His Wife is the Procurer Pt. 03

Warning: This story involves cuckolding. If that offends you, don't tell me about it, just don't read it. For the silent majority who do appreciate it, I welcome your votes and your feedback.

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Jill met her husband's boss, Alan at a party. Immediately, Alan decides he wants the spouse of his new employee, so he used his wife, Susan to set up a sexual liaison. After the first session, Jill felt she needed to tell her husband, who actually seems turned on by her adultery, and approves of her continuing with Alan. Jill takes up the story...

Chapter Seven

I had called Susan to tell her that I could not have sex with her husband tomorrow because of having got my period. She made it abundantly clear that was no excuse and that the deal to promote my husband was in jeopardy if I didn't agree to go ahead with tomorrow, and to let Alan have my arse. But no man had ever been in there before.

An hour later, Susan arrived at my place of work, she was carrying a little box. "Can we go use the ladies room?" she asked.

I led the way down the corridor and the two of us entered the ladies room. Fortunately, there was nobody in there at the time. Susan locked the main door behind us and I panicked, 'What if one of the girls I work with comes to use the toilet? They will think it's odd that two women are in here with the door locked?'

"Shouldn't we use a cubicle if we need privacy?" I suggested.

Susan took my hands and placed them on the edge of the vanity. I was facing the big mirror, she made me place my feet further back and apart so that I was now bent forward. She moved around behind me and I felt my dress being lifted and placed on my back above my arse.

Susan took a hold of my panties and hauled them down to my knees. Then she moved back to the small box that she had placed on the vanity beside my hands. She took out a strange looking object, shaped like a cone. "What's that?" I exclaimed.

"I have brought a little something for you to wear until tomorrow morning, it's designed to loosen up your arse, make it easier for Alan to slide his cock up you tomorrow morning."

I cringed at her words, knowing my fear was real now. "So how does this work?" I asked, staring intently at the conical object. Susan reached back into the box and came out with a tube of KY. She squeezed a liberal amount of the gel onto the object, then moved around behind me and with her finger, liberally coated my anal ring. It was when her slippery finger pushed firmly through my sphincter that I tried to call a halt. "Whoa, what are you doing, Susan?"

"I am about to put a butt plug in your arse. You're going to wear this gadget for the next 24 hours. By then, your anus will be just that bit expanded so that you can take Alan's cock."

"No way," I protested, "you're not putting that thing inside me."

"Please yourself, but if you don't use this, you're really going to feel his cock. It could be quite harsh, but it's your call."

There I was, my legs wide apart, bent over forward, my hands on the vanity bench. This position made me look like I was about to be frisked in some TV cop show. "Okay, damn it! Do it then!" I said, tensing, waiting for the insertion.

Susan picked up the butt plug and pressed its tip to my anal ring. She worked it around a couple of times, making sure she had the angle right for the tiny opening. Then she pushed it forward. The smooth little object slid in through my anal opening. Greased up, it went in easily at first, but then as she continued to press it forward, the wider part stretched my opening severely. I cried out, "Oh shit, no!"

I felt the stretching of my anus as the thicker part of the butt plug was pushed through my sphincter. "Oh God, that hurts!"

"Only for a moment, Jill, it's nearly in, then you'll have the narrower part at the base wedged in your anal ring. That won't hurt at all, you'll get just a little discomfort until you become used to it."

My fingers gripped the vanity bench and I stared at my face in the mirror, it was reflecting the pain being concentrated in my arse. Then I felt a little pop and the pain went. Susan was right, now it was just discomfort as the conical shaped butt plug was held tightly inside me, the flared end at the base pressed up flat against my arse. Susan patted it and I felt a sensation roll up through my anus and roll around my lower torso. Then she hauled up my panties. I turned around to see the effect in the mirror. Unless a person touched my arse, they wouldn't know it was there.

"What if I need to go to the toilet?" I asked.

"Then you're going to have to take it out and put it back in after. I will leave you this tube of KY. Jill, it's best if you keep it in until tomorrow. It really will stretch you enough to take Alan's cock without too much trouble."

