Fixing Millie's "Dyer" Situation

Both were caught in lust, thanks in no small part to Natalia's expert technique. Unlike Millie, Nat was able to skillfully switch tactics around, sometimes going fast and slowing down at others. Every second was a different thrill, and while Millie often lingered on one facet, Nat was quick to offer something different. And that didn't mean with only her tongue, either.

Impressed with Millie's ability to keep herself from cumming too soon, Natalia decided to push her little pet a bit further, spitting on her index and middle fingers and slowly pushing them inside of that scorching-hot box. Millie cried out softly as her pussy was invaded, the coarse sensations of Natalia's fingers mixing intensely with that of the older woman's mouth still working overtime. With her fingers inserted, Dyer began to pump them in and out leisurely, softly and subtly pleasing that soaked cunt as her tongue teased the blonde bombshell's swollen clit.

Millie was erratic, her eyes an empty void filled with nothing but pleasure that seemed to peak with every passing second. When things felt as though they couldn't get more intense, they did just that. If Millie somehow thought she'd experienced everything, then Natalia masterfully threw her for a loop, if not by sucking directly on that clit, then by adding a third finger into the mix. And as the performance dragged on, it naturally became harder and harder for Millie to quell her desires. It became harder and harder to hold back the overwhelming need to cum.

The feeling was subtle at first, but it didn't take long to swell to an obscene degree. Building and building, pushing further and further every time Natalia's fingers slid inside and out, with every flick and lick of the tongue. Millie could barely hold on; her defenses were falling and fast, and while she didn't want to let Mistress Natalia down, she wasn't sure how to avoid doing so. Luckily, Mistress Natalia herself had an idea: another change in scenery.

The end goal was still quite clear, and still very plugged up; that needed to change eventually, and what better time than now, when Millie was so close to the edge? So, Nat somehow found the courage to pry her face away from that soaking cunt, along with her fingers as well, which were quickly licked clean, Millie gasping for breath as her heart pounded.

"You were going to cum, weren't you?" Nat asked, and instead of lying, Millie jumped straight to apologizing.

"I'm...sorry...Mistress."

"It's okay, pet," Nat assured before reminding, "After all, I'm not the one who needs to grow up. Make a mental note, okay, Mills? Mature adults can express self-control. Does that make sense?"

"Yes...Mistress," Millie agreed.

"Okay, good. So, now that you understand that, then we're going to make a little adjustment to our approach," Natalia explained, taking the base of the buttplug into her fingers. "And by that, I mean I'm going to lick your asshole instead."

Millie's eyes widened. "My...My asshole?"

"Of course, silly," Natalia smiled and asked, "Why so surprised?"

"I don't know...I guess it just seems kinda dirty," Millie expressed.

Natalia began to wiggle the plug's base, forcing Millie to wince as she replied, "Oh, but that's half the fun! Trust me, babe. This little forbidden palace is the key to the most incredible sexual pleasures humans are capable of experiencing. Once I'm done rimming you, I'll show you how it feels to get fucked better than your wildest dreams."

"I...I don't know," Millie stammered. "I-I don't know if I can take it."

"You don't know?" Natalia softly parroted, her words a purr radiating from her presence.

"Y-Yeah...I don't know"

"Oh, that's okay," Natalia whispered in assurance. "I know you can take it for me."

Still trying to talk her way out of Nat's insistence, Millie argued, "It's p-probably not the best idea..."

"SHH...." Natalia interrupted. "You're gonna be a big girl and open this asshole up for me when the time comes, okay?"

It was then that Natalia locked eyes with Millie again, and a mere seconds later, was caught in the older woman's toxic, alluring trance. With a hypnotic passion in her eyes, Millie subserviently nodded like a broken mind slave, wrapped around Natalia's finger.

"Gooooood girl," Nat complimented. "Now, let me show you how great it feels to give your asshole to a stronger woman." Natalia slowly pulled forward, that tight, virgin asshole clinging to the cold, shiny metal as inch upon inch was extracted. Whimpers continuously left Millie's mouth, the feeling painful yet strangely cathartic, almost draining; she couldn't explain it, but having the plug removed after getting stuffed nearly thirty minutes ago was kinda refreshing.

