Loopholes Ch. 03

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

Nick had just stepped outside and was standing on the front porch, eying an old and distinctly creepy rocking chair out there, when a rustling of branches made him turn to the side. Walking with sure steps in her hiking boots, wearing khaki shorts and a white polo shirt against which her big pillowy tits visibly strained in an attempt to spill past the undone buttons, Tessa emerged from the forest path into the clearing with a big smile on her face, her round juicy hips swaying in time with the side to side swishing of her dark ponytail as she drew nearer.

Suddenly feeling all warm and fuzzy inside while his pants-trapped boner throbbed with anticipation, Nick perked up more and more as he watched the outdoorsy version of his awesome ex girlfriend walk toward him. With a tinge of affectionate irony in his deep voice, Nick greeted Tessa by saying: "Uh, look at that: a forest elf chick!"

"Yeah, right," Tessa giggled in return. "More like a gnome, don't you think?"

"Nah, you're not really that tiny, Tess," Nick grinned, squinting his bespectacled eyes and slightly tilting his head in a gesture of mock assessment before he teased her some more. "You're at least as tall as a dwarf, a pretty tall one too."

"Ugh, no way!" Tessa exclaimed, her hazel eyes widening in shock, further revealing the vibrant light of anticipation shining in them alongside the playfulness instilled by that specific line of bantering. Knowing Nick as well as she did, Tessa smirked as she slowed her progress, scrunched her face in exaggerated disgust, and tauntingly replied: "I don't wanna be a bearded dwarf chick! No freaking way."

"Oh come on, Tess!" Nick couldn't help but exclaim in exasperation even as he remembered how strangely often they had had that silly argument back when they were a couple. "We've been over this already, more than once. In fact, every time we watched The Lord of the Rings. For the thousandth time: dwarf women don't have beards! It's just slanderous elven propaganda, that's all! Jeez," he ended with a chuckle, "what's with all the dwarf hate, really? Almost every fantasy franchise underestimates them and makes fun of their women..."

A big laugh erupted from Tessa's gorgeous lips, for that comment instantly evoked a host of memories relating to Nick's adorably dorky tendency to always rush to the defense of dwarfs whenever a debate about fantasy stuff arose among the nerds in the church group or at school. She had never actually figured out if Nick acted as a dwarf apologist out of some odd sense of fantasy justice or if he simply enjoyed being goofy by arguing a perfectly silly point with his characteristic determination as if it was the most crucial issue ever. It was so weird, but Tessa actually liked how some of Nick's quirks could instill in her a funny sense of puzzlement, it was one of the many unique traits she had always loved about him.

Giggly and excited, the pastor's eldest daughter took the last few steps that separated from her ex boyfriend and joined him on the porch, standing right in front of his tall, toned figure. Looking up into his inquisitive eyes as he in turn smiled broadly while drinking in once again the unassuming beauty of her petite curvy figure, Tessa let a long moment of silence pass by before she let out a sighing laughter and jumped up on her tip toes while throwing her arms up and around Nick's neck. At the same time, Nick wrapped her in his embrace and leaned down closer, and within moments their mouths were joined in a deep, spontaneous soulkiss.

As their lips met over and over again in a breathless series of smooches and their tongues danced away to the joy of being together again, Tessa jumped up into Nick's arms and wrapped her shapely legs around his midriff, urgently pressing her shorts-clad crotch against the massive, pussy-wetting bulge in his pants. Holding her in a firm hug, Nick pinned Tessa back against a porch post, rabidly sating his thirst for the wet warmth of her kissing mouth as he planted his hands possessively on the big round buns of her ass and pawed away at her fabulous booty, enjoying the fullness and plumpness of her bubble-butt even through the fabric of her shorts.

With her arms locked tightly around his neck and her juice-drooling pussy positively on fire with horniness despite being so wet that her panties felt completely soaked through, Tessa finally pulled back from that intense greeting kiss to murmur with a smile: "Hi, you..."

"Hi yourself, my anal princess," Nick said, nuzzling Tessa's smooth, beautiful face, pressing his trapped boner harder against her groin. "I missed you like crazy. Seriously."

The guileless, matter-of-fact directness of Nick's words mixed with the undisguised arousal in his voice made Tessa purr with delight, fueling her already raging lust. After trading another quick tongue-sucking kiss, Tessa deftly wiggled out of Nick's embrace and let herself slide down along his body, until she was kneeling in front of him, a wanton grin on her lips, a lovely flush of arousal reddening her radiant visage.

