Extending the MILF List Ch. 24

"Once I'd fucked all our mothers, then it was more or less up to me to hand each of them off to their sons...and that proved a rather involved process as fucking the neighbor kid is hardly the same as fucking the son for a MILF...so that took some maneuvering but in the end, I got it done...I claim mostly because of the allure of the airtight express but I take some credit along the way as the conductor.

"It is nearly inevitable that along the way a considerable amount of pussy would get caught up in the process and since all my sisters live at home still, with me, they were part of those pussy passel that got caught up in my dragnet. There were many others, that led to a widening net of females whom I got to fuck, and did, often repeatedly and with gusto. Along the way, one of the original MILFs, Alissa..."

"Oh yes, the one May watched with the white woman!" Rodney said with enthusiasm, by explanation to Jamie who had not heard the full breadth of my story. "She told me all about that, and I do mean all about it. Fuck a duck...that was amazing."

I nodded sagely feeling all superior and shit. "The very same, she got me involved with first her work and then a client who turned out to be a common associate of Mr. St. Vincent's family who has in turn led me to a curious variety of others whom I have fucked, the females I mean, along the way, occasionally at the behest of the male in the picture. Brothers, sisters, mothers and sons and daughters all got tangled up in the web we weaved...or perhaps I might say, I was the weaver. The end result was a couple weeks where I did very little besides fucking in the vain effort to keep up with the growing and multiplying expectations. My friends and sisters saw in that the seeds of my demise and destruction and so sought to intervene, and I'll say they did, successfully for my good even though they were as I say, hamhanded about it and indelicate at best. The result of their intervention was fully to my benefit for which I thank them. Or will, in my time and in my way...though not likely in concert with their expectations.

"My objective this Friday is to put some order to this miasma of pussy so that satisfying it and even managing it does not fall to Sonny. I seem to be best at forging into the wilderness and bringing back meat for the tribe, not in sitting around the council fire solving domestic disputes which I guess I tend to cause more often then I solve them. I have decided that I should stick to my talents and desires and not expect to be all things to all people...so, I guess what I am saying is that there may be pussy to be had at this consultation, because I..." and here the blue man mystery intruded and my world shifted again and I felt the unsteadiness of my own conceptions of self and the universe. His suggestion appeared as an apparition full of pitch and moment that added to the recent shifts in how I understood my role in the universe. Untried and tender still, but the shift was so clear, so real, I could hardly ignore it and its presence surely appeared apparent and obvious to them both.

The silence stretched. Even the little pet under the table was still, as if listening attentively and hanging on my words. I suddenly felt exposed to her, as she had full knowledge of the content of my life as I had not of hers. Thinking with focus on the feeling of this feline female between my legs fairly purring at my touch put another cant to my world. I felt a karmic drunk coming on the likes of which I'd never experienced, a binge that would make me over in a way I could not imagine. So it seemed.

"My idea is to put an end to the MILF list and not leave anyone stranded without me, if that doesn't sound too arrogant." I waited. I expected some sort of discussion but there was just a glance between the two men and then Jamie looked back at me and nodded.

"Six then. At the condo?" He said softly, as though showing proper reverence for what he'd just glimpsed of my inner turmoil and the resolution gestating in that conceptual amniotic sac. I nodded. I gave them both good directions and that was that. I stood and called for the check to be signed for. We'd long since finished eating and the table had been cleared. Mavis and hubby could pay for supper. Pet crawled out from under the table and hugged my legs, rubbing her cheek up and down my shin. I tugged on the leash.

"Up, dear." I saw the hurt in her eyes as she rose to her feet, like I'd punished her some how. I didn't relish the vision of her on all fours crawling out of the place and so genuflected to my putty-like sensibilities. I confess, the idea had a sort of brilliant appeal that I chalked up to my irrepressible curiosity but it seemed too much, little as it might seem to be. With that we parted.

Candy cuddled close to me, seeming to understand and acknowledge my unease with the leash on her neck, which was ironic in several ways. The number of times I'd taken one of my MILFs or auxiliaries out on a leash together with Rodney's revelation and Borland's intelligence about Carol Lynn conspired to overload my sense of propriety and push me to the limits of my tolerance for convention, which is to say that I found it impossible to take more aboard my challenges to my sensibilities without swamping my ship of state. So Pet walked with my arm around her, the leash difficult to see between us, like some normal couple of kids in love.

