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My EX - My Prisoner Pt. 05

My Ex - My Prisoner Pt 5

Sorry for the long delay for this chapter, it got written and torn up several times, before evolving into a chapter so long it had to be cut in half. That half is now the next and final chapter, and just needs some editing and proof reading. It should be posted soon.

It is strongly recommended to read this story from the beginning to understand the flow, references, changing relationships, and nuances.

For those that choose not to do so, or have forgotten how my ex and I got here, a brief synopsis. My wife had turned into a lying, scheming, cheating shrew and I divorced her. I moved on with my life, rediscovering a happy bachelor life. I didn't hear anything from my ex for years, until I got a call from state corrections asking if I would be interested in turning my house into a private prison for my ex, who was in prison for stealing from her employer. The State was trying an experiment to reduce overcrowding, by outplacing non-violent offenders. My "Hell NO!" changed into maybe when a lawyer friend, Fred, wrote an amendment to the State contract making my ex essentially my sex slave, along with a promise from Corrections that if it didn't work out, they would pick her back up in less than two hours. The ex agreed, afraid the bull in her cell, that corrections had put there trying to get my ex to behave, was going to kill her. The previous chapter ended up with a sex party at which my ex aka slut, was a full and willing participant. We now resume my story.

Somehow the party completed the conversion of my Ex, aka slut to the perfect Stepford Wife. My morning wakeup cock sucking or rimming was done with great enthusiasm. There was no sign of attitude regardless of what I asked her to do, or how I used her. Her gardening was clearly her favorite activity, and the area looked incredible. However, sucking me and nursing on my cock seems to have passed playing video games as her second favorite activity. Slut actually asked permission to suck me more often than I initiated the act. She reminded me every day when it was time for her daily spanking. Every day I turned her ass a deep burgundy, and every day she responded like it was something that she looked forward to.My EX - My Prisoner Pt. 05 фото

I never had a complaint about her cleaning or other duties. At one point it had been weeks since I had disciplined her for anything. Suddenly there were almost daily errors, hair in the shower drain, the kitchen floor not spotless, etc. At first, I was afraid that she was regressing, but as I went to discipline her for an error, I got the gleam in her eye and realized that she wanted me to discipline her, it was something that she craved, for among other reasons to prove that I still cared. I confronted her and slut admitted that was what she was doing. I started in again with the clamps, bed restraints, whipping, bondage, etc, on a random schedule. Working to give her what she craved, but with an unpredictably that seemed to help fulfill her need. Occasionally I would have Fred do a scene with her when he slut sat for me. Trish was always happy to come over and enjoy topping slut, though I had to keep an eye on her to make sure she didn't go too far.

The exercise regime set up by Corrections for slut had remarkable results. She had lost all the weight she had gained, and firmed up her entire body, most noticeable in her abs and butt, but even her face had changed remarkably, the chubby cheeks were gone, and her cheekbones once again gave shape to her face. The legs in the heels looked fabulous. With all the sun that she got in the garden she frankly looked amazing. I dug out an old picture of when we were dating and frankly, now she looked even better.

Early one Monday I got a call from my contact at Corrections. He informed me that under State law, slut was due for a parole hearing. I relayed slut's fear that if she was released, she would return to her old ways and wind up back in prison, and as a repeat offender for a very long time. He replied, "She can tell that to the Judge, and if you can swear to that, you can affirm that as her fear. I will tell you that the judges have been very reluctant to not grant parole for inmates with a clean record like your charge."

I asked, "If she is paroled, then what, she is free?

He explained, no they go to a halfway house to transition from prison life to civilian freedom. At some point the goal is that they find a job while still staying at the halfway house. They must check back into the house every evening and stay until they leave for work the next day."

An idea suddenly struck me, I asked, "what are the requirements for a halfway house?"

He replied, "It must have certain security features, camera monitoring and 24/7 trained staff. Why?"

I started to outline my thoughts. "What about a house that has all the security features of a prison, and is overseen by someone certified and experienced as a jailor?"

He quickly understood where I was going, "I will check into it. You are already a successful test case for the civilian incarceration program, and frankly with the way the judges are granting parole right now our halfway houses are pretty full."

I decided not to say anything to slut, until I knew more. I gave Fred a quick call and asked if he knew of any job openings that slut might qualify for. He made several inappropriate suggestions before getting serious. His receptionist was going on maternity leave in a few weeks, and he didn't really expect her to return for at least a year, and quite likely never. I had to end the call early, because slut came in from the garden to suck my cock before she fixed lunch. It had become her habit and one that I really couldn't object to. Besides her expert cock sucking ability, with the feel of her sucking, her tongue, and her throat, every time I looked down, I saw those eyes filled with adoration staring back at me. She had become an expert at keeping me on edge until I was either at a stopping point with my work or I decided it was time for her to go fix lunch. A simple nod of my head and she had me cumming down her throat and filling her mouth in about a minute.

I couple days later I got an email from my contact. He listed several things that would be required before I could be approved as a halfway house. First, the house would have to be inspected for code compliance as well as security measures. Second, I would have to complete a short course, available on-line, that was probably redundant for the training I had already completed but was required for my personal certification. Third, I would have to hire an approved counselor to work with slut through the transition with weekly sessions. Finally, I had to find local businesses that might offer a training job for slut.

He also informed me that slut was due for her annual physical and asked if I wanted to have it done at the same facility as last time. Corrections has a facility where prisoners incarcerated outside the prison can be dropped off for a short stay to give their keepers a break or meet short term commitments where they need the prisoner cared for elsewhere. I had done it once for a fishing trip with Fred and Trish. Slut hated it, but otherwise it worked very well.

He didn't think there were any major issues with the list. The inspection didn't sound like an issue, though the code authority sometimes surprises you with little things in the code that you don't think of. He sent a separate list of the registered counselors in the area. One name immediately came to my attention, Janice. We had dated for a time after slut was kicked out and had separated amicably, though reluctantly on my part.

I sent a message back to my contact asking him to schedule the inspection and to schedule slut at their facility for three days around the inspection date. I also sent a message to Janice, the registered counselor I recognized from the list. I explained how I had come to be slut's jailor and the plans for her to stay here, making it clear that would be slut's desire. I asked if she would be willing to be the hired counselor working transition with slut. Finally, I signed up for the on-line housekeeper's course. It sounded like everything was falling into place, if the judge agreed, and the code people didn't find something expensive in the house requiring work.

The hardest part was hiding my enthusiasm for what I was doing from slut. It helped that Janice messaged me back suggesting we have dinner to discuss the offer. I made a call, and Trish was excited to spend an evening with slut. Janice texted me the name and address of the restaurant where she made the dinner reservations.

I was in the shower when slut came in from the garden to start dinner. I wish I had a picture of slut's face when I told her that Trish would be here for dinner and to take care of her, while I was on a date with a girlfriend. Her immediate question was, "Is she spending the night?"

The look of shock continues as I responded, "Trish? No, My girlfriend? you'll know when you come in to wake me in the morning." I had no expectation that Janice would be coming home with me, much less spending the night, but it helped remind slut that I didn't belong to her.

I had to dig deep in my closet to find clothes appropriate for the upscale restaurant Janice had selected. I wasn't sure whether coat and tie were still required, but I wore one just to be sure. Trish showed up carrying a small toy bag, which quickly caught slut's eye. The short skirt, tall boots, and leather vest over naked tits caught my attention and caused slut to give me a very worried look. I took the opportunity to tell slut to behave as if she was serving me, and she didn't want me to get a bad report that she failed to be obedient to Trish. The twinkle in Trish's eye told me slut was in for an intense evening.

I caught an Uber to the restaurant; parking is always an issue in that area. Janice was waiting for me at the bar. My cock stirred the moment I saw her. Not just the memories, but she was dressed elegantly, but with the intent to show off her curvy, taut body, the auburn hair hung in loose curls to the middle of her back. One of those dresses where everything except her long legs were covered, but nothing was really hidden. Before I let her know I had arrived I texted Trish to give slut an earlier bedtime and to lock slut's door and turn off the lights in her room when she did.

I stepped up behind Janice, moved her long hair out of the way and kissed her where her shoulder met her neck. I heard a soft moan and I soft, "Don't you dare stop that." So I didn't I kept softly kissing her neck and bare shoulder as my hands took a firm grip on her waist.

She finally turned and asked, "Are you trying to get me to skip dinner."

I kissed her lips and replied, "No, I like it better on a full stomach."

She kissed me back then asked me, "Your full stomach or mine? Our table is waiting."

We had a delightful dinner catching up on the past few years, her foot occasionally rubbing against my shin, and she seemed to lick her lips often enough for the desired effect of catching my attention.

We finally got around to talking about slut. She knew that I had kicked slut out and why, so I started with the call from Corrections. She immediately understood my initial rejection of the housing slut, but smiled broadly when I told her about the supplemental conditions that Fred had written for me, and Corrections approved. I filled her in on the improvements in slut's behavior and attitude and her fear of rapid regression is she was out on her own. That brought us to my current interest if having her be the counselor as I became the halfway house for a paroled slut.

Janice got a serious look and asked, "Do you want to keep her as a halfway house to protect her, or so you can continue to use her?"

I had already asked myself that same question, so I didn't hesitate too long before simply answering, "Yes."

She nodded her head, "I understand the dual issues. May I talk to her before saying yes, or no?"

I smiled and responded, "She will be in bed by the time we got to my place, but you can certainly talk to her in the morning."

I could see the wheels turning as she considered my offer. She finally smiled and said, "I won't need to talk to her, I will just observe and probably learn what I need to know without us telling her why I am there."

I settled the bill and called for an Uber. As we walked out, I put my hand on her hip, and she snuggled in closer to me. As we waited just inside the front door for the Uber to arrive, I pulled her in for a kiss, that got such a response the valet tapped me on the shoulder to tell me my Uber was there.

I texted Trish that we were on our way and would be there within five minutes. She met us at the door, long enough to tell me that slut had been very good. I unlocked slut's door and guided Janice to my room. I unzipped her dress and slid it off her shoulders and down over her hips. That she was wearing nothing underneath was not a surprise, until I found the butt of the vibrating plug in her ass.

While Janice was a great body and a fun fuck, she wasn't particularly adventurous in bed. Why finding the vibrating plug in her ass was such a surprise. She helped me strip and we fell onto the bed together, quickly. I explored her familiar body with my lips and tongue, eventually winding up between her legs tasting and exploring her cunt with my tongue. Not sure why she was in such a hurry, but rather quickly she grabbed a handful of my hair and pulled me up on top of her.

