byplazabull©
(Recap: My mother in law Ashley had been visiting my wife Terri and me for the weekend. I had managed to trick her into being my sex slave. You can read about that in the previous 5 chapters. The last thing that happened was that I tricked my wife into seeing her own mother masturbating. And not only masturbating, her mother was fisting herself! After an interesting conversation at breakfast I drove Ashley to the train, and now I was returning home.)
As I parked my car and walked up to the house, I could see Terri standing in one of the windows. She was waiting for me. Terri confronted me as soon as I came inside.
"We need to talk."
She walked into the living room expecting me to follow. This was the Terri I knew.
"Alright, Paul. Without going into details, I am sure we can agree that what happened this morning was totally unacceptable."
I could hear clearly that this was a conversation she had prepared, where she expected me to just reply with "yes", "you are right", "I am sorry" and things like that. I could tell she had been working herself up to this, and I could tell she was already a little mad. I, on the other hand, managed to keep annoyingly calm, knowing that her madness was like a gift to me, if I managed to stay in control.
I am sure she expected a "Yes honey, you are of course right." as my reply to her opening. However, I was definitely not letting her direct the conversation, so I asked her to be more specific, hoping that directing the conversation towards the exact happenings of the morning would trick her out of her scripted conversation.
"Unacceptable? Can you say exactly what you are referring to?"
She took the bait. Her next words were definitely not planned.
"Paul! You know exactly what I am talking about. Firstly, you coming all the way up to the guest bedroom when my mother is there is NOT OK!"
"You mean I should have known that Ashley would be fist fucking herself as the door was opened?"
I deliberately used MUCH stronger words than Terri would appreciate.
"Pau... Aaaah! NO! That is not what I am saying."
"Ok, what are you saying?"
Her script was gone and her outbursts were now driven more by her anger and her chaotic feelings than what it usually would expect from analytical Terri. It would definitely work to my advantage. She tried finding things to make me apologize.
"Well, what about your erection in the kitchen? Huh?"
"What about it?"
"How could you?"
"How could I? I saw an attractive woman masturbating. That gave me an erection. Not much a man can do about it."
I used the word "attractive" on purpose, knowing Terri would hate the feeling of me looking at her mother as attractive.
"It is wrong. It is WRONG! Other women are not supposed to give you an erection. And my mum!? That is ..."
I interrupted.
"What could I do? I can't control that."
She wasn't done.
"Oh yeah. Then what about the porn? You said you have been watching ... what mum did ... thousands of times. Are you watching porn that much? Was that something you could not control either?"
I said nothing. She had a point. She probably got a short sense of getting back to dominating the discussion, so she kept going at me.
"I thought you had stopped. And the THINGS you are watching... You are watching things like THAT?"
Hah! This was perfect. I could literally use some of the sentences I had practiced in car back home.
"Yes, I watch porn. And yes I watch porn where women fist fuck themselves, like your mother did. And other things."
I was seriously enjoying adding "your mother" and "fist fucking" in the same sentence again. I could see that Terri was about to confront me with anger again, but she took a short break to breathe and think, then said:
"But why? You said before that you were sorry for watching porn. I was sure you had stopped."
Her voice was more calm and genuinely questioning.
"Because it turns me on. As simple as that."
"Am I not turning you on?" she asked quietly, now with only sadness in her voice.
"You are." I added a pause. "But not like that. There is a side of me that longs for more ... hardcore stuff. Fisting. And a few other things."
There was a pause. I knew this would make Terri feel inadequate, and if there is ONE thing Terri hates, it is feeling inadequate. If she does, she usually does whatever she can to reach the required adequacy. I could see her thinking.
"Do you ... masturbate to the porn you are watching?"
This was a new tone of voice. This was Terri gathering information in order to start the problem solving.
"Of course".
I knew this would fit straight into her "betrayal" narrative. Feeling lust for any other woman was to her a form of betrayal, even if it was from porn. I am sure she had never felt lust for any man. I know, it may sound strange to some, but I am quite sure it was actually true.
"And now... Would you... masturbate and ... think about mum too?"
This time I was quick to reply to make an impression of this being absolutely obvious.
"Yes."
No maybes. No doubt.
A darkness came across her face. She had reached a new level of understanding. It was like she had uncovered a terrible secret. And I guess she had. The impression of watching porn as betrayal was one thing, probably something she could live with. But when it involved her MOTHER it was impossible for her to accept.
"No. No, Paul. You can't. You are not allowed. Tell me please you won't. Please!"
I looked at her and did not answer. I let her carry on.
"Please, Paul! Please! Is there anything I can do? I will do ANYTHING for you if you promise to not think about her that way!"
There it was: my opening to make her do things that were perhaps not even imaginable to her. She had literally said: "I will do ANYTHING." Wow! I would make her do so many things. Images of things she had never done flashed before my eyes. Fist fucking, anal sex, watching hardcore porn together, making her swallow my cum, me filming her. My god! I had never been more horny. But I still had to stay controlled.
I looked at her and let out a "Well... " before I paused.
"I adore you. You know that. And I think you are super hot and sexy. Our sex it is good, but not ... great. Like I said, I have some things I crave, that I am never able to do with you."
I let her think about what I said for a few seconds, but I was eager to use the momentum.
"Perhaps, if you would... No, it is too much. Forget it."
"Yes, tell me! I want to know! 'Good' is not enough. I want our sex to be great. Tell me how I can make it great for you!"
She leaned forward.
"Ok. But you will probably be mad at me..."
She grabbed my arm and looked me in the eyes.
"I won't. I promise!"
Ok, it was time to go the full length.
"Ok, here goes. What if YOU ... were ... my very private porn star?"
"What do you mean?"
I picked up my phone and said:
"What if you did some of the things I watch in porn ... and allowed me to film you. Then I would have your sexy body with me at all times, and would need neither online porn nor the image of a fisting Ashley in my head."
I knew Terri. One thing she is good at is prioritizing and taking decisions. Another is accepting some discomfort along the way, trying to achieve a goal. Her goal was obviously making me stop thinking and masturbating to porn and having the image of her fist fucking mother in my head. The discomfort would be doing some of the things she did not really like or want, and even letting me film her (something she would NEVER let me do in normal circumstances). I was hoping she would be able to prioritize between the two options that were on the table. But she obviously wanted some more assurance of the goal being "achievable" before she would accept this discomfort.
"That would make you stop thinking about mum?"
"If you did the same as she did? Put your whole hand inside your pussy? It most certainly would." I said, faking my most sincere look.
I kept referring directly to what Ashley had done. Not just that she had been naked and masturbating, but also the fact that she had been fisting herself. I was not going to accept some soft shit where Terri barely touched herself. I was going to make sure she went all the way.
I could not imagine what Terri was feeling. One thing was certain, just thinking about what she would do came at an immense cost to her. So it was no big surprise that a tear fell from one of her eyes when she said:
"Well. If that is what it takes. I would rather have you look at ME as your por... object of lust than those ... and mum. Ok. I'll do it. "
In addition to her ability to prioritize and take decisions, Terri was good at making things happen. There was a reason she had been so successful at work. So although it might seem a little unlikely to anyone not knowing her that she would jump into her role as quickly as she did, it was no big surprise to me. It really wasn't. She approached this as she did with any problem she did not personally know how to solve; she found an expert and asked for advice on how to proceed, as if she was discussing with her Financial Director about a merger with another company or with her Project Director about resource availability for the most important business projects. I had always admired her ability in this area. This time I was thrilled to be her expert.
