Cylindromas are rare slow growing benign skin appendageal tumors with eccrine and apocrine differentiation. Multiple cylindromas are commonly genetically inherited and also known as “turban tumor.” Here, we have discussed a case of scalp swelling in a male patient having lung cancer, which was clinically suspicious of metastasis. However, cytology revealed many clusters of small round to oval basaloid cells surrounded and attached with magenta coloured acellular hyaline material. The cells had very scanty cytoplasm and dark, round to oval hyperchromatic nuclei without any nuclear membrane irregularity. Cytologic diagnosis of cylindroma was rendered which was subsequently confirmed on histopathology. Cytology of cylindroma should be differentiated from adenoid cystic carcinoma and other benign adnexal tumors like spiradenoma. We wish to report this case as cytology of dermal cylindroma has rarely been dicussed previously in literature and to highlight its cytomorphologic features along with the differential diagnosis.