Yep, there are going to be some big changes to tipping.

"Anyway," Jack said cheerfully, "now that all the girls have nicely groomed pussies we can get to the actual policy."

As Jack spoke Brittany stepped back into the office with a small tube of moisturizing skin lotion, and knelt in front of Aisha's pussy. All four baristas and Miranda were there now. Jack noted with amusement that Miranda had made no move to release Aisha's ankles to set her free, so she was still pinned in place with her legs wide open. Brittany began eagerly rubbing the lotion into all the skin of her pussy and asshole. As Jack continued his words were punctuated by Aisha's attempt to clamp down on her unwilling moaning from the combination of pain relief and further stimulation of her pussy, as she was incredibly aroused from the tremendous humiliation she'd been suffering through.

"First, hand me a sharpie. Great, thanks. Now, I'm going to need all of you girls to hop up on the desk along with Aisha and spread your legs, and lift your skirts if you've got them. Brittany, finish up with what you're doing first."

Angela and T'Zara both reluctantly did so, trying to avoid making eye contact with anyone as they revealed the wetness of their own pussies. Meanwhile Brittany started rubbing the lotion into Aisha's pussy faster to try to finish soon. Aisha actually had both hands clamped over her mouth now as she fought to control her moans and avoid coming in front of everybody.

Jack leaned over and started writing the words TIP JAR above each of their pussies, with an arrow pointing down under the words. "The new policy is simple," he said. "Every time you serve a customer, you're going to show them this and ask them if they'd like to put some cash in your tip jar. Don't take the cash and put it in for them, have them push the money into your pussy themselves. Don't take the money out until the end of your shift."

Angela and T'Zara were just staring at him with their eyes huge, too stunned and aghast to even say anything. Brittany finished rubbing the lotion into Aisha's skin, visibly leaving her a bare inch from coming, then chimed in cheerfully, "I'm pretty sure we're going to get a lot more tips now! What if they don't all fit in our, uh, tip jars?" She giggled as she referred to their pussies with the new term Jack had applied to their privates.

Jack smiled at her proudly. "Great question, Brittany. But first, let me take the 'after' picture with Aisha's pussy now." Jack knelt down by her exposed pussy and took a grinning selfie with it, using two fingers to spread her pussy lips to show off her wetness even better before finally putting his phone back away.

He then stood back up and continued his explanation with, "If any of the money falls out, just put it back and make sure you shove it in deeper. Or even better, ask a customer to do it for you. And at the end of your shift, you're going to hop up on the counter out there with your legs spread just like this, and Miranda will empty your tip jar for you. She'll count all your tip money for the day and keep a tally to see who customers appreciate the most, and whoever got the least in tips the week before will get a spanking from Miranda and anybody in the café who wants to help at the start of their first shift for the week."

Aisha spoke up now, looking hesitant. "I, uh, I can't. I'm sorry."

Jack frowned at her. Rather than defiant, she sounded apprehensive. "What do you mean by 'can't' exactly?"

Aisha gulped and said, "Well, um, I'm a virgin. So I can't really have things stuffed into my pussy like that. Like, physically there's a barrier, I'm not just being noncompliant!" She looked anxious as she said this last part, clearly worried about getting fired after everything she'd already been through to avoid it.

Jack's expression cleared. Finally, the perfect moment to use the throbbing erection he'd been so patient about addressing. "Not to worry, I understand completely."

Aisha looked incredibly relieved. "You do?? Oh, that's great!"

"Yep! Don't worry, I'll take care of that for you right now." As he said this, Jack pulled his cock out of his pants. He took a moment to just admire it. With the enhancements from the notebook, it had to be about ten and a half inches long, and about as thick as a can of soda. It was a beast that would terrify almost any woman, much less a virgin.

Aisha's eyes bulged as she took in both Jack's words and the sight of the Cockzilla he'd just unveiled. "What?! No, you can't! I've been keeping myself pure for marriage, and- and I'm pretty sure that thing would kill me anyway!"

Miranda tightened the grip on Aisha's ankles that she'd never released and spoke to her chidingly, saying "Now come on Aisha, you know it wouldn't be fair to be the only one exempted from the new policy." She smiled warmly at Jack. "We really appreciate you taking the time to help out with this." Without needing to be told, T'Zara and Angela each grabbed one of Aisha's hands to stop her from covering her pussy to protect it.

"Hmm, this really merits a before and after too..." Jack mused to himself, pulling his trusty phone out again. Investing in a model with a top-of-the-line camera might just be the best money he'd ever spent, at this rate.

"No, no, please don't do this to me! I'll do anything else you want, just please don't take my virginity!" Aisha pleaded desperately, her pretty face contorted in desperation.

Everyone ignored her as Jack lined his cock up with the opening of her pussy and narrated to the camera, "Before: a virgin pussy."

With one smooth motion, Jack shoved the soda can-thickness of his cock as deep into Aisha as it could go. The virgin was incredibly tight, but Jack was strong, his cock was eager, and Aisha's pussy was extremely wet already from the extended humiliation and torment of her impromptu waxing.

"AAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAH!" Aisha's scream seemed to go on forever, but unlike the screams from her waxing it was no longer pure pain in her voice. She'd been brought close to the edge by Brittany applying the lotion before, and now her eyes rolled back into her head as she had a toe-curling orgasm on camera from a single thrust into her now brutally overstretched pussy. A thin trickle of blood leaked from her pussy; her hymen hadn't been thick, but it was indisputably obliterated now.

"After: a non-virgin pussy," Jack narrated smugly. He then handed his phone to Brittany, saying "Make sure you do a good job recording the rest of this for me. Everyone's going to see it, after all."

Jack took a moment to pull Aisha's shirt and tragically utilitarian bra up over her massive tits as she gasped and mewled, still overwhelmed by the sensations flooding through her from her violated pussy. He admired the view for a moment. Her tits were truly a gift to the world - forget DDs, those had to be E cups at least, and improbably perky on top of that. It was a real tragedy that they belonged to such a conservative, modest girl, but at least everybody was going to be able to enjoy them now.

He then took a firm grip on her hips, and without giving her a single moment longer to adjust began jackhammering into Aisha's freshly devirginized pussy completely mercilessly. She howled like a banshee as she was simultaneously afflicted by waves of pain from Jack's monster cock savagely assaulting her most tender, intimate, and previously untouched areas, and equally overwhelming waves of pleasure from the repeated orgasms that kept slamming into her like tidal waves from the same thing. Her pussy clenched on Jack's cock every time she came, increasing her already incredible tightness further, and every time Jack just slammed into her even harder than before, hammering through the resistance like it wasn't even there.

Jack's cock was so oversized for her that he couldn't even get close to hilting himself in her. Her pussy wasn't shallow, but he could still only get about half of his cock into her before slamming into her vaginal floor. If not for the protections and enhancements he'd given himself it would have hurt Jack too, but as it was all Jack felt was pleasure. While on the other side, he was pretty sure he'd be leaving Aisha with a bruised cervix on top of everything else from brutally pounding the entrance to her womb with his gigantic rock-hard dick.

Jack continued pummeling her cunt without slowing as she gasped and screamed her way through the experience. Her enormous tits bounced wildly from the **** of the fucking he was giving her, slapping into each other and even hitting her in the face at times. Sometimes Jack would take a hand off her hip to slap them a few times himself and send them even further out of control. The sensations from Aisha's pussy were so intense for her that by comparison she hardly seemed to react to the added pain of having her tits slapped hard enough to leave behind red handprints on her light brown skin.

Jack reveled in the feeling of ravaging this defenseless girl's virgin pussy while she unwillingly came over and over from it, deliberately delaying his orgasm to enjoy it for longer. This was truly the inaugural fuck that his new world deserved, and he felt completely justified in waiting for it. But even good things can't last forever, and eventually he decided it was time to bring this to a close.

"Get ready, slut, I'm going to fill you up!" Jack shouted.

Amazingly, these words were enough to drag Aisha back from the fugue state of mingled pleasure and pain she'd been lost in since he started thrusting into her, and her eyes focused on Jack desperately as he continued to pound into her. "W-what? No, please, you can't! I was waiting for marriage, I'm not on birth control! Please don't come inside me!"

Jack grinned savagely at her. "What was that? Come inside you? Well, if you insist!"

Before Aisha could protest again Jack grabbed both of her nipples and used them as his new handles to pound into Aisha with renewed vigor, twisting them and hauling on them like the reins of a runaway horse. He pulled on her nipples so hard that even with her awkward posture as she was pinned down by all four limbs by her co-workers, Aisha's upper body was physically pulled up off the desk. Whatever Aisha had wanted to say was lost as her mind whited out from the incredible wave of fresh agony. She let out a guttural scream, and as his cock shot spurt after spurt of thick cum deep into Aisha's unprotected cunt Jack felt her pussy clench on him harder than ever before as she had her most massive orgasm yet.

Jack finally let go of Aisha's abused nipples and leaned over her, panting as Aisha mewled wordlessly beneath him with her mind still lost in a haze. That was the best fuck of Jack's life by such a wide margin that it wouldn't even fit on the same chart as all his other sexual experiences. He absently noticed that Brittany was moaning off to the side; evidently, while she was filming Aisha's defilement for him she had taken the opportunity to play with her own pussy and enjoy an orgasm or two herself.

After taking a moment to catch his breath and enjoy Aisha's shellshocked expression, Jack stood back upright and slowly slid his thick cock back out of Aisha's brutalized pussy. He observed with pride that her recently still virgin pussy was now gaping wider than at any previous point in her life, and Jack's thick white cum was slowly oozing out of it - there was so much that it was dripping on the floor even with how deep he'd shot it inside her.

"There," he said with great satisfaction, "now you can participate in the policy too. You're welcome."