A notable framed literature review accentuates that there is a deficit in the scholarly examination of isiXhosa short stories. Such dearth can be pinned on the agnostic inclination in respect of South African literary criticism – isiXhosa literature included. The fundamental aim of this article is to make a systemic and meticulous examination of one selected isiXhosa short story hinging on dominant patterns such as negative peer pressure and poor parental guidance, among other distinguishable matters. Critical theory is used as a foundational base structure alongside qualitative research methodology for a continued and maintained reading of the short story in a bid to develop a noticeable pattern that will contest the conundrum. The results underline that young people and parents as well as the general society have a solitary responsibility to operate in a synergetic relationship to address some of the problems that continue to sabotage the future of many young men and women. The closing remarks suggest that more scholarly discourse in respect of isiXhosa short stories ought to be advanced. The article makes a notable contribution in that it catalyzes the theoretical and intellectual development of the isiXhosa language and literature.