Extending the MILF List Ch. 23

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

"Depends. Are you on the menu tonight?"

Karen blinked, a little surprised I took it, but not deflected. She raised her left hand and bit at the pad of her thumb, tilting her head forward as she did so that she looked at me through her long, lavish eyelashes.

"I get off at...well, in a few minutes." She said softly. I smiled a ravishing smile, as in, ravishing her with my clear intention.

"Not an answer, my dear." I said, lowering my voice. She still hesitated, but the interest flared into desire.

"I can be...had...à la carte." She said, the smile thinning into shyness. I nodded.

"I'll have one of you to go, then. A coffee while you arrange for the pick up and the take out."

"One coffee and an order to go." She nodded and slid out of the booth. Now you'd think I'd have been considering the future and what this path would lead to but I didn't. I was wallowing in the delight that I could have her like this, this easy and I focused on how it related to my personal conundrum. I immediately realized I'd been entirely too nonchalant in this experiment to have it offer any definitive data in resolving my paradox. I also discovered that my personal conundrum had been exacerbated by Blue Man, given that his opinion on the matter was that I could seduce any female I wished. My counter to this thought, sipping the steaming fresh coffee, was that I'd not encountered this benefit before the MILF list took over my life. This led inevitably to considering exactly how to determine which was the case, how to design an experiment that would provide clear data on the matter.

I was still pondering that problem when Karen arrived with her coat over her arm. I rose and with an instinct that felt both new and natural, helped her into her tan overcoat and walked her out into the cold. For half a block we walked in silence then I remembered the importance of "the kiss", and pulled her into a dark alcove at a doorway and kissed her, gently, with both suggestion and question in the action. My hand cupped the back of her head and she tipped it back, offering her lips to me. I kissed her, a brush of my lips against hers. Her body blossomed as her hands went around my neck. She'd been holding her overcoat closed with one hand which, when she released it, allowed her body to appear and mold against me, warm in the sharp cold.

Her head withdrew a bit, separating us so her eyes could focus on me in that half light darkness.

"So? What do you think?"

"What?" I asked, knowing what I thought but not what she was asking with surety.

"The kiss. It's what matters, isn't it?" She said in a lilting, teasing voice. For a moment, I had the electric feeling that either a) she read my mind, or b) she had heard of me and knew this about me from a fully informed source. The c) possibility beckoned but I skeptically averted my attention from it, namely that we were experiencing a sort of synchronousity that made such encounters seem too magical to fit the mechanical theory of cause and effect.

I shrugged. "I need more data." I said softly and pressed my lips to hers again. Karen sighed then. I felt the puff of her breath on my cheek before her lips parted and her tongue touched my lips, burrowing until my mouth opened and tongues touched. My right hand, at her elbow to that point while I cupped her head with the left, drifted down to the edge of her coat and past it to wrap around her waist and seal us together. The kiss persisted, enduring like fascination, lasting as we touched and probed and panted. I turned us so her back was against the wall of that brick portico and pressed a thigh between her legs. They parted pleasingly and she rode it with delighted passion.

I came aware of her hands on my shoulders, pulling at me. Her body ground itself at me, mindless while the kiss enraptured her, us, me. When it ended, her eyes opened and she smiled. "I always judge a guy by the kiss." She whispered. "Take me. I'm yours."

"Wow. That was easy." I chuckled, then tried to swallow those words but they were gone, out into the cold air with the puff of steam making them visible, even as I wished I'd not said them. Karen whimpered a little.

"Yes. I am. For you." I think she wished her lips had remained sealed as much as I did regarding mine in that moment for she flinched and wriggled out of our clinch to stand out onto the snowy sidewalk, peering at me in the gloom of the doorway portico. "Oh my god!" She whispered. "I never do this, have done this. What you must think! That I am a floozy waitress just waiting for some dashing young guy to drag her home each night." My response to that was to reach out for her left hand and tug at it, gently. Words were not the proper response.

The following kiss found her tense but unresistant, kissing me again with her lips now erotically sealed but her body once more against me, my arm around her waist. This time, when her mouth opened and the kiss deepened, she whimpered again, mounting herself on my thigh and fairly forcing me back against the portico wall herself. The break took longer this time. Karen humped my thigh as we kissed. Her hands graduated from my upper arms to my head, holding me as we kissed, our tongues dueling as the cliche has it, the tingling tip of hers on my upper palate and the taste of her on the tip of mine. I shivered and the ululating response from her broke the kiss and we stood clinched together staring at each other, eyes glinting in the gloom.

