Driver's Seat update (Patreon)

“Even a slut for my finger,” Scott breathed, pressing harder into her anus and wiggling the tip of his thumb lasciviously inside her.

The lotion made her asshole so slippery that his thumb slid right in. Scott gritted his teeth, trying to hold in a mood-breaking gasp as he felt how incredibly hot and tight Emma’s anal passage was.

“Aaahh! I love it!” Emma howled, shaking her head and letting her blonde hair touch the rug in a curtain of shimmering gold. “Mmmm, I know you’re just getting me ready for your cock, but keep ass-fucking me with your finger anyway. I’m so nice and hot with your thumb just sodomizing me. You can fuck me this way as long as you want—I’ll even beg for it, if you like.”

Scott didn’t see how the warmth inside of Emma’s shuddering anus could burn any hotter, but he shoved his thumb in and out regardless. It felt good, that anticipatory hint of what his cock would experience inside her ass, especially when the tight little sphincter started to loosen. It was enough to make him shut his eyes with relief.

He’d been worried he wouldn’t be able to penetrate her ass at all—she’d gotten his cock so engorged while her own hole was still small and tight. Now he felt safe in giving Emma her usual treatment: he would push until he got what he wanted and Emma would happily be pained in the process.

Even now, she was moaning and sighing passionately while she felt his thumb pump in and out of her throbbing rectum. It felt enormous inside the tight space, but still wonderful. And it made Emma think of how much bigger his prick was. She trembled, worried and lusting, all at the same time.

Maybe it wouldn’t work. If his thumb felt this big, his cock would prove gigantic. But that was its own kind of pleasure—Scott just fucking it into her anyway. Emma took a deep breath and made herself relax. He would penetrate her, no matter how tight her hole was, but she couldn’t count on him to do all the work. That would hardly count as being a good sub. No, she’d have to relax and let him in so that his big cock properly fit her asshole. And then it would feel a million times better than his finger did.

Her cunt was already spasming, convulsing wildly with the feel of his thumb probing through the tight channel of her asshole. Even though he wasn’t touching her sex at all, the feelings in her ass were. With every tactile plunge through her anal opening, she felt a delicious wave of sensation answer in her cunt.

And Emma’s ass felt good too—painfully good—with Scott thumbing it, while her pussy went crazy, wanting to be thrilled the same way, wanting to be deluged with feeling. The feeling of having so much more in her ass than just a single, solitary finger.

“Do it!” Emma yowled, pumping her hips back and forth, pulsing lusciousness racing through both her shuddering holes until it was impossible to tell where one’s sensitivity ended and the other began. “Do it to me, Scott! I know I’m just going to love being your anal bitch! I can’t wait to be your cockholster again, no matter where you put it!”

Scott looked down at his cock. It had grown much bigger since he started feeling out the tight confines of Emma’s rectum. Now the head was hugely engorged, dwarfing Emma’s asshole even with it splayed open from his thumb. There seemed no way his prick could fit inside that hole—unless he made it much, much bigger.

“I’m gonna open you up, Emma,” Scott grunted, closing his fingers around his member and aiming it at the pink ring that would let him into Emma’s ass. “You’re right. You are my cockholster. In fact, you don’t get to not be my cockholster. If I don’t fit in your ass, I’m just going to stretch it out. Stretch it out until it’s the kind of hole that belongs to a good little cum-slut like you.”

Emma moaned, but despite his cocky words, Scott knew he’d better hurry before he got any more aroused and his prick swelled up further. It was already insanely big in comparison to Emma’s tiny, waiting hole. Any bigger and he might make it outright impossible for Emma to sit down.

“AAHHH!” Emma cried, feeling Scott’s huge, heated knob jamming into her fluttering anus. It was so hot and Emma was so tender that it felt like he was prodding her with a hot poker; she almost pulled away.

But they could both feel the way her little anus was sucking and tensing around his thick glans. Emma cooed at the start of being penetrated by his cockhead, while Scott sucked in air. The pull of Emma’s invaded sphincter was further arousing him, swelling him, and he had to force down his lust to keep from coming straight into the asshole he hadn’t fully entered yet.

He made himself stop worrying about whether it would fit or not. He was too horny and Emma wanted it too much. Now it was only a matter of determination. Scott knew it wouldn’t go right in and he knew that if he just pushed harder, really pushed, he would eventually make the drive into her. It would be like taking Emma’s cherry.

The thought filled him with desire. Even if someone else had been the first to initiate Emma into anal sex, he would be the one to truly claim her ass, ruin her for other men, make her never want another cock and never want to be another’s cockholster. And the best part was—nothing was going to stop him. Emma herself wouldn’t want him to let anything… not her own tears or curses or pain… keep him from owning her ass.

Emma moved slightly away, feeling Scott push harder and harder with his cock. It was starting to hurt now, hurt even beyond her lust. She felt stretched and pained and like getting fucked in the ass by Scott’s massive cock might not’ve been the brightest idea. In fact, it hurt dreadfully now—her eyes brimmed with tears—but Scott’s weren’t.

He was feeling no pain, just her resistance. A resistance he couldn’t tolerate. He kept pushing. Emma was sure it wouldn’t go in, it couldn’t go in. Her tight ass and Scott’s enormous prick were fundamentally incompatible.

Watching—watching so avidly—Rachel wondered if Emma was being totally honest with this psychic reenactment. She doubted that Emma’s ass was as tight and untouched as the White Queen was making it seem. Rachel didn’t think Emma would outright lie to her: that wouldn’t be elegant enough for her.

