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  • I Would Do Anything Ch. 02

I Would Do Anything Ch. 02

12

I remained still and listened carefully as I heard Mistress walk to the door, heels clicking on the hardwood floor. I was in the middle of the living room on my hands and knees, naked and with my ass pointed directly at the front door 15 feet away. Oh yeah, and I just licked up my spent cum from the floor and my hands after jacking off in front of Sue, my Mistress. Even still, I didn't know who was at the door, but they certainly would have had a good view of me.

The door opened and I heard Mistress greet the visitor, "Hello Claire, so happy to see you. Do come in." I couldn't believe, really believe, how nonchalant she sounded given my present position and attire. Nonetheless, Claire entered.

"Oh my, have I interrupted something Sue?"

"Well actually, no. I just finished up and am in the middle of somewhat of a break. Tell me, can I ask your opinion on something?" asked Sue of Claire.

"Why of course", I heard, imagining both women staring at my nude backside on proudly exposed and on display.

She continued, "As you can see, I have a young plaything here that promised to do as she was told and up to now, has not. There must be some form of punishment, but I'm unsure as to what would be more appropriate. I'm undecided as to whether it be pain or humiliation... or maybe both?"

I felt a hand rest my right butt cheek and something began to stir inside of me. The hand then moved from my upper thigh to the top of my bottom, the little finger ever so lightly grazed my anus which sent a shiver through me. My nerves were totally exposed at this moment and I was incredibly sensitive to everything around me.

"Why not punish her both ways? Do you still have that chest full of... uh, toys in the guest room?"

My ears perked up and hearing became astute. "Of course I do, what are you getting at?" was Sue's reply.

"Let me show you." And I heard both women walk into the guest room, the room I had slept in just last night. I knew of the chest, I set my overnight bag on it. I didn't know what was inside, I didn't snoop about. But was it really full of toys? One can only presume sex toys, but what sort?

After a few minutes, they returned to the living room. Sue began, "I agree, this should do well. Some humiliation and some pain to boot. Little one, reach back and present your pussy to us. If you cannot do as you promised me, then there will be action."

"Mistress?"

"Spread them dear girl, pull open your lips!" she replied.

I still didn't quite get it. Was she referring to my ass as a pussy? I slowly reached behind me and placed each hand on my butt cheeks. "That's a good girl, finally doing as you're told." At that point, I knew that she was in fact, referring to my ass as my pussy. "Spread your pussy lips for me now, I have something for you that you're going to love... or learn to love."

I pulled my ass cheeks apart slowly, unsure as to how wide I was to spread myself. Hoping to hear Mistress say something like "that'll do", I kept pulling my cheeks apart until I could pull no more. I was completely exposed to both Mistress (again) and this Claire woman.

"Hold still for me now, just like that." I heard the click of a bottle and the squishy sound of something as my mind tried to figure things out. Then a hand was placed on the small of my back, followed by something being placed at the opening of my pussy... I mean ass. "Do us a favour my dear and push, push like you would if you were on the loo."

Unsure as to why I was told to do that, I pushed. When I did, my lips, I mean my ass puckered and opened somewhat. At that point, Mistress pushed. The object that was once setting against my bottom, was now invading it. And what made it even more amazing is that it got wider as she pushed it in.

"That's a big girl, push now. Mummy is going to stretch your little pussy and you will like how it feels. It may hurt now, but you WILL love it. You WILL want it. You WILL crave it and beg for it and do anything for more of it."

Claire's voice came into the scene, "mmm, I do enjoy the deflowering of a virgin cunt. Tell me missy, have you ever had anything in your pussy before?"

Hang on, was I "missy"? The question I was asked stunned me, as Claire was watching my pussy, um, my ass being stuffed with something that beginning to burn from the stretching as it got bigger the more it entered me.

"Ohhh!" was all I get out. I continued to push as Mistress did likewise.

"Claire asked you a question, my dear girl. Are you going to answer it?" Mistress said to me sternly. And at that point she stopped. Holding the invader at its widest point, stretching my anus to its widest.

"Um, no Ma'am, I have not. I, um, I, no, nothing" I managed.

"Come now" replied Claire. "Not even the wayward finger?"

My God, how humiliating! Was I supposed to say "yes", I finger myself from time to time? Had Sue actually seen me earlier in the shower while I simultaneously stroked my hard cock?

