Sharing the MILF List Ch. 09

Alissa looked at me. "Sonny?" She said softly. "Do you think she would?" She closed her eyes. "I mean, first, would you? Is that, is this . . .?" Alissa stopped. She looked at Sid. "He could fuck me now." She said and despite her otherwise flawless control, eagerness crept into her voice and lit her eyes, flickering for just a moment beyond her ability to disguise or extinguish it.

I almost injected myself into the midst of this and denied her any such satisfaction but, to my benefit, I kept silent.

Sid shook his head and to this day, I do not know why or how he knew to do so. Perhaps I am just lucky like the guys say. "Nope. Mrs. Honeywell, I appreciate the willingness but I usually fuck the women in private and then the men and I do business. The fucking is usually separate and private but the men know, the all know I have been inside their women."

I wondered about this, given his girth. But I dismissed it as none of my business.

Sid continued. "This is a little different. I want you to know that the fucking is part of the deal. Your partners need to know that you are willing to fuck to close the deal and that, eventually, if everything goes as we discussed, they are going to need to ante up. So, in your office. I don't care if they watch or not but they need to know you are in there being fucked, on your desk. You just as well enjoy it because it is likely to happen again. Not me. Never me. But someone I like, someone I owe, someone who wants to fuck you for whatever reason, you are going to be on your knees sucking cocks with the rest of us. Make no mistake, my Chinese colleagues would all love a taste of what you have but that is not, will not be how I do business with you. But you will fuck Sonny here, just as you said, whenever he wants. Just like my lovely wife has been doing. Understood?"

The last word was a gentle word, an inquiring word without demand or command anywhere nearby. But still, that idea lingered, tinting all he said: It was not a request, it was a command. The word established the pecking order in the room and Sid, Sid pecked wherever he liked and no one pecked him. Not even Annie.

Another connection locked into place; Sid was trying to get Annie out of the line of fire. He wanted me to line Alissa up to be fucked like I was doing with Annie. I almost smirked, Annie would have to wail 'uncle' before that happened. Besides, Natasha was already lined up to take some of the starch out of us for her. I had not heard Annie complaining though.

Alissa nodded and once more looked at me.

My cock had gotten very, very hard as the vision of my mother taking Sid Kingston's cock danced behind my eyes. "You call her. See what she says." I said, my voice rasping.

Annie, hearing my tone, poured me more apple juice. I drank with thanks.

Alissa had not moved. I think she presumed I would be the one to sell the idea to my own mother. The prospect of owing both of us finally dented her ambition and daunted her. "Oh," she said, "Of course." And in that moment, I saw the last of her hostility to taking a subservient position to me crumple. Her eyes changed, her face softened and she said, "your mother? You think you will agree?"

"Me?"

"I mean, do you think she will agree. To fuck Mr. Kingston?" Alissa asked.

That was a weird slip of the tongue. "Fuck? No. But she might make love to him or mount him or do him. You have to ask the right way."

Alissa nodded, she understood my mother's thing about saying 'fuck' out loud, even though she could be induced to doing so and often had recently. In casual or formal conversation it put her off and she would get stuck on the word and miss the meaning of what was being said. Alissa found her phone in her pocket and got up from the table. "Just a moment." She dialed and walked outside to talk to Cici Duncan, my mother.

I looked at Sid, respect and admiration mixed with fear and the suspicion that this was all a grim little 'fuck you' directed at me for fucking his wife. Who could blame him? But it was so elegantly constructed and fit so perfectly, I had to be amazed. He was getting me for it but not making an enemy of either me or his wife. Quite an accomplishment. I grinned at Sid. "Mom is out in the car, so you won't need to wait long."

He nodded. "Annie saw her when you drove up. Well, actually when you left Laura's house. Nice touch to make the lawyer come out to the car in cuffs. Annie, why don't you get down and suck Mr. Duncan's cock." Annie's face lifted and her eyes found mine, gleaming with interest and glittering with focus.

I held up my hand, "I may need to discuss this with Mom and I would like to be able to walk straight." The casual way which Sid referred his wife to my cock suggested two things, both interesting. First, that it was not the first time he offered his wife's mouth to another guy. That comforted me a little because if it had happened before, even if it was only once, it meant Sid's antipathy for me was not so very deep I would need to keep jumping at shadows for the rest of my life. Second, he seemed to be fluent with ordering her around and despite his description of her as a dominant personality, perhaps he understood that I had found her lever, that 'thing' in her she needed but could not ask for. I shook my head, smiling. It was exactly the same thing I had identified in Alissa. Opposite inclinations existing in the same person created a conflict and a tension which, when relieved could result in the ultimate climax.

