Weird Sisters Ch. 03

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Smiling naughtily at me, Debs looked over her shoulder as I feasted my eyes on her smooth, dripping wet pussy and her cute, plugged up little asshole. I couldn't help but chuckle to myself at the sight of the anal toy, whose presence inside Deb's bootyhole confirmed my earlier suspicions. Beside that, I noticed that the glimmering jeweled base of the plug was reflecting the bright midday sun very nicely, and I was struck by the weird thought that a magpie or some other bird might be attracted to it! That was an odd idea, kinda funny but outlandish too, but I didn't dwell on it that much, because my hands were already busy grabbing the jeweled base of the plastic toy and pulling it out of Deb's snug little butthole.

"Mmhh, yeah, baby!" she purred as I teasingly took my time extracting the plug, all the while watching her lovely pink orifice dilate and widened and strain sexily around the thickest part. "Take that silly thing out of my ass, I want to feel you inside me!"

That last statement made me even harder than I already was and spurred me on to radically hasten the extraction process of the buttplug. The next moment, as the toy slipped all the way out of Deb's anus, causing a lube-slick popping sound and coaxing a delicious cooing gasp to tumble from her parted lips, I stepped closer and lined up my rigid boner with her gaping, deliciously open asshole. While she kept her luscious buttcheeks nice and spread for me, Deb was still looking over her shoulder, eagerly taking in the sight of my huge glans nearing her offered hineyhole, which was exactly what I was ogling too.

Dilated and winking and already attempting to shrink shut on itself to resume its exquisitely tight puckered shape, Deb's lovely asshole looked so enticing that I had the impulse to drop to my knees, wedge my face between her fleshy globes, stick my tongue inside her pulsating pink anus and start making out with it, which I would have done in a heartbeat if we hadn't both been so wildly horny, and if the situation had been more comfortable and private too. Still, the visual thrill that I got from seeing my huge purple glans completely obscuring her dilated little bootyhole as I eased myself into her curvy body through its tiniest and most intimate opening more than made up for the fact that I'd have to wait until later to munch on my sweet Deb's holes.

Focusing on that adorable little target, I let my glans wedge itself firmly into Deb's pliant asshole, and, savoring the twitching heat and softness of her sphincter wrapping itself around my cockhead, I pushed. Instantly, every other thought or intention faded away in a rush of pleasure as I was hit by the sensation of steamy tightness that enveloped my dick as it began sliding up my girlfriend's ass.

"Oohh yes, baby, yes!" Deb whimpered, her eyes fluttering closed and her smile broadening as her butt-ring stretched and widened and opened up to its maximum possible dilation to suck my whole bloated cockhead and a couple of meaty inches of shaft straight into her narrow forbidden chute.

It was a feeling I could never get tired of. I love sensing the initial moment of minimal resistance from her asshole melt away, that fleeting hesitation of her distended straining butt-ring quickly turning into a lewd suctioning kiss that engulfs my glans and then morphs into an intense sensation of pressure and heat extending down to my pole as I push deeper into Deb's juicy bubble-butt.

That day, when, to my unending wonder and pleasure, I realized that I was really inside her perfect ass again, with my whole broad tip and a solid portion of my thick rod encased in the steamy grip of her delicious little butthole, I sighed and moaned and started sliding deeper into her narrow rectum with a giant smile on my face. No matter how many times it had already happened, it was always an epic, glorious rush to cram my large cockhead into Deb's cozy little asshole and feel her smallest orifice opening up for me and then hugging me snugly, her anus nursing on my glans, her snug anal passage widening and adjust and clinging tenderly to the girthy shaft of my advancing dick, welcoming me inside my number one favorite dick-holster in the world.

By then, after weeks of daily sodomy provided by yours truly, Deb's anal skills had progressed to an amazing level, meaning that she could now relax her sphincter at will and almost perfectly control the involuntary spasms of adjustment coursing through her tautly distended butt-ring and dick-packed anal walls, calming them and soothing them so that she could allow me to push more and more cockmeat up her ass quickly and with relative ease. At the same time, pliant and docile as her backdoor had become in accepting me, Deb still felt insanely tight all the way as I fluidly wedged myself deeper and deeper into her buttery rectum.