I promised Susan that I would try to comply with their wishes to prepare me for my first anal sex. To say that I was nervous and apprehensive would be an understatement. I was really freaking out, scared of the unknown.

I needed to go to the toilet that evening and managed to pull the butt plug out with a bit of pain and discomfort as the thicker part passed through my anal ring. Then, when I was finished with the toilet, I was faced with jamming the thing back up inside me. I have to admit that I struggled with it, but after a fair bit of grunting and groaning that fortunately Gerard didn't hear through the closed door, I managed to slide it back in place.

When Gerard and I went to bed, he spotted the rounded base of it between my arse cheeks, "What the hell's that?" my husband yelled.

I turned my head and craned my neck so that I could look down my back to see what he could see. I placed one of my hands on it, "Do you like it darling, it's my butt plug."

"Where did you get it, and why are you wearing a butt plug?"

"Susan -- you know, your boss Alan's wife -- she gave it to me. I have to wear it to prepare me for tomorrow with Alan. He wants anal sex."

"But honey, you don't like anal, you've always told me you would never have it. So how come Alan gets to do it, just like that."

"It's not as easy as it sounds, Gerard. I protested, I really did. I've got my period so I told Susan that I couldn't see him this week because it would be too messy for normal sex. She refused to accept that, said Alan had wanted my arse and this was his big chance. I told them how I've never done it, never wanted to do it, but she claimed that refusal would jeopardise your promotion, so it's on. This thing is to stretch my anus to make it easier for Alan to get it in. He is fairly big, you know."

"No I didn't, you hadn't mentioned size when you discussed him," said my husband and I gulped, realising that I had not intended to make any comparisons about size. I didn't want to have my husband feel his was inferior just because it was a bit smaller than Alan's large cock.

"It's not that much different, darling," I said, trying to make him feel better, "just a tiny bit longer and a little bit thicker."

"Obviously enough of a difference for you to notice though," he said, "did you pick it as being bigger and thicker from looking at it or from feeling the difference."

"Let's not go there, darling. I am perfectly happy with what you have. I have never had cause to complain about our lovemaking. I just mentioned the need for the butt plug to open up my anus a bit."

"How much longer do you think this is going to go on for, Jill?"

"You mean my Tuesday mornings with Alan?"

"Yes of course, how many more do you think there will be?"

"Are you changing your mind, Gerard? Would you rather that I not do it any more. I will stop if that's what you want, darling. You know I am doing this for us."

"No, no, I'm cool about this, I was just wondering how long it will go on for, that's all. I was wondering how many more Tuesday mornings I will spend wanking off in my office while you're with him."

"Is that sarcasm dear?"

"Forget it, I was just thinking aloud. I'm all right ... really. So are you going to be able to cope with it? You don't want me to intervene, ask him not to do you in the arse. I will approach him if you want. I don't want to see you go through something too painful."

"No, no, I will do this."

Chapter Eight

Tuesday morning, as soon as Gerard had finished in the bathroom, I ducked in for my shower. I had to remove the butt plug once more and clean it off, then I showered, dabbed a bit of perfume on the base of it and managed to re-insert it. Each time, I became a little more proficient at it, and each time, there seemed to be less pain as the thicker part of it pushed through my sphincter.

Gerard got away for work at his usual time, and that left me plenty of time to prepare myself for this most momentous day. A man other than my husband was going to take my anal cherry ... all planned and pre-arranged. How clinical could it get?

At ten to ten, I was ready. Susan had instructed that I was not to wear panties at all this time. I had the stay-up stockings on again and a fluffy powder blue short baby-doll nightie ... that was all. I sat around in my front room, waiting for the sound of my lover's car. Even though the plug had now been in my arse for 24 hours, every time I sat down, I felt the butt plug shift around in my anus.

Right on 10am, Alan's car pulled into the driveway and I stood up, crossed to the front door and unlocked it. Then I hurried down the hallway to my bedroom and pulled the top sheet back. I lay down on my front, as instructed by Susan, and spread my legs wide apart. How blatantly sexual and tempting could this be?

