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The "Lady" of the title is horse-farm owner Penelope Hollis (Ellen Drew), but during the first half of this film, bookie Marty Black (George Raft) only has eyes for Penelope's prize two-year-old. After losing his gambling joint, Marty finds himself with half ownership of the horse as his sole asset. He tries to persuade Penelope to continue racing the horse, but she will have none of this and packs the nag back to her Kentucky farm. Through Marty's persistence, the horse is entered in an important stake race, but in the process is "ridden out" and rendered useless. The enraged Penelope refuses to have anything to do with Marty again unless he changes his reckless ways-which of course he does. The best moment in The Lady's From Kentucky comes at the end, when supporting players Hugh Herbert ("Woo woo!") and ZaSu Pitts ("Oh, dear, oh, my") imitate each other's catch-phrases, a gag repeated the following year by Mae West and W.C. Fields in My Little Chickadee.