That Time I Got My Face Sat On

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"Y-y-yeah."

"Do you know how long?"

"Google said, five years."

She whistled, low and long.

"That's a long time."

"Yeah."

"So, you really don't want me to do that?"

"Yes."

She smiled again at me.

"Terrance, I have a confession to make."

I didn't like the sound of that. Not one bit. Not while my hands were tied behind my back and Madeline was giving me that slight smile in a shop in a mall. Not while the nearest person around was probably outside shouting distance. Why on earth was Madeline here anyway?

"Y-yeah?"

"I'm not actually a nice person. I'm actually a very, very mean person."

I blinked. Oh no.

"Now, I could report you to the cops and get you put in prison for a long, long time. Or..."

Whatever the second option was, it had to be better than the first.

"You could do what I say."

"Uh, what does that mean?"

"Come with me."

My mind was going haywire. Too much was going on. Madeline let me back into her office, grabbing the gun along the way, giving me a healthy dose of fear that she could still end my life at any moment.

Once there, she quickly moved around to her desk and pulled out a lockbox where she put and locked up the gun. My heart settled a little.

"Lay on the couch."

I did. It was a shitty couch to be honest. It was a blue strip with a detachable back and no sides. It could double as an incredibly thin bed but I didn't really see the benefit. I laid down and watched Madeline leave and come back, this time with the same tape she had used to tie my arms behind my back. Laying down, I realized I really needed a minute to process everything that was happening and had happened. But I really didn't have that and tried to focus on what was happening now. Right now, my boss was threatening me with major prison time if I didn't do whatever she said. So, blackmail?

She started to tie my legs together.

"Uhh?"

"Don't worry, you can always so no. And then to go to prison."

Right. I didn't know if her bubbly self was an act, cuz she seemed pretty happy, but she was also probably going to ask something crazy of me. I had no idea why was tying me up though. My brain hadn't gotten that far and I didn't know if it was because reality was that strange or the rest of tonight's events had scrambled me.

After my legs were firmly tied together, Madeline went behind the couch and unattached the back of it. She moved it out of the way and I was left lying down on a strip of raised furniture. Madeline then began to tie me to it, wrapping the tape all the way around me and the furniture. I was concerned and confused before but this apparently was the last straw in my brain as panic began to set in.

"What are you doing to me?"

"I'm just tying you up to make the next part easier. Don't worry, it probably won't be that bad for you."

The way she said that with cheer concerned me greatly. Eventually, I was fully tied down with tape. In my boss's office. At night. In a mostly empty mall. Life was apparently unfair and strange. After I was fully tied down, I had no idea what to expect. It was not my boss suddenly beginning to take her clothes off.

"What are you doing?!"

She just smiled and kept stripping.

I gulped and looked at her. She wasn't really going to...?

Soon though, she was in a bra and panties and I felt my heart begin to race for completely different reasons. But she didn't hesitate or stop, she just removed them and I felt my jaw drop. My boss was standing naked before me. Madeline was a thin woman, bigger in the back and with probably B sized breasts. I had never seen her naked and never even really imagined her naked. I had found her too annoying before. Seeing her in front of me now though? She looked pretty great.

She walked over to me, behind me, where the couch ended. I should have asked questions or said something but I was kinda mesmerized by the fact that she was naked in front of me. She stood behind me and I looked up, seeing her face past her breasts. It was a, awesome angle. I found myself getting hard.

Then she walked forward and I blinked. Right, the couch without the back was thin enough to do that. Soon, she had walked over and I was staring at her gorgeous ass. An ass I quickly started to find rapidly less gorgeous at it seemed to be coming closer!

"Stop! What are you doing?! What on earth is even going on?!"

She did stop and moved herself over me, until she was actually looking at me. She seemed to be slightly annoyed I had stopped her.

"I told you. I'm not nice and if you don't want to go to prison, well, this is what you have to do."

"Wait! Wait! I need a moment here!"

I thought, I processed, my brain was nearly fried.

"L-Let me get this straight. You caught me stealing, and gave me a lecture about life. And then, took me into your office, tied me down, got naked, and are now going to, what, rape me? And if I say no, you're going to press charges and get me thrown in prison?"

She grumbled under her breath, 'A lecture?'

"Anyway, yeah, that's about how it is. Feel free to think of it as molesting though, if it makes you feel any better."

"I-I feel like this goes against the spirit of what you were saying earlier!"

"Nope! Don't do things to ruin your life. If it was someone else, you'd probably just go to prison. I'm at least giving you an alternative."

"...I don't feel getting molested or prison are great choices."

She looked down at me, nude, glaring. It was a powerful position.

"Then don't steal tens of thousands from someone? Now, since we both know you aren't going to choose prison,"

She stepped over me again, with her ass facing me and I was now very concerned. Sex would've been, something, but I didn't want to get my face sat on! Her body was thin, but, her ass was most definitely not!

It came closer as she began to sit.

"Wait! Wait! At least turn around the other way?!"

But it didn't slow and soon I felt her cheeks against my own, her weight pressing down on me, her ass fully against my face as my nose found a particularly unsettling slow to be in. I tried to twist and turn, but I could feel it as she would shift herself to stop it. I was not a fan. I felt her shift more, felt her as she rubbed against my face, as I prayed my nose wouldn't be pushed into a certain place. She was clearly getting more comfortable and I didn't appreciate suddenly be furniture.

