An interesting title indeed.
Ah, what wingmen friends he has! They just randomly set him up with an older woman who turns out to be his Sensei, and things went somewhat smoothly for them from there.
Great ending though. Hmm, he almost sounds disappointed! I think he might actually have been keen on the idea of taking proper responsibility for what happened. Well, chances are he might still do this again...Except this time he'd probably ask you out directly, no?
In The End, Takuto-kun, while professing to be interested in older women, still has a way to go, before he can be truly classified as A Man Of Culture. Nonetheless, perhaps he can at least still be considered a Lucky Bastard for getting sexy happy fun time with Amani-sensei, who's (IMHO) definitely A Lady Of Culture.