[sacundim]

Originally Posted by typhonsentra

Spoiler:

In the first book for instance I had the impression that he was somewhat experienced with girls and aware that Haruhi's interested in him but later scenes leave that in doubt. That entire scene in book 9 where Kyon was recounting the meeting with Sasaki at the train station he genuinely didn't seem to understand what went wrong, nor why Haruhi would be angry.

Spoiler for Sighs II, Live Alive, novel 9:

There are scenes in the anime where Kyon's narration betrays that he understands that if Haruhi gets jealous over him, terrible things could happen. Two examples:

• In Sighs II, when Kyon's having lunch with Taniguchi and Kunikida, Taniguchi says that he's "figured out" that when he barged into Kyon and Nagato, it must have been some sort of joke set up by Haruhi. Kyon stares at Haruhi's empty seat and narrates that that Taniguichi's idiocy may have saved the world.
• In Live Alive, Kyon refuses Taniguchi's invitation to go pick up girls, on the (narrated) ground that if a certain somebody were to see him trying to pick up girls, the consequences might be terrible.

This makes it much harder to believe that Kyon doesn't understand that Haruhi might be jealous about seeing him with Sasaki.