Squamous cell carcinoma (SCC) of the buccal mucosa is the sixth most common type out of all cancers in the world with contributing to 10% of all oral cancers. Buccal mucosa SCC is known to be aggressive in nature compared with oral cancers at other sites. It has been seen to have poor local control and 5-year cause-specific survival rates in early-stage carcinomas. Here we present a 53 years old male patient presented with an ulcero-proliferative growth involving the left buccal mucosa. From the history and clinical examination a provisional diagnosis of Carcinoma of left buccal mucosa was made and patient was advised for an incisional biopsy & CECT of face with neck. The advanced radiologic assay revealed poorly defined irregular heterogeneously enhancing soft tissue thickening involving the left buccal mucosa. Histopathology report confirmed a case of Well differentiated SCC. Patient was taken for surgery and Level IA & IB lymph nodes were resected along with the submandibular gland. Reconstruction of the intra oral defect was done by ipsilateral nasolabial flap and buccal pad of fat. Hopefully this case will give the readers new insights into diagnosing and treating oral cancer cases.