Brassica as Chinese shijing was mentioned in Ancient Indian texts, viz. Upanishads and Brahmanas around 1500 BCE. Around 3000 BCE, Chinese texts were evident in their documentation describing the diversity of Brassica species. It is also described by Linnaeus in 1735 in Species Plantarum, indicating its significant contribution to the Kingdom Plantae. He discussed various species of Brassica such as coles, rapes, cabbages, and mustards. Brassica offers a variety of its forms as food, even its leaves and fruits are eaten fresh, processed or cooked as food, as fodder, and feed. The journey of Brassica is fascinating, witnessing stable hybrids raised from crossing diverse genotypes and intermating populations. In its breeding journey, Brassica has undergone hybridization, selection, genetic gain and loss, speciation, genome duplication, as well as polyploidization many times. Most renowned scientists, namely Aristotle, Olumella, Pliny, Confucius, Linnaeus, Otto Eugen, Schultz, and Korean Botanist Woo-Jang-Choon (Popularly known in scientific texts as Nagaharu U), enlightened evolution and origin of Brassica species ahead of their times. This chapter summarizes major reports and evolutionary pathways of Brassica species and its known wild relatives in a figurative way to understand.