As I started to enter her, I found her incredibly tight. She saw my look of surprise and softly explained, "it has been a while, and you are significantly bigger than my fingers." I slowly worked my way deeper and deeper into her. The vibrations of the plug in her ass transferred through the thin membrane right into the sensitive bottom of my cock.

As I reached fully into her cunt and started to slowly work in and out, two things I hadn't remembered about Janice became very obvious. First, I felt her nails scratching and digging into my back as she went on edge. When we dated my back was always marked, but the reward of her sex made it worthwhile. The other thing hadn't been an issue when we dated was that she is quite vocal, not soft moans, she gets loud, urging me to fuck her harder, proclaiming her excitement and feelings, and a frequent loud, "oh my God." I had no doubt that her vocalizations would be clearly heard in slut's room. It wasn't too long before I heard the door creak as it was cracked open. I had no doubt that slut was peeking in the door, most likely with her fingers buried deep in her cunt.

The audience encouraged me to fuck her even harder and faster, with a corresponding increase in Janice's vocalizations. Her incredibly tight cunt felt spectacular as it caressed my cock, the vibrations from her ass added to the sensations. Her vocalizations were music to my ear, even if a bit loud. At least once was she stopped to get her breath; I was sure I heard a moan from behind the door.

Her cunt suddenly grabbed my cock even tighter as she humped up into me cumming hard. Her tight grip on my cock pushed me over the edge and I came equally hard pumping deep inside her. As we both laid there trying to get our breath back, I was sure I heard the click as the room door closed behind me.

We held each other tight, as I eventually softened and slipped from her cunt. She slept in my arms. I vaguely recall that at some point during the night she mounted me and slowly rode me, before collapsing again into my arms.

The soft warm, wet sucking on my cock slowly woke me up in the morning. Janice was still cuddled against me, her head on my shoulder, but slut had worked her way between my legs for her morning duty. I felt her tongue on my balls and my cock as she cleaned Janice and my cum from between my legs. Once clean she got busy working my cock, reminding me that she was there.

As Janice woke up, we kissed and made out while slut continued her efforts. I finally told Janice that I would do breakfast and give her some time with slut. I moved slut over to Janice's cunt and headed for the bathroom and the kitchen. Slut did not hesitate to begin cleaning our mess in Janice's cunt.

As I worked in the kitchen, I heard Janice and slut talking softly, still in my bed. Once I had it ready, I called them and they came out arm in arm, both still naked. I caught a glimpse of slut's back and butt, Trish had obviously enjoyed herself. Over breakfast the two kept talking. I'm not sure why slut felt so free to tell Janice her story of how she got here, and her fear of what would happen if she was paroled. Until all the pieces fell into place I wasn't going to raise her hopes.

After breakfast slut headed for the bathroom for her morning routine. I tried for another tryst with Janice, but she begged off claiming that I had bruised her too much already. My offer of using the other hole was also declined. She said that she was going to just walk home until I reminded her of the heels that she had worn here last night, she relented, and I called her an Uber. We parted with a long warm kiss and a promise to not wait so long to get together again.

When slut came out of the bathroom it was obvious that she had paid much more attention to her hair and her makeup. I complimented her on her appearance, which got a smile. The smile quickly faded and she asked, "Sir, may I ask you a question?"

I wasn't surprised at all by the question, "Yes slut, what is on your mind?"

"What was last night and this morning all about?"

I saw no reason for details so I told her, "One of the ladies I saw after you left and I wanted to get reacquainted."

Slut though for a moment, "She seemed quite interested in my story."

I quickly replied, "and you seemed quite interested in her's."

Again, slut thought for a moment and asked, "One of the ladies?" I just smiled in response and told her to clean the kitchen and bathroom then go work in the garden. I could tell she wasn't completely happy with my answers, but it was all I wanted her to know until I had things set up.

Mid-morning I got two messages. The first was from the code authority that inspection was set for 9AM the following Monday. The second was from my contact at Corrections asking If I wanted to book slut's stay at the temporary facility for Sunday thru Tuesday, or Friday thru Monday to give me a long free weekend. The free weekend sounded great, so I asked him to set it up

About an hour later a certified letter was delivered. It gave the date, time, and location for slut's probation hearing. She and I were ordered to appear, and it also stated that an attorney representing slut could also appear. The date was on Monday, three weeks out, so hopefully any issues with the building inspectors could be addressed before then. It also meant I needed to get busy on the online course for the certification I needed to run a halfway house.

I had just started with the online course when slut came in early from the garden. I rolled my chair back and slut scampered under my desk and literally attacked my cock. I had to caution her to slow down, we had plenty of time before lunch. As I looked down the eyes seemed to have a pleading look in place of the normal look of adoration.

The online course was simple. Much of it was common sense and a large part was redundant with the course I had already taken. I reached the halfway point, a good place to break shortly before our normal lunch time. I nodded down to slut and she quickly brought me to orgasm, showing me her mouthful of cum, swallowing when ordered to.

I pulled her up into my lap, she cuddled tight against me. I showed her the legal order for her probation hearing, but quickly filled her in on what I was doing to keep her in my halfway house, the scheduled inspection, Fred's job offer, and my attempt to get Janice as her counselor. She had the audacity to ask if Janice was going to be here for her or me. I turned her over in my lap and paddled her butt, before sending her to fix lunch. At lunch I filled her in on her visit to the temporary facility for the upcoming weekend for her annual physical. She was most upset about both the upcoming hearing and her stay at the temporary facility.

 

Friday slut almost got a spanking before I got her into her Corrections orange jumps suit and flip flops. The two matrons showed up to pick her up. I really thought the wrist cuffs attached to a waist belt was unnecessary, but they have their procedures. Slut was going to get her annual physical including GYN and a new annual contraceptive insert. Almost as soon as she was gone the house just seemed so empty. I now had a completely free weekend until the code people showed up on Monday morning. I finished the halfway house on-line course and caught up on some overdue client updates.

Finishing up everything on my must-do list, I debated on what to do for my first free weekend in a long time. I decided I was long overdue for a chastity weekend to reset my libido from constant sex with slut. That commitment last almost an hour, when it hit me hard how much I missed having slut around. Not just the sex, which was constant and exquisite, but just having her and her naked body around. It occurred to me that was why we got married in the first place, and the slut I now had was far better in so many ways than when I decided to marry her, sex just being one of those improvements.

While I was feeling sorry for myself, Janice called and asked if I was free to talk about slut and the possibility of her being the required counselor. I told her about losing my cook for the weekend and offered to meet her somewhere for lunch. Janice replied, "Can I apply for your temporary vacancy for a live in maid, cook and sex slave?"

I laughed, she immediately replied, "I'm dead serious. You may have noticed the other night I'm not getting much action lately, and you already know my submissive tendencies. Serving you this weekend would be my best weekend in a long time."

It certainly sounded like too good of an offer to pass up. I asked, "You do know that besides being subject to all my carnal desires, it involves cooking, scrubbing floors, cleaning bathrooms, and being punished for failure to behave or please me. There is a standard after lunch paddling."

She replied, "You make it sound better all the time. I'll be there in an hour." Before I could reply, she hung up.

While I waited for her arrival, I put out the makings for lunch, ham, cheese, bread and some left over soup from the pot that slut had made. I wasn't sure what to expect when there was a soft knock on my door. I grabbed a spare collar and leash and opened the door.

I found Janice kneeling on my doorstep, she had upped her appearance from the other night with some bright red face fuck lipstick, and darker eye shadow. A small overnight bag by her side. I told her "strip." The look on her face was priceless, but she only hesitated for a moment before slipping her dress over her head revealing she was naked under it. I put the collar around her neck, picked up her dress and bag, and led her crawling on the leash into my house.

I led her over to my chair, dropped her bag and dress on the floor and asked her, "you wish to serve me as my slave all this weekend, and you at least have an idea what that requires. You will cook, you will clean, you will be used for my pleasure, you will be punished, you will be treated as I treat slut, in fact for this weekend you will be called slut. You understand all of that and still wish to serve me this weekend?

I saw a shiver pass down her spine, but she responded without hesitation, "Yes Sir, I understand and agree, please do not spare me while I am here."

I asked, "Do you have a pair of heels in your bag?"

"Yes Sir."

I told her, "If you behave you may walk when wearing heels when not on my leash, otherwise you will crawl. You may put them on now and go fix lunch, everything is out for you. Note the cleanliness of my kitchen, that is what it will look like when you clean it after lunch." She quickly put on her heels, making sure I got a great long look at her charms as she did. I helped her to her feet, swatted her butt and pointed her towards the kitchen.

She fixed the sandwiches and heated the soup. She put two place settings on the table and came and knelt to tell me lunch was ready. I took her leash and she crawled behind me back to the table. I moved the second place setting over next to mine where there was not a chair. She immediately got the hint and started eating while kneeling beside me. I told her that the table was a "free speech" area, and she could ask or tell me anything without repercussions as long as she was courteous.

She gave me a long look and asked, "Are you really going to treat me like you do slut?"

I replied, "Is that not our agreement, and did you not specifically request that I not spare you while you are serving me?"

I saw a hint of a smile before she asked, "So what happens after lunch?

I explained, "You will clean the kitchen as clean as it was before you made lunch, you will then receive your daily paddling, then your daily exercises as requested by Corrections, then you will tend to the garden. Once done there you will use the hose to clean yourself and report back to me."

She thought a moment and asked, "When do I get fucked."

I almost laughed but managed to keep it to a smile as I replied, "You get fucked, whenever, wherever, and however I choose. You cum only when I tell you to. You touch your cunt to clean it after pissing, and just enough to keep it wet, ready for my use.

As we finished lunch, she cleared the table and while I got some work done, she did the dishes and cleaned whatever mess she had made in the kitchen. When it looked like she was finishing, I went and inspected. She missed a few spots that I wouldn't have let slut get away with, but I accepted her work, took her leash, and she crawled behind me back to my desk.

I reached over and took the slapper out of my desk drawer, Janice looked a bit surprised, perhaps a bit apprehensive. She had heard she was going to be paddled, but the sight of the slapper made it real. She still obediently crawled over my lap, her toes touching the floor on one side and her fingertips on the other. I worked her butt over well, not nearly as hard as slut, more a nice shade of red rather than the burgundy that slut gets. I did finish with one harder swat at the tender junction of her thighs and butt that got a little scream from her.

