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The Three Stooges (Moe, Larry, and Curly), are tramps in this two-reel comedy directed by Jules White. The boys come to the assistance of the Widow Jenkins (Eva McKenzie), who has just been cheated out of her land by a couple of swindlers (Dick Curtis and Richard Fiske). Attempting to fix the woman's well, the Stooges instead unleash an oil geyser. They manage to retrieve the deed to the land and are allowed to marry the now wealthy Widow Jenkins' daughters, April (Linda Winters), May (Lorna Gray), and June (Dorothy Moore). Starlets Winters and Gray later gained some notoriety under different names. Miss Winters became Dorothy Comingore and played Susan Alexander, the tragically untalented singer in Citizen Kane (1941). Miss Gray later signed with Republic Pictures and played Western heroines as Adrian Booth. Footage from Oily to Bed, Oily to Rise ended up in the similar Oil's Well that Ends Well (1958).