In ecological situations where interactions between two species are to their mutual benefit, traits are expected to evolve to maximise the value of the timing of their encounters. Plants that depend on animals for pollination vary in the longevity of their flowers and also in how the quality of the rewards they offer varies in flowers of different ages. However, costs of floral longevity are rarely studied. Using field experiments with Ficus semicordata, a SE Asian dioecious fig tree, we examined sexual differences in syconium ageing, how the reproductive success of the plant and its pollinator change with syconium age and whether these changes are reflected in pollinator preferences. Un-pollinated syconia remained receptive to their host-specific pollinators for long periods, but eventually abort. Compared with male syconia, un-pollinated female syconia aborted more quickly and lost their ability to attract pollinators more quickly. Older pollinated female syconia were also more likely to abort. Further, declines in productivity with syconium age were also more apparent in female syconia, though older male syconia also produced fewer, smaller wasp offspring. The longevity costs are reflected in pollinator preferences. This suggests that sexual differences in duration of receptivity may be adaptive and a component of the reproductive strategies. It also indicates that placing fig wasps onto older syconia over-estimates their likelihood of being pollinated under natural conditions and prolonged receptivity increases the likelihood of pollination at the cost of reduced productivity with syconium age. This opens interesting perspectives on the co-evolution of this inter-specific interaction.