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Pleomorphic adenoma, the most common salivary gland tumor, accounts for 54 to 65% of all salivary gland neoplasm and 80% of the benign salivary gland tumors. Most frequently it affects the parotid gland, followed by the submandibular and the minor salivary glands. Microscopically, mucous, sebaceous, oncocytic and squamous metaplasia sometimes with the formation of keratin cyst, may be present. Extensive squamous metaplasia can be mistaken for malignancy, including mucoepidermoid carcinoma and squamous cell carcinoma. Here, we present an unusual case of pleomorphic adenoma with presence of extensive squamous metaplasia, keratin cyst formations and dense cluster of basaloid cells with spherical hyaline globules giving rise to suspicion of mucoepidermoid and adenoid cystic carcinoma.