JK Bitch ni Shiboraretai (Series)

An ordinary high school student feels pressured to lose his virginity to Bitchko, a girl considered to be the school's prostitute. However, the boy's secret crush, Yariko—the most popular girl in school and a model—proposes the unexpected: she wishes to have sex with him, as she aspires to sleep with one hundred virgins. With such bizarre run-ins seeming endless, he starts fooling around with multiple female classmates, becoming the sexual icon for all the girls around him.