Testing the Limits

Gretchen removed her tongue off my leather shoe, after giving it a final small lick. This was probably the least likely thing she had ever considered for her life. The powerful editor of a famous fashion magazine, getting spanked by her own employee. A week ago she would have already called the police, and no **** material I had would have stopped her.

"Turn around and present your ass to me."

That person simply was no more. She had been broken and disassembled. Little by little. I could see her realising the same thing, as she did what I asked her to do. She turned around, and planted her face on the floor, squashing her c-sized breasts on the cold linoleum beneath her. (GRETCHEN: +1SP) (+56SP)

This was truly the first time I got to admire her ass with nothing covering it. I had seen the outline through her pants multiple times, had extensive fantasies about it... But here it was, in all its glory. Big, thick, juicy ass. Definitely her best feature. And I would get to **** it to my heart's content. It was extremely hard to keep still now.

She still somehow managed to turn her head in this position and look at me with her pleading eyes. And I don't think she was pleading for me to stop. More likely she was pleading for me to fuck her pussy like the world was going to end.

"I will spank you ten times. After each spank you will say, 'I'm sorry sir. Thank you sir. I'm such a bad editor'"

Before she even had time to fully internalize what I said, my hand landed on her ass. Hard.

SPANK!

She screamed a little bit. But I didn't care. I was enjoying the wiggling and jiggling of the finest ass I'd ever seen. And also the fact that my hand had already left a nice, red mark on her cheek.

"I-I'm sorry sir... Thank you, sir."

That wasn't the full sentence. She was disobeying.

"No no. You didn't say the whole thing. I can't have my slavecunts disobeying me. So as a punishment, I'm spanking you 20 times now. And the sentence is longer. Now you have to say. 'I'm sorry sir. Thank you sir. I'm such a bad editor. I'm so much better at licking my master's shoes.'".

"Wh-What?"

SPANK!

Again she screamed. Probably because I hit a bit harder. I was going to up the intensity with every spank. I hit the right cheek this time, I wanted to make sure that they both had the same coloring by the end.

"I-I'm Sorry... sir. Thank you sir. I'm... such a bad... e-editor. I'm so much bett-better at licking my master's shoes." (GRETCHEN: +3SP) (+59SP)

Hell yeah. That sounded fucking nice. And I definitely wanted to hear it 19 more times.

SPANK!

"Aaagh! I'm sorry sir. Thank you sir. I'm... such a bad editor. I'm so much better at licking my mas-master's shoes." I think a small tear fell down her face.

SPANK! SPANK! SPANK!

And so on. She actually did it. Every hit was more painful than the last, but she still got that sentence through her mouth each time. Though her eyes were clearly wet from crying and she was drooling, leaving spittle and tears on my nice floor as she was clenching her teeth.

Only three points though. This stopped being that humiliating so fast? Thinking about it, all the nasty stuff I had already done to her since she came here, I hadn't even netted 20 points yet. The game needed to be upped someway.

Apparently she had counted the spanks in her head too, because after the 20th one, she let herself slump to the floor and actually start rubbing her behind. It was understandable.

"I hope you understand why I am doing this. You need to be trained so we can the bitch out of you and turn you into a good little girl. Like you were always meant to be."

She didn't say anything to that, just kept rubbing her ass and moaning in pain.

"Get on the bed. You've earned your reward."

Despite the fact that her ass was probably hurting like hell, she wasted very little time climbing on the bed. Soon she was on her back, all the pain from her eyes gone. Her eyes were excited now. Excited for my dick.

"No. Ass up. We're doing this doggy style. It's what bitches get."

She changed her position quite fast, even though her knees were probably hurting from enduring that position for a really long time already. (GRETCHEN: +1SP) (+60SP)

Her pussy was moist and dripping like a leaky faucet. I really couldn't stop myself anymore. I had to have her.

So without much further fanfares, I got up on the bed and started fucking her. In and out. My dick was thrusting all the way up her pussy. Fast and powerful. I gribbed her cheeks and let her have it. She was soon squeaking like Mickey herself.

"Remember... No cumming before I allow it."

"YES! Oh god! Yes! Yes, sir! Yes!"