I stroked her hair with my left hand, holding her around the lily waist with my right, not moving, waiting, my mind trying to determine if she wanted me or I wanted her. Both. So not a definitive solution to my conundrum.

"I shouldn't want this but I do. Take me to your room. Or to your place. I don't know. Just...god, listen to me! Just take me!" The passion evident in her tone, her body enthralled me but the silly Sonny we all know and love emerged once more.

"Oh, well, milady, if you insist! I do happen to have a room just ripe and waiting for us to use it, bed and all." Karen laughed then, a sort of surprised delight and then we were walking, quickly, towards the Hotel. She clung to my arm, pressing herself against me with a sort of eager anticipation. Now you'd think that at this point my mind would have fixed immediately on the Mavis complication sniffling her snores in my bed at this point, but no! Sonny was oblivious to this complication and how it would arise when this eager female discovered a snoring gargantuan in my bed that any self-respecting cock owner would have mounted long before now. The seeming need for an explanation for Mavis should have been foremost in my thoughts from this moment forward but again, no! My mind had been spindled and mutilated by now such that normal rational thought was a rumor warped by doubt and distrust.

In the front door of the hotel, attracting the sidelong glances of the few employees about at that time of the morning, to the elevator and up to the proper floor all occurred with nary a complicating thought. Karen kissed me, aggressively in the elevator. I kissed her back and this time both hands were inside the coat cupping her delectable little ass. She humped my thigh again with greater enthusiasm which I encouraged as best I could. When the doors of the lift gapped open, she was panting, as was I, mind you, and she whispered, "I can't believe I am doing this. I want it. I do!" Clear enough for me to give it to her.

Another exit off this freeway to disaster passed me by without any angst or anticipation disturbing the haze. I walked her placidly to the door and it clicked open around the insertion of the card. Only then did my mind register what was inside the room. Uh oh. Sonny had some explaining to do. Sonny had no hope of explaining what was past the door. Before Sonny had to broach the subject, Karen, bless her heart, pulled back on my arm.

"I, um...I am pretty sticky from ten hours in a grease pit. I need to shower first, unless you like stale female." Her voice was small, tiny even, apologetic, fearful even. "I want this. I do. God knows why, I mean I know why...but..." She stammered to a stop. Sonny's moment was at hand! What would Sonny do? When in doubt, tell the truth, Sonny's naive rule.

But it mostly works for Sonny, doesn't it...at least so far as getting pussy and more pussy goes, yes.

"Um, well, Karen, I have overlooked a detail that is, well, salient at this point and I should have mentioned this before but I am sort of single-minded, more than normal at the moment and I just didn't mention it till now which is clearly an oversight." Karen's luscious clinch on my arm softened but did not vanish.

"What is it?" She asked, her big brown eyes glistening. "You're married?"

I laughed. Not the proper reaction, I'll warrant but still one worthwhile and in my case, in that moment, unavoidable. "Ah, no, not married so better, and worse, but worse only in one sense but not if you squint." Now the clinch did vanish and Karen stepped apart.

"What do you mean, better and worse?" She asked, the shimmering eroticism was fully gone now and I felt the lack, the disappointment, the utter deficit in its wake. I was undeterred though which, in retrospect seems to support what Blue Man asserted was true. I had something that matters in such situations but what to label it, I have no idea.

"I am definitely not married. But...there is a...." Here I hesitated I admit. In a fit of genius or cowardice, not sure which, I switched words, dispensing with "woman" and replacing it with ambiguity to expose using a more measured method. "...voyeur in the room."

"A what?" Karen asked, her eyes wide, a finger going to run along her lower lip, glistening and damp, pulling at it so the shape and fullness of it drew my eyes.

"She's a voyeur. She likes to watch. I should have asked if that is a problem for you before now but honestly, it slipped my mind." I intended this admission to work as a compliment to Karen's seductive charms and that she didn't stomp off in a huff suggests it had some measure of success. It failed, however, to fully deflect her from the truth. A good thing, by some accounts.

