Author's Note: I have become distracted by this side story, but I do intend to get back to the main story soon. As always, comments are greatly appreciated. Please do not hesitate to reach out with feedback. Thanks to Fifth Estate and my other beta readers. Also massive thank you to TSF, out there fighting plagiarism.
All characters depicted are age 18 or older.
It was Ashley Carter's first day at work. Not only had she just transferred to Wayside High and joined the cheerleading squad, she had also secured a part-time job at Pepe's Pizza. Since her older sister had just graduated and gotten a real job, she had handed down her old rusty car. It was a discontinued, but distinct model, the Skyliner. Now that it was hers, she had the means to apply for the pizza delivery position.
Pepe's Pizza had a delivery window guarantee. Lately, Pepe had gotten so busy, likely due to the prospect of free, slightly late pizza. His nephew had started off as the delivery driver, but no one wanted to tip the greasy, squeaky voiced young man. So Pepe had advertised for a delivery person and when Ashley came in to interview, he immediately knew he had his new driver. The girl was nice and pretty and seemed reliable. That was all well and good, but Pepe knew her massive breasts and big bouncy butt would be tip magnets. He agreed to hire her on the spot, shaking her hand vigorously as he watched her rippling, supple cleavage.
As a small business owner, Pepe had to be shrewd. There were no two ways about it, sometimes corners had to be cut. In this case, he didn't even bother ordering Ashley a new shirt. The one his nephew had used would probably fit. It was a small, but she was about the same stature, at least height/weight-wise. And of course, he still had the hat. Pepe let the girl choose the rest of her uniform.
"Checking in for work!" Ashley said cheerfully, entering the small dining area at the front and striding behind the counter, smiling her easy, bright smile.
Seeing her report to work only confirmed Pepe's confidence in her tip-generating curves. Ashley stood at the counter, smiling happily. She had a large, heart-shaped face and big blue eyes. Her brownish blonde hair was shiny and soft and bouncy. She was nice and sweet and eager to please. She wore sneakers, daisy-duke style cutoff shorts, a baseball style white t-shirt with red sleeves, displaying the Pepe's Pizza logo on her chest. She also wore a red baseball cap with the same logo.
Pepe eyebrows raised as he regarded her. Ashley had taken the liberty of modifying the nephew's old t-shirt by cutting a long slit in the neckline. Her swelling cleavage was on display, bulging pleasantly with the slit cut in the neck, running just into the top of his logo. The white material of the shirt was stretched over her huge perky breasts and Pepe could clearly see the darker pink color of her large nipples. She obviously was not wearing a bra.
He smiled, seeing dollar signs appear over her barely concealed nipples in his mind's eye like pasties. He imagined the tips his teenage delivery girl's rack would rack up, eyes widening. Ashley paused a bit awkwardly, hands on her hips while her new boss stared. It was a common occurrence. She was used to eyes sticking to her chest. Pepe forced himself to move his eyes from her breasts up to her smiling face, then cleared his throat.
"Ok, today is usually our busiest lunch shift, so you should get loads of tips. We have two orders for deliveries to different addresses. Do you think you can handle two in a row?"
Ashley thought for a moment, then nodded. "Good," Pepe replied. They checked the boxes and stacked them into the insulated carrier.
"The first order is for the Office on the north side of town," Pepe explained. "The other one is across town, at the library." He zipped up the carrier and handed it to Ashley. "Remember, you have to meet the delivery window, or the pizza is free."
"Yes sir, I won't be late," Ashley assured him as she left the store with the big black carrier. Pepe took a moment to observe her bubble butt in the short denim cutoffs.
"Make sure you are on time, otherwise it's coming out of your tips!" he yelled after her.
Ashley hurried to her old Skyliner and put the insulated carrier onto the passenger seat before climbing behind the wheel. She jammed the old rust bucket into gear. The vehicle wasn't fancy, but it was reliable. And free, so the price was right.
'Geeze, I didn't realize how much of a perv Pepe is,' Ashley thought as she began her delivery route. 'He was practically undressing me with his eyes. I hope the uniform isn't too revealing. This t-shirt doesn't really fit over my chest...'
Her mind churned anxiously as she routed to the Office, eager to make her first delivery run a success. She pulled into a spot marked "Visitor" and retrieved the first pizza from the insulated carrier. She took a determined deep breath, then crossed the parking lot to the entry of the building with the large flat box. This was her first actual job, not to mention the first delivery, and she had no idea what she was doing.
