Aim: Phyllodes (PT) tumor is a rare fibro-epithelial neoplasm but requires an accurate preoperative diagnosis on fine needle aspiration cytology and most importantly to be distinguished from fibroadenoma, which allows the surgeon for correct surgical planning and avoidance of reoperation. We have evaluated both these neoplasm and tried to draw a distinction line between these two entities. Methodology: The archival files of department of pathology, Kasturba Medical College, Manipal were searched and cases which were confirmed on histopathology as benign phyllodes were retrieved. For comparison cytologically diagnosed and histopathologically confirmed cases of fibroadenoma were taken. The cytological material in all cases consisted of alcohol fixed Papanicolaou-stained smears. Cytological features of their epithelium and stromal component constituting the background dispersed cell population were evaluated in detail. Results: The number of epithelial fragments including both cluster and syncytial architecture with apocrine metaplasia along with highly cellular and regular borders of stromal fragments and increased numbers of long spindle nuclei to other background nuclei in phylloides tumour were found informative Conclusion: The rate of picking up of these entities on FNA would increase by following these general guidelines and will also add up in good reproducibility.