"It's Either Onodera, or I Die a Virgin - The Push to Start"

Akashi Miko, who happens to be both a Yakuza gang leader and the Akashi Clan's leader, is worried about her son’s future to the point where she is literally willing to take matters into her own hands if it means securing him a wife and ensuring both the gang and the Clan's respective futures. One day she calls her son (Akashi Raphiel) into her office to discuss the possibility of arranging a marriage meeting. To no surprise, Raphhiel rejects the idea of an arranged marriage and instead he asks her to allow him to find a wife during the remainder of his High School career. Miko agrees to his request but on one condition; should he fail to marry a woman he truly loves by the end of his given amount of time, then she would be allowed to randomly marry him off to the first woman she comes across.