Pepe seemed to mention tips a lot, so that must be important. She would have to make sure to focus on that.
-----
Carson Dixon was immensely pleased with himself. He sat across from three young Asian investors that he was courting for a new account, a career staple type of account. His firm at the Office had pulled out all the stops for the investor team, flying them out from the east coast, setting them up with penthouse suits in the nicest hotel in town, really spared no expense. Now was the critical hour. They needed the investors to sign. His boss, Ms. Lacey, had even gone as far as setting up a stripper.
And he had to admit, the deck of slides his interns had assembled was impressive and the investors reacted favorably. Carson had aged into management and was worried about losing touch with the future generation, but it seemed that his new interns had struck a chord with the young Asian businessmen. Now that the meeting was wrapping up, they would move to seal the deal.
"Gentlemen, you see that our firm can provide the exact services you require. As you deliberate further, I have a little surprise for you that should be arriving momentarily," Carson said with a wide smile.
The investors were childhood friends from an affluent neighborhood in Tokyo. They huddled together, speaking in low firm voices. Akio, Hiroshi, and Nobu had pooled their substantial inheritances and invested wisely. This firm was already a top contender as their next big step. They just needed the opportunity to break through. This Carson Dixon seemed to be their man.
"Very good, Mr. Dixon," Nobu said in his halting but firm voice. He was the most outspoken of the three, though shorter and stouter than his friends.
Hiroshi was the tallest. He nodded his approval, the knot of his hair on top of his head bobbing slightly. Akio also nodded, smiling a tight-lipped smile. He had the barest trace of facial hair, unlike his clean-shaven partners.
Just then, a firm series of 3 knocks rang out on the door of the large conference room.
"Come on in!" Carson said eagerly. "And make sure you lock it behind you," he added, watching as the stripper entered, carrying a box, apparently pretending to be some kind of delivery girl.
-----
Ashley stood at the end of a long corridor, looking at a big door in the middle of a beige wall. The carpet was also beige, as were the paneled ceiling tiles. She hated office buildings.
'This place is like a maze,' Ashley thought. 'The receptionist said the lunch room was down this hall, sixth door on the right.'
"Dick Butkus Conference Room?" Ashley read the sign on the door. "Hmm, maybe someone inside can point me to the lunchroom. I don't wanna be late..."
She stepped up to the door and gave it three firm knocks.
Upon hearing, "Come on in!" from the inside, she opened the door and entered. One of the men inside instructed her to lock the door. A strange request since she was only here to deliver pizza, but she made sure the door was locked anyway.
"Pizza Delivery!" Ashley said proudly, her big tits jiggling in the tight shirt as she held the pizza below them.
Carson regarded the curvy young woman holding the pizza box. She had thick blondish-brown hair, tucked under a red baseball hat, big blue eyes, and a broad white smile. His eyes fell to her big tits, and he could see her darker nipples right through the thin white material of the t-shirt.
'These strippers seem to get younger and younger. And I guess they have no problem dressing like complete sluts,' he thought, standing, and crossing to her.
"Oh, is that the extra-large we ordered?" Carson said, stepping up to her and staring at her big tits.
Ashley smiled, turning back and forth slightly. It was time to earn her tips.
"Yes sir," she said cheerfully. "It's fresh and still hot!"
He continued to ogle her, taking the box, and moving behind her to check out her ass.
"Wow, you aren't kidding. Looking piping hot to me," Carson said, putting the box on the table, then putting his hands on Ashley's waist from behind. "Ok, so did you bring a speaker or anything?"
Ashley was confused as the older man took the box, but then puts his hands on her waist.
"Uhm, a speaker?"
"Yeah, usually the girls bring music..." Carson said dismissively, using his hands on her waist to guide her to a group of seated younger Asian men.
"Oh, they only gave me the pizza," she said, confused, letting him guide her.
The young men shifted their chairs to allow her to stand in the middle. They were all staring at her with excited looks of anticipation.
'These guys must be really hungry,' she thought to herself. 'They are looking at me like I am lunch...' Ashley felt her nipples stiffen in the thin top. The worn material was a bit scratchy and was stimulating her nipples. She had very sensitive big pink nipples.
