Sharing the MILF List Ch. 08 Pt. 3

PUBLIC BETA

Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.

You can temporarily switch back to a Classic Literotica® experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.

Click here

"Well, it became apparent that we could not proceed unless the conflict between Annie and her husband got resolved or until it did. Once that was clear and the source of the problem was her face, reputation is almost the same but more intense . . . I suggested she divorce him and marry me. She could move to the States and live in luxury. I could do business. In China, at least, if she lost face, I could challenge any woman to take my cock. No one would meet the challenge now. That Annie could not take me could be kept secret, I mean that she was unable to fuck me properly. I'd told her that if anyone heard different, I'd see if Hung Bu Hao could take my cock. She laughed and laughed. That may have been the moment she started to like me. For a few months she refused the idea but eventually, she agreed and we got married in China and she came here." Sid smoothed a great hand along Annie's bent and straining back. "Ready, honey?" Real affection showed in his gesture, not the business deal he had just described.

Annie nodded and my cock tingled with her tension.

Sid gripped her hips again and lifted her. She groaned. He moved further underneath her and then lowered her once more, pressing down. He rose up a little and she grunted and her body began to quake with a new orgasm.

"See? She comes as I get deeper. She fucking loves it. Orgasm after orgasm and she says it is all just the idea of taking such a big cock that makes her come. I have only come in her a couple times. She loves my cock but it scares her most times so badly she tenses up and it is dangerous to proceed, to one of us anyway. I think she'd let me fuck her bloody if she thought she could survive it. She cannot help it, she just gets so frightened when she sees or feels it, even drunk. But that is where you come in.

"See, Sonny, my wife has been using you and your big friend to stretch her out, to make her come and come and come so that she could try to take me again. Guess what, I have tried twice today, once after 'beeg boy' and she nearly took me. But then the other guys kept fucking her and blondie beat her; I was so excited seeing her so excited! I got nearly eight inches into her after that. Now, though, now we might be able to do it. Having your cock in her makes her so excited. You, you are the guy she says makes her feel like she does when she kisses my cock."

I felt sort of proud, in a perverse way, I guess, but still . . .! "What you need is another woman here to eat her, make her come till she opens up." I said, thinking of giving Alissa to this monster and letting her scream her heart out.

But Sid shook his head. "Nope. Well, not yet. She told me everything last night. You and Mommy and Mrs. Wills, nice little dish that but I scare the shit out of her. She'd probably pinch the end of my cock off if I could even get that much into her."

She was not alone, I doubted. Most women would if they saw that monster. She'd need to echo to take him comfortably.

"I had an agreement with Annie which gave her whatever she wanted here so long as she did not fuck around on me. Now, she has to pay. I have waited this long but she is going to fuck me now, come hell or high water." He reached a great hand and tapped a finger on Annie's straining spine. "But that is just to get back to even. You have to make it right somehow, honey. Do you know how you are going to do that?"

Annie shook her head, just a little, around my cock.

"You are going to keep fucking these guys, just like you agreed. I kinda like the idea of you getting hammered like a rag doll by randy college kids. Plus, you like it so that is worth something. But beyond that, your niece, what is her name? Jai? Li Jai?"

I felt Annie tense between us, like a new guitar string being pulled tight into position.

Sid continued, tapping Annie's back as he spoke. "The one that goes by Jillian? An Jai Li, isn't it? The one that lives in California? You have to get her here." Sid caught my eye, his finger quit tapping Annie's curved, tense back. "We agreed I could fuck anyone, at least I could try to find someone. So long as she was acknowledged as my wife, she would get great face from being the happy wife of hen da ji ji and I could troll around for the right talent. So I have found a Thai girl or two who takes me and an Egyptian, a Tahitian and several Chinese who made it a goal and I was happy to help. Western women are too complicated, which is not to say I won't try, I just spend a lot of time in the Orient. There is one Chinese gal who has made a career out of it. She is a big guy's wife and she is open about being my mistress. She loves the attention and the respect she gets while collecting pussy for her husband." Sid snorted. "She is a piece of work, I tell you! But Annie, she had to do without or fuck me when I wanted. So far, she has not be able to fuck me. But now," Sid pressed down on Annie's hips. She groaned but shifted her body, rocking it back and forth on his cock till she dropped a few inches more. She moaned and her head began to bob on my cock, sucking furiously.