Her affection was so richly expressed, I had a difficult time believing I'd only met her that previous afternoon. She offered none of the rich interplay of lust and will that typified my experiences with the MILF list and in my lizard brain, I had the sense that she represented something utterly different, which made the idea that her mother Sandra was not an incongruous contradiction in my logic seem impossible. I keep getting these double negatives all tangled up...to be clear, Sandra Olivette seemed impossible given this was her daughter, yet there they were. Add that to the list of shit I didn't understand. Yet. It would get longer.

Halfway to the lift and the retreat to our suite I had a thought. Tomorrow night I had agreed to yes, rape Mrs. Borland Northcutt. The word still made me twitch and judder. But Borland made reference to a store of tools for the process that I was mostly unfamiliar with. Well, the ball gag anyway and handling it for the first time under the pending circumstances seemed a bridge too far for me. So I veered away from the elevator foyer back to the pulpit where the concierge presided. I stopped before it and the gentleman, a soul with silver hair and the bluest eyes behind bifocals you can imagine, finally looked up at me with the coolest address you can imagine.

"May I help you sir?" His eyes did that little flick that I took, rightly I am sure, to be how he noticed the collar on Candy's neck and the leash running down from it. I cleared my throat once and then said in a strong but quiet voice.

"I need to find a toy for my pet here. Is there any toy stores around that might have what I seek?" I luxuriated in my elegant ambiguity but the concierge was having none of it.

"You seek a sex shop?" He said with perfect poise and aplomb, which I must say inspired me to meet his demeanor with the same poise and aplomb. Pet, however, was less inclined and moaned against me, pressing her face into my chest and shuddering with desire. Happy desire.

"Yes. My pet here needs a toy, I am thinking a ball gag." The concierge, his tag read: "Larry", glanced at the poise-less female at my side and smiled a bit.

"I cannot imagine a ball gag would add to her talents." He said, wry and jealous in one tender tone. Only then did I notice I had no idea what a ball gag was for sure and was facing someone who did. I mustn't let on and show my ignorance, even to this man who's purpose was to provide aid and fill any need residents of his domain required. Odd how that works sometimes.

"Well, she's been an especially good pet today and I thought I'd take her to find a toy, if it is not past closing time?"

Larry shook his head. "Not at all, The Dripping Post is out the front door, not by the valet but onto the street, turn right, go two blocks and turn right again, it is on that street but I am not sure how far down. It's brisk so you may want for coats." He was right. The Dripping Post? I did not dare think what sort of person picked out that name! I spirited Pet up to the room to get coats...taking no time to disturb Mavis...all sign of Theresa was gone so I presumed she was as well. The walk was indeed brisk and snow was fluttering in the air again. I kept Pet tucked under my arm.

I finally began to notice that as she became more satisfied with my comportment with her, the more silent and inarticulate she became...no, not silent, that is hardly accurate for she cooed and moaned and squeaked and made a whole symphony of noises none of which even dared aspire to be part of any coherent word. On the walk, as she whimpered and huddled as we walked, quite a talent in a female if you must know, it struck me that her sounds were increasingly animal like and her own comportment seemed an unconcerned mix of cat and dog, a unique sort of pet, eager on one hand like a dog and yet feline at times, posing and caressing me with her entire body at others. Fastidious and distant then affectionate and eager by turns. I noticed but had no idea how to respond to her increasing reliance on this sort of comportment.

We found "The Dripping Post" with ease, a narrow shop but deep with some dark cubbies that did not invite my attention. I felt the need to return to studying. In the store, Pet regressed so far I had to slap her hands. At first she tried things then put things into her mouth then finally, with a large dildo, she bent and began to insert the thing into her cunt with some delight...when a shadow fell on us and a large man, not muscle bound or fat just big-boned and broad as a shelf. I slapped her hands and the half of the dildo that had disappeared inside her reappeared well coated with the sauce from her cunt.

"You use it you buy it." The man said, his voice an high alto, nearly soprano. Quick-witted Sonny could not imagine leaving with that thing with us. I was utterly unnerved in this "toy store" and by Pet's apparent delight with her presence there.