I rubbed her butt, feeling the warmth of her butt and the wetness between her thighs. I slid her off my lap and used the leash to pull her head back to my rigid cock. She didn't need to be told; it disappeared quickly deep enough into her mouth to feel her throat gag as my cock reached that point. Somehow being on her knees, collared and leashed, caused her to need to show me how well she could worship my cock. I knew from experience that she was a good cocksucker, but she was taking it to a new level from my experience with her.

She started taking me in and out of her throat, caressing the sensitive head of my cock with a slight gag each time it entered her throat. Her eyes never left mine and I saw a twinkle in her eyes that told me that she knew exactly what she was doing. I didn't last long before starting to unload down her throat. She pulled back so I could finish in her mouth where she could taste me, her mouth overflowed just a bit, with overflow down her chin and looking sexy as hell sitting her tits. I smiled at the tongue full of cum that she showed me, before I ordered her to swallow. I told her, "now that I know what you are capable of, no more half assed blow jobs this weekend or ever."

Her eyes dropped and I got a quiet, "Yes Sir."

I helped her to her feet and led her into slut's room. "Time for your daily exercise. I'll be kind and turn the machine back down to where slut was a year ago." I reset the control to the lower level, had her step onto the treadmill and snapped both clamps onto her nipples. The clamps were wired to the control panel and if she fell below the programmed pace, they delivered an increasing shock into the clamped nubs. Whenever that would happen to slut when she first started training, I would hear a short sharp "Yip" from her. Those "yips" were now quite rare, though I expected to hear that a lot today.

I explained the machine's incentive program to Janice, emphasizing the importance of staying at or above the required pace. Her look of disbelief pleased my sadistic core. I explained that if she tried to adjust the machine, she would finish the routine with her hands cuffed behind her. I hit the program start button, watched her try to stay on pace in her five inch heels, then headed back to my desk. It wasn't long before I was hearing a steady stream of "Yips" coming from her. I used the machine monitor on my phone to lower the program she was on. The "yips" were still there, but not as often.

I heard the machine start slowing down, going into the cool down section of the program. I walked in and as the treadmill slowed to a stop helped Janice down from the platform. I could tell that she thought she was through and seemed most disappointed as I moved her over to the mat for the floor exercise portion of her workout. I put her through a very abbreviated part of slut's daily routine, watching her twist and move into the different positions, sweat, and breathing hard had me ready for the final item on her workout routine, one that slut and I enjoyed most, leg lifts.

I had Janice laying flat on her back. I explained that she needed to lift her legs 8" off the ground, spread them wide, then back together, then raise them higher, then back to the initial position 8" off the floor. I warned her that if her heels touched the floor before she did twenty, she would be back on the treadmill for another 20 minutes. It was an idle threat, but a great motivator.

From my vantage point it was most obscene, her cunt opened each time she spread her legs. Especially as I encouraged her "wider" for each rep. She was struggling after the third rep, but I waited until she spread wide for the fifth time before kneeling between her spread legs and pushing deep into her cunt with one fast rapid push. As I fucked her, I reminded her what happened if her heels touched the ground. First, she cheated by using her hands to hold her knees up, then she wrapped her legs around my hips, encouraging me to go faster and harder.

Having recently been milked by her throat I lasted longer than I expected, I felt her cunt clench hard on my cock at least twice and she started getting vocal before the first time and didn't stop until I felt my cock spasm and unload deep inside her. I leaned down and kissed her before telling her, "that is your daily workout while you are here." The responding moan was a bit deeper than what I had been hearing before that.

We remained locked together on the mat, until I softened a bit and withdrew. I moved up and sat on her tits, giving her my cock to clean. Looking down, I could tell she was exhausted, I wasn't sure whether the gleam in her eyes was from my hard fuck or succeeding in completing today's exercises. I smiled and told her, "Good girl, I will leave it at the same level tomorrow." That got a moan around my cock, with very pleasing vibrations.

I sent her out to the garden to make sure everything was watered; I wanted to make sure it still looked fabulous when slut got back. I told that when she finished that chore she could shower, shave, and make sure her ass was clean and ready for my cock. Janice is not a fan of having her ass fucked which makes it even more enjoyable, as well as ensuring that it will be incredibly tight for me. Though as tight as her cunt was last night, she was being honest about not getting much action.

I got off her, helped her to her feet and showed her to the garden. I was back working at my desk when I saw her come in and go into the bathroom. She was in there for quite a while before coming out, walking over and kneeling by my chair. I had told her to shave after noticing some stubble. She had a nicely trimmed triangle above her clit and was bare but with a hint of stubble below that. When she came out of the bathroom, she was now completely bare, not only was the stubble gone, but so was her patch of hair above the clit. I had to admit I liked her new look better.

She looked up at me, she had also redone her makeup and refreshed the eye catching red lipstick. I told her, "You have done well. Assuming you cleaned the bathroom properly, you have free time until it is time to fix dinner, I have work to finish. You may take a nap, or play video games, or whatever you would like.

She thought a minute and asked, "slut told me how she likes to gently suck on your cock while you work. May I do that.?

I rolled my chair back to make space for her to crawl under my desk. I reminded her before I rolled back to her, "remember, you are to gently nurse and enjoy my cock, and pleasure me without making me cum. If I cum before it is time for you to fix dinner you get a replay of your after lunch paddling. You may also edge your cunt and play with your plug, but you do not have permission to cum."

Frankly my cock was a bit raw from the hard fucking I had given her at the end of her exercise session. Still her warm wet mouth and teasing tongue still felt incredible on my cock.

I worked hard to ignore the pleasure on my cock as I finished up a couple of reports and project submittals, nothing too critical or which required my complete concentration. I reached a break point and concentrated on the feelings in my cock. Janice's cock sucking was clearly different from slut's though I really could not pinpoint why it felt so different. It was kind of like the difference between your two favorite ice creams. Both are incredible, yet different. The one obvious difference was when slut sucked my cock, her eyes were always looking for mine. When Janice sucked her eyes were closed unless I ordered them open. Slut was looking for signs she was pleasing me, Janice was simply lost in her pleasure of the act.

While I was savoring the feeling an email came in from Corrections. Her annual physical found nothing of concern. Her weight was down twenty pounds, and now more appropriate. There was a special note on her annual fitness test commenting that her improvement over last year's unacceptable level was remarkable, and that she now met all targets on all tests. I sent a reply back thanking them for the update, and asking, if possible, to give slut a treat as a reward for her hard work improving her fitness scores.

I leaned back in my chair to more clearly see Janice's bright red lips wrapped around my cock. I watched her cheeks move as she gently sucked and released on my cock. I could see a small puddle under her cunt as her fingers slowly frigged it. Suddenly I knew what I wanted.

I rolled my chair back, my cock popped out of her mouth and her eyes flew open in surprise. I used her leash to pull her out from under my desk and firm hands on her hips to turn her around and bend her over my desk. I pulled the plug from her ass, finding it well lubricated as I had hoped. I used a dollop of lube from the tube in my desk drawer to liberally lube my cock before I started to work it into her very tight ass. There was still a small gape from the plug, but I still heard a squeal as the head of my cock popped through her sphincter ring.

I paused until I felt her relax, then slowly worked deeper and deeper into her ass. In a little bit, back about half what I had just gained, then deeper, and back, deeper, and back, until my hips hit her butt. As soon as I was as deep in her ass as I could go I started fucking her with long slow strokes. Back out until the head of my cock was pushing on her ring, then all the way in deep until my hips were pressed against her butt. God she was tight. As I worked her ass a bit faster each stroke, I couldn't be sure if she was a bit looser or I had just gotten used to how tight her ass was. It really didn't matter as I gripped her hips and fucked her ass faster and harder with each stroke.

I started to hear a low moan. I wasn't sure if she was getting into having her tight ass fucked, or was complaining, but what I was sure of was how great her tight ass felt on my cock as I took it for my pleasure. I felt my cock twitch and then spasm as it delivered shot after shot deep into her ass.

I fell backwards into my chair, pulling Janice with me, perhaps even driving a bit deeper into her ass as I landed hard on my chair and she landed in my lap, still deeply impaled. I kissed her shoulder, reached around with my hands and firmly grabbed both of her tits, giving them a tight squeeze before I started pinching and twisting her nipples, causing her to squirm on my lap in a most delightful manner. I whispered into her ear, "I've now claimed all three holes, that is the same as having all three gold rings, that makes you mine.

She simply replied, "Having the rings, means you have the power." I bit her shoulder, leaving a mark, lifted her off my cock, slid the plug back in her ass to trap my cum inside, then turned her and lowered her to her knees between mine. Janice didn't even hesitate, she attacked my slimy cock, licking and sucking my cum and her ass from my cock, licking where it had dribbled down onto my balls, taking it deep into her throat, just for my enjoyment. Finishing, she carefully inspected it, licking a spot or two she had missed, then kissing both ball and the tip of my cock, before sitting back on her heels and smiling up at me. She positively beamed when I told her, "Good girl." I pointed out the puddle under her cunt and she leaned down and licked it clean.

I told her, "Go look in the kitchen and see if you can find something to fix for dinner. If you don't find anything that looks appetizing, I will have dinner delivered. One of the simple pleasures is watching a naked woman walking in heels away from your, seeing the plugged ass bounce and sway was almost in invitation. Knowing the wetness you see around the plug is yours also.

Janice found enough to put together a pretty good meal. She was rather quiet during dinner. After dinner I went and sat on the couch watching a ball game. She finished and came over to kneel at my feet. I pulled her up onto my lap and asked her what was going on. She finally asked, "Why did we break up?"

I was surprised at the question, but had an easy answer, "You tell me, you broke up with me."

She was quiet for quite awhile, before finally softly saying, "I was stupid. I wanted a relationship, and I thought all you wanted was to fuck my ass, and I was scared. I didn't want you to know I was an anal virgin. As I said it was stupid."

I gently kissed her, "So now you are no longer an anal virgin, but still want a relationship?

She smiled and kissed me back, "No, not an anal virgin since you took it right before dinner."

