Obvious as the growing attraction between the two of them already was, the ultimate proof of Tyler’s physical desires for her came to Michelle when she caught him masturbating to anal porn while murmuring her name.
One night, after their usual snuggling session in front of the TV was over, Michelle retired to her bedroom and frigged her clit to orgasm twice, finally relieving the sexual tension accumulated while resting her head on her brother’s chest as he hungrily kneaded her ass and held her tight in his comforting hug. Panting and purring languidly as she let her afterglow wash over her, Michelle was about to doze off when she suddenly found herself needing to pee really bad. Groaning with displeasure because she couldn’t just transition from post-orgasmic delight into deep dreamless sleep as she usually did, Michelle climbed off her bed and groggily stumbled her way to the bathroom that her room shared with Tyler’s. Once she was done peeing and she was about to return to her bed though, a litany of easily interpreted moaning sounds erupted from Tyler’s room, filtering through the door and catching Michelle’s attention.
Of course she immediately figured out that her brother was jacking off, but something in particular piqued Michelle’s curiosity that night. Muffled by the closed door and interspersed with unintelligible groans of pleasure, some words still managed to resound clearly in Michelle’s ears, among them her own name. Tingling all over with excitement, she approached the door that led into her brother’s room and ever so carefully cracked it open, until she could take a peek inside. What Michelle saw hit her so powerfully that she couldn’t help but gasp under her breath.
Sitting up in his bed, fully naked, with his laptop by his side, his earbuds on and his half-closed eyes focused on the apple-bottomed pornstar getting lustfully buttfucked on the screen, Tyler was pumping his right hand furiously up and down along the thick veiny shaft of his massive, achingly hard boner. Despite having caught random glimpses of his nude body many times before when he was showering, that was the first time Michelle got to see her brother’s impressive cock in a state of throbbing, fully raging erection. It left her speechless, it was so fucking huge. Big and girthy and intoxicatingly virile, Tyler’s schlong pulsed with horniness and impending release as his hand stroked that meaty pole ever faster, coaxing thick dollops of precum from the fat purple glans.
That sight hit Michelle like a lightning bolt and left her spellbound behind the barely ajar door, but an even more incendiary shock of arousal coursed through her when she clearly heard the words her brother was mumbling as he closed his eyes and threw back his head, rushing to his climax.
“Aahh yes, Mimi… Your ass, Mimi… Take my cock in your ass! Aaahh fuck yesss, I’m gonna cum in your ass, Mimi! Aahhh fuuck!”
An unsuppressible gasp escaped Michelle’s slackly open mouth as a spray of pearly white seed erupted from Tyler’s pulsating monstercock, shooting up into the air in thick creamy ropes before splattering wetly on his chiseled abs. Wide-eyed and shaking with horniness, Michelle couldn’t help but exhale and stare in awe while more and more dense jets of cum spurted from her brother’s bulbous glans, his hand all the while pumping up and down his monumental shaft until he had drained his big beefy balls dry of all their abundant content. Once Tyler’s massive ejaculation was over and the cock-milking motions of his hand slowed to a stop, Michelle lingered for a few more moments to stare longingly at the huge pools of sperm covering her brother’s muscular abdomen. Only after letting the image of Tyler’s superbly big and still hard boner etch itself into her brain did Michelle finally retreat into the darkened bathroom and then back to her own room.
Needless to say, the unexpected show that Tyler had just given her made Michelle so horny that she simply had to play with her pussy for another hour just to placate her surging lust. What made her prolonged masturbatory session particularly significant that night was the fact that, inspired by the panting words her brother had mumbled right before blowing his awesome geyser-like load, Michelle also fingered her little pink butthole while she rabidly strummed her clit and caressed her drooling slit. Through climax after rolling climax, muffling her screams into her pillow while using each hand to stimulate a different hole, Michelle brought herself off over and over again until she was just too exhausted to keep going, all the while marveling at how naughtily pleasurable it felt to slide her dainty digits into her tight virgin asshole.
After that revelation, thrilled to the core by what she had seen and heard while spying on Tyler, Michelle’s masturbatory session stopped involving just some vague fantasies about her hunky brother or a few juicy recollections of the most enticing details of his masculine body. From that night on, all her clit-diddling marathons revolved around the indelible image of Tyler’s wonderful horsecock throbbing with excitement and spraying torrents of milky cum all over the place. More specifically, Michelle couldn’t stop obsessively conjuring up the deliciously nasty, mind-blowingly hot scenario of her brother’s gigantic slab of dickmeat entering her tiniest, most intimate hole of her body: the pristine little rosebud of her butthole.