"Yes, I have... I, um, I have yes."

"You have what precisely?" Claire continued.

"I have fingered myself, Ma'am"

"Sue, really. Must she refer to me as Ma'am?"

Mistress answered back with, "Missy, you will refer to our dear friend as Madame. Do you understand?"

The invader continued to remain at a very wide point of insertion. My pussy, I mean, my ass was on fire as I gritted my teeth and replied, "Yes Mistress, I understand. Madame, I have inserted a finger a few times into my bottom. Yes, I have, but that is all."

"Your bottom? I was referring to your pussy, dear girl. Have you also fingered that?"

I was quite lost now. Mistress began to pull back slightly on the invader and then push back in again in a rhythmic motion. The feeling was painful, burning as my pussy was stretched, and humiliating, having this all done to me stark naked, something being stuck in my ass or pussy, whatever, by Sue AND in front of someone I didn't even know.

"Yes Madame, I have fingered my pussy on a few occasions", I responded with hurried breath. At that point, Mistress further pushed the invader further into my pussy and suddenly it "popped" in.

"Ohhhhh!" I moaned. I took a number of short breaths and felt my cock harden. That was a butt plug, I didn't see that coming. I pushed, but to no avail. The flange was too wide. Each time I relaxed after a push, the plug felt as though it would plunge further into my backside. I felt so stretched, so vulnerable. I couldn't believe I was being subjected to all of this just to get a look at Sue's tits. Massively huge stupendous tits, I might add. As I thought of that, my cock grew harder.

"Oh that does look good does it not? A stuffed pussy, all hairless and stretched!" Mistress sounded very pleased with what she was looking at. I, on the other hand, felt so incredibly vulnerable. But what did it look like, I wondered? As the burning feeling began to subside, I was beginning to enjoy the discomfort of having my ass filled up and stretched. I began to involuntarily push the plug out and then relax, allowing it to slam back into me. Ooooh, yeah... I was really starting to like it! I felt so dirty.

"Claire, would you look at this little slut. I'm thinking she likes having her pussy filled up! I think it's time for the rest of the punishment. Missy, I need you to come lie across my lap." Mistress was sitting in her chair again as I sat up on my knees. I kept my head down and couldn't help noticing how hard my clit, I mean cock, was. The head was glistening with pre-cum. I wanted to stroke it to orgasm right then and there, but knew better of it.

"Sue, look how her little clit is hard. She does like it. Oh, you're going to have some fun with this one!" said Claire. I looked up and recognized her. I had seen her at our house before when I was still living at home. I had only met her a couple of times, so I hadn't remembered her name. And she remembered me.

"I always figured you to be a little girly slut. And I think Missy suits you to a tee. Sue's told me all about what you got up to this morning. My question is if you want to see my friend's bosom so badly, why do you not just do as you're told? Or do you enjoy this more?"

You know, I must say, I was incredibly excited at that moment. Claire was an attractive woman, probably in her mid-fifties like Sue. A little more overweight than Sue, but I could tell she must have been an eyeful in her prime. Not as busty as Sue either, but just as curvy. And I was before them both fully clothed as I remained completely stark naked with a butt plug in my pussy, I mean ass, and a raging hard on.

"Up we go," said Mistress as she patted her lap. I rose to one leg and slid over across her lap. Mistress held my hips and guided me into position. My clit, I mean cock, met her leg and bounced over it, in between each of her thighs as they spread slightly and then clamped onto it. "Right, I believe thirty out to be enough."

Claire pulled up a chair from the dining area and sat across from Mistress to watch.

Smack! I felt the sting of her bare hand came in contact with my left cheek. Instinctively, I thrust my hips forward in an attempt to avoid another, but it was of no use. And when I thrust, my pussy would try to suck the butt plug further into itself. I meant ass.

Smack! Came another swat on my right. Again I thrusted forward.

Smack, smack, smack began the systematic fury of spanks on my poor bottom. As I bucked my hips in tune with Mistress's spanks, my clit would slide in and out of her thighs and the plug was sucking in and out of my pussy. I was fucking her legs and fucking myself and getting a jolly good thrashing to boot. It was painful, yet delicious. And all the time, I was on display to these two attractive middle aged women.

My pussy and my clit, I mean my ass and my cock, were on fire. I was thoroughly charged up when the suddenly spanking ceased. "Claire darling, be a dear and hand me the paddle. I think she's enjoying my bare hand a little too much. Thank you."

