Trick And Treat update (Patreon)

“Brucie thrives when he’s outnumbered,” Ivy observed, another breath pushing the cloth over her cleavage to the limit.

“Yeah!” Harley chortled, sipping from her latest cup of punch. She’d had more than a few, how hard it would be to go to the bathroom in her stitched-in costume notwithstanding. “Mistah B loves a challenge!”

“Poor me,” Kory drawled. “I’m no challenge.”

Her curvy ass perched on Bruce’s right leg, she set her left elbow on his shoulder and used the hand of that arm to toy with a forelock, nearly giving him a Kryptonian curl with her twining, curling finger. Her right hand reached out to Raven and played equally idly with the pleats on her skirt—teasingly showing off the vibrator underneath to Harley and Ivy, but not letting them get a good look.

“Isn’t Halloween fun, Mr. Wayne?” Kory asked. “At least when everyone’s playing nice… some people can be so childish and greedy and act so naughty. Don’t you just want to punish them?”

She hugged her juicy ass, tightly enclosed by her clinging skirt, against Bruce’s muscular thighs, looking into his clear blue eyes for any sign of approval.

“I mostly try to ignore them,” Bruce said. “If they don’t know any better, there’s no point in disciplining them.”

“Not even if they’re asking for it?” Kory asked, bouncing up and down on his lap. The harder she bounced, the harder his lap got. In fact, it soon felt to her like she was sitting on top of a tree trunk.

“I’ve noticed a few people who’ve behaved badly in the past, but now they want to change. If they’re sincere, I feel justified in disciplining them. I’m helping them. Not just punishing them.”

Kory could feel his hard, heavy erection prodding towards her cloth-covered pussy. “Is that what those three are doing here?” she asked, nodding her head to indicate Harley and Ivy, but not taking her eyes off of Bruce’s. “Do they need discipline?”

“Sometimes.”

“Ooooh!” Kory squealed with excitement, feeling his thick manhood riding up against her pussy. “Don’t we all? Sometimes?”

“Not everyone. Not good little girls.”

“Then what happens to them?”

“Why don’t you be good and you’ll find out?”

“I don’t know—it might be more fun being bad. Isn’t Halloween when you’re supposed to play tricks?”

Selina returned then. Her breasts jiggled with each step, her tight tanktop showing them off like bodypaint, while her khaki shorts pulled and strained, trying to hold in the exuberance of her curvy ass. She held a buttplug in her hand and, as she passed Raven, she drew it across the girl’s face.

“Here. Something for good girls and bad girls.”

“That goes in her ass, right?” Kory asked, with an undeniable undercurrent of titillation. “Raven’s never had anything in her ass before. I don’t know if it’ll even fit.”

“Someone should break her in, then, shouldn’t they?” Bruce responded. “Help her so she won’t be uncomfortable with her new treat up her ass.”

Kory petted Bruce’s chest hair delightedly. “I guess that’s what happens to good girls,” she enthused. “They get big, strong men to loosen their asses up. I’m going to be very good now, sir. I want a nice, big reward like that…”

Selina grabbed one of Kory’s puffy sleeves and gave it a pull. Kory nearly tripped coming out of Bruce’s chair over the armrest, but she managed to float before she hit the ground.

“Let the man work,” Selina told her. “You wouldn’t have any trouble smuggling a whole sex shop up your ass.”

Kory’s balled fists glowed green. “Perhaps we should see how much can fit up your ass as well!”

“Enough,” Bruce said, his voice so firm that it sent a tremor of fear through both women—followed by arousal. “Kory, Selina went to get the treat, so you go get some Vaseline for Raven. There should be some in the medicine cabinet. Raven, you come here. We’ll get started right now.”

Raven strolled up to him, her pleated skirt floating around her striding legs, stirring behind her bubble butt like they were animated by the heat of the gazes drawn to it. Harley and Ivy both licked their lips as they stared.

“That’s it. That’s a good girl,” Bruce praised as she stood before him. He reached around her to cup her ass in his hands, pressing the pleats of her skirt into the skin of her buttocks. He played his fingers into the cleft between her asscheeks, slowly fingering his way to her tender anus.

Raven’s face screwed up. “If you want to get your finger dirty, be my guest, I suppose,” she said, her laconic voice hardly starting to rush, even as she was fondled.

