Bowen’s disease of the nipple has been reported in less than 10 cases worldwide. While many therapies exist and have been tried, surgical excision remains the gold standard. We present a case of Bowen’s disease in an elderly gentleman, who underwent complete resection of nipple areolar complex (NAC) with clear margins. He remains disease free. Bowen’s disease of the skin represents intraepidermal squamous cell carcinoma, without any invasion into the dermis. Sun exposure, HPV (human papillomavirus), arsenic, ionising radiation or immunosuppression have been implicated in the development of the above condition. It carries no risk of metastasis, but if left untreated can transform into a more invasive form, which does carry a risk of metastatic spread. The risk of developing nipple Bowen’s disease is very rare. One should have a high degree of suspicion when taking a history in a patient with prolonged pruritus, keratosis and ulceration. Screening for immunosuppression should be a routine. Only one previous case report has described Bowen’s disease in an elderly male who is not immunocompromised. Many surgical techniques have been described with nipple preserving, nipple sharing or complete resection of NAC. We advocate for full NAC resection to capture Bowen’s disease that may be at deep margin along lactiferous ducts. While many female patients would avail of nipple reconstruction following initial resection, our patient chose not to proceed with his reconstruction.