"You mean NOW?" I asked her, probably knowing the answer to my question already. She has always been a getting-things-done woman. We had no firm plans for the rest of the day, so she would be eager to get it over with. Still, she hesitated a little. This was no easy thing for her to do. She spent a couple of seconds to make her analysis, and she made her decision:
"Yes. Let's get it over with. I can't have you thinking about mum the rest of the day. Now, what do I do?"
Inside of me there was chaos. I was so horny and so happy I could barely think, but I still had to use every little bit of will power to not simply lose it. I had to stay composed.
"Wow, Terri! You really mean this. Well, how about you start by taking off your clothes?", I said.
"I think I will be able to execute step 1 without further instructions." She actually managed to put on a little smile, then got up on her feet and started walking towards the stairs while saying "Let's go to the bedroom."
I kept sitting. She looked back at me.
"Are you coming upstairs?"
"No. I would like to do it here. That's probably how it would happen in a porn movie."
For the time being she was 100% in problem solving mode, so she accepted and came back.
"And you are ok with me filming?" I said, without thinking. Why on earth was I giving her a way out of this!? Luckily, she was still focused on fulfilling her tasks, and after using a second to go through her own process of justifying this she said. "...I am..."
I instantly used this leverage and picked up my phone and started my camera. I wasn't going to give her another life line.
"Ok, undress" I said directing the camera towards her. She looked at the camera, almost sad in her eyes. Then she started undressing. She undressed like she always did. Efficiently. Not at all like a stripper, although I could see that she made a few attempts to be sexy a couple of times. A small hip movement and throwing her hair back. I was about to say to her that she would not make a fortune as a stripper, but I shut my mouth... Anyway, soon she was totally naked.
"Now what?" she said with a shy voice.
She was starting to feel uncomfortable, knowing my camera was on her naked body, that was obvious. She was clearly working against her nature, and I must say I loved the feeling of being able to manipulate her like this.
It was probably wise to keep things happening in quick succession, if not she would possibly think too much, and perhaps pull out of the deal.
I told her to lie down on the table. She looked at me as if she was about to say "No", but she did as I told her. Soon she was on her back, on the table. I was sitting in the sofa, looking up between her legs that were already spread to either side of my body. She was trying to keep her knees together, but I gently pushed them aside. I did not have to use a lot of force, but she definitely did not do it by herself.
This was the exact same setup as I had with Ashley. Within days I had made both Ashley and Terri get naked in the living room, get down on the table and spread their legs. Who would have thought!
"I would love to watch you touch yourself. Isn't that a good start?" I said.
She hesitated. She had never touched herself in front of me before. In fact, I think she had almost never touched herself for sexual pleasure at all. That was at least what she had told me. But slowly her hand moved down and landed on her pussy.
A first it was just there, not moving, but then she started rubbing gently up and down. After a couple of times up and down her hand rested on her clit and she started moving her hand slowly in circles.
My eyes were fixed to this amazing view, but I also wanted to see her face. I raised my head to look. Perfect! She had a tormented look on her face, biting her hand. She felt ashamed and hated it. I, on the other hand, loved it. And I loved that she hated it!
I gave her some time to adjust to the feeling. Not only did she touch herself while I was watching for the first time. I was also holding up my mobile to make a video of it. She was actually making porn! I had to acknowledge that this was a really big step for her.
"Keep rubbing that clit while I touch you a little," I said after a little while.
I started giving Terry gentle strokes up and down her slit with my index finger and middle finger. Each time I was at the bottom, I pushed the two fingers inside. A little deeper for every push. In a couple of rounds I was half way inside and I decided to push the fingers all the way.
She let out a short "Uh.." and removed her own hand.
She was not unfamiliar with having my fingers inside, we used that as foreplay from time to time. She would, however, some times stop me if she thought I was too "pushy". More than two fingers was usually a definite no. And me rubbing too hard on her g-spot was usually also something she would stop me doing.
"No, keep doing your thing," I told her.
She placed her hand on her clit again.
I started moving my fingers inside her. She was not very wet or seem aroused in any way, as far as I could tell. So far, this was pure duty on her part. In addition, her face was still clearly expressing her discomfort.
I would ideally want to go and get some oil or something to lubricate her. But I did not want to stop. I was not at all sure she would still be willing to go on if I left and came back'. So, I decided to do what I knew usually made her wet, although I was not too certain it would work under these circumstances. I found that approaching her with a practical reason to get her wet would maximize my chances of her letting me do what I wanted. Like with her mother Ashley, I was expecting that if I just had a few seconds to massage her g-spot, her juices would be flowing.
"So, honey. I think things would be a bit better if you were more wet. I am afraid you will be sore if we don't get some lubrication in there."
She looked at me with a "Go ahead, continue" look. I decided to be very direct.
"Terri... This is one of those ... unspoken topics between us. I know how to make you wet, using my fingers. And even make you have an orgasm. The problem is just that you usually push me away. You don't say why. You just do. Don't do that now, ok?"
She breathed out through her nose, then took a new breath as if she was preparing for something painful, then nodded her head. She had accepted my reasoning.
My fingers had stopped moving while we talked, but now I started moving in and out again. Every time I moved out I curled them a little, making them push up just behind her pelvic bone.
"Touch yourself some more."
I could of course have used my thumb on her clit myself, but I wanted her to keep active. Obviously to prepare herself for the next things I had in mind for her, but also to make a better video. I was still focused on the mobile camera catching all of this up close. From time to time I raised the camera to get small glimpses of her facial expressions. If anyone had seen her face it would not have been possible to see that she was being finger fucked. Now she just looked concentrated, like she was having a tattoo or having a pedicure.
But I knew her well. If she in fact did not push me away I was fairly certain I would be able to make her wet and open. Whether she would allow herself getting really excited was more doubtful. But I was not concerned about her excitement or pleasure at all. I would rather have her feel the humiliation. At least at first. In a fantasy world she would also get excited and even have an orgasm, but that was not very likely.
I kept fucking her the same way for a while, and gradually I could feel my fingers going in and out more easily. She was starting to get more and more wet and I felt that familiar feeling of her muscles relaxing to give more width and depth for me to penetrate. I kept pushing deeper and deeper, grinding her g-spot harder and harder every time I pulled the fingers out.
Until now she had been breathing quite normally. Or you could say it was even like she was deliberately breathing extra slow too keep calm. There had been no signs of what I did to her having any sexual impact on her at all. Now I could sense a more hectic breathing, like she lost her rhythm when I curled my fingers against her g-spot. There was still something controlled about it. It was like her mind was trying to work against her physical reactions. I kept adding more and more force on her, while moving my fingers in and out faster and faster.
Soon it was more clearly confirmed that she was not only getting wet, but also sexually excited. I could hear Terri breathing heavier for every time I fucked her with my fingers. Her face had the expression of hard labor, and her lips formed a silent "no" from time to time, indicating there were things happening to her that she did not really accept or want. As a contrast, a couple of times I thought I could see her hand rubbing her clit with a little more enthusiasm before she slowed down, from what seemed to be her noticing her own actions. Was she seriously touching herself for her own pleasure, and not just for my viewing pleasure? That had NEVER happened before.
