This work tells a story about image compression algorithms. “DCT” stands for “Discrete Cosine Transform,” a core component of image compression algorithm such as JPEG. “SYPHONING” comes from the name of the open source software “Syphon,” here used as a verb meaning to translate data from one image compression format directly to another. Anthropomorphized DCT Senior takes Junior, who just completed his 1,000,000th test run, on his first SYPHON trip. Starting from the familiar territory of legible images, they move into other realms dominated by images in other formats. Senior narrates their quest in detail: how Junior became disinterested in images from old compression techniques, or how he became confused when he encountered incomprehensible images from new techniques. This work offers a novel and humorous perspective on technology.