Sexual adventurism among young people of today seemed to penetrate even the religiously and culturally conservative countries. Thus, it is not surprising that early pregnancy among college and university students becomes a growing issue worldwide. Things become complicated for students who got pregnant while studying because they will be forced to either temporarily or permanently quit from school. The study examined the transition experiences of eight Filipino single and unmarried college students who stopped from their schooling because of early pregnancy but chose to come back to finish their studies. Results revealed that early pregnancy was considered by the participants as a tragedy resulting in negative feelings and thoughts. Some participants thought of and even attempted abortion. However, they did not succumb to their heartbreaking situations but decided to rise and continue their drive towards the realization of their dreams. Their children and their loved ones as well their earnest desires to afford better future for their family with or without their partner’s support have motivated them to endure the difficulties during their comeback to school. As a result of this study, Cor Jesu College has formulated policy on student pregnancy and crafted student support program for pregnant students and students who are already mothers taking into account their concrete needs.