Book 5: Chapter 5: Preparing a Collaborator

It’s been about a week since I took Hannah’s anal virginity.

Up until today, I’ve been called by her for several times now.

But just like the usual, she didn’t want to offer her virginity, so I gave her a lot of anal loving each time.

She had already learned to have anal sex with me, and together with it, she had also discovered the great pleasure of having sex.

It must have reached her to the point that she couldn’t get over it with just by masturbating anymore.

After all, only I can reach the places where she feels best.

Because of that, she can only masturbate using her vagina, which was less deep than her anus, but because of this, her sex drive is only increasing day by day.

I’m sure she’ll be at my mercy sooner or later, and I would be able to plunge it in at that point without any resistance, but that’s no fun.

I want her to offer her virginity to me, personally.

“Now then. There should be something that will help me breakthrough, but what is it……”

I was in my usual place, the headmistress’s office, re-reading Hannah’s dossier.

I’m currently looking for some information that can serve as a key to open Hannah’s tight door.

“Physical information, personality, family structure, favorite things, things she doesn’t like, future goals, hobbies……they are all pretty common.”

Even with all the information so far, I can’t find a good way to start.

In her case, I can’t use the help of other students that are uninvolved in my plan at all, like I did with Inez and Amelia, as it was too risky. If we’re not careful, the information that I’m taking interest to the students will definitely be leaked.

All it needs is a rumor for me and my plans to fall. Thankfully, Julia and the others are trying their best to stop that.

Besides, Hannah is studying on her own in the infirmary during regular class hours.

Meaning she didn’t have much contact with the other students, so I can’t just use any student as a collaborator.

The only thing I can do is to develop her anal skills steadily.

The pleasure she learned from anal sex gradually adds to her anticipation of the real thing.

When this anticipation of unknown pleasures becomes uncontrollable, Hannah will have no choice but to offer her virginity in the end.

It seemed to be the most successful strategy so far.

But it would take some time.

Unfortunately, Hannah was already in her third year, so I didn’t have that much time left.

As I didn’t have the time to enjoy her for a long time, I need her to fall as quickly as possible.

“This is impossible. She would have already graduated before she manages to fall. If that happens, all my efforts up to that point will end like a bubble.”

If I were to miss out on such a good woman, my pride would be hurt.

“What should I make of this……Hmm?”

When I thought I had already looked into every nook and cranny, I was distracted by a certain number on the document at hand.

It was Hannah’s class number.

Each year level is divided into a number of classes, and she is in the second class of the third-year students.

Coincidentally, it was the same class as Inez’s.

It was then that I had an idea.

But for that, I needed Inez’s help to carry it out.

And so, I put away my materials and left the room to find her, heading for the student council room where I knew she would be.