And then, when I was at my deepest with my fingers and grinded them towards the front of her hole, Terri made a sound that made my entire body tingle. It was a rough, hoarse sound coming from deep within.
"UUUUUuuunnngggghhhhh".
I had heard this sound only a few times before. As I wrote in the in the first chapter, there had been a couple of times where Terri had abandoned the conservative, sexually inhibited woman she usually was in bed, and was turned into a woman consumed by her sexual feelings.
This sound was impossible to misinterpret. Still, I decided to give it a little test to be absolutely sure: I kept doing the same to her a couple of more times, before I put down my mobile and reached for one of her nipples with my hand. I placed it between my thumb and index finger and started squeezing gently. Terri did nothing to stop me. I squeezed harder. And harder. Soon I was squeezing her stiff nipple with all my force. I pushed my other hand deeper than I have ever pushed it and pulled as hard as I could on her nipple, to see what happened. Still no signs of her trying to stop me. She let out another "uuuuunnnnggghhh" and moved her hips to push even harder down on my hand. Ok. This was it! She was in that state I had only experienced a handful of times before. And it was even building. This was going absolutly off the hinges! This was definitely not something I had anticipated.
I let go of her nipple and picked up my mobile again. I checked that the camera was running. I was NOT going to fuck up the opportunity to have this recorded.
She was opening up more and more. As I have said before, I have had four fingers and my cock inside her before, so it was no real surprise that when I added two more fingers, they went deep inside her without any huge effort. However, I was more surprised to feel how little her pussy was gripping my fingers, so I tried pushing deeper. My hand went deeper and deeper, and soon I could feel a little more tension. My knuckles were at the narrowest part of her opening. I kept pushing with a constant force. My hand was slowly, but steady deeper and deeper until all my knuckles were inside her. This was deeper than I had ever been inside her with my hand.
Even being this deep with my hand, her pussy did not feel like it was stretched to the extreme. Surely enough there was no sign of pain from Terri whatsoever. I was sure I could have easily added my thumb and had my whole hand inside, but I felt that would have been too "easy" for her, even thought I had dreamt of fisting her for years. I wanted her to break that barrier herself. I just wanted to get the most of this first time for her as a porn star. Making her fist herself would be the ultimate humiliation for her. I wanted that more than anything.
"Terri, you are ready. I will pull out my fingers and you can try to do what we agreed."
She looked at me with while breathing heavily and unrythmically. She clearly wanted me to continue, but she was to conservative to say it out loud.
"I am not sure. I am not sure I can. It will hurt?"
Ah! This was a setback. She was again a little of her old self, analyzing and thinking. I understood that I had to play by the rules that applied to analytical Terri and not to the sex crazed Terri. She needed some reassurance that it would be ok, and I had an idea of how to make her confident in her own abilities.
god
I put down my mobile and unzipped my trousers and pulled out my rock hard cock. I placed the cock next to my fingers that were still inside her and started pushing.
"What are you doing?" she said with a mix of excitement and surprise.
"Let me show you what you are capable of," I said while my cock started sliding in. In a few seconds she had four fingers and my cock inside. My hand had come out a little while I arranged for my cock to enter her, so my knuckles were not inside her anymore. There were lots of space for my hand, and I wanted to get my hand as deep as it had been before, so I just pushed it deeper and deeper. Soon I could feel my how my hand sank into her again, all the way past my knuckles.
I looked at her for a second. Then I started pumping in and out. If she had been back to analyzing the situation for a few seconds, she had stopped thinking now. She made thrusts against my hand and cock for every time I pushed inside, and her eyes were soon staring at me as if saying "give me more, give me more".
I continued for a short while until I was absolutely sure she was totally into it again. Then, without warning, I pulled my cock out of her. My hand was still inside. My fingers was inside her on top of each other. I started turning my hand around 90 degrees, so the palm of my hand was facing down. My hands are quite big, a little more than 10 cm across the knuckles. Try to imagine a pussy stretching 10 cm from side to side. That was what Terri's pussy was doing when I pulled my hand out to place the knuckles at the entrance.
I started pulling down with considerable force, leaving a huge open void above my hand. It was perfect for a couple of her fingers. Her hand was still working her clit. I told her to reach down with her hand.
"Let me tell you, there will be no problem getting your fist inside this massive hole. Reach down and feel how much room there is left while I have my hand inside you."
She moved her hand down from her clit and one hand found the gaping hole. As one of her fingers went inside I could see the amazed expression on Terri's face as she could not even feel the walls of her pussy around her finger.
"Feel how wide it is? You can safely add more fingers."
One more finger went inside. There was still lots of room around her two fingers, as my hand was stretching her wide.
"Come on. All four."
She hesitated a short while then curled up the last two fingers and pushed them inside. Now she had four of her own fingers, plus my four fingers, inside her wet, open pussy.
"Now do you believe me?" I said. "You have 8 fingers inside your hole. I am going to take my hand out. Then you can put your entire fist inside."
I pulled out my hand and told Terri to pull her legs up to get a better angle. Like her mother, she was very flexible and with a little help she managed to place her legs behind her shoulders. Man, what a sight! And what a video it would make! Her legs behind her shoulders pushed her head up, giving me a perfect angle to catch both her pussy and her face in the same frame.
She looked at me, as if she wanted confirmation that it was ok to procede. Or perhaps she was looking for me to tell her she did not need to do it. I am not sure. I want to believe that at least a part of her actually wanted to do it. No matter what, I was of course not going to give her a lifeline. Instead I reminded her of this being her duty.
"Now go ahead. You promised, remember?"
She looked at me. Then she looked at her pussy where four fingers were already inside. She took a deep breath, then started pushing her hand deeper inside. Her hand is quite small, and contrary to the shape of my hand, her hand is not very much wider across the knuckles than the widest part of her fingers. So, to her great surprise her hand went knuckle deep without any extra resistance. She opened her mouth, amazed by how easily this went.
"Now, you can put the thumb inside, too."
She bit her lip, closed her eyes and took a deep breath. Her pussy and face were perfectly positioned in the camera.
"Ok, here we go." she whispered to herself.
With one, slow movement she curled up her thumb and started pushing it in together with the other fingers. Before we started I was expecting quite a struggle to get her hand all the way inside, but after my preparations her entire hand went inside her like if she had been fisting herself for years. She was soon all the way up to her wrist. Just like that.
Oh. My. God!
Terri was on the living room table, fisting herself. And I had secretly forced her into it. I was almost in shock of what I had accomplished. She was equally amazed herself. Her mouth and eyes were wide open and she let out a "Whaaat?" as her hand disappeared into her hole.
"How does it feel?" I asked her.
"It... feels... crazy.." she said
"Good crazy?" I continued.
She did not reply. She just rolled her head back as far as it went in the position she was in and started moving her hand slowly in and out. I don't think she had really thought of what to do when she got her fist inside, so this was an instinctive reaction. She was gradually getting totally consumed by the pleasure, this time from her own actions. Every little sign of her feeling shy or humiliated from performing in front of me, even on camera, had now vanished. Her hand started moving faster and faster.
