had eight known aliases, many of which were linked with celebrities; he also pretended to be Shannon Trump, the niece of Donald Trump.
Westword has written about him numerous times, including Harrison Fletcher's June 8, 2000, cover story, "The Broad Was a Fraud."
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.