"Sonny, you have brought my wife as close to being able to fuck me as we have ever been in five years. She is a ball of fire but I actually like her, love her even." Annie arched her back, lifted her own hips and mashed them down onto the cock. Sid straightened and groaned. "Aw fuck, honey you feel great! More, we are almost there.

"She thinks that if I can get mostly into her, if you put your cock into her ass, she will be able to take me." Annie quit straining, panting and blowing through her nose. She flexed her arms and lifted off my cock, sucking and slurping all the way. When her mouth was clear, she said clearly, "Fuck ass now." Her head dropped and she took me into her mouth but only with lips and tongue.

Sid's big hand covered her ass and pressed her gently down. "Now Annie, darling, your niece, Jillian, you have to get her here and then you have to give her to these guys. What did you call it? Airtight orgasms? Whatever, Jillian will come and fuck Sonny and his friends and their mothers for all I care; you have to give her to Sonny to use. Let's see, how long did you say you had been fucking Sonny here? Three months? I think Jillian would enjoy visiting for six months, say? Maybe find a job and Sonny here can fuck her however he likes. I am sure he would be a gentleman about it and make sure you got to participate sometimes. So honey, what do you think? That is the price for breaking our agreement. Do you understand?"

Annie had gone still. She did not respond till Sid tapped her back. She slowly lifted her mouth off my cock. "Yes, Sidney. I understand. Jillian fucks the boys. Cici, Laura, whoever Sonny want her to fuck. Sonny get my niece An Jai Li to fuck whenever he like."

"Right." Sid patted Annie's back. "Now up, Annie, we are almost there. My gawd, you are so tight and hot around my cock, baby! I hate to punish you for finding a way to get us here but a deal is a deal. Break a contract and there has to be some penalty! Breathe, baby, I am going deep now." His huge hands wrapped around Annie's lithe body, covering ass and back nearly to her shoulder blades. He sat forward and pulled at Annie.

Her mouth sucked hard on my cock, her hands gripped my arms hard. I was supporting her a bit by the shoulders so she could lean over easier. As Sid pulled her harder, her body began to quake and shiver.

"A, Sid, I don't think I can get into her ass from this position." I said, feeling increasingly sure of survival, even maybe a bit of pride at participating at bringing this romantic couple back together. Un huh, what the hell do I know?

Sid's eyes opened. His big eyes moved around and his big head nodded. "Oh, right. No matter. I am almost in her. If I can get all in, maybe . . . " He lifted her body and pressed her down onto his cock. Annie groaned, the vibration running right from her chest to her lips, mouth, throat and thence through my hard, very hard cock. She continued the sound all the while Sid pressed her body down onto his cock. She tried to flex and help but after she got so far impaled, and she was impaled, it was like her legs dared not move or could not.

I watched, amazed as the mammoth cock disappeared into the little woman's body. She groaned and keened and groaned but never once pulled off my cock, breathing heavily through her nose, with astonishing discipline.

Sid finally grunted and twisted Annie's horizontally flexed hips.

"Fuck me now, Annie!" Sid said soft, which for him was a low thundering growl. He was so gentle with her, it was tough to fear him; his every manner was careful and delicate. But everything else about him, if you thought about it was fucking terrifying.

Annie began to flex her back. She pulled her mouth off my cock and moved to get to her knees; She got her hands under her and Sid leaned back. She tried to lift her ass but it did not move. She flexed her legs and tried to raise up, to get them under her but her body was wedged full of cock and it was not releasing.

Sid groaned, dropping his head back. "Ohhhh fuck, honey! I cannot believe it. I am in you. I hate to punish you but look at it this way, you will be rewarding Sonny here for getting into you this way. I want to know about Jillian as soon as possible, when she can leave LA and come here.

The words affected Annie. She shuddered and then she began to pull her hips up and jam them down, over and over, making the smallest little motions. The cock in her did not release her. Annie persisted till she was gasping and grunting with effort. Her body was cinched tight onto the great cock.