I was so hyperfocused on her entire ass pressing against me, that it took me a second to realize that her pussy was directly over my mouth. Not pressing hard against it, but still pressing against it. That changed when she pushed forward, putting her hands on my chest, and began to grind her pussy against my lips and mouth. It wasn't, it wasn't my favorite sexual act ever. She leaned back and I realized that I hadn't taken a breath in a second. Breathing out of the nose was straight out and through the mouth was possible but difficult. I felt like I was being smothered by a pillow.

My reprieve didn't last long as she started to grind against my mouth again and I felt as her liquid poured over me, coating me, seeping into my mouth. She got more intense, riding my face, ticked by uncomfortably. She was grinding so hard against me, I could feel the force behind it. I could feel her ass jiggle against my face from her grinding.

She slowed down and rose a little and I took a deep breath through my mouth. She then said something I really didn't want to hear.

"Hey!" Her voice was breathy. "Eat me out."

What? No way! It's already bad enough, I'm not gonna do that. I pretended not to hear her. I don't want to eat her out.

She waited and it seemed she got annoyed.

"You know, I kinda have to use the bathroom. Would be a shape if I went now, wouldn't it?"

Alright, pleasuring with my mouth it is then.

I opened my mouth and tried to use my tongue and immediately found her grinding against it. Now that I had opened my mouth and was using my tongue, more of her was pouring into me. I could taste it, although it didn't have much flavor. I didn't like it. I hadn't been with many women but I had never enjoyed eating anyone out. Just, no. And yet that was exactly what I found myself doing. She was so fierce, it felt like I was getting scrubbed by her pussy. Eventually, she seemed to be going slower but much more forceful, pushing against me with more weight, before-

Much thicker and more liquid poured into me. Ughhh. She had orgasmed right over me. I could feel the wetness all over me.

After that, she sat back, fully using my face as a cushion. I heard her grumbling above me.

'Now I really have to pee.'

I felt my heart leap in horror. Thank god, she instead got off me.

"So, how was it?"

I debated answering honestly and decided to immediately lie.

"...different. Can I be untied now?"

"Sure! On one condition."

Oh no.

"You have to come into work tomorrow like normal."

Oh. Oh shit I get to keep my job?

"Uh, sure?"

What happened after that felt like a fever dream. She untied me, got dressed, and showed me how she got in and out of the mall unnoticed. She explained that she had taken up sleeping at work because of family issues recently. I went home, I slept, and life was very, very strange.

.

.

.

I arrived at work, not quite believing what happened yesterday, and worrying all the way there. But as soon as I got there, Madeline just greeted me like normal.

"Terrance! Good to see you today! Go ahead and get set up."

"Uhh, okay?"

And work was, normal? It was like last night never even happened. I felt nervous all day about it, I didn't even know what. That we'd talk about yesterday at the very least? But, no. It seems that yesterday was yesterday and not we'd put it behind us and forget about it. It, was utterly bizarre but Madeline had said that if I did what she said, I wouldn't go to prison. What was left to be said? I did it, it happened, she enjoyed herself, I didn't, and now I get to not go to prison. All's well that ends well.

I was closing up, as it was late at night, when Madeline came out. She had talked to me all throughout the day as if she had no memory of last night so I thought nothing of it. Until she spoke.

"Hey Terrance, come with me for a second."

My heart rate sped up a little. Uh-oh. I'm getting a bad feeling about this.

She led me into her office, where the couch from last night and her desk and computer were. We went around to her desk and my heart froze. It was the camera footage from last night. With my face fully on display, next to a glass case of empty Jewelry, after Madeline had pulled off my ski mask.

I suddenly felt very very sick.

"W-what?"

"Congrats on your raise. It'll be 25% more. I'll also be extending your working hours an extra two, every night."

I stared at her, not understanding.

"What?"

She looked over at the couch, where I finally noticed a roll of tape was.

"N-No. You, but I did what you said."

"I told you. I'm not nice. I'm actually very very mean. I think you can understand what's going on here. You'll be undressed this time."

My mind spun. Like it was falling into a spiral.

"W-Why two hours?!"

"Oh. Well, I went pretty easy yesterday after all. But it was much better than expected. If it makes you feel any better, I only intend to grind on your face. So no worries."

She smiled at me. And then I realized that she was right. She was very, very mean. Two hours, every night I worked of being sat and grinded on? That sounded, terrible. How long was last night? Oh god, wasn't that only like, 15 minutes?

I looked back at her.

"Just to be clear. I've told a friend and given them a copy of the footage. So don't try anything too stupid, alright?"

"Please, please no."

"Come on, think of it this way."

She smiled a painfully cheery smile with the darkest of intentions.

"This way, you get to eat the rich."

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5 Comments
AnonymousAnonymous10 months ago

I guess the author wants to leave the story at the point where the employee is going to be her sex toy for a while.

AnonymousAnonymousover 1 year ago

Lmao that last line

AnonymousAnonymousover 1 year ago

Would love more of this story and see how it goes further.

This was very good!

AnonymousAnonymousover 1 year ago

loved it, will there be a second part?

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