The orchid genus Pleurothallis is believed to be predominantly fly-pollinated based on limited field studies. I hypothesized that both reward and deceit pollination syndromes occur in the genus and deceit pollination, more specifically, pseudocopulation has evolved more than once. Flowers were sampled from several infrageneric groups within Pleurothallis and examined by scanning electron microscopy. Morphological features of the labellum of the flower, such as the presence or absence of a glenion or other secretory tissue, or cavities possibly involved in pseudocopulation, were used to infer possible pollination mechanisms. Additionally, new nuclear ITS and plastid 3' ycf1 sequences were added onto the phylogenies generated by previous students in Wilson Laboratory. Pollination mechanisms inferred from floral morphology was mapped onto the phylogenies. Preliminary data suggest that pseudocopulation may have evolved more than once in Pleurothallis.