Hikigaya Hachiman has made a resolution: "I want to understand." The Service Club has accepted his wish and together, they are looking for answers to unasked questions. But really, what is this genuine thing? Love, Friendship? Can it even be achieved in the first place? Meanwhile, a certain annoyingly cute and rather sly kouhai seems to be greatly troubled by something…

After ten years apart, Hikigaya Hachiman meets up with Yui and Yukino.

Hikigaya Hachiman have always regarded himself as a sensitive being. An overly-aware person that takes situations around him with utmost perception and seriousness. He is a sensitive being. Even proclaimed himself as one. But aren't things characterized by oneself to it's own tempt to be wrong? Truly, little did he know that 'being dense', is one of his infamous 108 skills.

The story contains several arcs of everyday life issues concerning Yukinoshita Haruno, and her conversations with one of her University seniors on several aspects of life.

Sometimes what you wish for is not what you really want.

Sometimes, all they need is one little push. This is not one of those times.

Opportunity doesn't visit often. When he knocks, who will answer first?

At first glance, Hikigaya Hachiman seems no more miserable or cynical than before—but to the trained eye, it's obvious he's suffering. A certain event during his senior year involving a certain person has wrought devastating effects on his psyche. Hachiman sets out to right the wrongs of his past because after all, failure is nothing but the spice of youth.