I looked at her in disbelief. She smiled, kissed me and explained. "Remember when I spent the night and after slut woke you up, you went to fix breakfast and left us in bed? slut and I talked, I wanted to make sure her story matched yours. I asked her what she liked and one of the things that she listed was anal sex. You saw I was wearing a plug when I got here. I've been training my ass, knowing that at some point I would get another chance for you to take that cherry. I had something far more romantic than the way you took it, that was kind of sudden, and not at all romantic. But on the other hand, it felt amazing. It changed me, I can't explain it yet, but when you took my ass, I was no longer the same. I am calmer, less stressed, and for the moment happier with myself."

She snuggled even tighter and kissed me again, "I don't expect you to understand, I don't yet, but thank you for this weekend, and that."

I quietly replied, "You are most welcome. Are you enjoying being my slave this weekend?"

 

She leaned back and looked me in the eyes, "As your slave: I have been: fucked in the ass and cleaned that mess from your cock; fucked in my cunt so hard I was bruised; paddled until my butt glowed; force marched on the treadmill in heels until I thought I would die; abused on the mat doing obscene exercises; and forced to cook and clean house. Did I enjoy this weekend, every fucking minute of it, and don't you dare let up on me now."

Before I could promise that I wouldn't she slipped from my lap onto the floor, kissing and licking my balls and the underside and tip of my cock. She stopped, looked up at me and said, "When slut mentioned how much she likes to just nurse on your cock, without working to make you cum, I didn't understand it. Now I understand how it quiets the mind and makes her feel so cared for. You have really been good for her, much more than I think you even realize. You made her whole again." She smiled, her eyes closed and she went back to licking and gently sucking again. I went back to watching the ball game, though her words kept circling in my head.

The question I had been asking myself for weeks. Had slut really changed? Could she be trusted to behave when the risk of returning to Corrections was no longer there. Was the mean bitch within her really dead, or just dormant? Suddenly a new question joined the others; what could/should I do with Janice, with slut present. What was slut's role in my household, once paroled to my halfway house. She would no longer be a prisoner, but not quite a guest.

I suddenly realized that I had been watching Janice gently licking and sucking on my cock and balls and had no idea what was going on in the ball game. I started stroking her hair, that caused a sound that can best be described as a purr.

Fucking her mouth and throat was quite tempting, especially looking at the luscious red lips wrapped around my cock and kissing my cock and balls, but I decided that I wanted to end the day with a gentle good night fuck instead. I roused her and sent her to the bathroom to get ready for bed. I specifically told her to remove her plug and heels. She asked, "Sir's bed or slut's." I could tell that she wanted to experience being chained to slut's bed, so I told her slut's. She couldn't hide the smile.

When she came out of the bathroom, I snapped the leash on her collar and led her into the secure area. I put the locking cuffs on her wrists and ankles and secured each one to an anchor on the bed, leaving her spread eagled on her back on the bed. I slipped a small remote vibe into her cunt, gave her a quick kiss, walked out, locked the door and turned off her light. I turned the vibrator onto a low setting with a random pattern that occasionally ramped up to a couple notches and then shut off for thirty seconds. I watched her on the closed circuit infrared camera, as she explored her restraints and her limited movement. I watched the rest of the ball game and the evening news, keeping one eye on her camera's feed. She was definitely getting restless, and I was definitely getting hard watching her.

Without turning on the light, I went into the secure area, pulled the vibe from her cunt, released her wrists and ankle cuffs from the bed, rolled her from the bed onto all four on the floor and led her with the leash into my room. I clipped her wrist cuffs together behind her back, laid on my bed, picked her up and lowered her very wet cunt onto my cock. I gave her a very simple command, "Fuck me."

One of my great joys is watching a woman who knows how to fuck ride me. I can watch her hips and feel the difference whether she is rocking, rolling or just pumping up and down. Add in the pleasure of watching her tits jiggle as she bounces on your pelvis. Of course, it also leaves my hands free to enjoy fondling and/or slapping her tits and abusing her nipples. Having her hands bound behind her back, pulls her shoulders back and really makes her tits stand out, inviting targets too hard to pass up.

It was obvious that Janice did not have much experience being on top, riding, and in control, but she quickly determined what movements worked and which ones hit her sweet spots. Once she had that I could see that she really got into seeing how hard she could fuck herself on my cock. The more she got into it, and the harder she fucked me, the rougher I got with slapping her tits and twisting her nipples, which seemed to feed right into her pleasure. One of my favorite things is to pinch the nipples hard and then hold my hands rigid in one place and let her movements pull and abuse her own nipples, with some added sensations from the wicked twists that I added to her pulling.

Surprisingly she fucked right through her first orgasm, the second one wasn't as strong, but from the sensations of her cunt gripping my cock, it seemed to just keep going. The feeling of my cock spasming in her cunt either triggered her third and largest, or the grand finale of the second orgasm and she collapsed forward onto my chest.

I held her tight, enjoying the aftershocks in her cunt caressing my cock still buried deep inside her. She kept whispering, "Oh my God, Oh my God." In my ear. I used a handful of her hair to pull her face to where I could kiss her. She practically attacked my mouth, a hard bruising kiss, which faded to a long exchange of tongues exploring mouths.

I didn't release her wrists, she slept cuddled tight against me, her head on my shoulder, my thigh between hers, her wrists still bound behind her. She has a quite petit, feminine snore.

I woke to a warm wet mouth and tongue cleaning the mess she had made of my cock, balls and that whole area. With her hands still bound firmly behind her, she was having to work to get at all of the mess she had made. I just relaxed, laid back and watched her work, enjoying the feeling of her lips and tongue on my sensitive areas. She finally kissed my cock and worked her way up to me for a good morning hug and kiss. I released her wrists and sent her to fix breakfast while I took a nice shower, cleaning some of the mess that she had missed.

She surprised me with French toast for breakfast, a pleasant surprise. The other surprise was when she asked me not to go lightly on her that day, she wanted the full slut experience. After breakfast she was tasked with cleaning the kitchen, enema, shower, and clean the bathroom. She asked if she was doing an enema because I planned to fuck her ass again. I reminded her, that didn't matter, it should be ready, just in case. Unless she wanted to clean a dirty cock afterwards. She cleared the table and headed for the kitchen. I went to my desk to get some work done. There was a message from Fred, that he needed to talk, so I invited him over for lunch.

Janice came out of the bathroom, nice makeup including fuck my mouth red lipstick. She knelt by my chair. I asked if everything was clean, she promised that it was. I was pretty sure that she hadn't been gone long enough to do both the kitchen and bathroom properly. She seemed surprised when I got up to go check. Neither the floor nor the counter in the kitchen had been cleaned and there was hair in the shower drain, among other issues in the bathroom. When I got back to my desk, her eyes were down, and she knew she had been caught. I told her that she was going to have to go back and clean both areas, and she was going to have the same punishment for failure that slut had received. I pulled two sets of nipple clamps out of my bottom drawer. Each set had two clover clamps connected by a chain with a weight in the middle of the chain. I clipped one set onto her nipples, and the other set on her labia. I told her she had lost walking privileges and would wear the clamps until I reinspected her completed work.

As she crawled towards the kitchen, she quickly learned how devious the suspended weight on the nipple chains were. With almost any movement the weight would start swinging, pulling even harder on the sensitive area the clamps held. It took her quite awhile to properly clean the kitchen while trying to minimize the swinging of the weights. The look I got as she then crawled to the bathroom was quite pitiful.

Cleaning the bathroom didn't take quite as long, before she crawled back to my desk. I reinspected both areas, I could have nitpicked a couple of minor issues, but knew she had enough slave experience for the morning. I warned her not to scream before removing both nipple clamps at the same time. There was a loud moan that continued as I rubbed and twisted the abused nipples "to help restore circulation." As I removed the two from her labia, I told her to rub them as she nursed on my cock until lunch time.

The knock on the door surprised her. I took her leash, and she crawled behind me as I went to greet Fred at the door. I told her to stand and introduced the two of them, and Fred enjoyed the view as they shook hands. Fred and I sat on the couch, and I sent her to the kitchen to bring us two beers and to fix lunch. I knew she would not be comfortable being naked in front of a stranger, but she did ask for the slave experience. She blushed dark red as she handed Fred his beer. Fred had some information on the probation hearing. I told him to save it till we were at the lunch table so Janice could also hear it.

Janice announced that lunch was ready, and we all sat at the table. Janice was very nervous and fidgeting. Janices nipples were quite red and standing very proud from their time with the clamps and Fred was definitely enjoying the sight of them, had always been a boob man. His attention was not calming Janice's fears at all. His news was that Corrections was backing my keeping slut in my halfway house during her probation period. The story was that key people at the local facility remembered what a PIA she had been for them, and while they had no clue what I had done, it seemed to work as her reports and behavior on the two weekends in the temporary facility had been quite good. He also volunteered that the judge almost always went with correction's recommendations. Fred and I chatted awhile, that the only real concern was what the code officials would say in the morning. Fred joked that worst case, slut had to stay at the temporary facility while I did the required changes and that would only make my hospitality seem that much greater.

Fred had an appointment and had to leave, much to Janice's relief. He did give her a long tight hug as we said our good bye's at the door. She followed me back to my desk and when I took the slapper out of the drawer draped herself across my lap without being told to. As I rubbed the paddle across her bare butt I told her, "be careful what you ask for. As you requested, you are going to get more of a taste of what slut receives, you have already felt the punishment, she receives for failing as you did. You are now going to get more of the paddle than you got yesterday, though still not to the level that slut craves."

She was sobbing by the fifth stroke, by the twentieth she was almost hysterical, but I had achieved my desired color on her butt, about halfway between the red of yesterday and the burgundy that slut gets daily. For some reason I wondered if she was missing her daily paddling while at the temporary facility. I ran my hand over her butt feeling the warmth radiating from it. I let her slip off my lap and take my cock into her mouth as a pacifier. She stared up at me with the red puffy eyes from crying so hard. I gently stroked her hair as she sucked and told her, "slut requested those every day to help her stay focused, and remember why she was here. Whenever you are ready, it is time for your afternoon exercises, know that slut is probably doing the same exercises at about this time, but at her much higher level." I felt Janice moan around my cock, a not altogether unpleasant sensation.

Frankly I could have let Janice suck and tongue massage my cock most of the afternoon, but eventually she moaned and started crawling towards the treadmill. I set the machine for where she had started the day before, and clipped the clamps onto her still very sore nipples. The machine started slowly and worked its way up to her training speed. It was frankly quite arousing watching her very red butt with the large silver plug rock as she walked quickly in the heels to keep up. My cock definitely noticed and responded.