"She? She! You said 'she'!" I was very cool and logical then, nodding as I responded.

"Yes, I did, didn't I?" I let the silence stretch a bit. "Would it be better if it was another guy? Who wanted to watch us...ah...fuck?" I chose to use the lurid term to dispel the sense that I was dissembling. We were whispering and that somehow made the exchange astonishingly erotic to me, which I noted and felt properly chagrined by.

Karen, for her part, dropped those big, sexy brown eyes for a moment then looked up at me. "Well, no, not better. Different. I mean, who is this woman? God, not your wife! Oh, not married. Not your mother then, please God, not that. A lover then? Is this a...an adventure or something and I am just a pawn in your sexual experimentation?"

I laughed again, thinking how it would be if it were Cici Duncan in the room waiting to watch me fuck this girl. The thought titillated me and I thought of how I had neglected my cock riding mother to this point. Oh how that blurred my clarity! "No, it's sort of a twisted and long story and I'd be happy to tell it to you another time or we can find some place else and I'll tell you all about it now. She's...the friend, wife of a friend of my sister, sisters and she...she think she is a voyeur and she wanted to, shall we say, audit, ah, when, if I found someone to..." The initial feeling of being very reasonable and well-grounded in the truth abandoned me but lovely Karen proved helpful.

"...fuck?" She finished but made her word a question. I nodded, both in answer and my thanks at her disinclination to make me finish the thought in such and unfinished way. But I didn't want to leave her out there alone on that island of diction.

"Yes. She wants to watch us fuck. Not you, exactly but...." Again I stalled and Karen finished for me.

"...since I am here, she'd like to watch...us...fuck?" I nodded again, not a definitive single motion but a sort of bobble-headed agreement that made me a little dizzy. Karen cocked her head and grinned with the right side of her face. "Okay." I waited, not breathing until I had to inhale, more loudly than I intended, almost smacking my lips in the process, like I was anticipating something tasty. I was, actually. "I have never had anyone...er...watch, while I had sex but I am game. Will she...will she want to join us?" I couldn't tell if Karen was drawing a line or issuing an invitation. Truth is I don't think she knew either but she was letting me know she was thinking further ahead than I had before arriving at the door. I fancied that my lack of foresight endeared me to her and actually provided a curious sort of comfort to her. I might have been right.

"No idea." I responded. "First time for me. Us." I bit off the urge to babble out that we'd only just met a couple three days ago. Score one for Sonny! Barely! "I mean, I had her in mind when I went out to see if you were working but...I didn't tell her anything so she's not expecting anything. Sleeps like a log, so, might not have even noticed I was gone." Karen nodded then.

"I still need a shower. Why don't I do that and you can, wake her up?" It was at this point that the situation fully unfolded for me, in my mind, so I could see the entire complication. There was only one bed in this room. I nodded mutely to Karen's shower suggestion and she pushed open the door and disappeared inside. Whatever shyness she possessed, it didn't inhibit her in this situation! The door banged closed and I had to reinsert the keycard to open it. The gloom broke with the flash of light from the bath and that was then cut off. I fumbled in the gloom and found the lamp on my side of the bed and turned it on.

Mavis rolled over and looked at me through sleep dulled eyes. "What is it? What's the matter?" She mumbled. She rubbed at her left eye with her wrist. Before I could answer, the shower came on. "You going to shower? Now?" Mavis asked. Then the sequence of events penetrated her mind she fairly jerked awake, sitting up. "Who's in the bath?" She asked, sitting up in bed, her majestic breasts pressing lavishly at her satin nighty. Even as I stared, her nipples peaked inside making lovely little tents of the satin material.

"Karen." I said, sotto voce, as if I was keeping a secret or something.

"Karen?" Mavis volleyed.

"Yes. Karen." I volleyed back. "She is a waitress from the hash house down the street. Met her Sunday night."

"She wanted to use our shower?" Mavis asked. The bitch was wide awake and fucking with me. I took the slicing backhand and shot it cross court.

"Before we fuck, yes, she thought a shower would be nice." I moved to the bed and sat down beside Mavis, back against the headboard.

