Angela's ass is calling to him

Jack stepped into the café and took a good look around. All the girls were implementing the new policy as instructed, though with varying degrees of enthusiasm. On one hand, the slutty blonde barista Brittany had put one foot up on a customer's table to show off her "tip jar" to the maximum extent possible while she urged a customer to push their tip in deeper - a request he was clearly only too happy to oblige.

Meanwhile the black punk girl T'Zara was moaning her way through an orgasm as a customer took the liberty of playing with her clitoral piercing while using three fingers to push their tip into her cunt.

On the other hand, Aisha's face was downcast as well as flushed as she dealt with the short queue of customers lining up to motorboat her E-cup tits and take selfies with them - evidently the policy of encouraging larger tips by offering that as a reward was already paying off. Jack's new world order hadn't been easy on the devout Muslim girl, but he was confident she'd adjust in time. Thanks to her bottomless state he could see she had some dollar bills sticking out of her own wet cunt already too.

He frowned as he looked at Angela, though. The petite, small-breasted redhead had her beautiful round bubble-butt shown off by her own bottomless state, but her tone was sullen as she solicited her own tips, and she barely even spread her legs to facilitate customers putting cash into her tip jar. Jack really didn't approve of her attitude - in fact, she'd also had a bad attitude about him playing with her ass before he'd added his new policies to the cafe, for that matter.

Well, Jack knew just the treatment for a woman with a bad attitude, and it happened to be the same thing he'd wanted to test out anyway - a good hard **** should set her right!

Without a word, Jack stepped up behind her and wrapped his hand around her slender neck. Angela let out a startled shriek that was partly choked off by his grip as he slammed her onto a nearby table on her back. The blonde girl sitting at the table wearing a short black skirt and pink tank top with no bra looked startled as well.

Jack released her throat to grab her legs instead, swiftly overpowering the petite girl's resistance and pushing her ankles behind her head, folding her completely in half despite the clear pain this put her in. "Wh- what the hell do you think you're doing, you psycho!" Angela screamed at him, fear mixing with anger in her voice.

Jack shrugged at her nonchalantly, unfazed by her reaction. "Teaching you a lesson for having a bad attitude about men playing with your body, you little slut. And dealing with the erection you gave me by wiggling your round little naked ass around in public at the same time."

As he spoke Jack freed his gigantic cock from his pants once more, using one hand to hold both her tiny ankles in place behind her head at once. He then spat into his hand and rubbed it onto her asshole for lube before lining his cock up with her narrow asshole.

"Oh my god, you can't just **** me like that, it's still illegal even if it's just a misdemeanor! Besides, it's YOUR fault my ass is hanging out! And-and I've never even had anything up my ass!" Angela exclaimed, indignation warring with terror on her face.

In one brutal motion, Jack rammed the entire length of his 10.5" cock up her tiny, barely-lubed asshole, its soda can thickness stretching her out obscenely. "Well, now you have," Jack said with deep satisfaction in his voice.

Angela's eyes bugged out of her head as she howled in agony, as a wave of pain unlike anything she'd ever previously experienced rolled through her body like a tsunami, temporarily obliterating her capacity for conscious thought.

Jack took a moment to savor the sight and push her black top up over her petite breasts, exposing her erect pink nipples, before he began pounding into her ass without even giving her more than a second to adjust.

Angela's eyelids fluttered as the incredible pain pushed her to the brink of unconsciousness, but didn't quite manage to slip over it and escape the torment her previously virgin asshole was being violently subjected to. Instead, a string of grunts, moans, and pathetic whimpers escaped her lips as her unwilling ass was brutalized beyond anything she'd ever imagined she'd have to suffer through.

"Ohmigawd, that is like SO hot," the blonde sitting at the table murmured happily as she took out her phone to record what was happening right in front of her. "My followers are gonna go NUTS for this footage!" She bit her lip as she played with her hard nipples through her thin tank top, clearly savoring the sight of Angela's anal violation.