I was very impressed, it wasn't easy at all for her, but she managed to finish the routine with very few shocks and yips, much better than the day before. As she moved to the mat, I'm sure she saw my hard on and worked the exercises even harder than the day before, and obviously putting on a show for me, every chance she got. She only made it through five leg lifts and spread before I slid between her spread legs and deep into her very wet cunt.

There was no ramp up, from the very first stroke I was fucking her fast and hard, I was so turned on watching her work hard for me. It took me a bit to realize that I seemed to be fucking her harder than ever, then I realized that she was humping up into me as hard as I was slamming into her. We both felt a need to fuck the other as hard as we could.

She came first and clamped my cock so hard that it forced my orgasm from my balls. I don't remember ever coming so long and so hard. I fell onto her, attacking her mouth kissing, licking, biting, sucking her tongue into mine, forcing mine deep into hers. We broke the kiss when we both started gasping for air.

She finally whispered in my ear, "Where the fuck did that come from?"

I thought a moment and then replied, "a philosopher once postulated that in every relationship there is an event that fundamentally changes that relationship, for better or for worse. I think we just had such an epiphany."

She nodded, smiled, and said, "That is a good name for it. Now what?"

I had to reply, "I have no clue. The only things for certain are, your cunt is still sending wonderful ripples into my cock; I am going to claim you ass again before you leave this weekend' and we have to work it out somehow."

She smiled, leaned up and kissed me, and said, "Yes Sir."

We laid there holding each other, my cock finally softening in her cunt. Eventually I helped her to her feet and sent her out to check on and water the garden. I went back to my desk to ponder her question, "Now what?" I had been devastated when she broke up with me, wouldn't talk to me, and wouldn't tell me why. Her explanation earlier that day had at last given me some insight.

Janice stayed outside for quite awhile. As soon as she was back in the house, she went to her knees and crawled to my chair, I swiveled to face her. Without a look or a word she crawled between my legs and sucked my still cum covered cock into her mouth and licked and sucked it clean, then did the same with each of my balls. From my balls she licked up the bottom of my cock's shaft, then took it completely into her mouth gently sucking and caressing it with her tongue. Only then did she look up to me.

While I had seen that look in other submissives, I had never noticed or seen in her eyes before. It was a look of total submission. A look of one surrendering ownership. Just the look caused made my cock stir, though honestly her tongue and sucking had already started that revival. She had clearly made a decision, but her words echoed, "Now what?"

Trying to find out what she was up to, I reached down pulled her up to me, impaled her very wet cunt on my now quite rigid cock and looked her in the eyes. I asked her, "What are you up to? You have obviously made a decision of some sort?

She gently kissed me and said, "I've decided that I made a horrible mistake, I caused you needless pain and suffering. As penance, I am yours, you now own me. I am your slut, your slave, your fucktoy, your anal whore, and whatever else you want me to be."

I was completely shocked by her statement, "And I have no say in this matter?"

She was suddenly quite serious, "You have no say in my being yours. You have complete responsibility in determining how this is going to work."

I tried again to object, "What about slut, my ex, my prisoner?

Janice sighed, "slut is here as a ward of the State. She really has no say. She has no claim on you at all. However, as her counselor and as a psychiatrist, I have no doubt that within a week, slut will welcome me and my role with you." Seeing my look of doubt, she kissed me and added, "Trust me."

All I could say was, "Anything else?"

She smiled, "Yes, you are going to pick me up, carry me into your bed, make love to me including lovingly fuck my ass, like I dreamed of losing my anal cherry which you so rudely claimed.

That sounded much better than anything I could come up with. The hardest part was picking her cunt up off my cock, It was quite happy in that tight warm wet place, but the promise of her even tighter and once forbidden ass, convinced me.

I carried her into my bedroom and laid her on the bed, then joined her. We both knew what the grand finale was going to be, but there was no hurry, no rush, simply enjoying each other. We kissed and caressed. She cleaned my cock. I licked, sucked, and gently chewed on her nipples before tongued her to an orgasm or two while occasionally nipping her clit. Overall, I was teasing her, I knew how anxious she was to experience a loving ass fucking versus the fast crude way I unknowingly took her anal cherry.

She announced that it was time by stacking two pillows in the middle of the bed and laying across them with that incredibly cute butt perched high on the stacked pillows. She gave me a wry grin over her shoulder. I worked the plug out of her ass, getting a slight squeal as the wide part passed through her ring. I dove in and started rimming her gaped ass, soothing it, licking around the sensitive hole then starting to fuck it with my tongue. She started squirming and clenching her butt. I had to slap it to get her to relax and just enjoy it.

She was so tight I used a lube shooter to push lube deeper into her ass, before starting to work my lubed fingers in her ring to get it lubed and relaxed. First one finger and then two. I planned on using a third, but when she started humping my fingers, fucking them with her ass I couldn't wait.

There was no doubt that working the head of my cock through her almost virgin ring was going to be painful for her. The trick was to keep her as relaxed as I could, so she didn't make it worse. As I shifted on the bed to move my cock to her ass, I saw and felt her clinch, a few hard slaps on her butt reminded her to relax and left very nice red handprints on each butt cheek.

I slipped through her ring, easier than I expected. It was extremely tight, but I pushed through with only the smallest "eep" from her. The tight hold on the head of my cock was exquisite. Her ass past the ring felt almost as tight around my cock. The lube I had pushed in earlier helped as I slowly worked my cock deeper and deeper into her ass. I would push in for a little way and then pulling back about half that distance before pushing in again. She started pushing back into me, urging me to go deeper faster. I smacked her butt but obliged and slowly pushed the rest of the way into her ass until my hips were against her butt. As soon as she felt my hips against her, she let out a long low moan. Her ass felt incredible, as tight as the first time I took it, gripping my cock, claiming it.

I started to slowly fuck her ass, enjoying the feeling as my cock slid through the tight hugging channel. Every time I pushed back in balls deep, I would hear her moan. I kept fucking her with long slow strokes that felt so good there was no reason to go faster or harder, at least for my cock.

Apparently the slow and easy wasn't what she wanted, she started coming up from the pillows trying to fuck her ass faster and harder. My experience with women and anal sex that there are three categories. One never gets past the pain and mental block, will tighten up every time and hate both the act and the concept. A second group will accept it and the pain to please their partner and may even get some pleasure, if only from pleasing their partner. The third group of which Janice had already become one, relishes the pleasure from both the nerve stimulation and pleasing their partner, and manages to take any pain as part of their pleasure.

 

Of course, that analysis came much later, not while my cock and I were enjoying her incredibly tight ass, though her encouragement for me to go faster and harder was appreciated, and I quickly complied with her needs. The faster and harder I fucked her ass, the higher the pitch of her moans. I kept changing my rhythm just to enjoy the change in her pitch.

I held it as long as I could, trying to give her the ass fuck of her dreams. But between her incredibly tight ass, and her vocalizations, I couldn't hold out any longer. I went in fast and hard and my cock just exploded in her ass. I gave her everything my balls could hold, and I think a bit more, they actually ached, when they were empty. She rewarded me by screaming, "Oh My God, Oh My God."

I collapsed on top of her, still buried deep and answered in her ear, "Yes my child, your prayer has been answered." I never knew your ass clenched when you giggle, but hers gripped me even tighter as she couldn't stop. I bit her shoulder, kissed her neck.

I gripped her hips and rolled us off the pillow onto our sides, her ass still holding tight to my cock. I used one hand to tightly grab a tit and pinch the nipple but slid the other one down and started teasing her clit and fingering her cunt. The music of her moans quickly reappeared, and it wasn't long before I got what I wanted; feeling the ripples of her orgasm running up and down her cunt, caressing my now very sensitive cock through the thin membrane separating the two channels. Hearing her vocalize her orgasm was just a bonus.

She was completely spent. As we spooned together, my cock softening in her ass, she was asleep in my arms. My slumber wasn't far behind her as I held her tight.

With slut, the shock of waking to a warm wet mouth on my cock had long ago disappeared, it is still an amazing way to wake up in the morning. My eyes finally opened, and I looked down into Janice's eyes and her smile as she licked and sucked my cock awake and cleaned the dried cum and her ass from every spot on my cock and balls. My balls still ached from pumping so much and so hard deep into her ass, that they pleaded for the morning off. I reached down and pulled her up to me, greeting her with a hard kiss and sharing the taste that she had in her mouth.

She asked, "Is your cock as sore as my ass?"

I honestly answered, "It is a bit sensitive, but my balls still ache from filling you so full last night."

That got a smile and another kiss, and she said, "So that is why I wasn't rewarded this morning with a mouthful of your nectar. They better be ready before I leave today,"

I assured her, "They should be fully reloaded after I turn your butt a nice shade of crimson after lunch. Fix breakfast while I shower, somehow, I worked up a sweat last night."

By the time I got out of the shower, she had breakfast on the table. Almost as soon as I sat down Janice started asking how the arrangement was going to work. I was a bit slow and it took me a couple questions to realize that she wasn't talking about counseling slut, she was asking about our relationship. I suddenly remembered that look of total submission I had seen earlier.

I thought for a few moments and replied, "I want you to be slut's official counselor. As far as I know our relationship should not cause a conflict of interest with that duty. However, I need you to verify that, we don't want to affect your professional career. We have a couple weeks to be sure on that point."

She saw my point and nodded in agreement, then asked, "What about today, I need to leave soon."

I told her, "Like yesterday, you are going to clean the kitchen, take care of slut's garden, shower, clean the bathroom, do hair and makeup, crawl to me and have your butt turned a nice shade of red, perhaps even slut's burgundy, worship my cock as a thank you, and leave with a mouthful of the gift you missed this morning."

She nodded. When I finished, I groped her tits, gave her a deep kiss, a hard slap on her ass, and went to my desk. I noticed as she cleaned the kitchen floor that she had picked up slut's trick and her ass and cunt were always pointed in my direction. I was tempted, but had promised to save what I had for later.

I saw her finish and head out for the garden, I didn't see her come back in, but heard the shower running. I managed to reach a stopping program on the major project I was working on. She caught my eye as soon as she crawled out of the bathroom. She had obviously taken extra care with her hair and makeup. As she crawled closer all I could think was that she looked amazing.

As she looked up at me I saw that same look in her eyes of total submission. She begged, "Please spank my ass like you mean it. Do it like you do slut's, make me feel it, long after I leave with your promised mouthful of you cum."

