The Study Plan

All characters are over the legal age of 18.

This is a piece of fiction and should be treated as such.

It was just another day of my life. Saturday, actually. While every other kid my age was either getting drunk and partying or just enjoying life, I knew what was coming today. As a kid from a wealthy family, said family also expects a lot from you. And when you aren't good enough. You'll end up like me now.

At least I don't have to go to classes outside my house. You see, while being wealthy can be challenging, you have money, yay! So private tutoring every Saturday. Yeah, it is bad, just like it sounds, but not unbearable.

I had this cool lady called Suzan to teach me. We became friends, and it was more fun than at least going to school. Well, good things never last, and Suzan moved houses. It was sad seeing her go.

My parents, however, didn't give me any time to breathe. One week without studying would be fine! But no, they looked for a new teacher immediately after. Just a few hours later, they had already selected someone. My family is pretty famous, so for anyone to get into contact with that family would be awesome.

I need to stop rambling. Let's get back to the story. So, I am sitting here in my room waiting for today's appointment. I was pretty excited but nervous nonetheless. My dad was the one who booked me with this new tutor, and he didn't say anything to anyone. I didn't know even if they were a man or a woman.

First impressions always matter, so I had my books prepared and was just sitting, waiting politely.

"*He isn't going to be late, right?*" I thought as I looked at the clock above the door.

While first impressions mattered, they did so both ways, so arriving late wouldn't give him much credit. 5 minutes left...3...2...1...and...

Just as the clocks showed 2 pm in the seconds, the door to my room opened. In it. There stood a handsome gentleman in a suit, with a briefcase and glasses. Just as you would describe a perfect businessman. He quickly searched the room with his eyes before sticking his gaze on me.

I was seriously flustered for a moment there. While I had my fair share of pretty boyfriends, he was on a different level. He stood tall, around 6'5", towering above me.

If you took a brief glance at me, the first thing you would see on me was my height. I am a pretty tall girl, slightly below 6 ft., so having someone so much larger than me was rare. Well, you could also notice my athletic shape or my natural, large breasts.

I always loved sports and was pretty good at them. While a few basketball teams sought after me, I still preferred volleyball instead. From that, I became pretty fit. I already mentioned my fit body, but damn, I look good. Slightly muscular, but not too much; not fat and not too skinny. Big ass, big boobs. What more can you wish for?

"Hello, my name is Hank."

The tutor broke me out of my thoughts as I quickly shook my head, stood up, and took his offered hand.

"Hi. I'm Kara, nice to meet you."

I sighed in relief internally as I somehow managed to not make this weird.

After the standard introductions, we got straight to learning. Hank was so charming and sweet. I fell in love with his personality immediately. At least for the time my dad was supervising from the corner.

It was a standard procedure of making sure he was the right fit as a tutor for me. My dad would observe for an hour and then either kick the tutor out or leave to do his own thing.

I was having fun and didn't even notice the time run so quickly, and the hour was gone. I looked where my dad was sitting before, and he was gone. No remarks even. This was the first time it has happened. He always nagged the tutor for a while and said everything they did was bad. It was excessive in my eyes, but I grew accustomed to it.

But there were no nagging or complaints today. Was he really the perfect tutor?

Half an hour went by, and I noticed a few changes in him after Dad left. Firstly, he became more relaxed. I wrote it off as he was a bit tense when Dad was watching him. I wouldn't blame him. I would be nervous too if it happened to me, but the other thing was that he became more touchy.

As he was teaching me, his hand slipped a few times onto my legs. I always told him, and he apologized. He probably didn't realize it; no worries.

That was what I had thought for the first three, no, five times, but as he did it the tenth time,. It was apparent that he was doing it intentionally. And I became aware he inched his way under my skirt time after time. Every time, more in.

"...really? Well, that's a funny story." He finished his response to my experience of summer camp, and he hecking did it again.

His hand went so far it touched my panties.

I grabbed his hand and threw it out and started loudly speaking, "Can you stop hecking touching me? I like you, but if you touch me one last time,. I will tell Dad to throw you out."

I was maybe speaking a bit with a raised tone, but he looked scared and apologetic. His look immediately made me feel guilty as he apologized once more. He even promised he wouldn't do that again and asked where the bathroom was so he could freshen up a bit.

I thought nothing of it as I was still contemplating if I was in the wrong. He touched me, but he was so apologetic; maybe it was an accident. It left me stumped for a while, so I didn't even notice Hank.

He didn't go to the bathroom. He didn't even go out of my room. He instead got to my door and closed it. My dad left it a bit open so he could hear if anything happened. While Hank passed his examination, it didn't mean everything would be fine the whole time.

I need to say that I love my soundproof doors. When I am alone here, I can play hard rock at maximum volume, and it wouldn't be heard from the outside, so by closing the door, Hank essentially trapped us here together.

If it wasn't enough, he even locked the door with the key in the lock and sneakily pulled the key out and pocketed it. Then he made his way towards his briefcase.

At the time, I had no clue what was in that briefcase. I assumed some teaching material, but he didn't open it before, so I didn't know.

I was sitting in my chair, leaning backwards, arms dangling, as I thought it would be a long wait before he came back from the bathroom, so I had my eyes closed and was thinking if I should report Hank's unwanted touching to my dad or not.

Out of my thinking state I was once more pulled out by Hank. Now, however, it was when I felt cold metal touch my hands. I was laid back, so I didn't respond fast enough, and just as I wanted to stand up, I felt something tightening on my wrist.

"What the fuck!?" I yelled in surprise.

I wasn't prepared in the least, as I thought no one was in my room, but as I looked down, I could see my hands handcuffed behind the chair, so I couldn't move.