As Jack glanced around the café, he could see that the other patrons similarly looked more intrigued or aroused by Angela's situation rather than sympathetic. As he jackhammered his way through the futile resistance of her barely-lubed freshly devirginized asshole, he felt proud to be brightening so many people's day. The incredibly tight grip of her helpless ass felt amazing, too.

In fact, as he looked down at Angela, his **** "victim" seemed to be enjoying it rather more than she probably wanted to as well. Her puffy pink pussy was so wet that it was oozing cuntjuice down onto his cock as it penetrated her asshole, providing the main source of lubrication for her tortured asshole, a testament to how her pain and public humiliation was inexorably filling her with pleasure as well, whether she wanted it to or not.

A bell chimed as somebody new stepped through the door into the café. As Jack glanced over his shoulder, he momentarily quailed as he saw it was a policeman who looked to be in his sixties with gray hair, before regaining confidence as he remembered the protections he'd put in place for himself.

Angela, of course, knew nothing of that. Hope filled her face as she called out to the officer, her eyes shining with tears. "Office, please stop this man! He's **** me!"

Jack grinned as he met the officer's eyes, secure in the protection of the rulebook. "Oh c'mon sir, look at her little ass! Can you really blame me?"

The police officer frowned in response. "Well, the law's the law, son. ...Still, I suppose boys will be boys! Just finish up and let her go, you hear?"

Angela's jaw dropped in indignation, momentarily almost forgetting the agony in her asshole with the sheer outrage she was feeling. "What the fuck do you mean, 'finish up'?! Stop him!"

Jack ignored her and grinned wider. "You got it, officer!"

Without another word Jack hooked his thumb into Angela's pink, sopping-wet cunt and pulled up hard at the same time as he pounded his soda-can thick cock deep into her brutally overstretched asshole with greater fervor than ever before.

Angela's eyes rolled back in her head as she howled again, this time in a mix of both pleasure and pain. While the agony of her tortured asshole had just soared to whole new heights, the rough handling of her pussy on top of everything else she was being put through had finally pushed her over the edge into the most overwhelming orgasm of her entire life.

Her tiny cunt pulsed and quivered as she let out squirt after squirt. Jack had folded her up so badly that when combined with the way he was pulling on her pussy, her squirt actually arced back and splashed all over her own face, coating it and falling into her open mouth to fill it with the taste of her own squirting cunt.

Jack grunted as Angela's massive orgasm caused her asshole to clamp down on his cock tighter than ever before. He felt ready to finish right then and there and pump her ass full of his cum, but then inspiration struck him. Why should **** just be a spectator sport for the blonde sitting at the table?

Acting fast, Jack swiped the phone out of her hand and turned it around to film her instead. Her mouth had been hanging open as she stared raptly at Angela cumming from her anal defilement, and Jack rammed his cock into it without a moment's hesitation. Her eyebrows knotted together as her mouth was suddenly filled with a mixture of cock and the taste of another woman's ass, but Jack didn't give her a moment to adjust as he started coming.

As he jetted thick ropes of cum into the back of her mouth without warning, the cute blonde choked on his cum. Some of his cum actually came out of her nose as she choked on the cum he was shooting into her, before he pushed forward harder and hilted his whole cock in her mouth and throat, shooting cum directly down her throat into her stomach.

With the enhancement of the rulebook Jack still wasn't finished, though, and he quickly pulled back out of her mouth to jerk his freshly-cleaned cock a few times, sending several more thick ropes of cum arcing over her face and blonde hair.

He then panned the camera over both the coughing, spluttering, cum-covered blonde and the anally devirginized Angela, taking time to focus in on both Angela's slack-featured, squirt-covered face (she still hadn't even recovered enough to think to unfold herself and take her ankles out from behind her head, despite Jack finally releasing her) and both her little fuckholes. Her dripping pink pussy was still quivering from the aftershocks of her earthshattering orgasm, and her sore, brutalized, freshly devirginized asshole was an angry red ring and still gaping open from her merciless anal ****.

"And let that be a lesson to you to be a good little slut in future," Jack proclaimed smugly. He had a feeling Angela would be remembering this attitude correction for a long, long time to come.