To be honest I did not take her butt to the same crimson that I do slut's, but it was probably the hardest spanking that she had ever received in her life. By halfway through she was crying uncontrollably and moaning continuously. As I finished, I ran my hand over her very warm butt and worked the large plug in and out of her ring. That got a very different moan.

I pulled her up into a hug my arms, her warm butt resting on my lap and I must admit my hard cock. As I held her, she cuddled tight to me and leaned up searching for a kiss. As we kissed, I fondled her tits, pinched and twisted her nipples, causing a moan into my mouth and a wiggle of her warm butt on my cock.

She snuggled tight to me with an occasional kiss until she got her breathing back under control. She gave me a smile and slid down between my legs, kissing my cock and sucking it into her mouth. As her lips, tongue and throat worshiped my cock, her eyes again showed that look of total submission, total obedience. While great for the ego, what was I going to do with two devoted submissives? A long trip deep into her throat convinced me to just enjoy what Janice was offering now. I relaxed enjoying the sight of the bright red lips wrapped around my cock, her fingers cradling my balls and tickling behind them, while her tongue seemed to find every sensitive nook and cranny of my cock, and of course the frequent tightness of her throat, the caress of her occasional intentional gag on the crown of my cock.

I was so lost in the look in her eyes and the sensations she was creating in my cock that, the fact that I needed to cum badly came as a surprise. I let it flow and her look of expectation as she felt my cock start to swell just before filling her mouth made me smile.

My balls had clearly not fully recovered from the night before, but I managed to fill her mouth till some ran out of the corner of her mouth and dripped onto her tits. I withdrew and she opened her mouth and stuck out her tongue to show me what I had given her. I made her wait for about a minute before telling her to swallow. She made a show out of swallowing then immediately gobbled my cock back into the mouth to lick and suck it clean. She still had the look of total admiration and obedience in her eyes.

While she nursed my cock I told her to be here for dinner on Friday at 5:00 sharp. She smiled around my cock and nodded her head in agreement.

I eventually had to take my cock back and pull her back up into my lap. I reminded her to check her professional standards and be ready to tell me how she could serve both as slut's counselor and my anal fucktoy. That title got a big smile, hug and kiss. We found her dress by the door where she had left it and after a long hug and kiss, I let her put it back on before swatting her bruised butt and sending her home.

Almost immediately it struck me how empty the house was. The inspectors were due in the morning, and slut would be delivered back around noon, but beyond that the house was eerily empty. I managed to finish the project I was working on and sent it to the customer for review. Leftovers for dinner. An early bedtime, and I had to set an alarm for the first time in a very long time.

The inspectors quickly realized that my house had been in the remote prison system, so all the security items were just checked off. They set off the smoke detectors, checked for vermin, looked in the electric panel. They asked about the outside recreation area and I showed them the work that the prospective parolee had done in the garden. They were impressed. They also liked the fitness equipment already installed. The only hitch was that my dishwasher didn't have a sterilized cycle. They told me where I could get one and while they were still here, I ordered it for installation two days later. Hearing that they signed off as suitable for a halfway house.

The inspectors were just leaving when the two matrons showed up with slut in her hated orange jump suit, cuffs and chains. They handed me the report of her stay and I scanned it while they took the cuffs and chains from slut. The report was very positive, health no issues, behavior "good", they raved about the improvement in her conditioning and sent a note asking how I was so successful in getting her to do the exercises. I decided not to tell them that as an incentive I fucked her during the leg lifts as she successfully completed the workout.

As soon as the door closed behind the departing matrons, slut kicked off the flip flops and stripped off the jump suit, fell to her knees gripping my legs, "Please never send me there again. I'll do anything, just don't make me go again. I missed you, please Sir fuck me, let me suck your cock, reassure me that I am yours.

I told her, "First things first, enema, shower, hair, makeup, plug, heels, and fix lunch. Then we need to talk.

She started to crawl towards the bathroom, but suddenly stopped turned and asked, "Talk?"

I gave her a stern, "slut, do what you are told."

That got a meek "Yes, Sir."

She looked so much better after taking care of herself in the bathroom. At lunch I asked what she hated about the temporary facility. It was a long list: the food, the matrons, the lack of privacy, the bed, the lack of sex - if she even scratched below her waist a light came on, the exercise sessions, the noise, and the list went on." She finally ran down and then immediately asked, "you said we needed to talk."

I showed her the letter from Corrections setting her parole hearing. I let her get upset and vent before I told her what I had done to set up my house as a halfway house for her. I told her about the course that I had completed to be certified, the code inspectors, the new dishwasher, Fred's offer of a job, and then told her about Janice possibly being her counselor.

Slut listened to all of that, then asked, "What will change?"

I thought for a moment and explained, "Monday through Friday after breakfast you will get dressed and go be a receptionist for Fred in his office, you will obey him as you would me. When you are here in my house, nothing will change unless we both agree to the change. At least once a week, probably after work on Fridays, you will have a counseling session with either Janice or another certified counselor."

She asked, "What if I don't want probation?"

I had to tell her, "that really doesn't matter, the decision is up to the Judge. He could grant you probation and release you to a halfway house either here or elsewhere, let you stay as a prisoner in my house, or send you back to prison. Everything I was hearing from Corrections was that it was almost certain that the Judge would order probation either at my halfway house or a different one. While Corrections were going to recommend my house, if you act up in front of the Judge one of the other options would probably be ordered."

I could see her mulling over everything I had told her. I ordered her, "Go clean the kitchen, take care of your garden and then come see me for your daily spanking." She quickly got up to obey, I went back to deal with a new service request that had just come in.

I saw her go outside. She didn't stay long before coming back in and crawling over to my desk. I could see that she had something on her mind, but first I took the slapper out of my drawer, and she crawled up across my lap. I worked her ass over until it had the nice crimson color that I liked. I laid the paddle on my desk, caressed her very warm butt. She slid off my lap down between my legs and took my cock deep into her mouth, burying her face in my crotch. I heard her contented sigh as she started showing me how much she had missed me or at least my cock.

As I looked into her eyes and marveled at the sensations she was creating in my cock with her oral skills I couldn't help but remember back when we were married; oral sex was something she did for me occasionally, I sometimes got her ass on my birthday, neither was done with any enthusiasm and frankly little signs of expertise. Nothing like the beautiful creature now worshiping my cock with pleasure, showing me how much she wanted to be there, and how skilled she was in pleasing me.

It was very unusual for me anymore, but I hadn't cum since Janice showed off her cock sucking expertise before leaving on Sunday morning. My orgasm seemed to go on forever. Slut managed to capture most of it, swallowing as much as she could, but it still overflowed her mouth and dripped down her chin onto my balls and her tits. Slut quickly recovered and licked and sucked my balls and then my cock clean, then she held my cock in her mouth, gently sucking and licking, resting her head on my thigh, her eyes watching me.

I eventually reached down stroked her hair and moved her off my cock. I asked, "You had a question when you came in from the garden. Do you still have one?"

She perked up and asked, "Did you take care of my garden while I was away? Someone watered and weeded it for me."

I simply replied, "Janice did it for you while she was here."

I could see the anticipated conflict. She was happy that her garden was taken care of, but Janice was here with me while slut was not enjoying herself in the temporary facility. She finally asked, "Janice was here all weekend?"

My answer was honest, "She came for lunch to discuss her possible role as your counselor and stayed over. We dated after your divorce but broke up over an issue and a misunderstanding that has now been rectified. Even if she is not your counselor you will be seeing more of her."

Slut was even more conflicted now. I had always been clear that while she was here, she belonged to me, but also that I did not belong to her. I could see that me having sex with other women wasn't an issue, but having a girlfriend was something new and disturbing. I finally gave her something to do, "Go look in the kitchen and make a grocery list for the rest of the week. Plan a dinner for three on Friday."

A bit later she silently brought me her grocery list then went back out to her garden. I had given her a lot to think about so her silence was not particularly worrisome. I did the grocery list online and was promised delivery in the morning.

I told slut she could skip her exercises that day and she chose to go to bed early, right after dinner. She was still very quiet, not sullen, but quiet. It was still good to have her back in the house again.

She dutifully woke me in the morning rimming my ass as I had slept on my stomach. Afterwards she was still quiet but wanted to snuggle for quite awhile. She made breakfast while I showered. The grocery delivery boy showed up while I was in the shower. I could hear that it was slut's favorite one. I'm sure that he enjoyed his usual tip from slut, she had asked permission some time ago, and I agreed since they both seemed to really enjoy it. He had left by the time I came out of the bathroom, but slut's disposition was noticeably improved.

The new dishwasher showed up as promised on Wednesday. Slut was cleaning the kitchen after breakfast when they arrived. I quickly realized that if I wanted it installed correctly, I needed to get my naked slut out of the kitchen. I sent her out to her garden much to the disappointment of the two installers. Once they had it installed and working, I called slut back in so they could show her how it worked. The younger tech got so tongue tied that the older gentleman had to do most of the explaining. I had slut show them to the door while I sent a copy of the installation receipt to the code guys.

I hadn't asked what slut was planning for dinner on Friday. I did notice the nice tablecloth and the candles on the table. Janice showed up right on time wearing a very nice short tight dress and four inch heels. I was reasonably sure there was nothing hidden under the dress with the strong possibility of a plug prepping her ass for later. I confirmed the plug's presence while giving her a welcoming hug, grope and long kiss.

Jessica also greeted my naked slut with a hug and a kiss on the cheek. Slut had set the table with me on one end and one of them on either side of me. Jessica and I had wine, slut had water, alcohol was still prohibited for her. We started with a nice salad. Jessica asked slut about her stay at the temporary facility and heard the same negative reviews that I had heard earlier.

Slut brought out the main dish an Italian pasta dish that smelled and tasted incredible. Slut was glowing with the compliments on the dish from Jessica. As we were finishing the pasta, slut asked what Jessica knew about probation hearings. It turns out she knew quite a bit and slut hung on her every word, asking intelligent questions when appropriate. I was proud of both of them.

I ended up clearing the table and loading the dishwasher as Jessica took slut into the secure room to talk with the door shut. I found a ballgame to watch on TV for the two hours that they talked. When they came out, they were both smiling and trading that hidden secret look that women do. As they reached the couch slut reached behind Jessica, pulled down the zipper on the back of her dress and helped her shimmy out of it. They both then attacked my pants and shirt, and I was quickly as naked as the two of them.

