The concept of sexual selection has been separated into two main components, male-male competition and female choice. Among these, female choice is probably the best studied and yet most controversial. Crickets are excellent model systems to study female choice due to their elaborate male advertisements, diverse female preferences and classic female-controlled mating. However, though crickets have been studied for a long time, most of these studies are entirely laboratory-based and do not examine female choice based on acoustic cues in the natural ecological context. Hence in my thesis I have tried to address female choice based on acoustic cues using a combination of laboratory and field studies with the tree cricket Oecanthus henryi as a model system. I started by examining male calling song variation and repeatability in the field, a prerequisite for understanding the available features for acoustically-based female choice. Following this I examined female preference for those call features which are reliable indicators of preferred male traits. I also examined the ecological context of female mate sampling to understand what a female actually faces in the field while choosing male traits. For this objective I examined male and female spatial organization, male sound field overlaps and female sampling opportunities. Using the information gathered from these two studies, I examined baffling behaviour in these crickets. Baffling is a unique behavior where males call from self-made holes in a leaf rather than calling from the leaf edge (their natural calling surface) thus increasing their loudness many-fold. I examined the context and advantages of baffling and the factors that may have led to its evolution.