More than anything though, it was relatively painful, which was both a blessing and a curse. The curse part sold itself, but the blessing came in that because of the pain, Millie wasn't anywhere close to cumming like she had been moments before. A nice refresh, even if it came with a little sting.

Not unbearable though, and before long, even with her virgin butt's extreme tightness, Millie was able to spit out the plug, thanks in no small part to the lube Natalia had applied before putting it in. The view was sublime, that butt gaped into the shape of the plug for just a flash before struggling to wink itself back into place and, eventually, succeeding. Just as gorgeous was the smell wafting from the metal, calling Natalia like a siren song and begging her to stick the plug directly into her mouth to see if Millie's butthole tasted as good as she dreamed it would. Needless to say, there was no reason for concern.

The second Nat popped the toy into her mouth, the flavor melted into her taste buds, leaving her little choice but to suck it clean, though that's likely the route she was going anyway. Just like, as she finished, Natalia followed her planned route right into gripping both of MBB's jiggly, juicy ass cheeks and spreading them apart, leaning forward to slowly begin licking her co-star's perfect bum. She needed more of that ass in her mouth, and what better place to get it than right from the source?

Natalia quickly put her tongue to work, circling it around the rim of Millie's asshole, washing it over the puckered entrance but, crucially, never attempting to enter. Not yet, at least. She wanted to make sure she was loosening up every single inch of those bowels. That way, when she went to put something much bigger inside, there'd be less of an issue. Natalia made sure to spend more than enough time with that butthole's shallowest area before finally moving on, several minutes later, pressing forward with her tongue to delve a little bit deeper.

Deeper and deeper, Natalia progressively inching forward until she couldn't anymore. When she ran out of tongue length, Natalia then adjusted to dragging along that slimy up and down the younger girl's walls, lathering whatever she touched in sticky saliva, preparing it for the impending loss of its innocence. An innocence that even someone as unsure and unconfident as Millie couldn't keep at the center of her attention. Not with that tongue rummaging around inside of her butt.

An expert worker was Mrs. Dyer, understanding not only the technique behind a great rimjob, but the psychology as well. Getting Millie as loosey-goosey as possible was her task, a task so crucial that Natalia would risk life and limb to successfully accomplish it. And really, could you blame her? After all, she was about to fuck one of the hottest asses in Hollywood. When the time came, that hole needed to be ready.

Ready it would be, by hook or by crook, though those hooks and crooks really wouldn't be necessary. No, Nat's mouth was more than enough to get the job done, especially since, given that butt's incredible taste, she spent way longer with her face between those cheeks than she needed to. Getting her fill of Millie's sweet flavor fueled her to keep going, alongside the soft sounds of pleasure that Natalia couldn't help but comment on.

"Do you like that, Mills?" She asked, briefly pulling her head out of those cheeks. "You like when I eat your asshole?"

Millie was stunned, both by how surprisingly good it felt and by the question itself, but she managed to squeak out an "Uh-huh", a simple enough answer to get Natalia to continue. Back in she went, returning her tongue to that backdoor and lapping away as if it were the fountain of youth, or an oasis located directly in the middle of an otherwise dry, barren wasteland. That butt was everything Natalia could've hoped it to be. Everything and more.

Millie's butt, both the cheeks and the hole, were pure perfection. Honestly, every inch of her was, making the simple act of using her in another way a difficult one. Parting ways with this butthole so soon was like saying goodbye to a loved one; Natalia didn't want to do it, but she had no other choice. With a single kiss, she ended the rimjob, deeming the muscles more than ready for the next step and, in turn, catching Millie off guard.

"W-Why'd y-you stop!?" She asked, both visibly and audibly upset. "I was...enjoying that." Millie attempted to hide her face upon her admission, an unexplained shame or, perhaps worry, a shock to her system. But, Nat began to speak again, and naturally, she was drawn back in.

"Because I've finished," Natalia assured bluntly. "You're asshole is ready for me."

"R-Ready?" Millie redundantly asked, her tone vastly different from that which had just been passionately moaning before, her words unsure and unconfident. "I don't...I don't know."

Natalia had done her best to stay composed throughout Millie's various displays of "immaturity". But this one, this close to popping Millie's anal cherry...this one bugged her. "You don't know a lot, do you?"

"Wha...huh?" Millie responded, confused to hear Natalia speak to her that way.