"We've got to be quick," Tessa said as she fumbled with his belt buckle, her burning desire evident in the way she licked her tumid lips as she spoke. "I haven't even told the girls that you're here yet, or they'd have tagged along for sure, the little buttsluts... I can't be gone too long, I don't wanna raise suspicions. I guess you'll just have to fuck me real fast and make me cum real hard, baby," Tessa concluded, winking up at a grinning Nick as she undid his belt and pulled down his pants and boxers with an urgent yank.

Nick's achingly hard erection had barely sprung free in all its huge throbbing meatiness when Tessa wrapped her soft lips around the big precum-slick glans, taking that huge pole into her mouth with a slutty, slurping mewl of appreciation. Eagerly pushing her face down on his veiny shaft, Tessa sucked inch upon thick inch of her ex's monstercock into her mouth, making Nick grunt with pleasure as the liquid heat of her oral cavity gradually spread along his pole, until he was enveloped from tip to root inside the liquid heat of her cock-hugging throat.

Spluttering and gagging yet letting a long wanton coo of satisfaction escape her dick-stretched lips, Tessa paused there with Nick's truncheon clogged balls-deep into her gullet for a few deliciously long seconds, until she felt dizzy from lack of oxygen and had to pull back, finally letting his spittle-coated dong out of her mouth so that she could take a deep gulping breath of air. It was a brief pause, and soon the kneeling brunette was bobbing her head happily on Nick's humongous schlong, sucking him off with reckless deep-throating suctions that testified to the feverish desire for his big cock she had accumulated in their short time apart.

A minute of that sloppy, devastatingly pleasurable blowjob was enough to make Nick's leg tremble and send his head spinning as a powerful ejaculation already threatened to explode down Tessa's dick-caressing, deliciously slippery throat. But Tessa felt it too, and she was determined not to let it happen just yet. No matter how much she would have liked to feel her horse-hung lover flood her mouth with his creamy cum and overload her taste buds with the intoxicating flavor of his sperm, no matter how wet her pussy was getting as she contemplated the temping possibility of swallowing Nick's veiny dong to the hilt down her throat and choke on his throbbing thickness as he pumped rope after tummy-filling rope of seed into her stomach, there was was still something that Tessa wanted much more than anything else.

Letting her deepest, most compelling carnal desire guide her, the pastor's daughter suddenly pulled her pretty face all the way back, making Nick's fat cock slip out of her obscenely widened mouth with a sexy, slurping pop. A slippery mixture of precum and spittle coated the full length of Nick's raging hardness and a thick rope of saliva connected Tessa's talented lips with his huge purple glans, dangling and glinting between them until she noisily sucked it up like a lewd, squishy noodle. Purring with arousal, Tessa was already pulling her shorts down her legs even as she stood up to face her panting and equally overexcited lover. While she looked up into Nick's bespectacled eyes, Tessa's delicate hands went automatically to his obscenely huge boner and her fingers encircled his spit-lathered length in a soft yet needy grip, jacking him off as she urgently said: "Fuck me Nick! I need you in my ass so fucking bad!"

Those lust-infused words were barely out of her mouth when Tessa turned around and bent at the waist, leaning forward and resting her forearms on the porch railing while she arched her back to better offer her ass to Nick. With her shorts and panties bunched at her ankles and her big protruding bubble-butt presented to him in the most irresistible way possible, Nick didn't even have time to think of his next move, his anal thirst taking over immediately and completely.

In the blink of an eye, Nick was kneeling behind Tessa's beautifully plump booty, awestruck in rapt adoration like a true believer in the presence of his deity. The visual treat of staring at the pastor's daughter's curvaceous asscheeks jiggling softly before him in time with her panting breaths only sated Nick's buttlust for a moment though, and Tessa's soft coos of anticipation got louder as he parted her meaty buns, craving more. As soon as Tessa's holes were fully revealed, Nick let out a grunting gasp, his eyes widening at the sight of her dripping pussy and of her adorable little bootyhole, whose gummy pink rim was wrapped snugly around the jeweled base of a buttplug.

"Fuck, Tess! Holy fuck, you're so awesome!" Nick mumbled, his heart thumping crazily as a rush of true affection mixed with blazing horniness washed over him, prompted by the realization that Tessa had preemptively lubed up and stretched out her sweet little asshole and stuffed a buttplug inside it in preparation for their reunion. Nick would have liked to praise Tessa even more for being amazing to the point of hiking through the woods with a buttplug up her ass so that she could be better prepared to be sodomized by his monstercock, but that lewd detail had just made him horny to the point that words simply wouldn't come to his mouth. Other ways to pay her homage did manifest themselves instinctively though.

