Buttfuck Buddies Ch. 01

"Ash, you know I'll have to tell Mia about this, right?" Nick warned her, his eyes never leaving Ashley's mesmerizing, flawless tiny butt. "She's been picturing a scene like this for quite a while now. I doubted it would ever happen, but now I'll just have to tell her that she was right!"

Squirming with need, getting even more turned on knowing that Mia had been fantasizing about her getting anally deflowered by Nick, Ashley rotated her sweet ass enticingly as she looked back at him over her shoulder and replied in a pleading tone: "Sure, tell her, I don't care. I just need you in my ass, Nick. I want to feel what Mia feels, please Nick, make me cum like she cums! There's some lube in my bag," she went on, surprising herself as she let out her wanton, devouring urge to feel Nick's cock inside her little forbidden hole as soon as possible. "Give me your big cock, Nick, I need you to fuck my ass! Just stick your cock in my virgin asshole, now, pleeease!"

"No," Nick said, meeting her eyes, causing her to panic. For a horrible moment Ashley thought it was all falling apart. Then his deep, calm words reached her. "We're not gonna hurry this, Ash. It's your first time, so we'll do it right. I want you to enjoy this as much as possible."

As Ashley sighed in relief and tilted her ass up higher for him, Nick removed his remaining clothes and retrieved the lube from her bag. Kneeling behind her upturned little rump, Nick held Ashley's supple asscheeks in his hands, caressing them adoringly, massaging their soft unblemished skin. Enamored as he was with the fleshy sumptuous roundness of Mia's plump bubble-butt, the vision and feel of Ashley's offered ass made him tremble with excitement. Taut and curvy, Ashley's heart-shaped tushy was absolutely perfect, so juicy and protruding, like a delicious crunchy apple just waiting to be taken. Ashley cooed under Nick's devoted touch, loving how he kneaded and fondled her ass, reverently cupping her smooth buttcheeks in his hands. She felt safe in her surrender to him, trusting him to know what to do with her, sure that he would make her feel as good as he did Mia.

As he spread Ashley's firm shapely buns to reveal her pink virgin rosebud, Nick felt his rock-hard cock twitch at the sight of that tiny winking pucker. "Whoa, Ash," he murmured, spellbound, "you've got the cutest little asshole ever!"

Ashley couldn't help but giggle. "Thanks, I guess. Nobody ever told me anything like thaah-aahh!"

The sudden feel of Nick's warm wet tongue licking her sphincter made Ashley choke on her words. Her eyes popped wide open and a sharp hiss of unexpected, naughty delight escaped her mouth as Nick treated her pouty butthole to a long slurping tongue swipe. "Ohhh my god, Nick! What are you doing to me?!"

"Should I stop?" Nick teased, still brushing his lips against the tender ring of Ashley's anus, kissing her crinkled hole and lightly flicking his tongue all around its rubbery edges.

"Fuck no!" she blurted out, already hooked on that new unusual pleasure. "Please, don't sto-oohh-oowwhhh god!"

Ashley's needy plea hadn't even been uttered in full when Nick started voraciously eating her asshole out. To the sound of her sexy yelps, he licked and slurped and lapped away at Ashley's irresistible little butt-ring, moistening her pink orifice and making her anal muscles relax enough for him to start poking the tip of his tongue into her virgin anus.

"Uhhh! Oowwwh Nick!" Ashley moaned, her mouth agape as she enjoyed the thrill of having her asshole rimmed for the very first time. "Your tongue is amazing... Aaahh I love your tongue in my ass! Uuhh yes lick me like that, it's soooo good!"

For a while Ashley writhed like a snake on the couch, maddened by Nick's skillful analingual ministrations. Her mind went blank and her pleasure just kept building up to unprecedented levels as Nick expertly tongue-fucked her tight sensitive butthole. Panting like a bitch in heat as Nick wiggled his talented tongue into her ass while his lips smooched her elastic sphincter, sucking and slobbering all over it in a lewd parody of a french kiss, all that Ashley could think of was how much more pleasurable it must be to have his big cock buried to the hilt inside her tingling, needy anus.

She was about to beg Nick to just ram his dick up her ass when his deft fingers reached her overcharged clit. Ashley mewled as Nick's rimjob got even more intense and he clamped his insatiable mouth even harder onto her spittle-slick orifice, sucking avidly on her overstimulated butt-ring. His tongue sank as deep as it would go inside her snug wet asshole and he slipped two fingers in her drenched slit while he unleashed a sequence of quick thumb rubs on her clit.

