How might homosexual orientation have evolved and been maintained? Several adaptationist explanations have been examined in attempt to reconcile the presence of same-sex sexual behaviors with traditional selection-based theory, showing little empirical support. The current paper presents a novel adaptationist explanation for the evolution and maintenance of same-sex sexual behaviors in males, both between- and within-species, related to the evolution of anisogamy. Under conditions of isogamy, sexual reproduction occurs between individuals with gametes of similar morphology. With the evolution of anisogamy came greater specificity on the types of individuals that would produce offspring when mated with (i.e. those with opposing gamete sizes). It is suggested that with this evolutionary change, a specified psychological adaptation orienting individuals primarily towards mating partners with newly opposing gamete sizes was then selected for. It is thus hypothesized that sexual orientation will vary along the anisogamy-isogamy continuum, with homosexual orientation being associated with closer approximations towards isogamy. This hypothesis leads to two specific predictions. First, in comparisons between species, the presence of same-sex sexual behaviors will be more likely to occur as sperm to egg ratios approach 1:1. Second, in comparisons within species, those individuals with greater sperm lengths will be more likely to exhibit same-sex sexual behaviors than those with lesser sperm lengths. Examination of the present hypothesis stands to greatly increase our knowledge of the selective forces shaping both biological and psychological evolution.