You play as The Prince. Your father expects to to marry someone by a certain date and there is no one you are in love with. Then you meet a prostitute and it's love at first sight! The problem is that your father doesn't approve of this "street girl". It's up to you to teach her how to walk like a lady, dance like a lady, read like a lady, and learn lady-like manners.
Can you earn your stern father's approval, show him that there's more to your girlfriend than just a prostitute, and live happily ever after?
Princess wa Street Girl is a stat raising sim that has adventure game elements. You go through one day at a time, trying to improve your girlfriend's stats, namely walking, dancing, reading, and manners. You go through it one day at a time until time's up and the big day comes by. How well you taught your "street girl" to be a princess depends on what ending you get.