"Ooohh! Ooohh my fucking god..." Ashley gasped, thrilled by the realization of how hard she was about to cum while getting her butthole licked. "Uuuhh fuuuuck!"

All through her climax, Nick kept poking his tongue into Ashley's ass while slurping on the rubbery edges of her sphincter. He loved the feel of her anus tightening around his tongue, pinching him like a tiny nibbling mouth. As her gushing girl-cum bathed his pussy-diddling fingers though, Nick just couldn't help himself anymore. Unclasping his mouth from Ashley's winking little rosebud with a last sloppy kiss, he dipped his face lower and began lapping away at her juicy slit.

Ashley shuddered and came again while Nick tasted her smooth labia and drank up her scrumptious nectar, licking her pussy like a thirsty animal. She didn't even have time to feel any emptiness in her ass, since Nick had eased his long forefinger into her saliva-lubed anus as soon as he started munching on her snatch. His slow butt-fingering strokes coupled with the relentless assault on her drooling pussy made Ashley feel like she was experiencing a permanent state of climax, as wave after warm wave of bliss crashed over her in a continuous ebb and flow of pleasure.

Nick had gently worked a second finger into her asshole and was determined to drink down a lot more of her delicious nectar when he realized that Ashley's whimpering moans were coalescing into actual words. Relenting his oral assault, he listened carefully. It was like a mantra, repeated by a dopey-eyed Ashley between mewls of delight. Her sculpted cheekbones were flushed with arousal and she was slack-jawed, her face pressed sideways into the cushion as she murmured: "Fuck... Uuhh... My ass... Please... Fuck my... Aahhhh... Ass... Fuck my ass, Nick, please..."

Grabbing the bottle of lube, Nick knelt behind Ashley's incredible ass and poured the slippery fluid generously over her pink pouty rosebud. Using his fingers in slow circling motions, he massaged the lube all around Ashley's pliant saliva-shiny orifice before worming one then a second glistening digit into her tight little hiney-hole. Gently gaping her sphincter with his fingers, Nick let a healthy amount of lube dribble straight into his blonde friend's untouched rectum and proceeded to grease her up as thoroughly as possible.

Ashley winced as the cold liquid coated her anal passage, but her squeals of surprise turned into contented purrs when she felt Nick's massive boner nudging against her clit and then sliding back and forth between her split pussy lips. His delicious teasing of her weeping snatch relaxed her and distracted her while he slowly pumped two fingers into her well-lubed anus, adding more and more of the slippery fluid until his digits were gliding effortlessly in and out of her clingy little butt-ring.

Ashley trembled with anticipation as Nick rubbed his glans on her engorged clit one last time before withdrawing his cock from her soaked cleft, saying: "Almost ready, Ash. I'll just lube myself up a second, okay?"

"Uh-hu," she nodded meekly. Her mouth widened in a perfect O a second later when she felt his fat spongy glans pressing at the entrance of her pussy and she realized what he meant by 'lubing up'. "Oohhh! Oh my god, Niiiick!" Ashley yelped while he slowly pushed his massive erection inside her slit, widening her tender nether lips and filling her gushing hole like nobody had before.

"Aaahh, you've got such a sweet little pussy, Ash! You're so wet and tight!" Nick grunted, shaking with pleasure as he bottomed out inside her silky soft vaginal tunnel.

Still sawing his fingers into her oily anus, Nick began pumping his throbbing boner into Ashley's dewy, enveloping folds. Leaving most of his length inside her pussy at each pass, he let her dripping nectar bathe his dickmeat, coating himself in her overflowing juices. With her asshole twitching from his persistent fingering and her pussy crammed full of his huge cock, Ashley could barely find the breath to pant as she floated away on a cloud of crackling delight. She had never felt so hot, so slutty and satisfied. The sensation of having both her holes plugged at the same time made her mind feverish with desire while Nick's slowly pistoning shaft and his slippery ass-poking digits made both her pussy and anus pulsate with pleasure.

When she felt him leaning down on her arched back while he pushed his dick harder into her pussy, Ashley shivered and gasped. "Touch your clit, Ash," Nick said, his hot breath hitting her ear and his deep calm voice going straight to her lust-addled brain. "Touch your clit for me. Do it, now."

Ashley was already moaning even before her trembling digits made contact with her clit. Her swollen nub felt electric under her fingertips as she started rubbing it wildly. Seconds later, she was cumming again, even harder than before. While an overwhelming surge of pleasure claimed her slim body and took her breath away, Ashley wasn't even sure if her climax was radiating from her spasming asshole, her leaking dick-stuffed pussy or her throbbing clit.

