Awwww, nice job breaking your fanfic cherry! I love introspective pieces like this, the war of thoughts and emotions in his head. And Hogwarts as sentient is love. :) Interesting to see that she didn't trust DD; maybe she sensed some residual tendencies from his days searching for the Deathly Hallows. And I do believe all those things of Albus; he never did care much for Severus, and the knowledge that he kept from everybody ... highly suspicious.
I really liked Severus' choice of defiance in the name "Riddle", as mirrored by Harry's calling him "Tom" in canon. That felt very right to me.