"Well, that's the point, right? You didn't know anything, you needed someone to help you mature and I suggested a way for you to learn. Is that not what happened?"

"Yeah, I guess," Millie meekly responded.

"You guess, huh? Well I'm pretty certain that how I described it is precisely how that little exchange went down. And now, after all of the knowledge I've imparted to you, you're ready to quit, just before it gets good?"

Natalia's words were sharp and convincing, but she quickly realized that an edge isn't exactly what had Millie eating from the palm of her hand in the first place. It was sensuality. Her soft, more caring side is what drew the younger actress in, and naturally, what she'd use to snare and trap her.

"Look, Mills," Nat softly began, running her finger along Millie's inner thigh. "I really want to teach you everything, okay? Now, you agreed that when the time came, you'd let me take your asshole."

"I know, I know," Millie agreed, her heart pounding. "I'm just scared. I've never done anything like this before."

"But you've never done anything that you've done tonight, right? And everything turned out okay. So what's one more first?"

That soft, sweet voice again...Millie couldn't say no. Despite Nat's insistence, she wasn't sure she was ready, but it hardly mattered. For the longer Natalia spoke, the harder it became to deny her.

"I guess you're right," Millie relented after thinking the situation over.

"You guess, or you know?"

Such an easy question to answer with that voice in her ear and those hands groping and fondling her juicy ass. "I know you're right."

Natalia smiled. "Good girl. So, am I fucking your ass or what?"

Millie, her heart pounding faster than ever before, confessed, "Yes."

God, hearing that was like music to Natalia's little ears; she just had to hear it again. With a slap to Millie's ass, she sternly asked, "Yes what, Millie?"

"Oh God..." Millie weakly cried out before succumbing and admitting again, "Yes! You're gonna fuck my ass...Mistress!"

"You're Goddamn right I am," Nat bellowed as she stood up, her crotch aligned with Millie's big, fat, jiggly ass, yet something was missing. A weapon for her to use, perhaps? "Now, I just need something to fuck it with..."

Luckily, Natalia's bag was still close by, and pulling out a strap-on cock and harness was a fairly simple affair. As simple as reaching over, rifling through, and pulling them out. Putting it on was just as easy, as was grabbing the bottle of lube still sitting on the couch cushions and applying a generous amount to both her cock and Millie's asshole, just in case. Within minutes, she was finally ready.

"Alright," Natalia grinned. "It's time. Just remember to breathe, okay, Mills? It's gonna get really intense, especially since this is your first time. I can only do so much on my end, so I need you to be taking care of yourself, okay?"

"Okay, Mistress," Millie agreed, her words unsteady as beads of sweat piled up on her forehead.

"Good. Now spread that fat ass so I can take what's mine," Natalia demanded and Millie obeyed, hardly taking a second thought. This deep, this close to what Nat promised to be unbridled pleasure, how could she not? Millie's heart was pounding, strangely enough. She couldn't believe it... she was actually excited at the thought of being defiled. Sick really, but her body failed to share the same feeling as her head. Not was she excited at the prospect, but aroused as well, a feeling that only seemed to grow as Natalia took her place behind the young super-starlet.

Millie reached back, past her ultra-wide hips, and locked onto those big, fat cheeks, slowly spreading them apart for the woman whom just a few hours ago, she never would've dared call "Mistress". Things were different now; she was different. Millie had changed for the better, but her transformation wasn't complete just yet. One more piece of her needed to be given to Natalia, and as the tiny brunette pressed the tip of her shaft up against that virgin bum, Millie couldn't have been more willing to hand it away. Natalia Dyer pushed forward slowly, and accepted Millie Bobby Brown's gift of her sweet, nineteen-year old anal virginity.

Accepting the gift was easier said than done, however; Millie was an anal virgin, after all. Even with the extensive training regimen Nat had put her through tonight, there was still a fair bit of resistance. Nothing even more lube and a little more force couldn't fix though, Dyer grabbing that bottle and unloading even more of that oily substance everywhere until finally, after nearly a full, agonizing minute, that tight butthole had spread enough to welcome the head of her shaft.

Millie trembled, and while it wasn't immensely painful, the expression on her face showed the signs of a young woman clearly going through the motions. She hoped that the worst was behind her and, in a way, it was. Natalia gave her co-star a quick break before continuing her backdoor exploration, but since her asshole didn't need to expand as much to accommodate the rest, it wasn't nearly as bad to endure. In fact, it was strangely enjoyable.

