Across internally fertilising species, males transfer proteins in their ejaculate that trigger wide-ranging changes in female behaviour and physiology. Much theory has been developed to explore the drivers of ejaculate protein evolution. The accelerating availability of high-quality genomes now allows us to test how these proteins are evolving at fine taxonomic scales. Here, we use genomes from 199, mostly drosophilid, species to chart the evolutionary history of Sex Peptide (SP), a potent regulator of female post-mating responses. We infer that SP has followed markedly different evolutionary trajectories in different lineages. Outside of the Sophophora-Lordiphosa radiation, SP exists largely as a single-copy gene that has been independently lost in several lineages. In contrast, within the Sophophora-Lordiphosa radiation SP has repeatedly and independently duplicated. Up to seven copies, collectively displaying extensive variation in sequence, are present in some species. We use cross-species RNA-seq data to provide evidence that this lineage-specific burst in evolutionary activity did not follow a significant shift in the sex or tissue specificity of SP's expression. We also document considerable interspecific variation in accessory gland microcarriers that appears to be independent of SP presence or sequence. We end by showing that the mode of SP's evolution is decoupled from that of its receptor, SPR, in which we detect no evidence of correlated diversifying selection in its coding sequence. Collectively, our work describes the divergent evolutionary trajectories that an apparently novel drosophilid gene has followed in different branches of the phylogeny and finds a surprisingly weak coevolutionary signal between a supposedly sexually antagonistic protein and its receptor.