"How about if she licks it clean and puts it back?" The man regarded me balefully for a moment, unmoving and unspeaking. I panicked. "And she could let you test her talents in that regard."

The man blinked his huge eyes slowly. He had a bullet shaped head, and though he was nearly bald with mossy hair thinly slicked onto his pate, he was young, not thirty I guessed. He had huge eyes, liquid and dull. "You mean have her suck my cock?" When I nodded, he nodded. "Okay." We both looked at Candy and she had the good grace to blush, furiously. Clear down into her shirt.

She held the dildo before her and studiously licked it clean, turning it this way and that until he gleamed cleanly and she'd removed all the frosting from her cunt. She then made to get to her knees and he shook his head.

"No, after you buy something and are ready to leave. I cum quick and I want you to keep it in your mouth until you are gone." I shrugged amiably, not really focusing on the reality of what he was saying. I asked after a ball gag and he led me to there. I told Pet she could pick one toy "one toy pet, just one!" I insisted. The guy showed me a wide selection of ball gags which made me nervous because they were so varied I had no idea what sort they had at their house and finally it occurred to me that I could get one and take it with me and not rely on the Northcutt's version being like mine. And I got a couple handcuffs on the same logic. Four seemed excessive. We moved to the counter and Candy appeared with a little silver thing that looked like a top. She handed it to me with both hands, like an acolyte presenting an offering to an holy man.

"What's this?" I said aloud and felt like a rube for sure then.

"Butt plug. Small. Red jewel." The guy said, his high voice making me want to bark. I dropped it on the counter. "Need lube with that?" He asked, looking at me, bland and liquid-eyed as a fish.

"Lube?" I asked, my mind seized up around the whole butt plug thing.

"Lubricant, for her little ass...even with it, it will be a tight fit for a small woman like her." I glanced at Candy. She looked horrified and shook her head vigorously.

"No? You don't want lubricant?" I asked, feeling terribly lightheaded suddenly. She shook her head just as vigorously the second time. "It will hurt, won't it? With no lube?" She nodded with enthusiasm and a huge delighted smile. I needed a hug. This day had turned into an edition of the twilight zone for Sonny. The guy was utterly nonplussed and rang everything up, he added in toy cleaner, and I paid him. He then stared at me with those liquid eyes until I remembered. "Oh right. Blow job. Suck him, Pet." He turned and she went around the counter and got to her knees. Out came a slight and slender cock. She bobbed her head like three times and those big eyes of his rolled up in his head, he trembled and grunted and he climaxed in her mouth, his cock not long enough to touch her throat.

"No swallow here." He said. "No spit either...carry cum outside." There was a soda machine by the door. I got a Coke and led my pet out into the cold. Her cheeks bulged with cum and some coated her lips. When we were on the sidewalk, near the street she made a sound that was inquiring and I shook my head.

"No. Spit." I said. She did and I handed her the Coke, open. "Swish and spit a few times." She did and then handed the Coke back to me and I dropped it half full into the rubbish can.

"Funky!" Candy said, then tucked herself against me and we returned to the hotel. I'd like to say that I pounced on her but the enormity of the evening caught up to me at about floor seven and I was dizzy and punch drunk as a fat man in a boxing match. Losing. I kissed the top of Candi's head and told her I had to study. And did. Mavis ordered room service and I stopped to eat with them. They were quiet and I was trying not to review the evening and all the various things that crowded in demanding attention. I was utterly unnerved, I confess.

I worked until about two, mostly to avoid things but then realized I had tools to learn and roused Candy from her place on the floor beside my desk. I fit the ball gag to her head and she whimpered and humped the air. I cuffed her hands behind her and released them a few times, fully aware that this would be entirely different when the female was struggling and fighting me. I didn't want to try to make her do that so I just got adept at fixing them to her thin wrists. Candi was so limber though that it barely inhibited her so I put the other pair at her elbows and that flexed her backwards better. Her tits protruded delightfully and with the ball gag in place, she stared at me with such piteous entreaty I asked her what she wanted.

She used a bare foot to kick the little red jeweled top-looking object into view then bent over and showed me her ass.