I got up on my feet and took a step back. Firstly I wanted to get a better overview of the action. I had seen enough close up. I wanted to see Terri's entire body. But I also wanted to step back to make it clear that she was doing this herself from now. I was not going to do more to her. As I said, she never touched herself, and definitely never in front of me. I wanted her to cross that boundary for good.
For a second she looked at me like "Where are you going?" Then she just accepted that I changed position and went back to concentrate on her own stuff. Her hand kept going in and out of her pussy. I could see that, for every in and out, she pulled her hand further and further out and then rammed it deeper inside.
I moved closer to her face and almost whispered in her ear. "This is exactly what I wanted. You are so fucking hot!"
She kept fucking herself, without stopping. I gave her a deep french kiss. I knew she loved french kissing while being excited.
I gave her some more instructions.
"Fuck yourself hard. Tell me how you feel!"
"It feels ... good."
I put one hand behind her head and lifted it up.
"Look down there. What can you see, Terri?" I whispered to her.
"My hand..." she mumbled.
"I cannot hear you!" I was turning a bit strict in my voice.
"My arm and my ... pussy." she said
"Where is your hand?"
"Oh god. It is in my vagina."
"In your what?"
"In my ... pussy."
"Look into the camera. Talk to the camera."
I met her eyes, looking serious. I nodded to say it was ok.
She did not watch porn, so she had of course no idea what porn stars actually did. However, she must have thought that talking trashy was something they did, and thus something she had to do to fill her role. She hesitated for half a second. Then she looked into the camera with a face I have never seen before. It was so incredibly determined, so raw. So unlike Terri. Still, so very typical of Terri, to do what was necessary in the situation.
"Are you happy now? Do you like what you see? This was what you wanted, right?"
Wow! That was some leap from the reserved woman I knew! I could not believe she said that! And the expression on her face! It almost scared me.
"Oh, Terri, I sure will. I love watching you and I will watch this again and again. Keep fisting yourself. Now I want to see you come with your fist inside."
She looked at me, then surprised me again:
"Ok, watch this!"
She started pumping her hand harder while looking directly at the camera with the face of an experienced porn star. I could not believe this was Terri, my wife, the business woman, the respectable neighbor. And then she took it even further. She put her free hand on her clit. Her hand was now all the way outside her pussy before it plunged back in. Again and again. Hard and fast.
I could see how the tension in her body was building. She was stuffing her pussy like she could not get enough. I backed up a couple of steps again, as I could see her getting closer and closer to her orgasm.
I wanted to do something to help her reach her climax, but I managed to stay away, just observing. I was sure she would feel more ashamed afterwards if she did everything by herself. And I desperately wanted her to feel that shame. That was half the point in doing this. So I let her do what she did. Her eyes were closed, then open. When they were open she was looking down on her pussy that was deep in her pussy.
I could see her fist moving more in bursts, just like her breathing. Then it was like all hell broke lose.
She made sounds I am not fully able to describe. It must be something in between the "Uuuunnnngggghhhh" sound I described earlier and a wild scream. Tears poured from her eyes and she looked at me with something looking like a mix of confusion, sadness and absolute bliss in her face. Her hand was pushed all the way inside, then pulled all the way out. When it was out, her pussy squirted wildly, and then she plunged her hand all the way to the wrist again. She kept going and she came and came, again and again.
After god knows how many waves of orgasm, she was finally calming down. Her hand was still inside her pussy and her legs were behind her shoulders. The sight was still hotter than any porn I had ever seen.
Soon she found the strength to free her legs and also let her hand slide out of her gaping cunt.
Before too long I could see her facial expression changing from that typical post orgasm calmness and satisfied look, to more like being in shock. She placed her hand in front of her mouth and stared with big eyes into the ceiling, as if she was saying "What did I just do!?".
I loved watching this transformation. It was the hottest part of the whole thing. That she actually had an orgasm was way more than I had expected when she agreed to fisting herself, but watching how she now had a sense of regret and definitely felt ashamed and humiliated told me I had been successful in leading her into something she did not want to do at all. This was subtle force of the best kind. I felt happy and proud.
She got on her feet, gathered her clothes and got dressed.
Then something totally surprising happened.
I was sure I had been more lucky than I could ever have imagined to make Terri fist herself and let me film it. I was sure she felt that she had done what she needed to do to make me forget her mother. And that would be the end of it .But what came as a total surprise to me was that Terri had caught on to a sentence I just threw out when we discussed my desire for hardcore porn. It was the tiny little sentence: "And a few other things." I said: "There is a side of me that longs for more ... hardcore stuff. Fisting. And a few other things." without really thinking too much about that last sentence. But Terri had noticed. She went away for a few seconds and returned with some paper and a pen.
"I can't believe what I just did... I really, really hope you are happy so it was not in vain. That I satisfied your needs," she said, looking sad.
"You were amazing!"
If I had any hopes of cheering her up, I was wrong. She continued.
"You said you liked watching fisting. And a few other things. I believe those were your words. Now I have done fisting. Could you please write down the 'other things' on this paper so I know what I need to do. I won't promise when I will do it, but I want to know what it is so I can prepare and plan."
I was speechless. She literally gave me a blank piece of paper where I could write down every perversion I could come up with - and she said she was willing to do it! Was this really happening?
My heart was pounding like crazy, partly from not getting my own orgasm when watching Terri, and partly because I understood what kind of opportunity this was. I had to be smart when writing the list.
But the fact that I didn't get my orgasm gave me the idea for the top item on the wish list. My god. If I could make her do this, it would be out of this world. I was going to ask her to let me come in her mouth. And, as an extra degrading act I would try to deep throat her. It was absolutely insane to even consider the opportunity given my experience with Terri, but given the circumstances - maybe, maybe it could be done anyway? Could I make her do that, minutes after she had fisted herself to orgasm? If I could, I was thinking I could put anything on the list.
I pretended like making the list was an absolutely obvious extension to the fisting session.
"Ok," I said. "I will do you create that list. So you can prepare. But I can tell you already now what the first item on the list would be..."
She tilted her head a little and just looked at me.
"Oh, yeah?"
"You have no idea how horny you have made me. I really need to let off some steam. And I was thinking, either I watch the amazing video and jack off by myself, or we take one more item off the list."
"I am listening."
"Well, you know after me saying so a few times, that I would like to come in your mouth."
"That is easy. I can do that."
Wow! That easy? I could add the next level of oral sex and HOPE for a positive result.
"And..."
"And what..."
"I really love watching deep throating."
I knew that for some reason she was aware of the term "deep throating" even though she had no affiliation with porn. I think she looked at deep throating as the most typical porn star act, something never a woman would do outside the set of a porn movie recording. With her attitude to porn, I think perhaps she looked at deep throating as one of the most degrading sexual acts of them all. (let's add: from the sex acts SHE was able to imagine)
She looked at me. Partly shocked by me even admitting that I would like to do it. And partly focused on getting it off the list. This was definitely not something she would like to postpone. If it was to be done, it would have to be now.
"You are sicker than I thought." She was a little angry in her voice. And I loved it!
"I can tell you, I will probably throw up. If I do, you will clean it up. Is this something you think I HAVE to do?"
I almost laughed out loud. This was perfect. She felt like she HAD to do it. It was still me forcing her.
"Well, it is definitely on the "and other things" list," I said.
She sighed.
"Ok. I will try, but I cannot promise anything. And I guess you want to film this, too?"