“You’re not a dirty girl,” Bruce assured her. “Not yet, at least. Come closer. We’ve got a lot of work to do before you’ll be ready to hold all the treats you’re going to get tonight…”

Raven stepped forward, the swaying pleats of her skirt now brushing against the edge of the chair between Bruce’s legs. He reached out to her, took her in his arms, pulled her to his chest. Raven felt strangely safe in his embrace. She could feel the goodness in Bruce and knew he wouldn’t do anything to hurt her. But he also wouldn’t be satisfied by doing any less than making her feel every single sensation that he wanted her to.

Bruce reached down between her legs, pulled the vibrator out from behind her panties, and dropped it to the floor. “No dumb machine gets to touch you… not when I want to…”

Kory came back with the jar of Vaseline. Doing as she was told, she opened it for Bruce and he scooped up some with two fingers, rubbing it into his forefinger and middle finger with his thumb.

“This is the first thing your ass is going to get,” he told Raven. “I’m going to make it slick and slippery all over. Then I’m going to put my fingers into it, one by one, and I’m going to put the Vaseline inside you. When you’re ready, I’m going to use my cock on your ass—after that, no toy’s going to be a problem. But first, I’m going to lick your little asshole. Because I know you’re not a dirty girl. And I’m going to enjoy you before I make you dirty.”

He stood up, easily taking Raven’s weight, and set her down on the coffee table between his chair and the couch the Sirens had been on. Without telling her one thing, he molded her body into the position he wanted it in. She obediently bent over, her ass situated in the air, her face bent low to the glass. It was as if she were bowing to him, but from the stroke of his hand through her hair, Raven knew she wasn’t facing Bruce. It wasn’t him she was being made to worship. It was what she was about to feel.

Bruce knelt down as well, positioning himself behind Raven’s upturned ass. He reached his tongue between her legs, touching her clit from behind—stimulating Raven from the tiny bud to the lips of her pussy and even a little ways inside her opening. Raven was ready for him to enter her, for the folds inside to be stimulated by his tasting touch, but instead his tongue ran lower, up the crevice of her ass and over her asshole.

His hands came to her gray flesh now, brushing the pleats of her skirt aside, then callused fingers dug into her buttocks. They spread her cheeks wide apart, allowing Bruce to bring his face between her asscheeks, kissing and licking her tender little sphincter. He lavished her anus with his mouth, preparing it with great care for more and more. Little by little making Raven want what she was about to get.

It surprised Raven how good it felt, immediately. She hadn’t known what pleasures she could get from this and it made her smile to herself, feeling Bruce’s tongue circle around the rim of her anus. Then she gasped when it pushed against her tight sphincter. A tickle of sensation flew through her, almost as good as when he’d licked her clit.

He pressed his tongue slowly into her relaxing anus, working his way inside by degrees. Licking up and down, and then in a circle. One hand went between Raven’s thighs, rubbing under her skirt at her clit and sex. Bruce’s tongue didn’t feel weird in her ass, but pleasant, sending spicy flickers up her body and between her hips, to where his hand was rubbing at her cunt.

Selina and Kory were still standing to either side of Bruce’s chair. They’d tried to keep up glaring at each other while Bruce slowly, surely prepared Raven’s ass, but—slowly—surely—their gaze grew to encompass what Bruce was doing to the teenager. Neither was any stranger to anal sex, but watching how Bruce was tonguing her ass into aroused anticipation, both wished they had a virgin ass to offer him.

“Do you like masturbating?” Kory asked.

“Who doesn’t?”

“I sure do,” Kory agreed. “You wanna play with ourselves while we watch them?”

“Well, if you’re going to,” Selina reasoned.

“Show me how you do it.”

“I just do it,” Selina said philosophically, wiggling her little shorts and her little panties down her thighs. She reached behind her legs: “Just what’s natural—using my fingers, going in and out—touching my clit when it gets hard—doing what feels good.”

“Mmmmm, yeah, that looks nice,” Kory breathed.

She pulled her skirt up out of the way and started to do the same.