She was really getting into it, like freakishly much so. I pounded her like there was no tomorrow. I pounded her like the bitch in heat she was. But the weird thing was, I was very wound up by this time too. When I was with Lana, I had already came. Why...

Oh yeah. The perk. I could keep going for a lot longer now. And not only that, my sexual skills were upgraded. As one could tell by Gretchen having her whole tongue hanging out of her mouth as I fucked her. Very unprofessional. In fact, with this skill, if I truly wanted to play for more points...

I pulled out of Gretchen. The precum from my dick was already dripping out of her pussy. She immediately turned to me.

"Wh-What are you doing? Please! Keep going!"

"I feel like taking your asshole. How do you feel about that?"

She stared at me. She was sweaty and ****. Her whole body was shaking, and trying to get closer to my dick. She was not in a strong position to argue.

"W-Well, I... I've never..."

"Fine. Leave. Take your prudish ass home with you. I've got better entertainment elsewhere."

"No! No! I didn't mean that! O-Of course you can, t-take my ass!"

"You don't sound like you mean it. Beg for it."

She put her hands on her asshole, and started stretching it a little bit.

"Please, take my ass. Please, sir. My a-asshole has been waiting for you... for your big dick all its life. Sir. Please." (GRETCHEN: +3SP) +63SP)

Buh. Creative enough. Perhaps this was the maximum points out of this move.

So I got behind her, placing my dick into a woman's ass for the first time of my (and her) life. It felt nice and tight. And her pussy juices had given me more than enough lubrication. Let's go.

I started hammering her asshole. She made the strangest of noices, some squeaking, little howling, a lot of grunting, but I think she liked it. After all my skills were already legendary. And I did get great exictement at fucking my editor like she was an actual bitch.

After couple of minutes I pulled out again.

"Here, bitch. Suck my ass-flavored dick."

I just forcefully grabbed her head and planted my dick in her mouth. I was tired of her fighting back. But she didn't even try. She just started sucking it, sucking her own ass out of my dick. (GRETCHEN: +2SP) (+65SP) And she even made guttural slurping noises. She was more than all in it now.

That felt good enough, so I finally plopped my dick out her mouth and covered her face with my extra thick semen. Boy oh boy there were lots of it. And it went everywhere. Her mouth, her nose, her hair, her eyes... Like she had just had a full-on bukkake session.

There she was, fully covered in my juices, breathing like crazy. She wasn't allowed to cum yet. Didn't matter. Thanks to my new strength, I could keep on going. And I did.

We fucked for what must've been an hour. We tried all kinds of positions, and she obeyed my orders every time. Yet, I didn't get more points. This was starting to get frustrating.

So I just let all my frustrations come on top of her, three times, completely covering her in my stuff. Soon she was practically swimming in my semen, looking like a two-dollar nymphomaniac whore. Just like I wanted her to be.

I was getting ready to finish. Our bodily juices had already completely covered my bed, and it smelled like marathon. I had truly fucked my editor into full submission. I placed my dick inside her again, thrusted hard and squeezed her throat. Her eyes started rolling upwards.

"Cum."

And she came. Almost broke the bed.

Then we just lied next to each other. For a really long time. Both of us extremely tired. We had nothing to say. I didn't feel like fucking, she probably had no idea who she even was anymore. Even still, she finally opened her mouth.

"So... I know this about ****... but are we... dating?"

I couldn't help but laugh.

"No. I'm dominating you and you are my fuckpuppet."

"I... Okay."

Then silence again. My mind drifted elsewhere. As much as tonight had been a heavenly experience and a dream come true, I couldn't get Gretchen higher than +65. I even checked my phone. No new traits. Nothing.

This meant I was going to have to get more creative about her humiliation. I had to find what really triggered her. Sure, I could just ask her, but she'd probably still lie. And even she didn't, it was more to find out on my own. Whatever it was, it couldn't be public stuff. Not right now, that my job was on the line.

Maybe it was finally time to start buying some fun equipment or something?

"Hey Gretchie-hole. I'm going to sleep now. But I want to be woken up tomorrow with a nice sloppy blowjob. And it better be good."

I said as I closed my eyes. I don't know what Gretchen thought about that, all I knew she didn't have the power to disobey. Not anymore.