"Uuhh yes, Jeff, yeeees! Do it, do iiiit! Uuhh fill my tight little asshole, baby!" Deb squealed, letting go of her buttcheeks so that she could bring one hand to her nectar-slick clit while she placed her other arm on the hood of the car and rested her smiling face sideways on it. Bent over and eagerly surrendered, mewling with joy as I steadily filled her anal chute with more and more of my veiny sausage, my amazing girlfriend looked at me over her shoulder through fluttering eyelids while she kept egging me on with shameless enthusiasm. "Deeper, baby, deeper! Uuuuhh! Stuff my ass full of cock, Jeff! Give me all of your big fat cock, pleeease!"

Already high on the feel of schlong-smothering tightness and sinful heat that was engulfing more and more of my rump-cramming boner, I happily complied and kept drilling deeper into Deb's narrow forbidden tunnel. Aided by the slippery layer of saliva that she had deposited on my cock while blowing me in the car and getting even more help from the lube that she clearly had applied to her anus when she had plugged herself up earlier, I eased my schlong further and further up her ass, until I was buried all the way inside the steamy, cozy hug of Deb's exquisitely tight anal sheath. With my ballsack pressed firmly against her dripping wet pussy, I could feel the motions of her fingers quickly rubbing away on her clit, while at the same time her rippling rectum squeezed and massaged my fully embedded pole with deep, intense shaft-suctioning caresses.

Avidly grabbing her huge round buttcheeks in my hands, I grunted with lewd joy as I began gently rocking and grinding into Deb's epic ass, stirring her sensitive anal tunnel while only sliding a fraction of an inch of my stiff length in and out of her gripping little hineyhole. That rectum-rubbing treatment always made her squeal, and I loved how Deb melted in those first moments after I stuffed her ass full of my fat dick: it was such an ego boost to notice that, no matter how many times I buttfucked her, my callipygian girlfriend was unfailingly left breathless, shaking and leaking rivulets of girlcum when she felt my big hard cock stretching her tight asshole and filling her up completely.

"Uuhh fuck, yessss! Oh my god, yes, baby! Oooowh fuck, that's it!" Deb panted, her anal muscles rippling in preorgasmic joy, her whole curvy body trembling with pleasure as she got used once again to the sensation of getting her tiniest, tightest little orifice totally jammed with my throbbing dickmeat. "That's sooo good! I needed your cock in my ass so fucking much!"

Obviously, her words were like fuel on my raging ass-obsessed libido. Leaning down so that I could kiss her neck and nibble on her ear, I murmured: "You want me to fuck your tight little asshole, Debs? You want to feel this fat dick pounding your ass and pumping you full of cum?"

"Yes! Fuck yes, pleeease! Do it, baby!" Deb wailed, shaking like a leaf and breathing raggedly, both of which were typical tell-tale signs of a huge anal climax coming her way.

Knowing how much she enjoyed this kind of dirty talk and how glad she was to totally embrace her naughty side during anal, I tormented her a little longer, waiting before starting to plow her ass. "Tell me you want this, babe. Tell me you're a slutty little anal whore addicted to buttfucking."

"Yes! Yeesss! Ooowhh fuck, yeeesss!" Deb squealed, her whole curvy body melting underneath me as the first spasms of her ass-centric climax already started hitting her, brought on, as usual, by her wanton delight in admitting how much she loved assfucking. "Yes, it's true! I'm a total buttslut and I can't get enough of your big cock stretching my asshole! Please, pleeease, baby, fuck my ass now! Uuhh fuck, I need it so bad, pleeeease!"

I couldn't help but grin with satisfaction at those words. Feeling in equal parts sweetly in love and rabidly in lust with my wonderful sweet Debs, I planted a final smooch on her neck while I said: "As my anal queen wishes..."

The next moment, I started fucking Deb's juicy ass with gusto. Since we didn't use enough lube to allow for a full on, totally crazy rump-riding gallop right away, I set a steady and relatively slow pace, sliding out half way and then thrusting back in until I was balls-deep, savoring the clingy shaft-gripping tightness of Deb's asshole and the warm, powerful squeezes of her narrow anal passage. As good as it felt to have Deb's cozy anus wrapped around my pistoning dong and to immerse myself over and over into her steamy rectum, she clearly was enjoying our impromptu anal coupling even more than me, because, within a handful of seconds, her first assgasm of the day hit her, hard.

"Uuhhh fuck yesss! Yes, yes, yeeeeess! Ooohhh my fucking god, yeeeesss!" Deb squealed between breathless moans while her pussy gushed rivulets of girlcum all over my swinging balls. Her snug rectum became even narrower around my fat dick, sucking me off more intensely as the ripples of her rapturous pleasure coursed though her velvety soft anal walls.

