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Background

Caressing was a dark bay or brown mare bred in Kentucky by Brereton C. Jones. She was from the first crop of foals sired by Honour and Glory, a Kentucky-bred stallion whose wins included the Breeders' Futurity Stakes and the Metropolitan Handicap. Honour and Glory was a male-line descendant of the Godolphin Arabian, unlike more than 95% of modern thoroughbreds, who trace their ancestry to the Darley Arabian. Caressing's dam Lovin Touch won four races and finished second in the Black-Eyed Susan Stakes in 1983.

Caressing was consigned to the Keeneland sale as a yearling in 1999 and bought for $180,000 by the bloodstock agent Mike Ryan on behalf of Carl Pollard. She was sent into training with the Churchill Downs-based veteran trainer David R. Vance who described the "smallish" filly as "a little on the ornery side. She's fairly easy to train, but don't make her do something she doesn't want to do". Vance had sent out the winners of over a thousand races in a 34-year training career and was based in Barn 48 on the Churchill Downs backstretch. The overwhelming majority of his wins had come in claiming races, but he had enjoyed some top-level success in the 1970s with Honky Star, a racemare who won the Monmouth Oaks and the Cotillion Handicap.

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