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Flies of the Colocasiomyia toshiokai species group depend exclusively on inflorescences/infructescences of the aroid tribe Homalomeneae. The taxonomy and reproductive biology of this group is reviewed on the basis of data and samples collected from Southeast Asia. The species boundaries are determined by combining morphological analyses and molecular species delimitation based on sequences of the mitochondrial COI (cytochrome c oxidase subunit I) gene. For the phylogenetic classification within this species group, a cladistic analysis of all the member species is conducted based on 29 parsimony-informative, morphological characters. As a result, six species are recognised within the toshiokai group, including one new species, viz. C. toshiokai, C. xanthogaster, C. nigricauda, C. erythrocephala, C. heterodonta and C. rostrata sp. n. Various host plants are utilised by these species in different combinations at different localities: Some host plants are monopolized by a single species, while others are shared by two or three species. C. xanthogaster and C. heterodonta cohabit on the same host plant in West Java, breeding on spatially different parts of the spadix. There is a close synchrony between flower-visiting behaviour of flies and flowering events of host plants, which indicate an intimate pollination mutualism.