Dawn's Anal Awakening Ch. 03

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kinkbugs
kinkbugs
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"Look at you, you want it so bad," her roommate said, amused. She didn't wait for Dawn to say yes, merely stripped off her panties and stepped into the harness, pulling it up around her waist.

Dawn watched in wonderment, mouth starting to water at the thought of that slab entering her ass. The strap-on was one of those that had a small dildo and nubs on the inside to stimulate the wearer as well. Dawn couldn't believe that her roommate was now sliding that dildo inside her shaved cunt and buckling the harness securely.

"Do you want it?"

"Y... yes, I want it!" Dawn stuttered, flushing completely red.

"Then convince me!"

Dawn wasted no time in shucking off her jeans and pants completely. She lifted her legs and spread them wide, grabbing the base of her plug and fucking her asshole roughly.

"I want to be fucked in the ass, please fuck me in the ass! Please I need cock so badly!" Dawn moaned, locking eyes with her dark-haired roommate and hoping that her pleas would be enough.

Her roommate grinned, crossing the room quickly and shoving her fingers up Dawn's snatch.

"Look at you, all gooey already from toying with your ass!"

"Yes! I'm an anal slut, please I need cock in my ass! Please fuck my ass!" Dawn continued to beg.

Her roommate grabbed Dawn's hips and flipped her over so that she was bent over the side of her bed. She dragged the slab of silicone up and down Dawn's slit, coating it with her girl juices, teasing her pussy.

"I don't think I will," her roommate said at last and then promptly pushed the tip of her faux cock into Dawn's cunt.

Dawn had thought that Eric's thick rod had pushed the limits of her pussy, but this one blew them all out of the water and set new limits! Her pussy was stretched so wide, split so open, she couldn't catch her breath. The cock was so thick that it could barely fit inside her alongside the plug in her ass! She could feel every realistically made vein along the fake cock rubbing against her pussy walls. Each scrape made her cunt quiver and pulse in an attempt to make sense of this monstrous invader!

Her pink mouth opened and Dawn exhaled, eyes wide with shock as her roommate forced that monster deeper, and deeper, and deeper into her sopping wet cunt.

"Oh oh no!" The intense feelings of being so well filled in her horny pussy managed to distract Dawn from her unfilled ass momentarily.

"My cunt, it's being split open!" Dawn wept.

"I know, I'm splitting it open!" her roommate crowed, obviously amused by Dawn being overwhelmed by her cunt sensations. She jiggled the base of Dawn's plug, angling it downwards so that it ground against the thin wall between Dawn's rectum and pussy. The feeling of pressure on both sides of her holes were too much to bear, Dawn gasped, words leaving her completely.

"Why don't you introduce yourself, little slut," her roommate said.

Dawn was struggling to think amidst all the pleasure coursing through her body. It was almost impossible to form any sort of comprehensible speech that didn't revolve around getting thoroughly fucked like this.

"I'm... I... My name is ... nnnngh... Dawn Simmons!" Dawn managed to get out "I'm - oh oh oh OH - gonna be - annnngh - 19 next year - mmmmngh! Oh yes oh yes I love - ah - ah - ah! I love getting - ooo ooo ohhhhhh - getting fucked in the ass!"

Her last statement startled a laugh out of her roommate. Dawn didn't know what to make of it, too preoccupied with being opened up on that thick black silicone cock.

"Mmhmm, well you're in luck, Miss Dawn Simmons the. I'm Kennedy Harper and I love fucking girls!"

Kennedy slammed her dildo all the way into Dawn's pussy with each word of her last sentence, lighting up fireworks behind Dawn's eyelids.

"Nnnngh!" Dawn sobbed, her pussy starting to convulse on the black dick.

Kennedy cruelly pulled her strap-on all the way out, leaving Dawn to clench on empty air. It was the most horrible feeling that Dawn had ever experienced! No cock in her cunt while she came? The deprivation felt like the worst kind of torture.

Dawn tried to move her hips back in search of cock, but Kennedy held her hips in place until her ruined orgasm was over.

It was the first time a cum had felt so unfulfilling!