Once Ashley's orgasm abated and she stopped writhing underneath him, Nick straightened up and slipped his pole out of her quivering slit while withdrawing his fingers from her well-prepared sphincter. "Keep touching your clit, Ash," he said, resting his nectar-dripping erection between her curvy little buttcheeks and adding an abundant dose of lube to the layer of girl-cum coating his dick.

Still hazy and glowing, Ashley suddenly felt empty. Nick's hard cock wasn't filling her pussy anymore and he had removed his long, talented fingers from her tingling asshole. Only her clit-frigging digits still remained to keep her orgasmic high from crashing down. She sighed with relief while Nick started sliding his thick shaft along her lube-shiny asscrack while he pulled the edges of her sphincter apart with his thumbs. The corners of Ashley's mouth turned up in a thin, unreadable smile as she realized that the time had finally come: she was about to get her anal cherry popped.

"Ash," Nick said, poking the fat tip of his cock against her slick, pliant anus, "if you want me to stop at any time, you only have to say it. Seriously, it's okay. Just say the word and I will pull out at once, no problem. The last thing I want is to hurt you. Okay?"

"Mmh Nick," Ashley groggily said, looking back at him over her shoulder with a dopey grin on her lips, "I won't stop you, because you won't hurt me. I just know it."

Her willingness and trust made Nick smile affectionately at Ashley. "Okay then," he said, gaping her elastic butt-ring with his fingers as he wedged his bloated cockhead against that barely open orifice. "Let's do this. Just two things: try to stay as relaxed as possible and never stop working your clit, it's really important. I'll go very slow, but it might still hurt a bit at first while you adjust. It will pass soon though, if you keep frigging your clit and you focus on not cramping up on me, okay?"

Ashley just kept smiling tenderly at him, nodding in assent, a look of absolute trust painted on her face and a glint of excitement brightening her pleasure-glazed eyes. Caught in a sudden surge of emotion, Nick leaned down and nuzzled her thin neck. "I'll be very gentle, I promise. I want you to enjoy this," he whispered, planting a long soft kiss on Ashley's parted lips before straightening up on his knees again, ready to take her anal virginity.

His meaty, veiny dick looked obscenely big lined up with her tiny pink rosebud, but Nick was confident that Ashley could take him. Grabbing her buttcheeks in his hands, he pulled the rubbery edges of her sphincter further apart with his thumbs, making way for his swollen glans. Then he pushed. Ashley's virgin asshole resisted him at first, but Nick calmly persisted. Nudging his fat tip against her little winking pucker, he kept pressing on her backdoor without forcing his way in, until Ashley's elastic butt-ring yielded and started dilating, allowing his hardness to slip inside her ass. Nick's groan fused with Ashley's gasp as he slowly penetrated her tight slippery orifice, his cockhead disappearing into her butthole as if sucked in by her willing, clingy anus.

"Owwhh Nick, I can feel you sliding in me! Uuuhh sooo big... Oooohh my god!" Ashley panted as she felt her snug little hole stretching out around Nick's rock-hard girth. Her clit-frigging fingers trembled and stayed still while she was hit by a moment of panic. Nick's cock suddenly felt impossibly huge as it opened up the tiniest, most delicate, most private of gateways to her body.

"Don't stop working your clit, Ash," Nick calmly reminded her, stopping once he felt her sphincter clamp down right past his cockhead, squeezing his tip while Ashley's anal muscles got used to his stuffing presence. "It's okay, Ash, just breathe deep and rub your clit," he continued, massaging her beautiful little ass and tickling her tailbone. "It probably feels weird now but it will pass. Just try to relax and don't ever stop touching your clit. Breathe and relax, Ash, I'll wait until you're ready."

Ashley did as he said, desperately attacking her clit while she attempted to keep her anal muscles from cramping. Much to her surprise, it worked. Soon her asshole stopped clenching around Nick's embedded glans and the discomfort of having her sphincter so unnaturally stretched out and filled up started to diminish. It still felt strange, but in a good, arousing way. Nick's patient presence behind her and his gentle caresses on her ass soothed Ashley's fleeting worries, while a sense of naughty pleasure began pervading her, radiating from her dilated anus and her pulsing clit.

"Better?" Nick smiled at Ashley as he felt her asshole loosening a bit while her whole body relaxed.

"Yeah, uuhh... Much better!" she chuckled, her breathing calmer and not so raspy anymore. "I think you can give me more now. Ooowhhh, yes... I'm ready for more cock, Nick, give it to me."