When Alan walked into the room, he would see me lying face down in the middle of my large bed, my powder blue nightie drawn up so that it only reached the hollow in my back above my arse. My cheeks would rise prominently and proudly with a small round disc evident between those smooth cheeks. Below that, with my stockinged legs spread wide apart, the lips barely concealing the entrance to my vagina would be obvious. And to my embarrassment, he would see too, the string of my tampon that hung from those lips.

I would never have done this once ... offering my body so obviously. How I had been changed by the blackmail of this unusual arrangement.

I heard Alan enter the room. In spite of his no speak policy, I clearly heard him say from somewhere close behind and above me, "Perfect, you are just perfect."

I turned my head to one side on the pillow so that I could see him. He was standing just two feet away from the side of the bed, shedding his clothes rapidly. I saw that impressive circumcised cock with the smooth rounded head and he stood there totally naked for a moment, handling it, fondling it, perhaps contemplating how his deflowering of my anus would be for him. I am sure he would have seen my arse cheeks clench and tense as I contemplated the size of his cock probing into my arse.

He stepped across to the bedside table and picked up the tube of KY that I had been instructed to leave there for him. I watched him squeeze the gel onto the shaft of his cock and then his hands coated it all over, so that it glistened.

All the while he prepared his cock, his gaze never left my arse, the sight perhaps inspiring his thoughts at that time. But then, he looked at my face, seeing my eyes looking back at him. "Are you ready?" he asked.

"I think so," I said softly, "please be gentle with me."

"Yes, I know you've never done it before ... I will go slowly."

To my surprise, he got onto the bed and lay down alongside me, his face up close to mine and he kissed me very passionately. It helped, believe me, it sure helped. I had expected, when I was told to lie in this position, that he would just walk in, take the butt plug out and put himself inside me. That was a part of my fear. But here he was, gentle and loving, kissing me and then I felt his hand softly caressing my smooth skin, the fingers stroking over my raised arse cheeks, and on the backs of my upper thighs.

We must have lain there, kissing, for perhaps five minutes. I know that the passion from the melding of our tongues and the caress of his hand had my juices running within the lips of my pubic region. But I also knew that my anus had no juices of its own, so I would need to rely on his deft touch to liberally coat my anal ring and interior with gel.

Alan rose up from beside me and I felt the bed move under his weight as he shifted his body down between my spread thighs. The nerves were back, the apprehension within me as I knew the moment of truth had arrived.

I felt his fingertips on my cheeks, felt the butt plug twist around in my anus, then felt it being withdrawn, I endured the pain as the thicker bit passed through my sphincter, then it was gone altogether. What was that? I felt the moisture of his lips on the cheeks of my arse. 'My God, he's kissing me there!' I thought, realising that if my anus was still stretched open from having had the plug inserted, Alan was now close enough to peer inside me there. I clenched in that region and my anus probably winked at him.

His kisses roamed all over my arse cheeks, 'How close will he go?' I wondered.

"You smell good," he told me, strangely speaking more to me today than he ever had previously, "a beautiful sweet-smelling arse."

Then his lips were on my inner slopes, still planting soft kisses. My cheeks were spread apart by the angle of my spread legs. I felt something very wet somewhere intimate, it felt like it was on that smooth bit of skin between my anus and my vagina. 'Oh God, it's his tongue,' I realised as I felt it again. This time, the flat part of his tongue wiped my arse, stroking up within the cleavage, right over the top of my anal ring. I gasped aloud, a muffled sort of moan of appreciation for the good feelings. But how could a man's tongue on my arse feel that good?

"Nice and clean," I heard him say and I was pleased that I had really scrubbed with the soap when I showered, knowing that my anus was to be the prime subject of attention today, although never dreaming that his tongue and lips would be there.

He did it again, another swipe of that flattened tongue right up inside the cleavage of my arse, passing over my sensitive anal ring. Then the tongue was right there, licking around the rim and I mumbled another gasping moan of pleasure. I had not expected this. I found myself pushing my arse up at him, somehow trying to capture the tongue tip with my artificially opened anus.

I didn't need to try because that was his intention. Alan stiffened the tip of his tongue and he pushed it firmly into the opening of my anus, testing the sphincter and then winning against it, licking my insides. I couldn't believe that something as way out there as this could actually feel so good. "Oh yes," I moaned, pushing my arse up to meet his face, feeling his nose lodge in the crack of my arse cheeks.