"I thought anal sluts only cum from anal," Kennedy asked, delivering a sound smack to Dawn's bare bottom. She started to spank Dawn roughly, alternating between each asscheeks.

"Not really," Dawn panted, still feeling extremely horny. "Anal makes me cum harder, but pussy fucks are good too!"

"Well, do you think you can take this monster cock?" Kennedy asked, not stopping in her assault of Dawn's butt, turning it a bright cherry red. "Because the last time I fucked a girl in the ass, it wasn't anal but painal."

Her answer came in the form of Dawn's pussy letting forth another gush of juice. The thought of being speared open by a thicker cock than usual was arousing. Maybe she wouldn't be able to walk tomorrow. Maybe she would have to limp throughout her orientation. Maybe all the guys would see and immediately know that she had been fucked roughly in her shitter!

Dawn moaned a little and Kennedy laughed.

"If I start, I won't stop," Kennedy warned "This is your last chance to back out before I start pounding."

Dawn reached back and spread her asscheeks open, pulling out her anal plug in a clear invitation.

Kennedy chuckled. She lubed her silicone cock with Dawn's pussy juices, then pressed it against her slightly open anus. It couldn't close fully because it had been stretched all day, which was just the way Dawn liked it.

Kennedy began to apply pressure, leaning forwards to push her cock inside Dawn's shapely bottom. For the first time in months, Dawn felt her anus protest. The slow inward journey of Kennedy's cock into Dawn's rectal passage was being resisted by her anal ring!

"Relax, girl. Relax and breathe!" Kennedy coaxed her. Dawn breathed out noisily, forcing her muscles to go slack. It was difficult, the new cock being thicker than Eric. But both girls were determined to see lodged all the way inside Dawn's bottom and no degree of tightness was going to stop them.

Dawn rocked backwards as Kennedy pumped her hips forward. Her anus resisted once, twice, three times, then finally gave way, submitting to the invasion with great reluctance.

"Aaaeeeee!" Dawn whimpered as her sphincter was impaled painfully "It hurts," she whispered. Kennedy stroked her blonde hair several times, then started to thrust again.

"I warned you, slut. I'm not stopping now that I've started. This cock is going all the way inside your cute little butt whether you like it or not!"

The dominant way Kennedy said it as a fact made Dawn's pussy gush. Yes, it was going all the way in! She had no more choice in the matter because she was an anal slut who had offered up her shithole and there would be no turning back, no take backsies!

She lay there helpless, Kennedy pumping her hips forward insistently, forcing inch after inch of that huge dick into Dawn's sore anal passage.

"Aw yes, take it, take it all!" Kennedy said, admiring Dawn's body sprawled over the bed, unable to get away from her punishing cock. She slammed her hips forward harder, making Dawn yelp as her asshole was split further. Her rectal walls were being pushed wider and wider apart by Kennedy's massive strap-on!

Despite the burn, despite the stinging pain in Dawn's shitter, she couldn't help but feel aroused. A thick cock plowing her ass? Yes please! The thought of her young hole being opened up, stretched to breaking point, taut around Kennedy's thick cock, it was incredibly hot and it made Dawn moan uncontrollably.

"You like that, slut?" Kennedy growled "You love the way my cock is hurting your shitter?"

"Yes yes yes!" Dawn sobbed "I love cock in my ass!"

Kennedy pulled her hips back then slammed forwards again, driving her cock deeper. She thrust over and over again, not stopping until her black slab of silicone was firmly nestled between Dawn's red asscheeks. She massaged the globes of Dawn's ass, making the younger girl cry out in pain.

The dark-haired girl moved her hips in circles, watching as Dawn's hips moved along with hers. Dawn was so stretched, so tightly speared on that strap-on that every movement Kennedy made forced Dawn to follow. Kennedy couldn't resisted scraping her nail around the puffy anus doing it's best to grip her silicone cock. It was a real pity that she didn't have a real cock, she bet that Dawn's rearhole would have felt incredible!

"Oh nnnngh!" Dawn whimpered as Kennedy's well manicured nail lightly scraped across her sensitive sphincter. She couldn't relax, or tighten her hole at all, helplessly impaled.