I turned my head around to try and assess the situation only to see Hank standing there smiling and looking at me. It was so creepy. His smile wasn't natural; it was somehow weird. I couldn't think about that, though, as he started speaking.

"I don't like misbehaving students, you know? I think every student should understand their position and that the teacher is superior to them."

"What the fuck are you talking about?! How about you let me free, and I promise I will let you go without telling my dad?"

It was a lie, quite obviously. I wasn't going to let this psycho go, but I needed to keep calm. I didn't understand the situation at all or what he wanted.

"See, that's what I am talking about. How can a student go unpunished when threatening his superior? I take it upon myself to deliver the punishment."

I wanted to say something, but as I opened my mouth, he gagged me to silence me. I couldn't do anything. I was utterly trapped. I started panicking as I started to think about what he'll do to me. Spanking?! He couldn't be so perverted, could he?

While I couldn't fully see behind me, I could still hear what was happening. I heard him rummaging through the briefcase once more. I couldn't see what he picked up, but what I could see was him walking around me and moving the chair in the middle of the room.

I started shaking and kicking as he took off both my skirt and panties in one go. He did it so smoothly too, like he had done this many times before. Even my kicking didn't seem to bother him much.

After that, something unexpected happened. While my arms were stuck behind the backrest, they weren't mounted to anything. He picked me up under the shoulders like a little kid and pulled me off the chair. Then he sat on said chair and put my smomag first on his knees.

"*Fuck. He's really going to do it.*"

I prepared for the slaps, but instead he started talking.

"Kara, you see, I don't believe in traditional punishment. It just hurts and ends up making you resent the people punishing you, so I found a new way of punishment. One that will make you want to behave yourself."

He said it really ominously, and it instilled in me a fear way larger than before. I could at least prepare if I knew what was coming, but if I don't, it will be many times worse. He even put my neck in his second knee so I couldn't turn my head and see. So I just wiggled and screamed over my gag. I couldn't do anything else.

It felt like hours as I waited for the punishment when I felt a pressure aimed at my vagina. I instantly realized what was happening when a huge dildo started sliding into my pussy. I thrashed vigorously, but to no avail. He held me down with one hand and pushed the dildo in with the other.

I won't lie and say I never tried one myself, but I only ever used human-sized ones. But this one. Even if I couldn't see it, I could still feel it. It felt like the horse dildos I saw online. Why the heck would someone use a dildo modeled after a horse?

I stiffened up and waited for it to be done. I couldn't do anything else, so I concluded that the best action would be to wait for the experience to end.

I couldn't fit more in. I felt it. I felt it touch the end of my vagina. It was a new feeling, but I could tell what was happening. I relaxed a bit as I thought to myself that it's done. But it wasn't done.

"Oh no. You didn't fit it in. Bad student."

What came after were slaps. But not anywhere on my body. Instead, they were on the base of the dildo. My whole body jolted with every slap. It couldn't go deeper, but Hank tried like a maniac. After many slaps, he stopped.

"That should be enough. Now, because I am so benevolent, I will give you a choice. You are lucky I forgot my condoms at home. Would you prefer my dick in your asshole or this dildo in your asshole?"

What a stupid fucking question. What am I supposed to answer? I want to get my ass ripped by an extremely fat dildo or a little dick.

"Now I will remove your gag, but don't scream. Otherwise, both go in. Got it."

He removed my gag, and I gasped. I thought for a moment to scream, but I was still handcuffed, so I decided against it. I fell silent for a while.

I didn't want to bend to the will of a psycho, but I didn't want to die from that horse dildo. I wanted to cry, but I knew I had to steel myself. I angrily and quietly said.

"Your dick"

"Oh, sorry, what was that? Say it more politely, or I might mishear."

I was on the brink of crying. I forced myself to choose when I didn't want either, but now I am supposed to beg?

As I thought about telling him to fuck off, I imagined what it was like when I tried a butt plug for the first time and how it hurt. And how would the huge horse dildo feel in my ass? I admitted defeat. Tears rolled down my eyes as I said through gritted teeth.

"Please, teacher, can you punish me with your dick?"

I hated myself for saying it, but it was the only rational thing to do. I then closed my eyes, waiting for the worst.

Hank chuckled, reaching down to unbuckle his belt.

"That's a good girl. Begging so nicely for your punishment."

He pulls out his dick, already hard from the excitement of dominating me. I was a bit hopeful his dick wouldn't be that large, but my hope was not fulfilled.

He again picked me up like a doll and rolled me over into a weird style of missionary. The huge dildo that was still stuck inside me was positioned on his belly, and my ass was on his cock. I could only wrap my legs around him to support myself from bending backwards.

Despite his large cock, he knew better than to rush. He wanted her to feel every inch, to remember this moment every time she sat down in his class. A sadistic smirk played on his lips as he watched me tense up, my abs working overtime to support this uncomfortable position.

The even worse thing about this situation was that I was essentially supported only through the horse dildo. I could feel my vagina crying, but the surely worst thing was that J started to enjoy it.

The pain, the thrill, the lack of options I could do. It was all strangely arousing.

There was only one good thing, if you can call it that. That huge pain in my vagina completely negated the pain of my asshole stretching.

I could see in Hank's eyes that he was enjoying my painful cries too. Every time a whimper left my mouth, he pouted harder. It was all an infinite cycle of pain and pleasure.

I lost count of how long it lasted; maybe it was because I blacked out a few times, but my body was completely numb by this point.

I confusedly looked around and could only see Hank smiling and blood dripping out of my ass.

I blacked out again for a moment and was only woken up by a crash as Hank tossed me off.

Senses slowly returned to me, and I could feel warmth in my anus; it could have been from blood or cum. I didn't know, but my whole body ached.

"Sleep well, my little student," was the last thing I could hear before I blacked out one last time.