Vagrancy is a major contemporary social problem that the world faces, specifically in the third world countries such as the Philippines. Metro Manila had the world's highest homeless population. It is estimated that there are 22.8 million Filipinos who are homeless. This situation becomes very alarming particularly in urban areas in which several numbers of vagrants are present. This study explored the city street beggars' lived experiences in the streets, the influencing factors and reasons that caused them to engage in vagrancy. This study was conducted in the streets of Malaybalay City, Bukidnon, Mindanao in the months of August to December 2016. The participants were the six (6) vagrants who were purposively chosen. The phenomenological method of research was utilized through a heavy form of in-depth interviews. Interview guide questionnaire was adopted and modified based from the questionnaire of Taludhar (2013). Results from the in-depth interviews were examined qualitatively to supplement and deepen the analyses and interpretation of the findings. The findings showed the vagrants lived experiences on the street, specifically begging, unsecured on their condition, experienced ostracism and discrimination, and other forms of social injustices. This study has implications on policies protecting and support services for the disadvantaged sector in the Philippine society.