"Oh god." I muttered. "You want me to put that into your ass?" I asked, disbelieving. I'd tried to forget it but she was having none of it. She looked back at me and nodded slowly and emphatically. "Now? Really?" More nodding but slower but just as definitely. What was I to do? I picked up the plug and discovered there was something else in the sack that I'd forgotten about. ACME Toy Cleaner. Fuck! It felt like I took half an hour working the plug into Candi's tight little ass. She bent from the waist, arms secured at her back, mouth stuffed with the red ball. I felt dizzy again and lightheaded. But I worked the little top-shaped object into her ass. I had to hold her with a hand on the small of her back to keep from pushing her over entirely. At first she resisted. Not intentionally, her body simply rejected the whole idea and I wanted to heed those objections but when I suggested we table the plug, she fairly snarled at me—a trick around the red ball between her teeth—shaking her head in the negative and swishing her ass back and forth in a most demanding way. It reminded me of how a pup would demand to go for a walk to do his business. Unmistakable.

With some daring do and persistence borne out of not wanting to look the queasy wimp before this slight but older woman, I managed to get the plug securely fitted into her ass. She grunted with satisfaction then went to the bed and lay her torso over it and waited. I felt shame and guilt at the state of my cock and the thundering of my heart in my chest. When I dropped my pants and positioned myself behind her, she cooed, sort of, around the gag. I pushed my cock into her cunt and she spurted on us. The little bitch was dripping lush and wet from my attentions, gag, cuffs and plug.

Until that very moment, I had been focused on the variety of ways that bodies fit together but Pet's response to the administration of toys to her body opened an entirely new door for me. One that made me Latin hard and dizzy at the same time. Pet thrashed and screamed the moment I entered her. I touched the tip of my cock to her cunt and she rocked back, impaling herself on me. She grunted twice, her cunt clinched down in an amazing fashion that left me gasping and then she bucked hard, thrusting herself at me. All I had to do was hold still so she had a stationary target. She did the work. She shook her head constantly, grinding at me then stopping, grinding and stopping. Her eyes grew wide and desperate, looking back at me as she worked on my cock. I wanted her to cum for me, but there was clear indication she was resisting arrest. Being inside her seemed to satisfy me in a way that left me lacking control.

What followed was perhaps the most frenzied and artless fuck of my life, except for maybe Sara MacAbee the third time after I lost my virginity and I thought I knew what I was doing and didn't. Still. This time, with Candy Cane bucking and then going still over and over, I plowed her hard and fast right there on the bed, on her knees bent over, cuffed and gagged. She screamed into the gag. Over and over, panting then screaming again, panting and snorting to get air again then that muffled screech absorbed by the gag. I guess I should have expected her to be tuned to the breaking point after the day she'd had. When I finally put it to her, the little female lost her ever loving mind. Orgasms dashed through her like nudists at a fire drill. And her cunt would go all soft and then ratchet down on my cock even as I buried myself inside her. I think having cum in Theresa's mouth took the edge off for me a bit but Pet was primed as I had never seen a woman primed to cum. I got good at gaging her need and telling her to cum, which she did most obediently, again and again. It was most satisfying.

When I finally reached the pinnacle, I looked around and there was Mavis, her nighty up over her hips, her legs wide, fingers thrusting into her now bare cunt, staring at me, us, like she was in some deep trance. By then, Pet was running on empty, her body twitching rather than bucking even as another orgasm peaked in her. I confess I was a bit conceited about it all. My use of her seemed to be just what the doctor ordered. When I came, she exploded though. She seemed to know, not least because I said it, then telling her to cum for me, which she did, again. Behind us, Mavis grunted and sighed through her silent climax with us. And that was that. I pointed at Pet and muttered, "Clear her up, please."

Instead of spiriting the waif off to the bath for a good once over, the once over began right beside me and not as I'd intended or imagined. Mavis scooped up little Candy Cane and dropped her on her back, legs akimbo beside me where I'd dropped like a felled fir and knelt between her open legs, licking her lips and humming. I had surely missed something, or more likely this bundle of convention had left something out of her life story. Her penchant for prime pussy seemed to be preternaturally poised, which is to say she knows her way around a cunt. I staggered to my feet and stood behind the devout woman preying on her knees. I tapped her on the head.