Sid patted her ass. "That's enough, honey, I see what you mean. Sonny, she has clinched down and I am too big for her to relax around even if she wanted to. We need to bend her back the other direction. I think she might be right, you in her ass with me on my back, it might work." He looked at me finally, his big eyes fixing me his languid stare. "Might be fun to try, anyway. She thinks she can come with my cock in her cunt and yours in her ass. I love it when she comes when I am inside her, even just a little. Geezus, what a feeling it is when a woman comes like this. Okay, honey, let's get me onto my back. You best move, Sonny. Find the lube, Annie will appreciate it and it might save wear and tear on the love muscle there."

I was off the bed like it was a skillet and Sid just lifted Annie up and a moment later he rolled onto his back his feet to the foot of the bed, head to the head. Annie faced his feet. Once he was settled, she began the tricky process of twisting her body around on the mighty cock. With Sid's and eventually my help, she got turned around, laying her chin onto Sid's chest at about the sternum. He patted her head, stroking her disheveled, kinky hair with one huge hand. He spread his legs but when he did, Annie had to put her legs together between his and she could not without grinding her hips together against Sid's buried cock.

They negotiated till they found a fine enough position with her astride one of his lanky legs, pointed at an angle on the bed.

"Okay Sonny, fuck my wife." His voice grumbled with humor. "Killer, I have said that a dozen times and this is the first time I think the guy will actually do it. Once, the guy offered to swap, offering his wife if he could fuck Annie. She was willing but when they saw my cock, they fell in love and decided a second honeymoon was in order." His eyes finally left his inert wife. "Well? You going to fuck her?"

I felt in that moment the movement of time and hoped Natasha was not missing me. I had found the lube in the bedside table and I got some onto a finger, moved to the bed and bent over Annie's body, my other hand balancing me on her outside leg. She flexed her body and the cheeks of her ass parted and her asshole came into view. I touched it and Annie shifted, trying to rise but getting no lift from her body. I pressed my finger against her ass making a squishing sound.

"Fuck ass, Sonny. Fuck ass!" Annie mewled.

I shoved the finger into her and a tremor shot through her body. She tried to move her body, trying to welcome me but she was all resistance and tension.

"More. Deeper. Cock." Annie grunted.

I pulled back and thought for a moment. I left the room. No one said anything which I thought was remarkable till I realized my clothing was all in the room on the floor. Both knew I was coming back and were waiting.

I found Sid's suitcase which meant that was his room. I found a belt in the closet and walked back to the room. I felt a chill just then, thinking maybe this avuncular manner was all just seduction and I would end up in a barrel of lime on the way to Timbuktu. I stood at the door. Sid's eyes found me, his head propped up on the pillows I had been lying on. He just looked at me, eyes flickering down to the belt I had laid across my hand.

Once I decided I could trust my instincts, I moved. Annie's ass beckoned. When I struck her ass the first time, she screamed in surprise, a little chirp. By five, she was done talking English and was rifting in Chinese rattling at me like a machine gun. By fifteen, she was sobbing and quiet. By twenty-five, her ass was lifting and sinking down onto Sid's embedded cock, fucking him.

I stopped. Sid had closed his eyes and laid back, using his hands to help support Annie's movement. Her legs scrabbled for purchase on the bed, trying to find the right position to move her body up and down. As spread as she was, none were comfortable without Sid's support.

I got more lube and when I touched her ass, Annie screamed loud and genuinely, grinding her pussy down onto Sid's huge cock. My finger slide fine into her asshole. She lifted, pushing back at me, pulling her body off Sid's cock. Sid's hands shifted down to her ass and pressed her down again. Annie's scream choked off as her body received the cock once more. I got onto the bed, feeling Sid's knee under my ass. I had a picture of what to do, finally. Annie was raising up when I touched my cock head to her leg.

"Hold her, Sid." I grunted, somehow transformed from guilty party to merely an accomplice in the fucking of Annie.

Sid gripped Annie's shoulders.

My cock head encountered her outer sphincter and Annie lifted her body, taking me into her body without much resistance. I moved forward, getting more upright and gripped her hips. I pulled back on her body and my cock slide into her. Annie began to quake and shiver. Her voice, a garble of Chinese, rose to a shriek. She groaned and shook and I worked my cock deeper into her. She screamed and Sid groaned. Her arms looped up to grasp his shoulders, pulling against his hands which pressed her down towards me and thus onto his cock.