A long moan of sinful delight erupted from Tessa's mouth as Nick dove into her luscious butt-crack and buried his face between her soft round asscheeks, gluing his lips to her virgin, nectar-glossy pussy. While he feasted on her delicious juice-drooling folds, Nick grabbed the buttplug and played with it, teasing Tessa's greedy pucker by pulling the toy out a bit and then slotting it into her anus again. After a few back and forth taunting passes like that, Nick groaned into Tessa's wet slit and withdrew the buttplug all the way out of her forbidden hole, leaving her asshole empty, gaping and pulsating with indecent need. Unsurprisingly, it didn't stay like that for more than a few seconds, just the time needed for Nick to glory in the sight of Tessa's lovely rosebud all stretched out and winking at him, beckoning him irresistibly to fill it somehow, as soon as possible. Of course, Nick answered that call readily.

"Fuuuck! Ooowww fuck yeeeesss, Niiiick!" Tessa squealed out, trembling all over as Nick's clit-munching mouth suddenly left her pussy and attacked her bootyhole instead, his tongue plunging easily all the way into her gaping orifice as his lips clamped onto the rubbery rim of her distended butt-ring and started slurping away.

Broken moans of pleasure tumbled from Tessa's O-shaped mouth as she leaned forward more heavily on the railing and stuck her plump ass out with wanton desire, her whole curvy body alight with bliss as the obscenely good sensation of getting her butthole tongue-fucked overwhelmed her. It had only been a couple of days since she had last gotten her ass eaten out by Nick, but still she had missed it so much, she had missed him so much, that even if what she truly, achingly wanted right there and then was to feel his monstercock forcing its way deep, deep into her bootyhole, Tessa just couldn't bring herself to tell Nick to stop his aggressive, orgasm-triggering oral worship of her pink little orifice.

After the swift but effective tonguing her clit and pussy had just received, with all her bottled up horniness finally allowed to run as free as her incessantly dripping juices, Tessa found herself panting and screaming out in orgasm in no time at all while Nick's ass-prodding rimjob went relentlessly on. Her hands gripped the railing and her eyes rolled back in her head as a stabbing climax struck her full force, making her asshole clamp around Nick's wiggling, deeply embedded tongue while her girlcum gushed from her pristine slit to bathe his chin in her sweet liquid pleasure.

"Oohh my god... Uuuhh fuck yeeess! Yeeaahhh Niiiick!" Tessa yelled out, wishing only she could organize her endorphin-scrambled thoughts enough to beg him to replace his ass-poking tongue with his fat dick and sodomize her with it instead.

Not that she should have really worried about that, of course. Nick needed no prompting at that point. His own and Tessa's anally focused sex drives were synced perfectly, especially right there and then, when they were both at the mercy of their mutually induced buttlust. Sucking and slurping and slobbering away all over her lovely little anus, Nick waited with his tongue pushed deep into her sphincter until the pulsations of Tessa's butt-ring relented, signaling the beginning of her descent from her orgasm. Nick experienced a flickering moment of displeasure as he reluctantly removed his tongue from Tessa's twitching asshole, but he dismissed it by reminding himself of what he was about to cram in there in its place.

Grunting lustfully into Tessa's spectacular buttcheeks, Nick planted a long kiss on each fleshy globe before he pulled his face back and swiftly stood up behind her bent over and climax-ridden frame. Spreading her luscious round asscheeks apart with one kneading, greedily pawing hand, Nick exhaled at the sight of his target: Tessa's pink gaping sphincter. As his other hand grabbed his painfully hard schlong and nestled it in the girlcum-slick groove between her labia, Nick couldn't stop staring at the winking, saliva-glossy opening of Tessa's adorable asshole.

"So fucking beautiful... Holy fuck, Tess..." Nick mumbled, barely realizing he was speaking, yet instinctively humping his meaty horsecock back and forth along the soft outer folds of her pussy lips all the while.