I nodded and pushed her slowly down on her hands and knees while I kept standing. I could see a tear leave the corner of her eye as I flicked out my still rock hard cock and started the camera again.
At first, she started sucking my cock like she always does. Just the head and with a face that clearly shows that she is not too happy about it. I decided to just let her get used to the cock in her mouth first, but soon I started pushing deeper. I could feel her resist, which only made me push harder. This was apparently turning into a sort of battle, and I was happy to make it one. It would be a battle I would win.
On one of my thrusts I could feel how my cock hit the back of her mouth, starting to go slightly down her throat. She pulled all the way out and gasped.
I felt I had a clear advantage in the situation and reached down under her chin and lifted her face up so she could look at me.
"Hey! Why are you pulling away? You haven't even tried yet."
She looked scared. Truly scared. I let go of her chin and reached behind her head.
"Keep looking at me. I will help you. Concentrate. Then take a deep breath."
With my hand behind her head and while she was looking up at me I started pushing my cock back inside her mouth. When I met the back of her mouth I had to hold her head firmly and just kept pushing. Slowly I could feel how my cock started to slide down her throat and within a few seconds she had my entire cock inside her mouth. I could feel my balls being squashed agaings her chin.
I have to say a few words more about Terri. She has an absolutely astonishing ability to accept being uncofortable or even in pain, if the situation requires that from her. She can control her body to a level I cannot remember seeing by anyone else. So I guess it should not have been as surprising to me as it was, but I could not believe how calmly she took the whole length of my cock, without throwing up, like she had said could happen. Not even a gag reflex was noticable. I could keep my cock in her throat for as long as she could hold her breath.
I had placed the phone at my chest to get the best, or rather most humiliating, angle for the video. She had somehow been able to keep eye contact while I kept pushing deeper and deeper and now she was looking up at me (and the camera) with eyes of shock (from not throwing up or gagging) and shame. Tears were running down her cheeks.
I held my cock inside for a little longer, then pulled out to let her breathe. I think she was about to say something, but before she managed to I started pushing inside again. This time, I did not stop. I pushed the whole length of my cock inside her in one stroke. Oh, my god! This was too good to be true. I pulled out a little and pushed back inside. I could literally fuck her throat like it was her pussy.
She was making some resistance, trying to back away with her head, but not enough to get away as I kept my hand behind her head, pushing her on to my cock. This was better than perfect! I felt like having an absolute power over her, while she STILL kind of felt she did it voluntarily, even though she hated it.
I kept moving faster in and out. From time to time I had to let her breathe, but I did not give her time to say anything. Just a deep breath, then I jammed my cock inside her again.
I was about to have my orgasm.
"Ok, I will come now."
She looked relieved. She of course wanted this to finish.
"And you know? You won't have to swallow."
She looked even more relieved. She probably thought I would come on her face or something. That was of course better than in her mouth.
"Take your deepest breath."
She did.
"I will come deep down your throat, so you don't need to swallow."
I jammed my cock deep inside again before she was able to object.
She could have looked surprised and disappointed, but all I could I see was the face of a woman who had surrendered. She was going to have my warm sperm directly sprayed into her stomach.
I fucked her throat with deep strokes. All the way in. All the way out. When I was all the way inside, I told her:
"Look at the camera!"
She looked directly into the camera - and that was it. My cock started filling her throat with sperm. Again, she tried to move away, but I just held her head tight, keeping her lips at the base of my cock.
When I could feel there were no more sperm coming, just the contractions, I let her pull away. She coughed and held her hand in front of her mouth.
"Fuck you! You fooled me! Bastard!"
She got up on her feet and marched out of the room, crying. I was happy. Proud. Amazed. This had gone SO much better than I expected. And, best of all: I had it ALL on video!
Now it was time to make the full list of items.
There were some obvious things, that I had asked her more than once.
First of all I wanted her to shave. She said it would make her feel so exposed. Perfect!
Secondly, I was definitely going to add anal sex on the list. That made perfect sense, if you see how much anal sex there is on porn sites. Besides I knew she did not like or approve of the act. Again, like deep throating, she was of the impression that anal sex was for porn stars only. Well, to me, she definitely was a porn star now...
I had to think more about the rest of the list, but added the following:
- me fisting her
- wear revealing clothes in public
- watch porn together (I would make her watch an edited video of her own mother and herself while she was sleeping)
- watch her fuck herself with dildos (both holes)
- threesome with a man
and finally, a threesome with a woman.
The two last items was something I was quite certain she would not accept. But I added them anyway. Partly to be able to "give" something in a potential "negotiation". And partly to let her know there was still things I would seek in porn. I was expecting her to still have that tiny feeling of being inadequate, and I was quite sure that would work to my advantage later.
Maybe there should have been more items on the list. I figured it did not matter. I was not even sure I would follow the list blindly. What I was sure of, was that I now had material on Terri that I could use against her in the same way I had with Ashley. I was going to see how far I could take it with Terri while she was of the impression that this was something she volunteered to do. But the days of boring vanilla sex was over. I already had Ashley as my slave. Now I had everything I needed to make Terri my slave too.
I was happy, but not fully satisfied. I had to find a way to make Terri's sister, Anne, my slave too. Well. That could be later. Perhaps I could make some preparations during the upcoming wedding anniversary we were all attending at Ashley's house in a couple of weeks? I was hoping it would.
It had certainly been a crazy weekend. I had managed to turn Ashley, my mother in law, into my sex slave. In addition, I had made my wife do things she would never have done before. It felt like my whole life had turned upside down.
It was Tuesday, and Saturday, a little less than three weeks from now, my wife Terri and I were invited to Terri's parent's wedding anniversary. We would stay the weekend, so I was sure there would be plenty of opportunity to continue my fun with Ashley. Terri's sister Anne would also be there. I had no firm plans for how to force her into a similar role as I had been able to with Ashley, but I was certainly going to be on alert for anything that would give any kind of leverage. I knew that I would own her one day, too.
If you read my previous chapter to this story you will have read about how I made my wife Terri agree to make a list of sexual activities that she had previously been reluctant to do (fisting, deep throating, anal sex, etc), but had now agreed to do. I had a feeling that after the fisting and deep throat action it would be in my best interest to give her some time before I made any "claims" from the list. I knew she took pride in keeping "agreeements", so I was certainly going to make her do everything. Eventually. But I found it wise to have some patience.
In the meantime, and waiting for the anniversary, I decided to have a little "remote fun" with Ashley.
First I went online to do some shopping. Once I had placed the order, with her delivery address on it, I sent her an email.
"Dear Ashley,
Thanks for a wonderful weekend! I cannot fully thank you for giving me that perfect opportunity to make you my fuck slave!
I cannot wait to see you again in three weeks time. I am sure we can have some more fun then!
And luckily, with today's technology, we can have som 'remote fun' while we wait to be physically together again. That is why I have decided to give you some homework. I am sure you will find it quite fun, too!
First of all I want you to shave your pussy. And your ass. Your task is to stay absolutely smooth at all times.
Secondly: in two or three days you will receive a package. I have ordered a nice set of dildos for you, together with a web camera. It is a plug-and-play camera, you should be able to handle it easily with the instructions that follow. Let me know when you have set it up, so we can perform a test to make sure I am able to hook up to the video feed. The first day after you receive the order and every consecutive day until your wedding anniversary you will start the web camera at exactly 12:05 PM. That is during my lunch, so I will be free. Further instructions will follow.