Annie and Alissa were cut of the same cloth. Mom would let you fuck her but she always fucked you too. Same with Sasha. Laura always wanted to be dominated and had only the slightest, socially-induced, inclination to fight back; as little as a mother could have while keeping her child safe. Kyla? I was not sure what her 'thing' was unless it was as simple as taking it in the ass. She had a talent for it but I was still unclear if she relished it and needed it the way Laura needed to be spanked.

The back door opened and Alissa appeared which scattered my reverie. The front door opened and my mother appeared. Her face was blotchy with a fierce blush but ruinous, like she had not breathed right for a very long time. Given Alissa had not seen Sid's cock and I had not mentioned its size, unless Annie had bragged to her, Mom did not know the half of it.

Here was a curious little point in life where a single little detail would or could or should make all the difference. Or, to say it more correctly in Sid's case, a very large, mammoth detail. Did I tell her about the size of Sid's cock before putting the proposition to her? Or let her discover that for herself? I got up from the table and went to my mother, put an arm around her shoulders and walked her back to the door and outside.

"Do you know what she just asked me, Sonny?" Mom asked. Her voice was choked but it was not clear to me what was choking her and part of the reality may have been that my demure mother was not certain either. Not even knowing if she was insulted or thrilled likely confused her if it did not make her feel wretched.

"Yes, Mom. I was sitting right there when Sid suggested it. In fact, he insisted on I be there. I don't know why." I suspected lots of things but none of them mattered, really, did they? "But Mom, we fucked Annie last night, he and I. That was the moment I realized he was home early. Annie thought he would be home but not till late tonight, or so she told me. And Mom, his cock is huge. Bigger than Brent's. You do not have to do this. We'll find another way."

"Alissa said, it was a billion dollar deal. Bigger?" Then my mother blinked and swallowed before licking her lips. She almost smiled before she spoke, "Bigger? Than Brent's' cock, you said?"

"Not to Alissa, but the billings will be high, I suspect. Yes, bigger than Brent's." We seemed to be having two conversations per breath.

My mother nodded. She opened the door. "Let's get to it before I change my mind."

I pulled the door closed. "No, Mom, he really is huge! You do not have to do this!"

Mom finally snapped out of the mania which seemed to have inhabited her. She was usually calm, emotionally expressive but rarely emotionally out of control. She turned her eyes to me and a fever burned there. "Sonny, do you know what it means to have a big cock? I mean, inside you? Brent, Christ, he is big and you say Sid is larger? Can he keep it hard or does it go all rubbery?"

"He says he has a good heart, that he is healthy and can still stay hard all day, at least till he comes. He did fine last night." I felt stupid giving my mother a report about the dependability of another man's erection.

Mom nodded. "I can take it. Even if I can't I have to try! Fuck, every woman, in the core of their little animal brains she wonders what it would be like to fuck a cock that is too big to fit. What does it feel like to be so full, so filled, so horrendously stuffed that you cannot breathe or move or do anything but come? The challenge itself is seductive. Can you take it? Will it hurt and will you find the pain ringing your bell and making you go out of your mind with pleasure? Does size matter? It is like saying there is such a thing as 'too much chocolate'; that makes no sense. A little chocolate or a lot, it is still really, really good! Same with cock when it comes to a woman's pleasure. Just lying there and having someone stroke into you and cause all those sensations to run through your body is good enough. But the idea of a cock being too big? Yes, it is scary and yes it might hurt but any woman who does not at least try will go to her grave wishing she had. I want to die content, knowing I did what I could and took the opportunities when they came along."

She laid a hand on the side of my face and kissed me gently on the cheek.

"Just like when I decided to fuck you, Sonny. I decided a woman has to be willing to take some risks to get that kind of high. I still get a thrill running up my spine when I think about fucking you and so long as I do, I am susceptible to your charms. But don't interfere with this. Now that you have told me he is hung like a horse, I am so wet I want him and now. For pity's sake, don't you know how sexy words can be and we have spent all this time discussing a mammoth cock running into my pussy. If you intended it as foreplay, it worked!"