His lust-thick words and the feel of his huge truncheon rubbing against her drooling slit and teasing her engorged clit sent even more delicious sparks of post-orgasmic joy throughout Tessa's body, making her head spin as she ached for more. All the while, the unbearable tingles of horniness that radiated from her maddeningly empty anus were causing her dick-starved butthole to incessantly clench and unclench in desperate need, making it look like her spittle-glossy sphincter was actually mouthing a muted prayer to be fed to full satiation by Nick's veiny cock. Finally, panting and moaning in anticipation, Tessa managed to find the lucidity to steady her voice enough to put her burning desire into words.

"Nick... Oohhh Nick, p-pleease... Uhhh! Oooowhh Niiiiick!"

The curvy brunette's pleading invocation of her lover's name suddenly devolved into a sighing, trembling shriek of anticipation-laced delight as Nick removed his raging monstercock from the juicy cleft of her labia and placed it between her luscious buttcheeks, guiding it into her ass-cleavage until his huge purple glans was pressed against the twitching, not yet fully closed entrance of her bootyhole. As Tessa's urgent vocalizations kept rising in volume and pitch, Nick pushed forward, reading her eagerness correctly and feeling her gummy sphincter react with immediate docility to the pressure of his broad precum-leaking cockhead. Easily, with lust-inspiring willingness, Tessa's butt-ring dilated and relaxed around Nick's prodding glans, letting him pop into her orifice with barely any resistance.

"Oh fuck, Tess! You're so tight... So good... So fucking good!" Nick moaned, shaking with bliss as his fat knob plunged slowly but surely deeper into his ex girlfriend's slippery anus, coaxing louder and even sexier mewls from her mouth.

His hands were grabbing possessively onto her plump booty, kneading and caressing her fabulously round buttcheeks even as he held them apart so as to have a perfect view of his large, juice-coated shaft disappearing into her obscenely dilated sphincter and being greedily gobbled into her asshole, inch after throbbing hard inch. The feel of sliding once again into Tessa's beautiful ass hit Nick more powerfully than he expected, egging him on in his butt-stuffing progress as much as her broken yet clearly appreciative moans did.

As he felt her anal walls widening around his ass-drilling glans and then engulfing his relentlessly advancing truncheon in the snug, steamy softness of her welcoming chute, Nick marveled yet again at the clear and intense sense of completeness he got from slotting his boner inside Tessa's spectacular bubble-butt. She could take him up her ass so well and so easily despite the beautifully indecent contrast between the massive meaty hugeness of his dick and the cute, delicate smallness of her tiny orifice. As big as her epic booty was on the outside, her anus always felt so amazingly tight, so hot and clingy around his shaft, that a sense of renewed wonder pervaded him at their every new anal coupling.

While his bespectacled eyes drank in the ever satisfying sight of the last thick inch of his dong disappearing into the overstretched ring of Tessa's rosy sphincter, with his whole rectum-cramming horsecock immersed inside the warm rippling snugness of her forbidden passage and nothing but his big cum-filled balls left outside her ass, Nick couldn't help but think the same thing he had thought every single time he had buttfucked Tessa, ever since he had popped her anal cherry. 'This is it. This is where my dick belongs. Deep inside this perfect ass. God, I love her.'

"Uuhhh fuck yyyeess! Uuhh Niiiick... Oh my fucking god, yeaahhhh!" Tessa wailed deliriously as her fully dick-packed anal tunnel squeezed and released around his gush-inducing thickness, tugging on the ass-delving length of his schlong from tip to root and thus making Nick's fingers sink more greedily into her fleshy booty, his grunts of pleasure meanwhile coming raspier and quicker by the moment. "Ooohh my god, Niiiick! It's sooo good... You're so deep in meeee... Your cock is sooo big uuuhh fuuuck... I love it! So hard and fucking biiiiig! Uuuhhh fuuuck meee!"

Unannounced yet very much welcome, a blinding climax crashed into Tessa right there and then, sending her rectum into more potent spasms and smashing her words into scattered yelps of anal bliss. Trickles of girlcum drenched Nick's beefy pussy-bumping scrotum and his knees shook from the rush of pleasure he was getting thanks to the cock-suctioning squeezes that Tessa's smooth, climaxing rectum was treating him to as she rode out that sudden toe-curling assgasm. Dreamily, Nick wondered if Tessa's last semi-coherent sentence before she started wailing in delight was an actual exhortation addressed at him to fuck her or instead a general 'Fuck me!' exclamation of surprise caused by the suddenness and power of her climax. Through the haze of his pleasure and simmering buttlust, Nick found himself grinning about his own propensity to dwell on weird, sexy dilemmas like that one while he was balls-deep inside his awesome ex girlfriend's ass.