Each of them snuggled under one of my arms, turned my face in turn to kiss slut and then Janice and then the two of them shared a very long kiss in front of me. Quickly each has a leg over one of mine, spreading me wider, while one is fondling my balls and the other is stroking my cock. I decided to go with the flow. I had an arm around each of them and alternated pulling them into me for long tongue filled kisses. Suddenly the two of them leaned across me and traded a very long kiss before they both slid down between my now widespread legs, one attacking my balls with her tongue and the other my cock. Two warm wet tongues and mouths caressing my most sensitive areas. The looks they were trading and giving me told me that they were both enjoying this as much as I was.

It took me a while to notice that while each had a mouth and one hand on either my cock or my balls the other hand of each seemed to be in the cunt of the other. I attribute that action to the wonderful moaning vibrations being transferred into my genitals from both sucking mouths. With that visual and that intense stimulation, I didn't last long before starting to cum in Janice's mouth, after the first few shots she tried to pass my cock to slut whose mouth was full of my balls, so Janice's attempt to share resulted in a wonderful facial, painting slut's entire face with my cum.

Both abandoned me and focused on sharing Janice's mouthful of cum back and forth and licking my cum from slut's face and sharing that too. That degenerated into uncontrollable giggling by both before they returned to cleaning whatever mess they had made on my cock and balls. They traded a kiss still kneeling between my legs before I called them back up onto the couch snuggling again under my arms and trading kisses with me and each other.

 

I spoke to both of them, not sure which was going to answer, "You two seem to have come to a working relationship. Would you like to give me a clue?" That got another round of giggles from both.

Slut answered, "Janice's counseling session was very helpful. She has given me several insights into myself that I still need to work on. I'm convinced she will be a great counselor for me during probation. We also decided that you have no say in the matter, but you will be our shared Master, and we are both your very obedient submissives."

Janice volunteered, "That slut is having a relationship with you at the same time that I am is not a conduct violation, it would be if I was having a relationship with her. When I kiss her, we're both acting to serve you and give you the pleasure of watching your submissives act to please you. Why we keep you in the middle."

I felt the need to respond, "So I now have two sister slaves at my disposal and pleasure."

They both echoed the phrase, "Sisters" and smiled at each other.

We made out on the couch for a bit before I headed to bed, my two sister submissives crawling behind me. I'm going to have to get another collar and leash. Three in my bed was very crowded but no one complained. I quickly learned that trying to sleep between two warm bodies Is not as comfortable as one would think. It wasn't long after we all were in my bed that slut climbed over me, planted her cunt in Janice's face and attacked her cunt. A 69 obviously for my pleasure. I had to admit the sounds that both of them were making definitely pleased me, and would have aroused me if my balls had anything left.

Slut twisted around and kissed Janice, then rolled back across me. I spent the rest of the evening until I finally fell asleep tasting each subs cunt as I kissed her sister.

I woke up to what turned out to be Janice's mouth on my cock. I learned later that they had agreed that since slut got most of the fucking during the week, Janice could get most of it whenever she was here. I tried to tell the difference between Janice's wake up and slut's. I could only determine that much more research was needed.

Janice was cleaning my cock and balls after I had filled her mouth with my morning load when slut came in to announce breakfasts was ready. They had obviously let me sleep while they did their showers, hair and makeup. Both were plugged and in their heels. As I sat down at the table I noticed folded towels on both sides of me. Both sisters knelt at the table while I sat.

I asked Janice what her plans were for the day. I didn't know how long she planned to stay. She proceeded to lay out the rest of my day. "After breakfast, slut and I are cleaning the kitchen while you shower and dress. We are then cleaning the shower while you check your morning mail. Then you are fucking my ass before I leave, and slut is going to keep your balls empty until bed time."

That was exactly what happened. I was somewhat amazed that Janice's ass was as tight as ever, but she was noticeably more relaxed which made my pushing through her sphincter ring quicker and easier for both of us. After I came deep in her ass and plugged it, slut beat her to my cock to clean my cum and Janices ass from it. Janice acted upset, but I think was pleased at slut's initiative.

The next two weeks were much the same. Slut seemed to enjoy Janice when she was here which was every weekend, and occasionally during the week. I saw no signs of jealousy, and my cock was shared to both of their satisfactions without any intervention from me. On my part I was almost used to my cock being tender and my empty balls aching.

The day of the parole hearing finally arrived. I was cuddling with slut after my morning wake up service. She was obviously nervous and scared. While we had done everything that we could to let her serve her probation period here with me while working for Fred and with Janice as her counselor, everything hinged on what the judge ordered. Worst case the judge could order her back to prison to serve out her sentence, everything and everyone had told us that was extremely unlikely, and we had not told slut that it was a possibility.

We had gotten approval for me to take slut to the hearing using the remote monitor that I had used whenever I took slut out of the house. We did not get the requested approval for slut to appear in street clothes, so she would appear wearing the prison orange jumpsuit, but at least would not appear before the judge wearing the chains and shackles.

After breakfast slut went to the bathroom for her morning routine. While she was still showering Janice came in. She wanted to do slut's makeup more professional and not as slutty as was my usual preference. Janice had also decreed no heels; we decided on her workout shoes rather than the standard Corrections flip flops. Both Fred and Janice had coached slut on proper courtroom etiquette.

As Janice was helping slut into the Corrections orange jumpsuit she caught that slut had dutifully plugged her ass with the large stainless steel butt plug. Janice jerked it out of her ass, getting a squeal from slut. She waved it in slut's face, "The last thing we needed today is for your ass to set off the metal detector as we enter the hearing room."

Fred met us at the facility where the hearing was being held. It was adjacent to the Corrections prison facility, but outside the secure area. We found the hearing room. It was already in session, so we sat quietly in the back. The hearing going on was not going well, the prisoner was defiant and disrespectful to the judge and the bailiff. Not surprisingly his parole was denied, and it took two bailiffs to get him out of the hearing room.

Slut's hearing was called. Fred and I accompanied her to stand in front of the judge. My contact at Corrections was also there along with someone from their legal department. The judge flipped through a folder before addressing slut, "I was not a fan of the alternate imprisonment plan using private facilities, however in your case it seems to have worked very well for you. Your incarceration record before being sent to the private facility is horrendous. But the weekly reports for the past year, as well as the reports from the temporary facility where you had two short stays, all show that you have gotten your act together and learned to behave properly. Corrections have recommended that you be paroled to where you have spent the past two years, which now meets all requirements for a halfway house. I see a job has been lined up for you, and I am sure that my esteemed colleague, Fred here, will ensure that your transition to the outside world will be done properly. You are hereby paroled to the agreed upon halfway house for a period of not less than 90 days, nor more than 180 says. Failure to maintain proper behavior during that period will result in your return to incarceration in the Corrections facility."

Fred thanked the judge and nudged slut, to do the same. Slut practically danced back down the aisle to Janice. We left the courtroom before she hugged and kissed everyone. Janice reached into her briefcase and pulled out one of slut's shirtwaist dresses. Slut took it and almost ran to the lady's room to change. Janice had also stashed slut's heels in the car. She changed on the way to the restaurant. I must say that she looked fabulous, the weight loss, the tan, the very short dress with two buttons missing top and bottom showing cleavage and legs, but most of all the smile. Slut was genuinely happy, though uncertain how her life would change.

Everyone was happy for slut and congratulated her on making probation. Slut could not stop smiling and thanking everyone for their help. After lunch I gave Fred the monitor for slut's tracker. He took her clothes shopping for her business wardrobe and then to the office for a quick orientation and probably a thank you for Fred's help. Janice stopped by my house for a quick fuck before heading to her counseling appointments with a towel stuck between her legs catching the cum dripping out of her cunt.

After Janice left, I was home alone; afraid everything was going too well. Would slut continue to behave, or would the old bitch reappear? How would she do in Fred's office? Would the relationship between slut and Janice continue to show dividends for all concerned? Was keeping both sisters satisfied going to kill me, and how would I ever get my work done? With no one immediately available to relieve my stress, I fell back on my old standby. Immersing myself in an intractable problem one of my clients was having. The total concentration at least temporarily pushed all the other worries aside.

About two hours later I got a call from Fred. He got right to the point, "What are the rules with slut?"

I wasn't sure what he was asking, I started with the basics, "She is your employee and expected to learn and do the functions and requirements of the job. I will send you the bank information where her salary payments go"

Fred interrupted, "Yes I get all of that but what about sexually enjoying her?"

I realized that he had raised a serious issue. I told him, "Fred as an attorney you know that area better than I. She is an employee. Anything sexual must be totally consensual, and clearly not a requirement of employment. Beyond that you either trust her, just say no, or somehow protect yourself."

Fred replied, "Yes, I know. I turned her down today. You know how hard that was for me."

Around 5:00 PM Fred dropped slut off at the house along with a whole stack of clothes and shoes. We took a stack of orange jumpsuits out to the storage shed in the garden. Corrections sent a new set every month, and of course slut never wore them. That made room for what she had. As she was putting them away, I noticed that while she had blouses and jackets, there were no skirts or dresses. Slut saw that I had noticed and told me, "The are all being shortened and tailored to fit my butt better. Fred thought they were too long and too baggy." I didn't tell slut that sounded just like Fred.

As we finished that task, slut turned to me and plaintively complained, "Fred wouldn't let me suck his cock today. I know how much he loves it and I wanted to do that for him as a thank you."

I explained to her that as her employer, Fred had to be concerned about sexual harassment claims. She replied, "But he wasn't harassing me. I wanted to suck his cock as a thank you, and because I like sucking his cock, like sucking yours, it quiets my mind and calms me down."

I assured her, "I am sure that she and Fred could work it out and she could suck his cock, and he could give her the noon time spanking." Her eyes lit up at the idea that Fred could give her the daily spankings that she felt she still needed.

I sent her in to do her exercise routine before dinner. She started on the treadmill. Two clamps connect her nipples to the control panel and if she falls below the training pace, the shock through the clamps gives her some encouragement. Even from the other room I can hear slut's "Yip's" whenever that occurs. It had been a busy day for slut and there were quite a few "Yip's" before I heard the treadmill start to slow for her cool down.