Knowing how much Deb liked to be fucked through her climaxes, I kept up my firm booty-drilling rhythm, making sure than her assgasm was as long and intense as possible.

However, once her whimpers of release became less loud and the contractions of her velvety chute relented their delicious shaft-tugging hold on my boner, I pulled all the way our of Deb's ass and, while the sexy popping sound caused by my glans slipping out of her gripping butthole still lingered in the air, I slammed my dong into her pussy, ramming it all the way into her drooling slit in a single powerful thrust that took her breath away and made her anal climax re-explode with a new vaginal flavor added to it.

"Oohh my god, Jeeeeeff! Uuungh yes, baby, yeeeeeees!" Deb wailed through breathless gasps, looking at me over her shoulder with a look of wild lust-transfixed joy painted on her adorable face. "Uuugh yes, yes, yeeesss! I fucking love it! Fuck all my slutty holes, yeeeesss!"

Of course she didn't need to encourage me at that point. Even as Deb's dick-hardening words tumbled from her slack O-shaped mouth, I was already slamming away at her pussy like a man possessed. Gone was the powerful but measured rhythm that I had kept up while stuffing her delicate, and currently not particularly lubed, little asshole. Given how indecently flooded with juices her vaginal passage was, I knew that I could go full troglodyte on Deb's soft, dick-encasing folds, and I did so with frenzied zeal. At least for a little while.

The truth was that, as much as I loved Deb's heavenly little pussy, so wet and tight and silky soft while it clung to my rampaging dong, my main target was still her cute pink asshole, which was winking and yawning and gaping in such an obscenely sexy way that I simply couldn't resist too long. And so, after making Deb yell with pleasure and after ensuring that I had coated my shaft from tip to root in her sweet leaking girlcum, I pulled out of her slit and, salivating with desire at the mere sight of the perfectly round, gaping open entrance of her tiny little bootyhole, I crammed my massive erection up her ass again, resuming my previous assault with renewed vigor. Much to my delight, Deb enjoyed that shift in gears even more than I did.

"Uuuhh fuck! Ooowh fuck fuck fuck, yeeees! Fuck me hard, baby, fuck my ass!"

Facilitated by the fresh coating of pussy juices that I had just procured, I plowed Deb's tight butthole faster and harder than before, making her whimper louder and causing her anal walls to ripple and squeeze more intensely around my rectum-stuffing schlong. Still, I wasn't quite going full speed yet, and I wasn't done with her pussy either. After drilling her bouncy booty for a bit, just enough to push her close to another big assgasm, I pulled out and switched holes again, sheathing myself inside Deb's dripping wet slit for another round of intense, unrestrained pussy pounding.

The furious assault I unleashed on her deliciously wet folds was too much for Deb, and in a matter of moments it triggered another gushing orgasm that left her breathless to the point of choking her intended screams of release. Feeling very pleased with myself, and growing hornier by the second, I pulled out of Deb's fluttering vaginal passage while she was still cumming, and I slotted my raging boner once again into her gaping pink asshole. This time I was lubed up enough and she was surrendered and relaxed enough that I could sodomize her without restraint, which I immediately did, much to Deb's inexpressible but physically obvious joy.

Gasping, gurgling, sexily incoherent sounds erupted from her mouth as she leaned heavily onto the hood of the car, her shirt-encased tits squashed against it, her head lolling weakly side to side as she rested it on her forearm, her legs buckling and straining to keep her standing upright. All the while, I hammered her big bubble-butt like a savage, enjoying the steamy, dick-squeezing tightness of her tiny asshole and the warm shaft-hugging pressure of her silky smooth anal walls sucking away on my raging hard schlong with indecent gusto. Every thrust into the rippling, cock-milking snugness of her steamy rectum rekindled my desire to buttfuck my girlfriend's amazing forbidden hole, feeding my frenzy rather than sating it, and causing her to cum more intensely in turn, since her anal pleasure was so closely tied to the intensity of my sodomizing tempo.

Of course, given the great results it got so far, I kept up my holes-switching routine, going from Deb's ass to her pussy and back to her ass over and over again. In truth, at that point I was changing holes just for the pleasure of it, mine and Deb's, rather than for the initial purpose of lubing up with her girlcum before ramming her butthole. The cool thing about it though was that ass-to-pussy had recently become a new favorite of Deb's, and for a deliciously slutty reason: her goal was to become a real tried and true anal queen as soon as possible, so that she could take me anally any time, with no need of lubrication at all, or at least none beside spit or pussy juices.