This time when she opened the door, I just followed her in. She had her tight, white sweater unbuttoned and was unzipping her skirt as we approached the table. No one spoke, they all just sat and watched her undress. She shimmied out of her skirt and then pulled the shirt off her shoulders, revealing her big breasts bound in the bra. The bra was more for comfort and support than enticement. She removed it, bending forward to let her breasts dangle for a moment before tossing it aside.

I don't know what Alissa said to her, but she showed no doubt about her mission or reluctance about her role. She skimmed her panties down her legs and turned to face the three people sitting at the table.

"How do you want me?" She asked.

To show there were no hard feelings and to indicate I actually had had my mother, I moved behind her, slipped my hands under her elbows and cupped both her bare breasts. She sucked air between her teeth and pressed her ass back at my raging cock. My explanation was stupid because, except for Sid, everyone knew I had fucked my mother, had seen it themselves at least once. I think I must have been showing Sid something, that Annie was not the only woman I had fucked who had some risk involved.

"On the table?" Mom asked, panting as she ground her ass back at my own cock.

Sid nodded. "Sure. If you like. We can move to the bed upstairs if needed. Sonny, she is your mother, why don't you open her up for us, for me, I mean. Show us how to fuck a woman." Sid's deep voice rumbled with aroused tension.

I released Mom and she moved to the table and she bent onto it. Annie had cleared it and wiped it clean. Mom lay down, shivering as the cool stone touched her burning breasts. She got comfortable, turned her head to the side, looking at Alissa with Sid and Annie to her left. She reached back to her hips and pulled them apart, further exposing her swollen nether lips. Her pussy glistened and bulged with arousal. Her body shivered in the cool air.

"Fuck her, Sonny." Alissa murmured.

I peeled my slacks off my erect cock, pulling them and my underwear down my thighs. I moved closer, nuzzling Mom's ass with my cock.

She flinched then settled and pulled harder at the cheeks of her ass. With one hand I directed my cock to her pussy and pushed the head inside. All the while, I was thinking about Sid's big cock and how Mom would react when it touched her or sought to penetrate her or plunged into her depths. I shoved hard into my mother and she groaned, a shudder wrestling her for control of her body. I humped against her till my cock was seated deep in her pussy. I withdrew and rammed it back into her several times before backing away.

"Thank you, Sonny. Mr. Kingston . . . . " Mom panted, signaling my fluffing time was over.

"Call me Sid."

"Sid, don't show it to me. Sonny tells me yours is a record-breaker. Get behind me and let me feel it, see if I can take it without looking. I am so wet, so hot I think I could take a school bus right now."

Sid's laughter rumbled in the room but with a tone of delight. He ran a hand down my mother's back, ending with the back of his knuckles pressing into the near cheek. "Annie, suck Mr. Duncan's cock while I fuck his mother. Mrs. Honeywell, remember, tomorrow afternoon, he takes you on your desk while we all watch. Invite the partners if you like." He rose up and pulled the sash on his robe. His cock looked larger in the light of day. Mom closed her eyes. Alissa gasped.

"Shut up, Alissa." Mom grunted. "Just shut up."

"But Cici, he is huge! My gawd, I have never seen a cock that size before or even close. Oh my . . . . "

I pulled my cock from my quivering mother and moved around to where Alissa sat, grabbed her by the hair, turned her head and pressed my cock and its slurry to her lips. She took the hint and licked my cock but then pulled back. "This is not my day." She said. "And I get it, I'll be quiet."

Annie was halfway around the other side of the square table, the side my mother's head was pointed towards. She stopped and moved to the table, peeling back her robe and shucking off a night shirt. She lay down beside my mother, her nude body also twitching on the chilly table. Sid, meanwhile had shucked down his pajamas and stood nude behind my mother. Alissa returned to staring unabashedly as his now very erect, very large cock.

I walked to the other end of the table, stumbling and dancing while I removed slacks, underwear, shoes, socks and shirt so I could be nude as well. Sid nodded.

He bent, crouching behind my mother. His great cock bobbed at the divide of her ass.

"Oh, ohhhhhhhh!" Mom breathed, feeling some of its girth; her eyes stared at Annie's bent body right next to her face. She tugged harder on the cheeks of her ass, trying to pull them wider if that was possible, opening her body up to what was coming, like it would help. Maybe it did. Sid put both hands on his cock and touched it to Mom's behind.

I regretted I was not where I could watch but then I realized, we should all be seeing this. I pulled Annie from the table and holding her by the arm, grabbed Alissa with the other and we all moved as a group behind my mother's bent, nude body.

