Doukyuu-sei (1992)

Doukyuu-sei is a 1992 erotic dating sim (the first of its kind) where the player can meet 14 girls to have a romantic relationship with. The player takes the role of a high-school student (default name Takurou) in a Japanese town; his parents have just moved into a large mansion in a good district. The boy has to go to the new school, but his mind is preoccupied with one subject only: pretty girls. Instead of studying hard, Takurou decides to explore the city and to find out more about its female inhabitants.

Storyline

The sun may be hot. The babes are hotter! You've worked half the summer and it's time to cash out—splash out all that hard-earned pocket change chasing tail. But time waits for no man and summer never lasts, so you'd better be quick about it. Be at the right place at just the right moment and who knows what kind of cutie will happen by. It's up to you to flirt your way through town, learning about each girl's hopes, dreams, and secrets, and maybe—just maybe—take a chance on true love.