CHEVY CHASER HISTORY
Lexington’s Most Colorful Characters
by Jamie Millard
March 31, 2010
With the death of Louis “Shoeshine” Cobb this past November, Lexington lost its latest in a string of colorful characters that stretches unbroken to the community’s founding days in the late 1700s. 
Certainly, anyone who takes on a wildcat (of the four-footed kind) with his bare hands must be quite a character. Thus, one John McKinney qualifies as the town’s first such type (and its first school teacher), as in early June 1783 he was attacked by a strangely behaving cat inside the one-room schoolhouse on the site of today’s Lexington History Museum. As the cat’s claws dug into his torso, its teeth deep in his shoulder, the commotion from the fight convinced the other settlers of an American Indian attack. Finally, McKinney got the upper hand and choked the cat to death. After being bandaged, McKinney called his class to order and resumed their instruction for the day. Understandably, shortly thereafter, McKinney left teaching to take up farming in Bourbon County, helped write the state’s first constitution, and was elected to the first legislature.
William “King” Solomon is also counted among the town’s earliest characters. Reputedly the scion of a wealthy Virginia family, he migrated to Lexington and took up residence – as the town drunk. One day, while inebriated, he climbed a tree, only to fall and land on a constable. Promptly arrested, Solomon was auctioned to pay his fine and debts. Bought for the sum of 50 cents by a free black woman known as Aunt Charlotte (for which the East End’s Charlotte Court is named), he was essentially enslaved – a white man to a black woman. Solomon’s lasting fame stems from the 1833 cholera epidemic. Because he drank whiskey, not water (or so the story goes), he was impervious to the water-born germs in polluted wells. As even the grave diggers fled for safe haven, Solomon calmly stayed behind to bury the dead at the Old Episcopal Burying Ground on Third Street at today’s Elm Tree Lane. Upon his death in 1854, Solomon was buried in the new Lexington Cemetery, and a statue declaring him a “hero” was erected at the gravesite. (Footnote to history: Solomon was not the only person digging graves. Two others worked with him: London Ferrell, a free black who is the only non-white buried in that graveyard, and a young U.S. Army Lieutenant Jefferson I. Davis, graduate of Transylvania University and later president of the Confederacy.)
After the War Between the States, former soldiers on both sides returned to their communities to live out their lives with memories of heroic wartime adventures. For years, Col. O.F. Redd, CSA, celebrated his exploits by leading the town’s many parades high on his cavalry steed. Sometimes, he would swoop a watching youngster up on his saddle where she had a bird’s eye view of the parade route. At the terminus of the parade, he would always remove his hat with a grand gesture, stand in the stirrups, and let out a blood-curdling Rebel Yell.
Of course, regular readers of the Chevy Chaser and its sister publications are familiar with the visage, if not the story, of the dog known as Smiley Pete. For 11 years, Pete, a mixed breed with an apparently fixed grin, was a fixture at the corner of Main and Lime, holding court outside Hart’s Drugstore. Nearby merchants saw to his nutritional needs.When the regular rabies outbreak occurred, Smiley Pete took up residence at Del-Tor Veterinary until the crisis passed. In 1952, Pete sired his only documented litter. But his loose living caught up with him, and he died on June 17, 1957. A plaque is in the sidewalk at “his” corner, and he is buried near the old Fairlawn mansion on North Broadway, where the marker reads: “Pete/Our Dog/A Friend to All/A Friend of All.”
Lexington’s colorful characters have been such to prompt newspaper editorials. The Lexington Leader of April 5, 1965, pays tribute to no less than five individuals whose antics entertained the community, if not the police department. Lost John wore a top hat and tails, strolling around downtown and the UK campus, playing the harmonica. Evidently, he came into a few hundred dollars, which he splurged on a motor scooter, extending the speed and range of his wanderings. Eddie Young was banned from Main Street after he suggested how an inquiring woman could “catch a streetcar.” Pete McGarvey, whose residence was listed as the Workhouse on Bolivar Street, spent his non-jail time preaching to whomever would listen from his perch on Cheapside “while he got himself in shape to go back to jail.” Walkin’ Munn Wilson was a perennial candidate for political office who would “preach politics and brimstone” until led away by the police. And there was a certain Mrs. Littleton who took Lexington society by storm – until a police detective recognized her as a former resident of The Hill (the city’s red light district).
No accounting of Lexington’s colorful characters would be complete without mention of James “Sweet Evening Breeze” Herndon. Known as “Sweet Evening” or just “Sweets” (and rarely called or even known by his given name), Herndon was born in 1889 in Scott County. Allegedly, the youngest of eight children was taken to Good Samaritan Hospital for treatment of an eye injury – and abandoned. Miss Lake Johnson, the administrator, took a liking to him and provided living space at the hospital. He paid for his room by running errands for the hospital and playing ukulele for patients. In time, he trained as an orderly, and earned a reputation for his skills of tenderly turning the bedridden. He also earned a reputation as the city’s first cross-dresser. Many a Saturday evening found Sweets dressed in feminine finery, wearing makeup and sporting a handbag while he strolled downtown streets. Many legendary tales are told about Sweets, perhaps the most memorable being when he was lowered in a basket from the Woodland Auditorium ceiling to perform the “Passion Dance of the Bongo Bongoes.” Sweets died Dec. 16, 1983, and is said to have donated a hefty sum to Pleasant Green Baptist Church, of which he was a longtime member.
Now that “Shoeshine” has joined the pantheon of Lexington’s colorful characters, who stands ready to take up the mantel?
The Lexington History Museum is currently developing an exhibit based on the lives of many of these colorful characters. We would like your input. If you feel that we have omitted any treaured Lexington character, please letus know.
On September 30, 1902, James Jouett, who served in the Mexican-American War and Civil War, passed away in his Maryland home. Jouett was born February 7, 1826, near Lexington, Kentucky, the son of portrait artist Matthew Harris Jouett and grandson of Revolutionary War hero Jack Jouett, whose home is located in Woodford County.
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