Sid, sensing what I was doing, hesitated and waited for us. I pulled Annie in front of me and bent my knees, arched my back and shoved my cock between her legs. She squeaked then took hold of it, lifted one leg and using me for balance, bent my rigid rod up between her legs and took me into her body.

"Fuck her." Annie squeaked as I entered her. She was furnace hot and I immediately felt her bubbling over as she sank down onto my steel-hard cock. She spurted onto us both as I penetrated her body.

Sid resumed his task. With his cock lined up, he tilted forward, pressing his cockhead past the taut lips of Mom's pussy.

"Geezus, Cici, he is entering you." Alissa said, awe in her voice, business all but forgotten.

Mom grunted but tried to lift her hips, cocking her ass up to create a more direct path into her body for the huge cock nudging its way into her.

Sid, accommodating his audience to his side, held Mom with one hand. Her body seemed to flex and pulse around the cockhead wedged into her. Her flesh seemed to be moving, her hips jiggling with the little quivers her body emitted.

"Deeper." My mother hissed. "More. So big! I want it all."

"Fuck her." Alissa said.

"Hush." I mumbled, my own attention divided between Annie rocking back and forth on my cock and the monster in my mother.

Alissa's head whipped around and she looked positively abashed.

Sid moved, pumping at Mom, little jerks of his lean hips. He gripped her by the waist and pulled his cock head out of her. Mom's pussy squished and slurped around it. Sid reversed direction and Mom pulled harder at her ass cheeks, and flexed her body along her spine, much as Annie had as Sid entered her the night before.

Annie's eyes were fixed on my mother and her husband. Her body boiled with heat and liquid fire and occasionally she would get up on her tiptoes and grind her ass against me. My legs were weakening, being bent and flexed at the same time. When I straightened, I lifted Annie with my hands and my cock buried in her pussy. She squealed as she rose to the tips of her toes then lost touch with the floor till her body cinched further and harder down my cock.

Sid pulled back and shoved harder. His huge cock did not bend or slacken as it penetrated deeper and deeper into my mother's pussy. Mom groaned, rolling her hips, changing the little angles and taking more and more of the mammoth cock into her body. Sid could not find any rhythm. He pressed for a while then pulled for a while, letting her relax around each distinct motion. But gradually, ever so slowly, he got more and more of his cock into my twisting, undulating and groaning mother. At one point, she twisted to look behind her and I straightened, lifting Annie off the ground, one arm around her waist and the other pinching one of her nipples hard while she jerked and squirmed, pinned onto my cock like an addition to a collection, her toes barely brushing the floor.

The strain got to me and I bent and pulled free of Annie's cock. She immediately struggled around the table and lay down beside mom, facing the other direction. She kissed Mom's side lightly. It seemed to start something in her. Mom began to shake and suddenly, like a breaking storm or the flying of a fireworks finale, she lurched on the table, her hips flapped and her voice rose. A ripple, like a wave lifted her head and torso, raising her tits free of the table. She groaned and dropped back to the table. Her ass arched and she gathered herself and then thrust her ass hard against the cock penetrating her. Sid met her determination with teeth-gritting commitment of his own, shoving and twisting his big body to find more slack, more room, more space and stretch and slippage in Mom's spasming cunt, for surely she was coming. Her hips shifted and she tried to buck but there was no give in the cock in her or the hands that pulled at her waist.

"Turn her over." Alissa said breathlessly. "I think you can get in her if she is face up."

Sid, in a growing erotic frenzy pulled out of my mother and twisted her legs, trying to turn her. Mom, for her part, lost the impetus of her rolling orgasm and with it much urge to move at all. Finally, they got together and Mom flopped onto her back. Sid immediately lifted her legs, putting them over his upper arms, which spread her like wings. Mom lifted her head and stared between her tits and legs at the cock lying on her pussy. She groaned and lay back, closing her eyes. One hand extended to grip the table. Sid pulled her ass off the end of the table and planted his cock in her again. Mom's hips snapped up, jamming more cock into her. Sid gripped her and pulled her hard. Mom screamed and her body began to quake and shudder. The climax was not a crashing thing but a rumbling, rolling, rollicking roar which convulsed Mom's face into a grimace. She cried out, one hand on the edge of the table and the other gripping Annies thigh close by her face. She twisted and with a good grip on one side, she began to punch her ass up at Sid who had moved forward and over her. His cock continued to sink deeper into the delirious woman.