Claire got up and went to the guest room and soon returned. I could hear her footsteps as she approached and handed the instrument to Mistress. "You have ten more. And you will take it like a big girl, won't you Missy?"

I swallowed, my face red with blood, "yes Mistress."

I heard a faint whistle and then felt the contact from her paddle. Smack!

"Ooooh owwww!" It just blurted out of me. No way could I help it. Then came another and another until I had obediently taken the remaining ten. I say obediently, but really there was nothing I could've done to stop it. Sobbing and grunting the entire time.

"You may stand up Missy." I gingerly used the armchair to brace myself as I slowly stood myself up. My bottom was on fire and as I looked down, so was my clit, I mean cock. On the floor beneath where I lay across mistress's lap was a small puddle of pre-cum.

Claire noticed it, too. "Uh, Sue dear," she said with a pointed finger, "look at that."

"Yes, I noticed. Missy, you know what to do."

I knelt to the floor and lowered myself to the pool of pre-cum I had inadvertently made and opened my mouth to lick up my mess... again, this time in front of two women. The pre-cum had a much sweeter taste. I actually liked it. With my stuffed bottom a few feet from Claire's watchful eye, I tried my best to look the part. I felt dirty and slutty, so I swayed my bottom to and fro and with both hands on the floor licked up everything I could see of my sticky mess.

"You certainly did a number on that bottom, Darling. Just look how red it is." Claire placed her hand on it and commented further, "and it's certainly hot! I just love it. It's making me hot just feeling it."

"Missy," Sue instructed, "face to the floor until I return. Do you understand?"

"Yes Mistress."

Sue and Claire went back to the guest room. I was still amazed that all that stuff was in there with me last night and I didn't even think of it, never even suspected there would be such a cache of sex toys. What else was in that chest, I wondered.

I could hear them talking to one another, but couldn't make it out entirely. "This one for sure and then either this one or the other," I heard them discuss, but had no idea exactly what items they were discussing.

"Claire, go and fill this up and hang it in the bath tub,a little soap will do. I'll go get the plaything ready."

I heard Claire walk behind me to the bathroom and Sue appeared before me. I was staring at her shoes when I heard her say, "on your knees little one." I heard water running from the bathroom. Sue continued, "Your little pussy must love being stuffed and it looks deliciously stretched. And I think you are beginning to like having it played with like all little sluts do. But we need to give it a proper cleaning first, otherwise known as an enema. And you'll be having two of them. The first will be a soap and water enema and the second will be a special surprise. Have you ever had an enema, little one?"

"No Mistress, but I have heard of them."

"Well the thought of it must be appealing to you by the look of your clit!" I looked down at my cock and it was indeed bursting. My banana shaped erection curved up with a glistening head. "Stand up little one", she said while offering her hand to me. I reached out and took it while standing up on both feet. Sue leaned over to my ear while pulling the back of my hand to one of her tits, lightly rubbing its nipple and whispering, "I believe you want to keep going don't you? You want me to have you as my plaything, to do as I want with don't you? Your cock is talking for you, isn't it Richard?" She actually referred to it as my cock and called me by my name in the masculine sense. "You want me to shape you into a little girl who craves cock and will do everything she is told, yes? You want to see these tits, the one you can feel now? Then you will do everything I say. And you will not only like it, you will want it always. Whenever you see me, think of me, hear my name, you will want to serve me and please me. Your cock will become your clit, your ass will become your pussy, and you will remain completely hair-free at all times, because you never know when I will call upon your services for playing. You see, I have photographs and a witness to all the little dirty filthy things you get up to. No, I am not visible in any of the photos, so if they wind up in the wrong hands, it may be bad for you. So you will follow my instruction and you will make yourself available whenever I choose. Won't you Richard?"

"Yes Mistress", was all I said. I remained fully erect, throbbing as I took in all that she said and all of what it meant. My ass was filled with a butt plug and I loved it, even wanting more, wanting her to push my limits. "Yes Mistress, I am yours to do with as you please."

Then, returning to referring to me in the feminine sense, she continued "Good girl. Now let's get you ready for your douche. Claire? Are we ready dear?"

"Yes Sue, you can bring missy in now!"