Truthfully, Millie had never felt anything like it before. The initial sting quickly faded, and without all of the intense expansion that came with losing her cherry, what remained was one, overwhelming feeling that grew and grew the closer Natalia's thighs came to resting against those big, juicy cheeks: full. She felt so incredibly, unstoppably full, a feeling that quickly pushed her body to its limits. Every movement, not just from Natalia but her own as well, made her whole body feel heavy, even actions as simple as breathing or whimpering, a pair that Millie was performing quite frequently.

Keeping her cheeks spread became incredibly difficult, especially during the final moments, but Millie kept that pretty little head of hers firmly on her shoulders, persisting and, ultimately, prevailing. Through the worst and the best, Millie stayed strong, allowing Natalia to stuff the entirety of her strap-on cock up that tight, unfucked chute.

"Yes! God, do you feel that, Mills? That's every inch! Haha, every inch up your butt! You're a natural babe!" Millie proudly proclaimed, playfully swatting at that gorgeous pair of cheeks below as steadied her hips.

"I...am?" Millie struggled to answer, her speech outweighed and overpowered by the mass amount of cock in her ass, as well as how quickly she gobbled it up.

"Oh yes, sweetie," Nat assured. "You're THE ass-fucking natural. I've never stuffed a butt full this quickly before. You know what that means, right, Mills?"

"N-No?" Millie grunted.

"It means that you were born to serve. Born to be an anal-loving bottom. And here I was, trying to turn you into one this whole time! I should've known this ass was made to be fucked," Natalia couldn't help but let her more vicious side out upon her discovery but, eventually found her way back to that softer, more caring side that Millie seemed so drawn to. "I should've known, Mills. But it's okay, because even if I had, I still would've taken my time preparing you. Pampering you, just as you deserve. And now, I'm going to give you the full-body treatment." With that, Natalia began to pump her hips slowly.

Short, measured thrusts were put to use to ensure that too much strain wasn't put on that inexperienced hole, Natalia skillfully working around that little issue, at least until Millie was ready for more. Something she very much would be soon, but for now, pumping that pipe more casually definitely did the trick.

Not just for her own enjoyment, but Millie's as well. With all of the lube and preparation, it didn't take long for her asshole to grow more comfortable with its new situation. Her already soft, tender anal muscles made accepting her first cock as easy as possible, and enjoying it wasn't far behind. Before long, Nat was diving deeper and deeper into those bowels, just a bit at a time, enough to open up more and more. It was a slow process, but Natalia was nothing if not patient, and as long as Millie stayed cooperative, breaking in that ass would be a cinch.

Shortly after beginning to thrust with half of her length, Dyer began to retract her hips, pulling out, watching as that super-tight butt clung to her cock before it was removed entirely. There, with her glistening rod extracted, Natalia was blessed with one of the greatest visions of beauty she'd ever seen: Millie Bobby Brown's slightly-gaped asshole winking at her, scrambling to force its way back into place. It nearly had the small, brunette domme drooling, and definitely swayed her focus momentarily, though she got back on track as quickly as possible.

Natalia grabbed the bottle of lube and emptied more of its contents onto her cock, as she asked, "How was that, Mills? That first cock in your ass wasn't so bad, right?"

"N-No," Millie assured, grunting, "A-A little w-weird, but n-not that p-painful."

"I'm glad," Dyer assured, stroking her shaft, ensuring that the entire length was coated in the fresh round of oil. "Be a good girl and keep 'em spread for me, okay?"

Millie nodded, doing her best to try and pry her ass cheeks even further apart, though her efforts were hardly rewarded. Nevertheless, Natalia pressed the tip of her cock against that soft opening and pushed forward, shoving the first few inches inside at once. The shock forced a yelp out of Millie's mouth, which thankfully wasn't followed by another since the lube helped quell any further pain. Natalia pressed forward, stuffing more and more inside before, again, slowly extracted that cock full-stop.

This time, Natalia's motives were simple; she wanted to see Millie gape again. Unsurprisingly, the sight was just as pretty this time around, the only difference being the slight increase in duration. The size left a little to be desired but that would change with time. Now, she just needed Millie to play along.