Every time she fingered her anus while thinking about her brother, Michelle climaxed spectacularly, her libido spiking up particularly high when she masturbated her hineyhole at night, for she knew that, at the same time as she pictured Tyler’s fat dickmeat sliding deep inside her tight little orifice, he was in his room furiously jerking off while fantasizing about fucking her big heart-shaped ass.
In no time, Michelle’s anal enthusiasm led her to procure lube, dildos and buttplugs of various sizes, which she put to good use eagerly and frequently. Still, pumping her new toys into her clingy sphincter every night until she came screaming into her pillow and her pussy was dripping rivulets of girlcum all over her sheets was only one aspect of Michelle’s new regimen of anal masturbation.
In an attempt to emulate some of the booty queens starring in the porn videos that she and her brother both enjoyed, Michelle began training her virginally snug asshole with increasingly larger buttplugs. Beside enjoying every second of the butt-stretching exercises she dedicated herself to, Michelle’s nightly anal pleasures were made particularly intense when she let herself be carried away by the idea that, unrealistic and far-fetched and plain crazy as it seemed when considered lucidly, she was in fact devotedly prepping her cute pink anus to take something as large and thick and imposing as her brother’s monstercock, which was still the pulsating center of each and every one of her masturbatory fantasies.
As the days went by, with her horniness never abating and her newfound anal predilections growing ever stronger, Michelle started getting kinkier and bolder. Instead of limiting the use of her buttplugs to the safe seclusion of her bedroom, she started inserting the smaller toys into her asshole during the day as soon as she and Tyler came back from school, so that her anus was stuffed full as the two of them spent time together. Being around her beloved big brother while her greedy little orifice was gripping the buttplug and her snug sphincter got deliciously stretched out by the plastic toy was more than enough to get Michelle’s pussy soaking wet and make her clit swollen with desire, forcing her to frequently sneak away so that she could enjoy a quick, liberating slit-diddling session.
When they cuddled at night to watch TV and Tyler tenderly yet covetously caressed her plump booty, kneading and massaging the round fullness of her meaty buns through the thin cloth of her shorts, Michelle always felt her pussy drool with excitement. The mere notion that her brother’s fingers were so close to the buttplug crammed inside her twitching anus made her crazy with horniness and prevented her from really focusing on whatever was on the screen.
In those situations, Michelle unfailingly fantasized about Tyler suddenly interrupting his sensuous caresses to peel her shorts off and unveil her luscious rump, so that he could reach his hand deep into her soft ass-cleavage, grab the buttplug and start masturbating her winking little sphincter the way she was aching for him to do right there and then. Unfortunately, that fantasy never came true, so Michelle was forced to wait until after they had said goodnight before she could go to her room and rabidly frig her clit to climax after gushing climax as she sawed the buttplug in and out of her sensitive little asshole, murmuring her beloved big brother’s name all the while.
Soon enough though, the intensity and persistence of Michelle’s arousal grew to such overpowering proportions that she didn’t even care to hide her surging anal desires from Tyler at all. In fact, she began dropping cleared and clearer hints for him.
Leaving one of her buttplugs by the sink in their shared bathroom on purpose, and then pretending that she ‘forgot’ it there after washing it, was one of Michelle’s favorite teasing moves. Another one was to crank up the stereo at full blast in the leaving room and start twerking away to the music and then, once Tyler showed up and started staring raptly at her jiggling bubble-butt, to wink at him over her shoulder and ask him to judge her booty-shaking dance. On top of that, almost every day Michelle casually asked Tyler if he had seen any cool new anal porn. Much to her delight, her brother always chuckled and slowly nodded his head as he looked at her with a mix of barely contained lust, pleased surprise and unwavering love shining in his eyes before he replied that yes, he had indeed, and he would give her the links later.
Seamlessly, and despite the fact that they both knew how the topic had deeper implications which they were both very well aware of but not exactly ready to spell out openly yet, Tyler and Michelle started chatting about anal sex a lot. Making constant buttsex jokes and engaging in not-so-subtle innuendo all the time, the siblings quickly incorporated the topic of anal in their usual talks, making it a natural thing to discuss. In fact, due to their genuine interest in it, assfucking soon became one of their most frequently touched subjects.