Bruce moved his hands down to Raven’s firm thighs, giving them a cozy squeeze as he brushed his cheek against her ass in lieu of tonguing her asshole any further. “How do you like that?” he asked, stroking his fingers up and down her thighs, then digging them in to give her taut flesh a kneading massage. “Do you like what I’m doing?”

“It feels good,” Raven moaned. Already her asshole was tingling even more than when his tongue had been in it, a plea for more thrumming inside her tender body. “It feels really good!”

“It doesn’t feel tight anymore? How would you like me to put my cock in that nice, slick hole?”

“I’d like it a lot,” Raven gasped, clenching her buttocks together, giving a little shimmy that she hoped stirred Bruce’s lust. “Please, sir, I want it!”

With his right hand, Bruce patted Raven’s thigh, then brought the lubricated fingers of that hand up to Raven’s asshole. Gently, he inserted his middle finger into Raven’s ass. Raven’s eyelids fluttered as she felt herself being penetrated; she thought it would stop, that Bruce’s finger couldn’t be that long, that big, but it kept going and going… her asshole felt every centimeter of every joint! She squeezed her eyes shut as she continued being impaled.

“Relax your asshole as much as you can,” Bruce told her. “Don’t fight it. Let it go in.”

He braced his left hand on her hip, squeezing and rubbing the flesh, making her relax as she took his finger. Gradually, it went all the way into her. Bruce patted her hip a few times, kissed her pert ass, then crooked his finger inside her.

Raven moaned—the feelings had been receding with his finger stilled inside her, but the slightest movement brought all the violated quivers back full force. Bruce kept going despite her moans, sliding his finger back and forth, from side to side, up and down, until Raven felt something new: the trickle of aroused juices running out of her slit.

She wasn’t surprised that what Bruce was doing was working. Raven was coming to expect that whatever he did would eventually bring her pleasure. And now that the little thrills of sodomy were paying off, she was getting more and more enjoyment out of being ass-fucked.

Bruce pulled his finger back, almost relieving the tension Raven felt, before driving it back in to her loosening sphincter. She stifled a sound of pleasure. Bruce relentlessly kept up the movement, going in and out, fucking her and fucking her. Then he took his hand away.

Raven turned around frantically, looking to see why Bruce had stopped, only to see him daubing his fingers with more lube. She froze, wondering if she could take two fingers—everything she had just felt, doubled—when Bruce suddenly struck her buttocks with his free hand, a stinging slap that actually gave Raven more pain than being fingered had.

“Stay bent over,” he warned her. “In fact…”

Selina and Kory moaned in chorus as they watched him grab Raven by the hair and pull her off the coffee table. He’d softened her up with kindness; now he showed her he was in charge. He forced her to her knees on the floor, then bent her over the coffee table, pressing her face down into the glass once more. In this new position, Raven was eye to eye with clear liquid droplets on the glass. One sniff and she knew it was her own cream, dripped straight out of her pussy.

Crouched behind her, Bruce flicked her skirt up out of the way again, then pressed two oiled fingertips onto her asshole. Raven shuddered—he was touching her wrinkled pucker, but not yet pressing hard enough to enter it, though his tongue and his finger had left her splayed enough to be sensitive to his fingertips’ presence. She felt more tautly uncomfortable with them on her asshole then she would be to have them passing into her. Raven squeezed her anal muscles, trying to suck the penetration in; Bruce saw and laughed.

“Reach behind yourself,” he told her, “grab your ass and pull your cheeks as far apart as you can.”

Raven did, feeling a flutter go through her pussy as she obeyed. She could only imagine the sensation her cunt would get when—she groaned in pleasure, feeling him force his joined fingers into her ass. They stretched her tight hole, going deeper, stretching it even wider, going even deeper, stretching it even wider.

Raven panted for breath… the sensation was getting more and more exciting. The glass fogged up under her breath while her pussy juiced and clenched. Unconsciously she thrust her cunt down onto the coffee table, trying to fuck it, trying to get off on the tingle of the cool glass pressing against her hot mons.

Then the feeling stopped. Bruce’s fingers could go no deeper. That was as long as they were.

Raven didn’t recall how, such a short while ago, his finger had seemed so wide and so thick. Her only thought was of how she’d seen Bruce’s cock going into Donna’s pussy. It was much bigger than his finger, even two of them. Much, much bigger.