(Side story) The long story

[Rewritten]

I'm sure you want to hear what happened when I was in school? Finish the story with my friend? Well, alright.

After my first loop back, because of the bleed effect, she ended up getting a boyfriend a student he was constantly over chatting with her. Because of the bleed her actions changed and she was now more open to the act. I decided to hone the magic some more before I used it again to limit the bleed effect, but by the weeks end she was openly giving him a blowjob while I was in the room.

Another week back, she didn't wake up with a shout this time but I knew there was no way to remove the effect of my first sloppy time reversal. This time I woke her up with my dick, I fucked her as hard as I could. I had spent a week of her slyly giving that guy a handjob under the table and taking extra long showers with him. I wanted to vent.

She was moaning and I came four times inside her once virgin pussy. We were both panting as she wrapped me in a hug kissing me.

Then a few days after me being her official boyfriend I found out about the enhanced cocks. It wasn't limited to teachers, its just the teachers were more... pronounced with more control and power at their commands. She went missing a few times at night before I got there, I went out to look after the the third day in a row and found her with the disciplinary teacher.

His hand was forcing her head into the hard ground as her ass up in the air. She was begging for his cock how I just wasn't able to satisfy her. The reason for not being able to satisfy her despite cumming in her four times a day? Well, it was the teacher's cock. It was inhumanly massive and was morphed into a strange shape, there was no way she would be able to take a cock that size I thought.

Oh how wrong I was, I guess as a disciplinary teacher he really enjoyed making it difficult because when he noticed me she was **** to look at me and beg him for his cock. Well, she did and he directly shoved his entire cock in her and she looked to be very much enjoying it.

After I ran away she stopped going away alone at night and instead invited him over every night. The rest of the week she was moaning loudly as she got fucked. We never did get any more alone time after that.

But because of that I realized I needed to magically enhance my cock as well. Size, shape, maybe vibration? Whatever I could do to prevent her from being taken again. Thus my study into preventing bleed stopped, which honestly was a mistake.

The next week when I ended up back in bed in the middle of the night I went to her and tried to fuck her again. But she didn't even wake up, despite her body being a virgin again it wasn't enough to wake her up. That made me realize that this world, was all about using your dick to woo the woman you want. If someone came by with a better one she'd end up with them instead.

But because of the continued bleed I was no longer interested in preventing she was getting more perverted. It took her all of one day when she introduced me to her boyfriend. And by that night she was trying to prevent her voice from being heard by forcing her face into her pillow. Of course he became her roommate and I spent that week improving my cock as much as possible.

I wasn't prepared for the amount of bleed though, she woke up with a strangled gasping moan looking around in confusion when she spotted me. Crawling out of bed she shed her clothes and pulled out my cock herself to sit on. It was already much bigger than before, but I had seen the teacher's cock enter her small body I knew it wasn't enough.

Because of her desire for sex she let her grades slip and another teacher was now tutoring her. In our room. She sat at the desk as he fondled her from behind her shirt ripped open with her modest breasts out. All the while he was properly teaching her. By the end of the week she had abandoned trying to improve her grades by learning. By day she missing in class and at night she'd be pounded from behind by teachers.

Of course because they were all teachers, the bleed effect was greater when I went back a week. I had spent another entire week improving my cock. Now much large, with a shape that would let me consistently hit at her deepest most sensitive parts. I knew from her boyfriend that this was about average for students.

This week I didn't even get the chance to wake up first. I was woken up by the best blowjob I've ever had. That made me realize that the bleed was getting a bit bad. Her teachers had been making her suck them off as they taught class, her skills at sucking cock now excelled far beyond what I thought possible...

That was because just as I was using magic, so was she. That explains why she was easily able to take a teachers massive cock and enjoy it. That week I returned back to trying to prevent bleed.

And so, for the next few weeks I suffered through her being fucked by multiple guys. Sometimes I would be replaced as roommate and those times it seemed I lost progress on the bleed effect but really it was just the effect of the guy having unlimited access to her.

After a few weeks I noticed that one particular guy kept comming back. It was a teacher, apperantly whatever he was doing to her was enough that the bleed had effected her desire to return to him. But I didn't investigate it right away, I was still trying to prevent the bleed effect entirely.

As it turns out though when I did finally prevent the bleed from happening she was already going to him right away. I followed her to find out why, despite me fucking her she was still going to him. That's when I found out she was a huge M. She enjoyed pain and being treated roughly, she was enjoying as the teacher called her various names. I knew the signs she was cumming her brains out much more intensly than I've ever seen her do before.

His cock was even spiked, no doubt painful but she didn't seem to mind at all. Needless to say I went about that week improving my cock again. It took me a few times to get it just right, because of all the times she was with teachers my cock now so massive it was actually an inconvenient while I was a student. I grew into it later though. It was about 20 inches, and incredibly thick. But its shape was where it really mattered. It went to a point, not too sharp it was still within a normal-ish shape.

but the point let me shove my cock in her and pierce through her cervix with ease, which enjoyed. But from there a more magical effect I could trigger was what kept her captivated with me. After forcing my way into her womb I could grow spikes from my tip that gave her the pain she desired to much but also preventing me from leaving her womb which she also enjoyed.

So from there I spent a few looping weeks enjoying her with it just to make sure she wasn't going to be taken away by someone else before I let my final year pass. Now with the best grades in class, I of course chose my slut to bed with me. And since she was satisfied sexually she managed to keep her grades up so she wasn't pestered by the teachers. The few that did manage to get in her she would of course come back to me.

But in the end though, she was met with a fate I couldn't imagine or predicted. She never did get pregnant, despite me dumping so much cum in her that made her bloated after every session we had.

So when graduation happened she was **** on stage to take the headmasters cock. I had never seen it before, but his was literally a horse. Larger and thicker than even I was now, if I had to witness this before I'd have immediately gone back in time regardless of a week being my safe limit without bleed.

Well, the headmaster was even magically boosting his cum as she was pumped full time and time again. But of course, in the end she never did end up pregnant. After a few hours the ceremony was over for the rest of us. Then just as we were about to be moved out of the school a few days later the headmaster tossed my friend tied up and gagged onto the floor of the room uncaringly before leaving.

He didn't even clean her up, from what it looked like she had fresh cum layered over old cum on her body. I **** her to the bath and hosed her down in the shower, yes they had showers despite being less modern their magic let them enjoy plenty of luxuries that would otherwise be impossible at the time. She was crying as I undid her tight binding, the pain of which caused her to moan as the ropes cutting into her were released.

She ended up telling me she found out she was infertile. Unable to graduate because of it. Just as she was saying she was going to head home and make a life for herself there I slapped her and reminded her she was mine. There was no way this slut was going to just go live an ordinary life after all the extra work I put into getting her.

She basically ended up living on my cock satisfying my insatiable lust. That was another thing I noticed, the more power someone had the more active they were about sex. Sadly I couldn't bring her to the school with me because I was expected to get the students pregnant. But even if she didn't graduate she was still a magic user and would occasionally visit for a night a fun.

[A/N: This was cut from the first chapter due to length it is now its own subchapter.]