Obviously I was very much in favor of Deb's sexy pursuit of anal perfection, and I was more than happy to contribute to her success in that obscene quest for ultimate buttslutty mastery. At the moment, we were working on an intermediate stage of sorts, in the sense that, with increasing frequency, Deb was replacing the lube I put on my dick with her saliva (by blowing me before taking me up her ass, like she had just done in the car), and she was often encouraging me to alternate between her butthole and her dewy slit to get used to that 'natural lube' straight from her pussy, which was constantly drenched and leaking rivulets of nectar during our anal romps, and thus offered a perfect source of impromptu lubrication. Granted, we still used regular lube when we were in the mood for some serious buttbusting action (which was usually the main act during our frequent threesomes with her twin Dana, and one of our favorite scenarios when it was just the two of us as well), but Deb was making quick progress, and I had no doubt that, in the near future, I could plunder her epic booty using just her saliva and her pussy juices as lube, just like she wanted.

In the meantime though, I was enjoying the preparatory steps a lot. And, based on how much girlcum she was gushing all over my slit-bumping balls, so was Deb.

Since it was our first fuck of the day and we were both super turned on by the situation, it didn't take too long for me to join Deb in orgasm. Come to think of it, that was in fact the first time we ever had sex in a public place (even though, technically, we were on private property, since we were within her family's land surrounding the lake cabin), and it was a wide open outdoors spot to boot! That added thrill surely contributed to our pleasure, but frankly I didn't need it much: all I needed to feel like I had died and gone to heaven was the sensation of Deb's tight asshole sliding along my throbbing dong, the heat of her narrow rectum squeezing my dickmeat and, when I switched to her other heavenly hole, the wet squelching snugness of her pussy enveloping me within her silky soft folds.

Guessing (correctly) that she would prefer me to fill her asshole with my first huge load of the day, I stayed inside Deb's convulsing little anus when I felt my ejaculation rushing violently along my bucking shaft. At that point, coated in several layers of pussy juices, my dick was flying in and out of Deb's nicely stretched asshole at breakneck speed, making her magnificently plump buttcheeks jiggle at every rectum-cramming thrust, while, across the thin fleshy barrier separating her holes, rivulets of girlcum kept streaming out of her currently empty but overall well-fucked slit.

"Get ready, Debs!" I grunted into her ear over the fleshy, furious clapping beat of my thighs slamming non-stop against her bouncy bubble-butt while I kept plunging my fat throbbing cock as deep as possible into her spasming chute. "I'm gonna fill your ass, babe! Aahh fuck, here it comes! Fuuuck yeeeahh!"

The spray of hot cum that exploded into her bowels, flooding her deepest anal depths with my creamy seed, made Deb melt in orgasm on the spot. If there weren't enough reasons for me to be irreversibly in love with her, here was another one: Deb loved getting anally creampied and she always came when I blew my load inside her ass. She absolutely, unapologetically loved it. The feel of my cum painting her rectum white was, in and of itself, enough to trigger her climax, and, as it was always the case, particularly so at the end of a wild bout of rump-riding, when my rectum-stretching pole had already managed to send her into a semi-permanent state of self-repeating anal climax.

"Uuhh fuuuuck! Yeeesss, Jeff! Yyyyyessss!" Deb wailed brokenly, squirting like a pornstar while taking a monumental load of my cum deep inside her rippling, dick-milking anal tunnel. "Yeeesss cum in my aaah-aaah-aaaass!"

Draped on top of her, with my cock buried to the hilt inside her soft cock-squeezing rectum, with my balls pressed into her gushing pussy while her overdilated asshole was tautly wrapped around the thick base of my rod, I panted and gasped and savagely kissed Deb all over her neck and cheeks and face before our mouths finally met, and we fused in a deep, passionate soulkiss.

We remained locked like that all through our entwined orgasms, breaking our lip-lock only after my gigantic ejaculation ended, and then only so we could take in some much needed oxygen. As we panted and cuddled and smiled, savoring the afterglow while my chubby dick remained immersed in the cum-sloppy warmth of her tight and still rippling rectum, I couldn't help but chuckle.

"Debs... How far did you say we are from the cabin?"

"Mmmhh... Half a mile, more or less. Probably a little more..." Deb said groggily, an adorable flush of pleasure coloring her face. "Why?"