Best regards,
Paul"
It actually felt good to take a couple of days off my extreme sexual activities. But I soon started being excited about how the streaming would work. On Thursday I received a text from Ashley:
"I have received the package."
As this was at 10AM, she would hopefully have time to set up the camera and be ready for lunch today. I sent a text back:
"Very good! Be ready at 12:05 as agreed!"
The clock went annoyingly slow towards noon, so I spent some of the time watching the videos I had made of Ashley when she had been visiting. Not trying to brag, but I must say I was quite proud of the quality and of course the extreme contents of the videos. I was already excited when I called her at exactly 12.05.
"Hi Ashley! How are you?"
She did not reply.
"Did you manage to get the camera running?"
She replied with a short "Yes".
"Very good! Put your phone on speaker so you have your hands free while you receive your instructions. Now, go into the settings in the app you installed on your phone and send me the streaming link and access code."
Short after I received the link and the access code and hooked up from my computer. Everything worked to perfection. I could see Ashley in crystal clear HD. She did not look too happy.
The streaming link and access code also gave me access to an administrator interface, where I could make the camera turn sideways and up/down in addition to a 5x zoom. I even had a chance to record the stream on my computer. I started recording.
Some of you may wonder why I did not only hook up with Skype or any kind of online meeting service. Of course I could have, but I had further plans for Ashley and her streaming. I was thinking it would be fun to let her have more viewers some time in the future, and for that I needed the "raw" data stream. The admin interface gave me that as well. I will tell you more about that later.
Now it was time for some one on one action.
"Very good, Ashley! I was expecting that you would struggle setting up the camera and getting the stream online. It works perfectly! I can see you crystal clear. I can't wait to see you all naked, so why don't you just take off your clothes."
She looked into the camera with a face without expression. Slowly she started undressing.
The actual undressing went fast. She wore her normal outfit: a skirt and a t-shirt. The t-shirt went over her head and the skirt was soon on the floor. She removed the bra and panties in a way that seemed like it was meant to be as little sexy as possible, but she was now totally naked. God, what a body!
Considering I had already watched the videos of her I surprised myself a little with how much I enjoyed watching her. It must have been the fact that it was live, plus the fact that she looked absolutely unwilling. Of course she would look unwilling, you might say. But I even think she put on an extra unwilling look, perhaps to make me think she was boring or find the whole thing uninteresting. She should perhaps have understood that her unwillingness was even more exciting to me.
Obviously, seeing her totally shaved gave me a kick. Partly because I was sure it was something she would never do on her own initiative. Being shaved did not fit her natural, conservative image. And I also thought about how she had explained it to her husband. If all went to my plan, she would also get a chance (obligation) to show her shaved pussy to her two daughters. Hopefully I would get that on video, together with my first look at Anne's naked body.
I had to pull myself out of my fantasies and focus on what happened now.
"Good girl! You look stunning! And what a nice shave! Do you feel extra naked?"
She was still unresponsive.
"I think I will let you have that exciting feeling of being naked all of the time. I told you to never wear underwear in my house. Let's just say that the rule now applies always, everywhere. Well. Enough talk about policy. Now, go and find the box of dildos you received together with the camera."
She went out of the camera for a few seconds, then came back with a big box. In the box there were 10 different dildos and a big bottle of lube. Most of the dildos were shaped like normal cocks, just in different sizes. The smallest was what I would say was like a medium sized normal cock. The rest were bigger and bigger, up to the largest one, a huge black rubber dildo, more than 30 cm long and almost 10 cm in diameter. It looked big when I ordered it online, but seeing it together with Ashley made it look absolutely extreme.
There were also two very long dildos. These will not be used in this chapter, but later I will tell you how those literally filled her end to end, from deep throating and an anal penetration out of this world!
"Ok, Ashley. You have probably understood that I want you to fuck yourself with those dildos. But there is another twist to it. I am sure you have already thought that the two or three biggest will be hard or even impossible to fit inside. And you may be right. Today. But they will. Eventually. You are to make them go inside. Practice makes perfect!"
She looked at the camera shaking her head, but also with a questioning look. I am guessing she had already written off the biggest dildos and thought she could just say that it was not possible, and that would be the end of it. If that was what she believed, she needed to be better informed.
"In a couple of weeks we will meet for the wedding anniversary you and John will celebrate. What I have not told you is that I will decide what you will wear at the party. It will of course be an outfit that is more revealing than what you would normally wear, but *how* revealing will be determined by the biggest dildo you are able to take; the bigger dildo, the less revealing clothes."
She sat on the bed with her mouth open. Then she started begging.
"Please! Please, don't make me embarrass myself in front of all my friends and family. I will never be able to take the biggest ones. What are you going to make me wear? Please, I will stream for you every day, but don't make me embarrass myself! Please!"
I waited a few seconds before I replied. I could see her squirming while she waited for my reply. While I waited, I sent her 8 photos of different outfits I had chosen.
"Pick up your phone. There you can see the clothes have been chosen. Each set of clothes is what you will 'earn' per dildo you are able to take. "
I could hear a beep as the message reached her, and could see how she scrolled through the photos. I had deliberately chosen the first photo in the set to be the least daring. It was by no means a slutty dress. I would say that it would easily pass as a normal summer dress for a woman in her early 20s, without anyone raising an eyebrow . Ashley, however, would never have chosen a dress like this for an occasion like the anniversary, but my intention was to find the exact balance where she would feel like she was a little too daring but not so much that anyone would expect there anything was 'wrong'. It was a tight fitted dress that was cut above the knee, where the most striking detail was the deep v-neck that would definitely show some cleavage. With my orders of wearing no underwear I was sure it would cause quite a few stares by the men and hopefully a few critical comments among the women.
The rest of the outfits were outright clothes only strippers or whores would wear. I had deliberately chosen all the other that bad in order for Ashley to really make an effort to take the biggest dildo. It would prove to be a gamble, I must admit, as I will tell you more about in a moment.
She looked at the photos, then looked at the dildos and focused on the biggest one. She slowly shook her head as if she had given up even before she started. To begin with I really enjoyed watching her while she imagined herself in one of the whore outfits.
"Well, my lunch does not last forever. Let's give those dildos a try, shall we? Start with the smallest one. You can leave the thinner, long ones. We will use them later."
She looked into the camera for a few seconds, not saying a word. Then she must have started visioning herself in the most daring outfits, and emptied the box on the bed and got down on her back next to the pile of dildos. So much had happened in just a few days, so I had to remind myself what kind of woman Ashley was a less than a week ago. Even before I had seen any penetration I was extremely excited!
She found the smallest dildo and placed it between her legs. Again, she looked towards the camera, as if she wanted to ask "Do I really need to do this?" with her eyes. I just waited. Then she started pushing the dildo inside.
As she started pushing, I could see the instant frustration in her face. Even this regular sized dildo met quite a resistance, and she had to apply some force to get it all the way in. I could see her looking at the rest of the dildos, shaking her head as she was clearly thinking that many of those would be extremely hard or even impossible as the smallest one gave her such a hard time.
"Good girl, again! That was one. Now you have earned the first outfit! Shall we try the next?"