I pulled back, my cock surrounded by the heat of her convulsing body. She seemed sloshy but then I reflected that one of the guys likely took her ass. I thrust deep into her yielded ass. I began to lift Annie, pulling her up onto my cock. Then I would press her down, harder and harder onto her husband's gargantuan cock. I could feel her hips tip back along the axis of her spine when Sid's cock slid back into her. With his help, we fucked Annie between us, moving her body while she babbled and jerked till finally a huge orgasm arrived and drove her senseless. She screamed, she jerked, she struggled against us, her legs working like she was trying to crawl away.

Then I began to come, filling her rear with come, pounding at her little ass while she grunted and took it. Spent, I pulled out of her and sat back. Annie immediately, and eagerly, lifted a leg over Sid's body and righted her position, sitting astride him, spreading her legs over Sid's broad body. She began to lift her ass and slam it down onto the cock crammed into her little body. Sid's hands moved to her ass. Annie sat up, forcing the cock in her to scrap around inside of her, punching the walls of her vagina with new force. The cock slide home into her body, rooted as far as any cock could get into her. She fell forward and with her hands splayed on Sid's chest, began to roll her little hips. Over and over she rolled them up and back, grinding herself against Sid.

Sid was panting now, gasping and snorting, his voice grumbled wordlessly in his chest.

Annie got to her knees, finally, then sat ever so hesitantly back, forcing the cock to flex inside of her. She groaned and together, they began to fuck. I moved away from the bed. Annie began to cry, her voice a wordless keening. Sid suddenly began to lift her, his body arching. He pulled at her hips, pulling the little woman down hard onto his cock.

Then he was coming, surging up into Annie's bounding body, holding her so she was not rocketed off onto the bed, lifting her and then ramming her down onto his cock, over and over again. Annie screamed and screamed. I picked up my clothing, backed out of the room and down the stairs, still hearing her screams of ecstatic passion. I dressed and left, feeling like I had shared something undeniably personal and private to which I had no right.

Dressed, I staggered to the Wills house and went inside. The place was ominously quiet. I kicked off shoes. I felt like I would blow dust if I came again. I needed rest and rejuvenation. But I had things to attend to.

Upstairs, I found them all, Natasha was sprawled over a mound of pillows. Chris and Brent were asleep beside her. Alissa sat on a stool, regarding me as I stood in the doorway. Her gag was still in place, though clearly soaked. She was still shackled in her own shackles. Her eyes no longer expressed much besides exhaustion.

"Where have you been?" Landon said from behind me. He had his slacks on but that was all.

"You would not believe me if I told you." I said at first but then said, "I was in the Kingston's house."

He nodded like he understood. He may have understood something but nothing like what I had just seen. Brent roused on the bed, a hand immediately stroked Natasha and she groaned.

"We got her air tight." Landon said. "Several times." His voice made it seem like he had something to add till he added something. "When, a, when do you think we can do Kyla?"

I shook my head. My brain cells were used up, I could not began to think about Kyla, the Ass.

Brent looked over at me. "Brent, get her home. Put her in a bath and put her to bed. She might need to eat and drink." I felt stupid but my brain could tell me I needed to arrange something but not what it was or how to arrange it. My fuses were all blown. Then I knew. "Brent, back here tomorrow at four. We have another MILF to make Airtight this weekend." I looked pointedly at Alissa, gesturing to her. "Alissa." I said. It was nearly ten o'clock in the evening and we had been nude together, as a group for nearly twelve hours.

Brent rolled to his feet and helped his nude mother to her feet. They staggered from the room. Natasha stopped to kiss my cheek, wordlessly. They disappeared downstairs.

Alissa got to her feet and approached me. I guided her into the hall, seeking Melissa.

I found Sammy and Melissa in one of the other bedrooms. I helped Melissa up from beside Sammy. His eyes opened and for a moment he regarded me but they closed. "Sammy, don't you need to go see your father?"

He nodded. "Skipping that." He muttered.

"No. Go ahead. Go buy a car tomorrow and drive it over here by four. We have one more MILF to do tomorrow."

"Never happen." Sammy muttered but then grinned.

Chris appeared behind me with Landon and Laura. They crowded into the little room.

"What are we going to do with Messy Melissa?" Chris asked.

"Did she come?" I asked no one in particular.

She pressed her body against me and lay her head on my shoulder. "I did a couple times, Master but I could come again, if you would let me." Her purr nearly got a response from my spent cock.