It's Not Meguro-San's First Time summary: Third-year high school student Makoto Koga decides to confess to his crush, the school's most beautiful girl, second-year Saki Meguro. To his surprise, she agrees to date him. But what surprises him even more is her following words: "I'm not a virgin." Unbeknownst to Koga, the surprisingly passive Meguro has the reputation of being the lascivious "easy girl" at school, not rejecting any boy that approaches her and having gone through multiple boyfriends. Will Koga persevere? Will he fare any differently than the rest? How will Meguro react to Koga, a boy who, for once, actually approached her before he knew of her reputation?