Grabbing the bottle and pouring more lube right over Ashley's dick-stretched sphincter, Nick started feeding more of his meat into her virgin ass. He went in as slowly as possible, pressing into her anus with shallow, extra gentle strokes and then stopping, waiting, adding more lube and finally retreating a bit before restarting that gradual anal penetration all over again. Every time he drove his cock deeper inside her snug asshole, he looked at Ashley's face, taking in every nuance of her pleasure-distorted expression, looking for hints of pain. Perceiving only a devouring anal lust on her delicate features, entranced by the sexy sight of her barely open eyes and wide open mouth, Nick then pushed himself a little bit further into her untouched rectum.

As he patiently repeated his gradual butt-delving routine, unhurriedly opening up Ashley's tight dick-squeezing asshole a millimeter at a time, Nick basked in the unique, irreplaceable sensation of deflowering a virgin ass. It was a glorious, indescribable feeling, one that he had experienced just a few times in his life but that he was lucky enough to relive, to a point, every time he sodomized his adored Mia, who could work her experienced rectum around his cock in such a lasciviously masterful way that she always felt as snug as an anal virgin. Still, Ashley really was an actual anal virgin, and that notion made Nick rabid with desire and bursting with emotion at the same time. As he sank more and more of his massive shaft inside Ashley's untouched anus, Nick knew he'd be eternally grateful to his slim blonde friend for allowing him to savor the sublime thrill of being the first man to penetrate her tight little asshole.

By the time he had managed to wedge his entire length inside Ashley's steamy cock-hugging rectum, Nick was on the verge of climax. The visual of her oily distended butt-ring wrapped around the base of his dick and framed by those tiny splayed-open asscheeks was simply epic, but it was nothing compared to the feel of being buried to the hilt inside Ashley's beautiful heart-shaped ass.

The virginal tightness of Ashley's asshole was exquisite. The slippery, velvety warmth of her anal walls snugly enveloping his length resembled a barely-fitting glove squeezing Nick's aching boner from tip to root. As he enjoyed the clenching spasms of Ashley's anus massaging his pole like a soft pumping fist, Nick gritted his teeth and tried his best not to succumb too soon to the delicious pressure of her rubbery rectum holding firmly onto his dick, milking him and tugging at him, keeping his throbbing shaft cozily trapped in the hot clutching grip of her anal depths.

With his low-hanging balls pressed against her dripping pussy lips and his groin glued to her firm buttcheeks, Nick stayed perfectly still, not only to let Ashley get used to being impaled on his girthy cock but also to prevent his orgasm from exploding just yet. Caressing her lovely round tushy, Nick excitedly said: "You did it Ash! I'm all the way inside your ass! Are you okay? Does this feel good for you? Because your asshole feels incredible, absolutely fucking incredible!"

His words seemed far away to Ashley, overpowered as she was by the intense sensations that radiated from her amazingly stimulated anal nerve endings. At some point during Nick's careful invasion of her virgin anus, Ashley had stopped simply enduring his stretching, unnatural presence inside her ass. Without even noticing the transition from discomfort to delight, she had started to enjoy getting anally penetrated, actually reveling in the feel of absolute fullness that made her dick-crammed rectum pulse with a new, unique kind of ecstasy. For Ashley it was a revelation, both physical and mental, to realize how good it felt to have her asshole stuffed full of cock.

Frigging her clit automatically, high on a sense of impending release like she had never felt before and that had been growing persistently while she got her butt filled with Nick's massive hardness, Ashley could barely speak as she opened her clouded eyes to look back at her lanky friend, whimpering: "Uuuh yeah, I'm good... Sooo good! Uuh, Nick, this is awesome... Sooo full! So much cock in my ass... Ooohh my god, I can feel you... So deep in me... So hard and big in my ass aahh!"

"You're fantastic, Ash! Your asshole is so hot and so fucking tight!"

"I... Uhhh... Mmh more..." she mumbled, trying to articulate her primal need to get assfucked. Even before Nick could start sodomizing her for real, Ashley instinctively wiggled her tiny rump back against him on her own. At first she was just gently grinding her dick-stuffed asshole into his spearing shaft, stirring her snug slippery rectum with Nick's fully sheathed pole, but soon she began rocking rhythmically back and forth, genuinely buttfucking herself while he held still.

"Uuuhh yes... Feels sooo good!" Ashley moaned as she slid her freshly deflowered anus along Nick's tool in slow shallow strokes, trying to match the speed of her own whirling, clit-diddling fingers. "Your big hard cock... Owwhh I love it! Stretching my asshole so much... Uuuhh!"