She moved to the mat for her stretching and strength routines. They were really impressed with her progress at her return visit to the temporary Corrections center. The last exercise is always leg lifts and they are why slut looks forward to her fitness routine does so well. As she is finishing her required number of leg lifts, keeping her legs off the floor, spreading them, raising them, back down to 8" off the floor and then back together, once they are spread for the last repetition I slide in between her legs and straight into her very wet cunt, and slut gets her reward, as do I. That time as I fucked her all I kept hearing in my ear was, "faster, harder, harder, faster." Her first sex all day not counting sucking me awake in the morning and she wanted to catch up all at once.

Slut spent the rest of the day tending to her garden. I checked in with my contact at Corrections and clarified some things on slut's rules while on parole at my halfway house. She no longer needed to wear the tracking cuff. I should set a curfew. If she did not show up one night Corrections needed to be notified. She could go overnight elsewhere with my permission. No drugs are allowed, except that I could permit alcohol at my discretion.

When slut came in from the garden, I gave her the daily spankings and let her suck my cock. The fuck may have settled her sexual need, but whatever peace she found sucking my cock was still badly craved. Janice came in with dinner while slut was still sucking my cock. When I came and slut stuck out her tongue to show me my gift to her, Janice pushed my chair out of the way and shared a very messy kiss with slut. They both wound up with cum all over their faces. I decided that they couldn't clean each other up until after dinner.

Over dinner I enjoyed watching their cum covered faces as I went over slut's new rules. The rules in the house stayed the same as did her duties, with some allowance for the time she was working for Fred. I laid out the rules that I had discussed with Corrections.

After dinner the two worked together to clean the kitchen and the showered and did each other's enemas. Both guessed correctly that Janice was going to get her ass fucked that evening and gave it an extra cleaning and shot of lube, before inserting a larger plug than she had worn all day. Both came out with the bright red lipstick, dark smoky eyes, in their heels and headed straight for where I was sitting watching a ball game.

Attacked is probably an appropriate word for what happened to my crotch. A flurry of lips, tongues, kisses, sucking from two mouths fighting for territory and possession. One moment one mouth had the head of my cock, licking and sucking, the next moment that mouth is caressing my balls and the other mouth has claimed my cock. Fingers started holding my balls and tickling that sensitive are behind them. I wasn't sure if it was a battle for possession or a cooperative effort. I decided I didn't care which mouth, tongue or lips was caressing what, as long as I didn't feel teeth or pain in my ball sac. But the occasional stolen kiss between the two was reassuring.

The visual was amazing as the bright red lips wrapped around my cock were constantly changing. Equally amazing was enjoying the difference between the two mouths worshiping my cock. Each had their own technique, both exquisite. If I thought about it I could know which was on my cock, but that just didn't seem worth the effort, when I could just enjoy. Likewise, I never tried to determine which was better. Both were far more than satisfactory.

I reached a point where if I was going to enjoy Janice's ass, I needed to save my cock from the two voracious mouths then controlling it. I pulled Janice up onto the couch on all fours and handed slut the lube and gestured towards my cock. Asking slut to lube my cock to fuck Janice's ass was a bit of a test. Did she see Janice as a fellow submissive, or a rival.

The lube coating on my cock was much more than adequate when slut finished. I had her lay on her back her face under Janice's cunt. I straddled her and worked the plug in and out of Janice's still incredibly tight ass half a dozen times. That got a soft "eep" from her every time the wide part of the plug pushed back and forth through her ring.

I finally pulled the plug all the way out and pushed lubed fingers into the remaining gap. She was much more receptive to my lubed fingers massaging and stretching that same ring. By the time I add the second finger she is humping back against my hand, though slut's busy tongue on her clit may be playing a role too. Being my third time in Janice's ass, I had more confidence on what entry pace would work for both of us. I pushed slowly through her ring but only paused a second or two before slowly pushing deeper until my pelvis was against her butt. As soon as I felt her butt against me, I also felt slut's tongue caressing my ball sac. A very nice sensory addition to the tight velvet sleeve holding my cock.

In the few moments I gave Janice to adjust to my cock deep in her ass, she started pushing back against me. Taking the hint, I started fucking her ass with long slow strokes, out until I felt her ring against the crown of my cock and in deep until I was pushing against her butt. As soon as I felt her relax, I picked up the pace, fucking her ass faster and harder. As I had noticed the last time I enjoyed this tight ass, the pitch of her moans seemed to match the speed at which I fucked her ass. The faster I fucked, the higher the pitch of her moans.

With all the oral foreplay by the two of them I didn't last nearly as long as I had hoped. Her incredibly tight velvet ass drove me over the edge, I went in fast and hard one last time as my cock swelled against the tightness and shot stream after stream deep in her ass.

I stayed deep in her ass for a while, enjoying the tight squeeze of her ass on my sensitive post orgasm cock. I finally slowly withdrew, letting my cock drop straight down into slut's waiting mouth. I leaned forward into Janice, driving my cock deeper into slut's eager sucking mouth and caressing tongue. I reached around and grabbed a double handful of Janice's cupcake tits, and as I rocked back with her, my cock slid out of slut's mouth, but Janice wound up kneeling over slut's mouth, letting slut eagerly tongue Janice's gaping ass and collecting my cum as it ran slowly out of her ass. Once the flow slowed, I picked up Janice, turned her and laid her face to face with slut. I sat back and recovered as I watched them swap cum back and forth and make out like long lost lovers, humping each other's legs and grinding against each other for about half an hour.

I got up to use the bathroom. I told them to clean up the mess on the couch, clean each other up and come to bed. I was half asleep when I felt them slide into bed with me. One was cuddled up tight against me, her head on my shoulder and one was gently nursing on my quite sensitive cock. I was too tired to see which was which.

I woke up to Janice sucking my cock. From the smells, slut was fixing breakfast. It was a quick breakfast, both needed to get to work. They managed to share the bathroom getting ready. Both looked amazing when they came out together. Both in heels, hair and makeup done, and asses plugged. Janice quickly dressed, gave both slut and I hugs and long deep kisses, before heading out. Slut waited until Fred arrived to pick her up, he got a very long naked slut kiss before slut put on one of the shirtwaist dresses, since the skirts for her other outfits were still being altered. Fred gave me a look and shook his head, the tent in his pants was quite obvious, and the look told me he hadn't resolved his employee sex question yet.

Within a week or so things settled down to a routine on workdays. Slut still woke me up sucking my cock or rimming my ass each morning. I fixed breakfast while she got ready for work, enema, shower, hair makeup, plug, heels. The skirt and blouse didn't go on until time for Fred to pick her up on his way to the office. The tailor had done a fantastic job the skirts seemed molded to her ass and were about fingertip length showing lots of leg. Her daily dress didn't include a bra or thong. Some days there were thigh highs and some days suspender hose, but usually bare legs unless it was cold.

About half the time Fred drops her off on his way home, if he has to work late slut will either stay in the office with him or take an Uber home. They have worked out their consent issue and her paddling occurs almost everyday, along with her sucking his cock at least once. Occasionally he will warn her that "tomorrow is an ass day." She wears a larger plug on those days with more lube.

 

Friday after work slut has her weekly session with Janice. The sessions have really helped slut understand herself and how she got out of control. I fix dinner or have it delivered. After dinner on Friday until Janice heads home Sunday afternoon is an endurance test for my cock, six holes needing my frequent attention. I have managed to establish at least some control over, who, where, and how, my cock gets used.

I have started using gym equipment during the day when I am home alone. My cardio endurance has significantly improved, and both sisters have commented on the improvements in my body's shape, still no butt, but most of the paunch is gone.

Janice has also started dropping in for lunch a couple times a week. Sometimes we actually have lunch, sometimes Janice is after just some protein from me. I had never known a woman who got the anal itch like she does. As much as I have used her ass, it remains as enjoyably tight as the first time, even with the plugs that I require she wear daily.

With an empty house I have started visiting clients again, doing onsite trouble shooting instead of over the phone and online. Since I'm out sometimes, Janice asked for a house key. I gave her a spare and showed her how to shut off the alarm system. One day I had told her I wouldn't be home the next day due to a meeting with a client. I came home from the meeting to find that I now had a king sized bed and an armoire full of Janice's clothes in my room. The old bed was cramped for three. I didn't think it was a coincidence that Janice's lunch visits and overnights increase noticeably after that. Janice also seems to be much more comfortable enjoying slut, even when I am not involved other than as a voyeur watching them enjoy each other and deciding which hole I want later.

As we got close to the end of the three month probation period, there was a question about whether slut was going to ask for the full six months, and whether the Judge would grant the longer stay. She asked, and I assured her that I had no intent of kicking her out at the end of probation or any other time as long as she obeyed herself. Fred's secretary had decided not to come back from maternity leave and Fred was thrilled to extend slut's contract indefinitely with a nice raise. So, the employment clause in her probation was not an issue. I was torn about whether that was in slut's best interest, or whether I just wanted to keep her longer. Fred on the other hand felt she was ready and hoped the judge would grant her a complete release and he was working with Corrections for them to make that recommendation. I learned that Fred has an ulterior motive.

Fred stopped by to show me the document that he and slut had prepared asking for the end of her halfway house requirement for probation. As I was looking it over, he smiled and said, I have come up with a permanent solution for the sexual harassment concern, if you will bless it.

I asked, "If I will bless it? Why would I need to bless it?"

He got this wry grin that he sometimes has, "Because a wife can't sue her husband for sexual harassment, and I want your blessing to marry your ex."

It took me a moment or two to realize what he was saying. "You can't be serious; remember I've been there with her."

Fred gave me a look, "slut needs a firm hand, and you were too kind and naive to give it to her when she needed it. I understand her need and now have practice recognizing it and delivering correction when appropriate."

I had to admit that the slut we now had was not the girl I married or the hellion I divorced. I asked, "Have you asked her yet?"

He shook his head, "I'm going to wait and hope that the halfway house requirement is lifted. Then there will be a dinner party, and I will propose then."

At first, I thought Fred was thinking with his small head but eventually realized that he was working with her around 40 hours a week, every week and had probably experienced most of her moods. I also agreed that I had been way too lenient when slut started going off the rails and waited far too long to try to recover her. So, was I worried about the success of his marriage with slut, or of losing slut? I'm not sure why, but it suddenly dawned on me that if the judge ended the halfway house requirement, then slut was completely free to live her life however she chose to do it, and I no longer had any say.

Coming Soon My Ex My Prisoner Pt 6 - Choices and Decisions

Rate the story «My EX - My Prisoner Pt. 05»

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