She removed the dildo and reached out for number two. Again, she had to work quite hard, but also this went inside her.
It was time for the third. As she started pushing, I could see her lips almost being pushed inside her together with the dildo. The problem was of course that she was not wet at all, so anything trying to penetrate her would be met by quite a lot of friction.
She had the bottle of lube available, but I don't think Ashley had ever thought of the possibility of using lube to ease the penetration. At least she did not use it.
"It will never be possible! I am at number three, and I am already struggling. I might as well just give up. I can't wear that second or third outfit. I will be socially dead. "
She was almost crying.
"Oh, Ashley. I have had my fist inside you, so I know you are able take more than that. The problem is that you are absolutely dry. You need to do something about it."
I could have mentioned the lube, but I had a hope that she would still not think of it and rather try to make herself naturally wet.
She had to think for a second, but then she removed the dildo and put two of her fingers in her mouth. Then she put the two fingers inside her pussy and started searching for her g-spot, while the other hand landed on her clit, starting to give a gentle massage. It was like she had learned a new trick from me, when I had made her wet.
Watching my mother in law fucking herself with her fingers like this was such a turn on. But this was not only a woman masturbating, it was a woman masturbating against her own will to try to make her pussy wet, so she could fuck dildos she did not want to fuck. And that just gave the whole thing another dimension.
She kept going at it for a while and then I could see her fingers started glistening when she pulled them out a little. Oh yeah, she was getting wet. The moist made her able to reach deeper with her fingers and by pulling her fingers out, soon her whole pussy was nice and wet. She seemed very concentrated, and suddenly she removed her fingers and reached for the third dildo again. This time it sank into her pussy without any problem.
She must have felt it was time to use the momentum, and replaced the third dildo with the fourth. There was a substantial difference in size between the two, and now her pussy was being stretched really wide. It was no longer only the friction making it hard to put it inside. I saw her pushing and pushing without getting the head inside, so I found it could be good to make her take a new step in her sluttiness. Or rather two new steps.
"Well done, so far Ashley! I can see that it is starting to be harder now. You need to do more preparation work to be able to get the next one inside. First of all - you need more lube. The bottle that was part of the delivery will give you even less friction than your natural juices can. Add a good amount of it and make sure you are lubricated all the way inside. Then, put your legs behind your shoulders as you did when you fisted yourself in front of Terri - and use both hands to stretch your hole as wide as you can."
She was determined to have more clothes on for the anniversary, so she did as told; filling her hole with lube and then her legs went behind her shoulders. Her hands went down to her pussy and three fingers from each hand spread her pussy wide.
What a sight! As it was bright daylight I could look deep inside her pussy. I directed the camera at her gaping hole and zoomed close enough to let her gaping pussy fill most of the screen, with her face visible just above.
It was time to try the fourth dildo again. She placed it at her pussy that was still slightly gaping from the stretching, and this time it went more easily inside. It was time for number five.
The difference in size from four to five was even bigger than from three to four, so at first it seemed almost impossible for her to get it inside. She pushed. She twisted. She took more turns stretching and adding lube, but she was not able to get it in.
I decided to give her some more advice. After all, I had seen my fair share of women trying to get big dildos inside their cunts. Compared to her I was an expert, even though it was her cunt.
"Ashley, get out of bed and place that dildo on the floor."
She got down on the floor, and fixed the dildo to the floor with the suction cup. I made the camera follow her.
"Now, turn towards me and start sinking your body down on that thing. You can add more pressure on it now when you have your entire body weight to help you with."
She positioned herself on top of the dildo and starting lowering her body onto it. Nothing much happened, so she kept applying weight to it. Suddenly it was like her vaginal muscles gave in and with the amount of force she had applied she was suddenly sitting with the whole dildo inside.
Her reaction almost blew me off my chair. As the dildo started sinking in she looked into the camera with an amazed look on her face. And to make the scene absolutely unbelievable, there was a slight smile too. Probably due to the knowledge being one step closer to the only wearable dress for the anniversary, but to anyone who did not know the background it would look like she was a total slut, just proud to show off her skills as a dildo fucking whore.
Sadly, that was the last achievement of the day for her. Or, in a way it was not so sad after all. The knowledge of her being at home, afraid of what she would wear at the anniversary, turned me on as hell. By managing the fifth dildo she had made it to a very skimpy school girl outfit. Still totally inappropriate for a woman like Ashley, and she was frustrated, angry and there were some tears when I finally told her to stop trying and said it was enough.
She had probably thought she had only this attempt to make it to the last dildo, but when I told her she had almost two weeks to make it, she was so pleasantly surprised I could see relief in her eyes and she even let out a short "Oh, thanks". I almost laughed at the fact that she thanked me for being able to try fucking herself with those huge dildos again.
From what I had seen, I must say I had my doubts she would make it to the largest dildo on her own had grown. If I had been there, I am sure she would. But for herself to have the determination? Actually, I did not think so.
I was starting to think I had been too eager when picking the outfits. Damn! I did absolutely not want to go back on what I had said. That would make me lose face towards Ashley with the risk of her feeling less obliged to do what I ordered her to do. This could turn into a real problem.
But then something struck me. Something that would bring the entire scheme of forcing Ashley to another level. I had made my wife agree to things she did not want to do. Involuntarily volunteering, as I called it. Now I had an idea of making Ashley an involuntary volunteer, too. This could work, but there was no guarantee. I decided to test the idea on her.
"Alright, Ashley. You did well, but you are still three dildos away from wearing the only outfit I think you find remotely suitable for a woman like yourself. So you need to work hard the next two weeks. I have given you some advice today for how stretch yourself, add lube and use your body weight. I would spend time practicing. You can fist yourself. You can add two of the smaller dildos together, or anything you can come up with yourself to stretch your hole. Do you think you will be able to make it?"
She shook her head and sighed.
"Ok, I will tell you how to get there."
I could see her straightening up, listening.
"The most important thing for you to be able to get to number eight is something I know from both from fucking Terri and you. From my experience your pussies are quite similar. The clue is to make your pussy open up by itself. Do you understand?"
She uttered a silent "No...?"
I continued.
"The secret is in making yourself let go of the feeling of this being an obligation. Once you feel TRUE pleasure in fucking yourself, you will open up and bigger dildos will slide in more easily."
I just let that last statement hang in the air for a few seconds.
I could see how she felt my words made sense. But this would be something totally different to her. Letting me physically use her body was "easy". Even having an orgasm from me forcing it on her would still be something she could not control, so she was in a way innocent. But, letting her inhibitions go and finding real pleasure in the activities would be on another level. She would not only be portrayed as a slut. She would BE the slut. She could not let herself sink to that level. But she could not let all her friends and family see her in the clothes I had chosen for her either. Suddenly my "mistake" of picking too daring outfits could work to my unbelievable benefit!
"I'll let you think about it, Ashley. Although I think you already know what the only solution is, let me remind you: I WILL do everything I have threatened to do if you start thinking about disobeying me. Even sharing the videos of Terri to her friends and colleagues. That leaves you with two options: looking like a total whore to all your friends and family, or actually starting to work mentally on what stops you from WANTING to be my fuck slut."
She looked at the camera with total disbelief. How could I even suggest something like that? She even let out a:
"Are you totally out of your mind? I have been stupid enough to let you gain control of me, but making me actually want it? Seriously?"