"You need a shower too." She said, helpfully I presume. I sniffed here and there and sure enough, I did. I puzzled over that for a moment, finally my mind was operating on the entire contents of reality and not just scattered elements. The shower stopped and a moment later Karen emerged, wet, dripping and wrapped in a towel. I waxed polite.

"Mavis, this is Karen, ah, I don't know her last name yet but I bet she has one. Karen this is Mavis...."

"...O'Connor!" Mavis interjected, cutting off my polite introductions. The two women stared at each other, well, regarded each other with a sort of interested concern. I suddenly felt a chill in the air.

"I need a shower too, good idea...back in a jiffy!" I did and I was. The shower was steamy and warm, not the usual tub and shower but a door shower, a great shower as showers go. I did my due diligence without much thought. I was in deep water so my mental dog paddle was accomplishment enough, keeping me afloat without much other ambition. I emerged to find the females had switched places, Mavis having moved to sit in the lone chair where I studied and Karen was tucked under the covers. I had dried off well in the bathroom and had the towel wrapped around my waist.

"How do we do this?" I asked myself aloud. The two women looked askance at me. Neither responded which was how I knew I had addressed the question to myself. My cock was not quite sure what was going on either. Karen had this look on her face, like she was trying to decide if she should feel contempt or not.

"You don't seem like you have done this before...fuck with an audience before." She said, her voice had that "in between" quality that was half asking and half telling. "Like this was new...I got you are young, younger, but something said you had been around the block a few times but now it seems like you are more...innocent?" It was sweet she made it a question. Karen was late twenties, maybe thirty but not past by much.

"Innocent?" Mavis's voice was just a flies sneeze short of a chortle. "Sonny?" Then she did laugh. Karen looked at her, cuddled up under the covers, Karen looked elfin and cute for a moment but then she sat up and let the covers uncover her, exposing her "mouthfuls", and the hard nipples topping the delectable little breasts. She leaned on her hands behind her so that her back arched and her tits projected out, not like pontoons but, like her pride and joy. Attitude matters.

"Okay, I admit I don't get this at all." Karen said. She looked away from me to Mavis. "You his mom or something? You said he'd not touched you in three days...no kissing or fondling or touching, just cuddling and foreplay. You said foreplay right?"

"Honey, conversation with Sonny is foreplay. Innocent? Innocent!" Her tone escalated and she laughed again. "Honey, Howard would be impressed with Sonny I think. He hasn't been around the block because he kept getting stopped along the way." Mavis laughed again, a sort of choking sound that made her tits bobble inside the satin nighty. I liked that a lot, but not that much.

"Who's Howard?" Karen asked.

"Husband." We both responded. I was thinking about going around that putative block and discovered that I couldn't get to the end of my list. The MILF list had branched out some, gathering no few that were not mothers but who got fucked anyway. The genus milfius pussicus no longer encompassed the full list of females Sonny Duncan had entered. The genus was now more like pussicus univeralous. I realized that I'd zoned out ticking down the list and just when I thought I'd arrived at the end, I discovered another cul de fuck that I'd pounded to pleasant pudding.

"Sonny?" Mavis snapped her fingers. "Where'd you go?" If she only knew. My fucking memory...oh, there's an expression that should become de rigueur in my memoirs. It seemed incomplete, with more to add to the list that was now far beyond the MILF List. Beyond would take on a much greater significance and Blue Man was just the beginning of a journey that would make Karen's estimation of my innocence seem...accurate?

"What?" I said more to stop this train of thought in its tracks then to respond to Mavis. Karen was staring at me, well, at the towel around my waist. Oh fine, she was staring at my crotch and the cock that I kept there. I'd lost track of this conversation and had the feeling I'd lost control of the situation, for real.

"He's not even hard. I show him my tits and...nothing." Karen said, her voice had that wispy quality of a confused query to it that makes a female sound stupid. Honestly, I was a little confused myself, soft cock being what it is in the nomenclature of cocksmanship. I rubbed that soft cock and found the poor guy was hiding. This whole milieu was unnerving and confusing and a confused cock is rarely a hard cock. Hard cocks are deliberate, confident and single-minded. Even if it is just to pick something off the menu. "Is this new? Having an audience?" Karen asked. "I mean, I like it, having someone watch when I fuck. My brother, he gave me to his friends. I am a graduate of the college of cock. Having him watch them do me...god, that was the best!"

123456...9