I was lead to the bathroom and saw a hot water bottle hanging from the showerhead. With the shower on the immediate right as you walk into the bathroom, the bathtub was just next to it on the right. Looking straight ahead was the loo and the vanity and sink to the left. I was told to squat over the loo, remove the plug and wash it off thoroughly. I turned and faced the two women, then took hold of the base of it. I pulled, but it didn't want to budge.

"You must push again while you pull on it, little one, as if you're on the toilet"

I tried again, this pushing out when all of a sudden, faster than it went in, it shot out. I held it in my hand and turned my head sideways to see how big it was. My first concern was the mess. This was quite the humiliating moment to be naked, holding a butt plug with excrement on it in front of two fully clothed women. My erection began to deflate. I rinsed it in the toilet at first and then used some toilet tissue to wipe off what I could. I then went to the vanity and turned on the hot water and washed it with hand soap. Now I began to take note of the size of the plug. It was about 5 inches long from the tapered section to the tip. As I washed it, I made a circle of my thumb & forefinger, stroking it if you will with my soapy hands. I noticed the tapered section was about as thick as my cock, while the thickest part of the plug, the part that did the most stretching was a bit smaller than a tennis ball. "My ass got stretched that wide?" I thought to myself. When I began to rinse it, Mistress spoke again.

"Now that I see you know how to clean up after yourself, I know I can give you instructions in my absence. Now I want you to lie in the bath facing up with your legs on either sides of the tub."

The porcelain was cool as I sat my butt down onto it and even colder as I laid my back down. I put a hand under each thigh and lifted my feet up onto the sides, exposing myself once again in a most vulnerable way. I was told to spread my pussy lips, which I knew meant my ass, and pulled them wide apart. Sue snapped another photo of me before Claire took the end of the hose that lead from the bag and brought it to my mouth.

"You'll need to lubricate it missy", said Claire when I opened my mouth slowly and she put in. I closed my lips around the black pencil shaped piece of plastic with the small bulbous tip. I looked her dead in the eye as she moved the tip in and out of my mouth. Happy with what she saw, she smiled at me, knowing I was also becoming her little toy, as well, following her instruction equally as I was with Sue. I really had no choice, as I looked at it that I was going to have to obey anyone whilst in Sue's company if I were to please Sue.

Claire withdrew the tip from my mouth ever so slowly; I kept my lips closed around it, almost sucking on it, wanting it to remain in my mouth. Claire loved what she saw, I was looking like a slut and acting the part and wanting to do so. My little clit, I mean cock, was beginning to stir again. When she finally inserted the tip into my pussy, I mean ass, I was fully erect again. Then she loosened the clip holding the soapy mixture back and I felt it. I felt the flood of warm water filling my anal cavity. My eyes went round like saucers from the sensation. I even let out a groan.

"Stroke your clitty for mummy, little one, but don't make a mess like you did earlier", Sue instructed me.

I slowly gripped my cock and began to move it up and down its length. I felt the water begin to really fill me up, cramping began to set in and then the flow ceased. Sue told Claire to plug me after the she removed the enema tip. She handed it to Claire who then brought it to my mouth. I knew exactly what she wanted and I obediently opened my mouth as she slid the butt plug in it. I gagged slightly and she left it in a while longer before pulled it out, along with it was a rope of saliva.

"That's what I was looking for", Claire said as the saliva rope finally broke free from my mouth. Almost simultaneously, she pulled the enema tip out pushed the plug back into my ass to hold back the dams that was my first enema.

"Keep stroking that little clit of yours, my dear. Mummy will be back in fifteen minutes", said Sue. "If you feel the need to orgasm, you must stop. The door will be open and I will know if you do, so I'll advise you to follow this instruction to the letter.

"I will Mistress, I will," I said while I stoked my very excited and hard cock.

"Afterwards I have some more tests for you, and you know what the reward will be if you pass with success, don't you, little one? Tell me."

"To be given the chance to see your magnificent breasts, Mistress?"

"Yes, my dear girl. So make Mummy proud. No orgasm now. But I want you to keep that clit hard for me."

And then she and Claire turned and walked out. I could hear their footsteps clicking across the floor in the guestroom, no doubt to the chest of toys to plan their next assault. Over the next few minutes, I was brought close to the point of orgasm a number of times, but when I felt I hadn't enough self-control to continue, I would stop. My cock was angry with me. Red, furious and angry... and leaking pre-cum.

12
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