Your choice of words is excellent and allows for a unique voice in the piece. I love the way this sounds together, "deliciously inescapable". Your use of description is very well done.
The shift in the plot is great, "Or rather, how did you outsmart me, Brian? I know your parents have read none of these reports. I know you alone read these reports, these letters to you from me." I would however like to know hoe Brian reads these. Maybe he secretly goes into the narrator’s office. Maybe he secretly idolizes the narrator. This would add more depth to the story as Brian ends up taking the narrator’s daughter, in so many words.
The concluding sentence "Let that be everything. Good luck to you, Brian. Good luck to all of you inept, impatient, impossible children. Best wishes on your graduation. I am getting out of the way." is not nearly as strong as the one preceding it, "My grandson waved at me." Consider ending the story here. As it is currently, the last sentence seems to be preaching to teen pregnancy.
Overall, I love the story.
–Ann