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Chapter 5 by sugarfree

One last act as a free woman.

Promises kept and broken.

"Alright babe, in half an hour you will belong to me, officially that is," he said with a wink. "I wish it hadn't happened this way though."

"About that, when we got together I told you that I wanted to wait until we got married to have real sex, we've experimented and have had fun doing so, but before I lose my personhood, I'd like you to take my virginity," as I've done many times before I undress, and reach for his belt. "We'll have to be a bit quick about it, I don't have much time here big boy."

I was a little shock when he grabbed my wrist and stopped me. "I wasn't too thrilled at first, but now I agree with what you said then. I want our first time to be as husband and wife. When I own you, you will still be able to earn money, so we will pay off your debt in no time at all, and then we can get married. Until then, I have to turn you down. Even if you are very good at tempting me."

I wasn't too sad he was turning me down, since he ended his denial by pulling me into a hug and a deep passionate kiss.

"Ok, be that way. Now, I have some chores to do and you need to get to sleep."

"Are you sure, I could stay up and help you?"

"No arguing, I don't need you grumpy when you take ownership of me because you didn't sleep after work like you usually do."

With that decided, I gave him a quick kiss and I got to work on my usual chores, finishing up the dishes, cleaning the bathroom and getting food prepared for when he woke up. I didn't really feel like streaming today so I decided to go lie down in bed with Jason. I knew at some point while I was working my probation would have ended, and I would be Jason's property as his Debtor, but that didn't mean I wasn't shocked when the Debtor app suddenly popped open with a message.

You, have lost access to this device, until your owner -Jason Mill- has entered his password and approved your usage of it you will not be able to access it, or any device connected to this account.

"Well that's that then." I say to myself. I expected to feel differently after losing my personhood, and while I completely understood that I had lost it, and that I deserved to lose it for not paying my debt, I still felt like me.

It had been a long morning, so I decided to curl up into Jason's arms to sleep. I was comforted about the whole ordeal when I felt him wrap his arms around me like he usually did.


I don't know how long it had been, but I felt some movement on the bed that slowly brought me out of my sleep. "J-Jason?" I mumbled barely conscious.

"Don't move."

"What?" I started squirming around as I woke up but I stopped and hissed with pain as I felt a sharp smack against my bare ass. Much harder than when we would do some dominance play. Wasn't I wearing pants when I fell asleep?

"That was my last warning, from now on if you don't listen the first time I say something I will be more creative in punishing you. So don't move." I felt him get off the bed and heard him leave the bedroom.

I decided to not move.

Easier said than done since I was face down and had no idea what was going on behind me, curiosity was getting the better of me but I heard him return so I didn't try to look around. I heard him place some items on the nightstand next to me, then I felt a cold piece of metal against my skin, and heard the fabric of my shirt being sliced by a knife. I was glad I hadn't worn a bra, it wouldn't be good to waste all of the clothing Jason had for my use, if he intended for me to use clothing at all that is. It didn't take long for the shirt to be cut and pulled off of me. It had been one of my favorites. With the shirt discarded, I heard a container being opened and smelled a faint whiff of coconut. Then I felt what I assumed was coconut oil being spread in and around my anus. "What's going on Jason?"

"I was horny when I woke up and I had a perfectly serviceable Debtor right here to use. Until I take you in to get appraised I don't want to take your virginity, so I'm going to use your asshole instead."

"Um, please be gentle, we've never done anything like that before."

"I'm not one to damage my property unnecessarily."

I decided to be quiet and let him get me ready. He was taking his time, stretching and massaging my anus, which was starting to feel amazing, causing me to moan. Panting I speak up, "Please fuck me already, I think you prepared your hole perfectly."

He smacked my ass again, harder. "It isn't your place to tell me how to use my property."

"Sorry, Jason."

We had been dating for two years now, and in that time I had gotten pretty good at sucking his dick if I do say so myself, and I never thought of his seven inches as too big. Until he started pressing it into my asshole that is. No amount of bracing myself was enough and I started trying to push him off of me, tears once again coming to my face. "Please stop, I was wrong, this hurts way too much! Please, I'll suck your dick instead! Please Jason, stop!"

My struggling was useless since I had no leverage with him behind me, and besides that he was much larger than me. Even so my struggling annoyed him, and he roughly grabbed my wrists and pinned them above my head with one hand. With the other he grabbed the back of my neck and squeezed hard. "I already told you, it isn't your place to tell me how to use my property. Yell if you want, but if you resist, I will punish you."

I did as he commanded. I yelled, I cried, and he used my neck as leverage to continue roughly fucking my asshole. "Yes, yes, that's right. For two years you wanted me to be your good little pussy licker, you even had me convinced that a handjob, or blowjob every now and again was enough. Now, for as long as it takes to pay off your debt I am going to use you as I see fit. Be good and I'll be good to you, but whenever you try and tell me how to use you I will be much rougher."

"O-ok." Even with how rough he was being, pleasure was building, but without any stimulation on my clit, I didn't think I would be able to finish. "P-please, can I u-use my h-hand, this hurts, this hurts so good and I need to cum!?"

"It wasn't a question needing an answer, it was a statement. Now if you want to cum, beg me to use your asshole every day. Beg me to use you in every way you said you would never be ok with."

"Yes! Anything! Of course! I belong to you, I AM YOURS TO USE HOWEVER YOU WISH!"

"Good. Then you understand when I tell you that you are not allowed to cum."

As he finished talking I felt a familiar quiver in his dick, amplified by how sensitive my asshole was compared to my mouth or hands, and he came inside me. It felt like he flooded my colon with his semen, and I moaned from denied pleasure, just barely shy of having an orgasm.

He released the grip on my neck and wrists, then pulled out of me. Another pang of pleasure and pain, both still shy of finishing me off. Then he got up and spun me around on the bed, facing the edge, and his dick, wet and dirty from his cum and my asshole.

"Clean me off."

Confused I looked up with a question clearly on my face.

"Don't make me tell you again." He started pushing his dick towards my mouth which I opened since I didn't have the will to resist. It was as disgusting as I thought it would be, but not enough to reduce how horny I was. In fact, how degrading he was being was mixing with my arousal and I could feel myself becoming more enthusiastic with my task. I used my hands to pull his waist towards my face and my enthusiasm was encouraging his dick to get hard again. "Decided to be a good plaything I see. Make me cum in the next minute, and I will let you do the same."

With the clock ticking I attacked his dick. I knew from experience I could hold my breath that long, so I did, focusing solely on the task in my throat. "Good, good, good." I heard his breath quickening. I knew I would make it. Then he pulled his dick from my throat.

"What, why?" I looked up, and saw him stroking his cock, pointing it at my face. So I opened wide for him, and received his seed a second time in a few minutes. "Did I make it, can I cum now?"

"No."

"What, why?! That's not fair Jason, you said if I made you cum I would get to."

"Yes, if you made me cum. I made myself cum, so you will have to go without. Now I am going to go take a shower, get some clothes out for me."

As I watched him walk into the bathroom I sat there struck dumb, until I heard the shower start, then I got up and grabbed some clothes to lay out for him. It didn't take long, and my arousal had not lessened at all, so I took matters into my own hands and started to masturbate. I gripped the edge of the nightstand with one hand and rubbed my clit with the other. I had been on the edge for a while now, and I could feel myself tipping over that edge as I circled my clit with my middle finger. Getting closer, and closer, I couldn't help but raise my voice, from the small moans I had been making. "yes, Yes, YES, Y-"

"That was a mistake."

A busy afternoon.

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