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Chapter 10
by
Cheesers123
When does she see Tommy again?
In a week
Jenna's first week at work flew by like a dream. Every day had gone by as smoothly as the first; smoother in fact, since she hadn't had any more awkward run ins with figures from her past all week. Instead, she had made all her deliveries without a hitch, had a few polite conversations, said hello to a few friendly dogs, and generally had a pretty good time.
The first day of her second week had started much the same as all the previous ones. She had rolled out of bed, taken one look at the beautiful summer morning, and decided to wear a cute, pleated, white, skirt. With her legs bared to the warm sun and the cool morning air, she'd sauntered into work, collected her deliveries, and been on her merry way.
After that, she'd had a more than pleasant day, enjoying the warm weather, cruising around town with her windows down, and getting some much needed sun on her fair skin whenever she could. It had all been lovely, until she'd gotten back into her car and seen the destination for her final delivery.
Tommy's house, again.
She hadn't wanted to ever see him again after he'd belittled her boyfriend right in front of her, and she really didn't want to see him after what she'd done in the bathroom thinking about him, but now it seemed like she had ****.
"It'll be fine," she rationalized to herself as she pulled out on to the road again, "I'll just say 'good afternoon' and make my delivery. It's not like we'll have anymore to talk about than last time."
Despite her best efforts to reassure herself, she still found her hands gripping the wheel tightly as she drove. In between checking her mirrors and her blind spot, she took a moment to roll her eyes to the sky in frustration, as if she were making a prayer for a higher power to call off this unwelcome reunion. No such miracle was forth coming, and soon she found herself pulling up in front of his run down house again.
Her heart pounded in her chest as she unbuckled her seatbelt, sliding it over her DD breasts that she suddenly felt keenly aware of inside her t-shirt. She remembered how Tommy had leered at her during their previous meeting, she shuddered to imagine how he'd look at her when he saw her in a form fitting tee and a short skirt.
She put her concerns about being stared at like a piece of meat to one side as she got out the car, slamming the door behind her to step around to the back. Through her window, she could see the box that must have been Tommy's already waiting, sitting proudly in the center of the row and nearly covering the middle seat. Whatever it was, it was bigger than last time.
"I'll just give him what he wants and get the hell out of here," she thought, grabbing his big package from the backseat.
Jenna's mind had been so focused on just getting this delivery over with, that she didn't notice the garbage truck speeding up the road until it was flying past her. Fortunately, it didn't collide with her in her distracted state, but the whipped up wind from it's passing did catch hold of her skirt. Her frilly black panties and her toned white ass cheeks were briefly exposed to the whole neighbourhood, before she grabbed her skirt with both hands and **** it back down.
In her haste to cover herself, however, she had let go of Tommy's package. The cardboard box tumbled into the road in front of her, bouncing away as she did her best Marilyn Monroe impression. The sturdy box probably would have been fine, if it hadn't been for the rear wheel of the garbage truck that was still passing in front of Jenna. In a remorseless instant, the box was crushed flat, while Jenna could only cover her modesty and watch in shock.
The moment the tailwind died down and the truck pulled away, Jenna raced forward to retrieve what she'd dropped, but she could already tell there was no fixing the battered cardboard box. It had been a rectangle about half a foot high, now it was a skewed and dirty rhombus, flattened out in the direction the tires had gone over it and only half it's original height.
"Ohh, nonononononono!" Jenna muttered to herself as she picked it up. Desperately, she tried to push it back into shape, but there was nothing she could do. The box was completely and undeniably crushed. There was no way Tommy wouldn't notice, it looked like an elephant had sat on it.
"Crap!" She hissed, clutching the broken box tightly. "Why now?" She thought, "why this package, why his delivery?" Jenna hadn't wanted to say anything more than "here you go" to Tommy, now she would have to explain why his delivery was in such bad shape, and what he could do to rectify it, and how he could get his money back, or a replacement, or. . .
Maybe, she wouldn't have to say anything. Tommy hadn't seen the accident happen. Jenna looked over her shoulder at his house to make sure, and she saw no twitching curtains or peeping eyes. Maybe she could keep this a secret somehow, or make sure that he didn't notice, and avoid potentially getting in trouble that way. Of course, if he did find out that might have meant even more trouble, but maybe it was worth a try?
Will she own up to what happened?
Side gigs and side guys
people will do anything for money
When David and Jenna find themselves strapped on cash, they begin to look in unusual places to make some money, and end up meeting some old and new faces on the way. If they're not careful, their relationship might be in more danger than their rent.
Updated on Jan 27, 2026
by Cheesers123
Created on Apr 21, 2025
by Cheesers123
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