But maybe these were scenes from earlier in their relationship, a mental muddying of the recent past with the first time Scott had fucked Emma’s ass… maybe the first time she’d ever taken it up the ass. Emma was certainly enough of a fiend for class to deny anal sex to anyone—up until Scott?

Was that why Emma was showing her this? To convince Rachel that her sadomasochistic love for Scott was real? To show off the pleasures that went with painful, brutal sex? Or did Emma just think Rachel would find it arousing, this mix of pain and pleasure that was almost entirely the former—which made the latter all the more intense?

Rachel reached back behind herself—her hand slipping between her buttocks—finger stretching for her nipping little asshole. She pushed her fingertip in slightly to see what it was like.

“Aaahh,” Rachel yelped, a marvelous shiver running through her. As her finger pushed in the pink rosebud of her asshole, her pussy rippled, spasming. She felt the burning juices inside her, ready to spill out with her orgasm.

Rachel didn’t dare to actually violate herself, but she kept up the pressure, feeling her asshole taut and straining while she watched Emma be a complete anal slut—and knew that she was feeling a fraction of what Emma was.

“OOOOHHH!” Emma wailed, her howl of pain growing as Scott pushed more and more of himself into her sore little hole. It throbbed in violated hurt every bit as much as it’d tingled with anticipation before.

Scott didn’t care about the stricken expression on Emma’s face. He noticed, but it only gratified him to see and hear the pain Emma would go through for his pleasure—trusting that it would satisfy her all the more if she suffered. She was one hell of a kinky pain-slut and he knew every shriek she let out now would morph into orgasmic fulfillment soon enough.

Not that Scott had to assuage himself he wasn’t really hurting Emma too much. He was absolutely intent on forcing his stiff prick to its goal. When Emma pulled away—her body weakening more than her inexorable lust for extreme sensations—he reached out with big hands and grasped Emma’s round hips with a tightness that left no doubt he wouldn’t be letting go.

He couldn’t, wouldn’t allow her to ruin for herself the astonishing pleasure that was on its way. And now that he had her secured, he was ready to spear his twitching prick right to her bowels. From now on, every time Emma showed off that luscious ass, he would remember what an awe-inspiring fuck he gave it.

“Noo,” Emma moaned, shaking her head violently. “Don’t, Scott! It’s too big! It won’t fit—it hurts! Stop it, please, I’m begging you not to fuck me there!”

Scott paused for only a moment. “That doesn’t sound like a safe word,” he prompted her.

“You can’t,” Emma chanted, filled with restless agitation. “You can’t, you can’t, you can’t—“

Scott could see she was too involved in venting out the final desperate vestiges of her apprehension, too overwhelmed with emotion to control her rebellious mouth. It would be the last thing she did before he sodomized her. And Scott was excited enough to ignore her flailing words. He was going to ass-fuck this woman if it was the last thing he did.

Fiercely determined, Scott wrapped his steely arms around Emma’s torso and held her fast as he ground his hips forward, mercilessly thrusting himself up her ass. If Emma really wanted to stop, she easily had the presence of mind to insist on it. One thing that could safely be said about Emma Frost: she did not hide her likes or dislikes. This was simply a measure of how intense the fuck had grown.

“Christ!” Rachel gasped, staring so hard her eyes pained her. Seeing this brutal assault, she momentarily forgot where she was, forgot that Emma herself was lovingly reliving this memory. “He’ll tear her apart! He’ll fucking rip her open!”

She couldn’t pull her eyes away from the rutting couple, not that she wanted to see even Emma Frost in this much pain. The blonde’s eyes were squeezed tightly shut, her lips quivering, face drawn and white with suffering.

Rachel’s finger pushed harder and harder at her asshole as she watched the terrible onslaught into Emma’s ass. She saw Scott’s cock ram cruelly against the pulsing tightness of Emma’s ass. She saw the blonde’s mouth open in a scream. Then Scott was pumping his hips against Emma’s fat ass like he was spanking her with his loins, driving his cock in a little further with each pitch until the engorged head was completely surrounded by Emma’s hole.

Rachel pushed her finger in just a little bit harder and now, now she knew why Emma was screaming. Her own rectum was so slender that even her finger barely fit. No wonder Emma was suffering. Scott’s huge prick must make the average finger feel like nothing more than a powderpuff in comparison, and he was driving all of it into Emma’s ass, shoving and forcing it into a space where there just wasn’t room for it.

“AAAAHH!” Rachel could hear Emma’s scream. The White Queen was trying to flee from the painful invasion, but Scott wasn’t letting her go. He was holding her so firmly that all she could do was thrash around helplessly while he despoiled whatever tightness her ass had in it.

“Ooh!” Rachel moaned, shoving her finger a little further. Her quivering ass felt full, stuffed, but she knew that sensation couldn’t be anything compared to what Emma was going through.

Still, her anus wasn’t as tight as it’d been before. The little sphincter was stretching out around her finger and as if in answer, Rachel felt a lovely little shudder in her wet pussy. It was bizarre, but it felt good—better when she moved her finger deeper into her anal channel.

“OOHH!” Rachel moaned again, louder now, pushing her finger in all the way. It was… good? Her pussy felt good at least, clenching tightly while her anal passage was full of her finger—clutching and spasming in a way Rachel had never experienced before.

She couldn’t imagine how Emma could stand taking Scott’s long, thick cock into her tiny opening, but a lady’s finger was just right. And it had hurt at first too.

God—why couldn’t Rachel stop there? Why’d she have to think how much better it must feel for Emma? Sure, it would hurt that much more too… but how much harder was Emma going to come?