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.