Bowenoid papulosis (BP) is an uncommon yet clinically significant human papillomavirus (HPV)-associated condition that exhibits features of both condyloma acuminata and carcinoma insitu. We report the case of a 24-year-old Filipino male with multiple pruritic, pigmented penile lesions of 5 months’ duration, confirmed histologically as BP. This case underscores the importance of recognizing HPV-related lesions early and initiating appropriate treatment, not only to prevent progression to malignancy but also to limit transmission. The report also highlights the relevance of offering HPV vaccination, particularly to males, and the critical need for screening for other sexually transmitted infections, especially in light of the growing human immunodeficiency virus epidemic in the Philippines, underscoring that the condition itself may be sexually transmitted in nature.