Kennedy spent another minute just admiring the sight, then started to slam her monster strap-on in and out of Dawn's horny asshole.

"Aaaeee!" Dawn wailed. The thick silicone slab scraped against her rectal walls on its way out, threatening to turn her asshole inside out. It was only her youth that gave her anal passage the needed elasticity to maintain its shape, thought she had no doubt that if she continued along her current path, her asshole would be ruined long before she reached 40!

Kennedy set up a punishing pace, fucking Dawn's shithole recklessly, not bothering to give her time to adjust to the size at all.

Dawn cried, tears running down her face as her ass was plowed. Her new roommate seemed to have no regard for her anal wellbeing, using Dawn's hole like it was only a cocksheath, a source of depraved pleasure. Dawn was incredibly turned on. While Eric had always fucked her wildly and roughly, there was always some degree of gentleness and care involved. Not this time. She was nothing but a mere fucktoy for her roommate and it made Dawn's pussy juices flow. She felt like a porn actress in one of those rape fantasy shoots, being mercilessly used until she satisfied each and every cock.

The thought made her asshole twitch and clench involuntarily, which made Kennedy's subsequent stab into her anus incredibly painful! But far from quenching the horny ache between Dawn's legs, it only heightened her anal passion and sent her into a wild anal orgasm.

"NNNGHHH!" Dawn wailed, her shitter pulsing, clenching, convulsing on Kennedy's black strap-on. Each clench tightened her rectal walls, making Kennedy's repeated and rough invasion of her shitter an agonizing experience. But Dawn's anal predilections far outweighed the hurt and her pussy continued to drip as Kennedy pounded away, reaming her shitter without an ounce of regard for her anal pleasure.

Kennedy couldn't believe her eyes. Her younger roommate was a true-blue anal slut who came despite the painful reaming that Kennedy was steadily dishing out upon that tight shithole. Dawn was cumming, and cumming harder than any girl Kennedy had fucked, all the while crying from the hurt lavished upon her anal passage.

And she didn't seem to stop cumming! Kennedy watched as wave after wave of pleasure coursed through Dawn's body, making her convulse, twitch, and spasm on Kennedy's strap-on. The harder Kennedy pummeled that hole, the harder Dawn seemed to cum!

Her first painal orgasm led into the second, and then the third, and a fourth weaker one, until Dawn was only a twitching pile of limbs on the bed, trembling fingers still trying to hold her red asscheeks open so that Kennedy could continue to pound her shitter.

Kennedy, a tried and true lesbian with a passion for luring her girlfriends into exploring anal and then ruining their assholes, was astounded. In all her life, all her girlfriends, she had never seen such a submissive anal slut that readily took her thickest strap-on with minimal complaint, and then proceeded to cum multiple times from painal fucking, AND THEN not try to get away from the continued chafing of cock in and out of her anal passage, which had to be oversensitive by now!

She slowed down, wondering how long she could fuck Dawn's hole until the blonde would push her away. Kennedy continued to plow the once-tight hole, the ring of muscle now a bright red from the relentless fucking. But Dawn didn't push her away. Instead, she lay there quietly until she caught her breath.

Dawn had welcomed Kennedy's careless treatment of her rearhole with open arms and an open asshole. This utter anal submission made Kennedy so hot and bothered that her own pussy clenched down around the dildo on the inside of her strap-on. She ground her hips against Dawn's bottom, relishing the feeling of the dildo stretching her pussy walls while enjoying the sight of Dawn's submissive asshole opening around her cock.

Now satisfied, Kennedy slowly withdrew her cock from Dawn's raw hole.

The cockhead dragged on Dawn's anal ring, pulling it outwards as it left. Dawn moaned softly at the friction. Although her sphincter hadn't been able to fully close for quite some time, this was wholly different. This time, her shithole gaped open, showing off how red and chafed her rectal passage had become from the painful reaming.

Kennedy felt a pang of guilt. Here was a beautiful girl, and Kennedy had used her hole like it was a mere toy, ruining it and ensuring that Dawn would't be able to walk properly tomorrow.

