(The opening chapters have a slower pace; the main storyline moves at a normal pace.)
In his previous life, Sakurai Sora was a super conqueror who successfully conquered the heroines of the 2D world. But then, he mysteriously disappeared.
As the 2D heroines grieved in despair, they discovered that their timelines had restarted. They had all returned to their youth.
What's more, each of them had a System that let them see Sakurai Sora's affection meter. This time, the tables had turned, and they would be the ones doing the conquering.
Mai Sakurajima: "Hehe, this time, I'm going to be number one."
Yukino Yukinoshita: "This time, I need to be more proactive. I can't just sit around waiting anymore."
Utaha Kasumigaoka: "This time, no one can interrupt us when we go to the hotel."