Luckily I managed to stay absolutely calm and composed.
"Well, I think we both could see that the there is quite a 'stretch' for you to be able to fit the largest dildo. I am certain it will not be possible to do for you with sheer will power. If you do, you will probably end up hurting yourself really bad. Deep down I think you realize it is a fact. That leaves you with two options, being dressed like a whore in your own wedding anniversary or having all your friends and family see how you have sex with your own daughter."
"And let me be clear: I am sure you are already thinking of a third option. In case you have not implicitly understood: cancelling the party means the video will be spread to Terri's friends, family and colleagues. And yours of course."
I did not wait for her reply. I just added:
"Well, you are an independent woman. You can assess the situation by yourself. We'll meet again tomorrow, Friday, at the same time. Bye, Ashley."
Then I hung up on the phone.
But I did not stop the web camera. I could watch her face as she first looked into the ceiling and then sat for a long time with her head in her hands. She had clearly forgotten the camera. Then something cool happened. She picked up her phone and looked like she scrolled through the photos I sent her. For each photo she picked up the corresponding dildo and studied it. When she was at the largest, one of her hands reached down between her legs, as if she wanted to feel if it could at all be possible. She looked at the dildo and at the outfit photo again. She sighed and shook her head before she closed her eyes and tilted her head back.
She was obviously frustrated. I could not be sure, but seing my mother in law possibly debating with herself whether she would actively work to become a dildo fucking web whore was the hottest thing I have ever seen.
Suddenly, she realized that I may be still watching and she quickly went over to the camera and turned it off. I was ok with that. I had seen enough for today. I was really curious to see what her attitude would be like the next day.
When I hooked up to the stream on Friday it was soon obvious that she was determined to work her way up to the largest dildo just by hard work. It actually felt a little sad seing how she struggled when she failed to get the sixth largest inside. In fact she had big problems taking the fifth again.
I did not mention the mental aspect again, I just played along and told her that she would have the weekend to practice before we would have another session Monday.
I cannot go into detail with every following session. But Tuesday, she managed to get the sixth largest dildo inside. Of course she looked like she had made an achievement, but from there she was nowhere near being able to take number 7 and 8. We approached the weekend and I could see that she was starting to put less effort into it. She was starting to give up making it by hard work alone.
After our Friday session, just one week before the anniversary I told her again that she would have the weekend to think and assess the situation.
"So Ashley, how do you think you are doing? You are far away from being able to take the two largest dildos. Do you think you will be able to with one week to go? If not, you either have to look into people's eyes while they see you are dressed as a porn slut, or you distroy your own and your daughter's life. What do you think you will choose?"
She was silent.
"I remind you of that other option. But you will have to totally change your mind. I know you have always told your children that they should make the best of any situation. I know that is one of your guiding principles. So, how do you make the best out of the situation you are in at the moment?"
She swallowed hard and was breathing heavily, like she was angry. I liked that. Perhaps it was the kind of anger you athletes use to build up when they have to perform. I decided to leave her in that state.
"Well, let's talk again Monday. I suggest you drop the training this weekend. I would use the time to think, call it mental training if you like. Assess your options and choose wisely. Have a nice weekend, Ashley."
Monday at noon I turned on the stream. It was like meeting a totally changed woman. Before I had a chance to tell her to start, she was in bed starting to insert dildo number 4. She applied a good amount of lube and just started fucking herself with it. Soon she replaced it with number 5 that had been the largest dildo she managed to take in the first session.
The way it just sank into her this time was totally amazing. It was like she had gotten a new pussy. I was watching in awe as she removed number 5 as well, and picked up number 6.
She looked into the camera and said with an determined and angry voice:
"I hope this makes you happy, you fucking bastard. You win. Again. You leave me with no choice."
Then she started pushing the huge dildo inside. What had been a full session's work last week was now done in a few seconds. Her face, that had been looking more like when you do heavy lifting before, had more of a stifled, introvert look.
There was no doubt, my Friday speech had made a real difference!
She started moving the dildo in and out slowly. Her legs were already high in the air and her body was slightly angled towards the camera, giving me a perfect view of how deep she pushed the dildo.
I must say she surprised me a lot! The dildo soon went in and out of her like any ordinary cock. She was now literally pumping herself with it, pushing it all the way inside, leaving only the rubber balls out.
I just sat back and enjoyed the show. After a while I could see her glance over at the two biggest dildos. She removed number 6 and took a couple of deep breaths. Then she picked up the second largest and gave her pussy and the dildo a good round of lube.
She put the head just at her opening and started pushing. Slowly the dildo started going inside. A couple of times she had to stop, and I thought I could tell by her eyes that she kind of reached inside for that feeling of excitement. She gave it another push, and as the head was all the way inside the rest came with it, and it was soon deep inside her.
She threw her head back. Then she lifted it again to have a look. Then it was thrown back again, while she let out a moan. This was not acting! She was making herself really excited with a dildo as thick as her forearm! She began pumping herself with this massive dildo, too. It was a real struggle holding the dildo with one hand, but after a while she managed to just keep one hand at the end, pushing it inside and letting it slide back out. The other hand started rubbing her clit. She went totally crazy and after I while the incredible happened - she came. A crazy, shivering orgasm where she made a sound very similar to the one Terri made when she was totally consumed by her orgasm.
I think I was only semi conscious at the time, being totally consumed by what was happening in front of me. Luckily I had started recording, so I could go back and watch again later. To this day this is one of the hottest videos I have in my possession.
Even after her orgasm she kept going for a while. But it was soon clear that her body was done. She made an attempt with the biggest dildo, and while I could now see that it would be possible, she had no chance making it in this session.
I just left the phone call and the stream without saying anything.
I could tell you about the following sessions. Especially Wednesday, when she managed to take the largest dildo. It was of course absolutely amazing, as I am really turned on by big penetrations. But I will make it short.
Basically Tuesday and Wednesday went the same way as Monday, Ashley being determined to let her mind follow her body. She fucked herself with bigger and bigger dildos and eventually she made the biggest one, like I said.
The reason I make it short is that Monday was the real turning point, the day I saw her turn into an unwilling AND willing slut. I had basically forced her to want it. It came from inside her. I am still able to bring back the feeling of ownership and achievement I felt that day. There is no way to describe it. If you have a chance to get in my situation, grab it with both hands.
It is not an understatement that I was happy with my progression. With that in mind I decided to let Ashley have Thursday and Friday off from our online fun. Thursday I went out and bought the dress she would wear. Finding the right size was easy as she was the same size as Terri.
I was really starting to look forward to the weekend. Watching Ashley in the dress and how people would stare would be almost be enough in itself. Of course, I would add some more fun. Perhaps make her give me a blowjob in the kitchen or have a finger inside her ass or pussy around other people. Could I find an occasion to fuck her with those huge dildos? It was impossible to make definite plans, I would just have to improvise.
My other goal for the weekend involved Terri's sister Anne. As I have said, she would also come and stay with Ashley and John. I had briefly seen her naked in a sauna before. This time I was not satisfied with only seeing her. My goal was simply catching her naked on video. Period!
So, when I was out buying the dress for Ashley I also went by a gadget shop to buy a tiny spy camera that I could hide in her bedroom. Little did I know that this spy camera would also later be the key to me owning Anne like I owned Ashley.