I felt that I should be disgusted by where he had his mouth and his tongue, but realistically, if it wasn't going to bother him, why should I be worried?

This man was masterful in his seduction techniques. He had handled me so expertly that now he had me craving the thing I had protested against ... his cock in my arse. His tongue slipped away from my arse, leaving my lower body humping, my arse now seeking his penetration. I felt his finger between my arse cheeks, it was slippery with KY. I relished the touch of his digit as it coated the area all around the rim of my anus, then it pushed inside. Was it the effect of wearing the butt plug? His finger seemed to gain access easily as an inch or two slid around and around, coating the walls of my anus.

His finger left me, then I felt his hands on my hips, lifting my body up until I was on my hands and knees, my arse pointed back at him. I felt his slippery cock-head brush against my smooth cheeks and I knew the moment had arrived. He had led me to this fearfully anticipated moment with such expert coaxing and pleasurable encouragement that I now had little fear. I knew I could do this. 'Why not?' I thought, 'so many others do it, and they live through it.'

I braced my body when I felt him centre his smooth cock-head against my anal ring. "No, don't tense!" he commanded, "relax your whole body, it will go in better that way."

I tried, I really did. I let my body go limp and I felt his smooth hard cock-head again at my anal ring. It seemed to circle the rim. His erection and my target were so lathered up that his hard-on slipped and slid around before suddenly seeming to hook itself into my opening.

He pushed it forward but my tight sphincter temporarily stymied it. I tensed my body and gasped aloud, "Ooh!"

"Relax Jill," he ordered.

Not only was he talking today, but he had called me by my name. The surprise of that seemed to take my mind off what he was doing back there and I relaxed my whole body while I mentally rejoiced that this man knew who his sexual partner of this month really was. The whole head of his cock, back to the ridge behind, pressed through my sphincter and lodged itself firmly in my anus.

"Oh God, that's great!" he exclaimed rapturously. I imagined that, for him, the feeling from his cock was like it was caught in a slippery liquid vice.

But while he was deliriously proclaiming his pleasure, I was grunting loudly from the different sensation of having my arse plugged and stretched beyond belief. It made me think quickly about the size of the instrument that Alan had just forced inside me.

He recovered from his exaltation to advise me, "You should only feel that incredible fullness for a couple of minutes. That will ease, I can assure you. Then, it will be much better."

At least he sounded like he knew what he was doing. As my mind wandered over what was happening to me, I even wondered how different this would have been if I had not been stretched by the butt plug for 24 hours. Could this overfilled feeling have been much worse?

I felt his cock-head twitching inside my anus, and his hands caressing the smooth skin of my cheeks. I figured he was keen to move on. Even in my own naivety of this situation, I at least knew that he still had much more progress to make.

"I can take it," I bravely suggested, and without hesitation, I felt him push in deeper. I had no idea how much more had gone in. It felt like a lot, but I was prepared to accept that it might only be another inch. How much fuller could it feel in there? Was it pain? I wanted to think so, but in reality, it was probably more just extreme discomfort.

I didn't have to tell him this time. He pushed in again. My sphincter having conceded defeat and with no bit of his shaft thicker than the rest, unlike the butt plug had been, his progress seemed to be easier now. No less uncomfortable for me, but obviously easier for him. He knelt behind my bent over body, with goodness knows how many inches of his thick cock buried in my arse. From where he watched above my back, he would be able to see everything, the stretched rim of my anal ring tightly gripping his solid shaft as it lay buried inside my body.

'How much more?' I pondered. And then I found out when his hands gripped my hips tightly and he shoved forward one more time, his balls bouncing against the area between my arse and my vagina. He was in, there was no more of him to come. Alan had successfully buried his complete cock shaft up inside all of my anus and some of my rectum.

As we both knelt there, fully locked together, I could feel his fingers running across my inner thighs, then on the outer lips of my pubis that were wet with my juices from our earlier kissing. I turned my head around, "Please don't touch me there, not while I've got my period."