Kennedy quickly retrieved a tub of soothing cream from her little box of toys. She coated her fingers liberally with the cream, then plunged them inside Dawn's asshole, scissoring them and coating Dawn's insides.

The younger girl whimpered, but made no move to get away at all. Kennedy tried her best, but her fingers weren't long enough to reach the deeper parts of Dawn's raw hole.

She had no choice but to pull out a slimmer, but longer dildo and coat that in cream instead. She pushed it as deep as she dared, moving it around to ensure that all of Dawn's sore passage was treated.

To her shock and awe, Dawn's hole clenched around the slimmer dildo, tightening up as much as it could. It twitched weakly, spasming from time to time as the sudden tender fucking of that abused shitter lit up the pleasure nerves along Dawn's anal cavity.

Kennedy fucked her through yet another weak orgasm and waited until Dawn came down from her high, completely spent, to remove the dildo.

The dark-haired girl stood up on shaky legs. She unbuckled her harness to find that her own juices had leaked out the side, coating the insides of her thighs all the way down to her knees. Kennedy removed the strap-on and the dildo, putting them in the bathroom so she could clean them later. Then she came back out to tend to Dawn.

The younger girl was completely exhausted by the force of her painal orgasms, unable to move. Kennedy grabbed her legs and pushed them onto the bed, then flipped Dawn over to lie on her back. Dawn's angelic face was streaked with tears from how hard she had cried, which made Kennedy feel even guiltier. Dawn looked at her under half lidded eyes.

"Thank you, Kennedy. I enjoyed that," Dawn said, mustering a tired smile.

"... You're welcome," Kennedy replied, a bit of her guilt disappearing. There was no shame in hurting the asshole of a beautiful girl if the beautiful girl wanted it, right?

Dawn yawned.

"Kennedy, do me a favour, plug me back up?" Dawn asked, eyes already closing from exhaustion.

Kennedy laughed in disbelief. Dawn was truly an anal slut. Even after so much painal, Dawn couldn't go to bed without her ass filled.

Kennedy grabbed the anal plug from where it lay, then pushed Dawn's legs up to slot it back into place. Unfortunately, Dawn's anus still had yet to recover from its brutal pounding, and couldn't keep the plug in place!

Dawn moaned with disappointment when she felt the plug slip back out. Kennedy tried a few more times, but the hole was too fucked out. It needed something bigger.

Kennedy grinned to herself, she had just the thing.

She grabbed her box of toys and rummaged around inside, finally pulling out a cock shaped like a dog's cock. It was a kink that one of her exes used to have. The base of the silicone cock had a knot and functioned almost like a plug!

Dawn watched her, half asleep and confused. She made a little sound of pleasure when Kennedy started to push the cock inside. Her asshole opened up easily, swallowing up the cock. Dawn moaned as the fake round knot pushed at her ruined anal ring, then slipped inside with a squelch. Her sphincter twitched, then settled around the knot as if it was always meant to be there.

Her anal lust completely and utterly satisfied, and her sore hole plugged up, Dawn the anal slut fell asleep with a smile on her face.

--

Up next, more lesbian anal and some gangbang action! Remember to vote and comment!

kinkbugs
kinkbugs
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8 Comments
MangarMangarover 1 year ago

One of the few stories where the ass is cleaned before fucking. Very important. Brilliant story.

olliekayolliekayalmost 3 years ago

Brilliant story. And the first one I've seen where the author acknowledges the need for an asshole to be clean before it's fucked. Well written. Totally absorbing. Gave me a yearning for an assful of rock.

AnonymousAnonymousover 4 years ago

Agreed on the suggestion where Kennedy gives her an enema!

AnonymousAnonymousover 4 years ago
Nasty fun

Wonder if they will get into fisting?

Rapierwit24601Rapierwit24601over 4 years ago
Nasty!!!

The overwhelming irony of your story: There is a Wheaton College in Illinois. It’s an ultra-Christian school where until very recently dancing was banned. NOT a hotbed of sexual discovery!

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