Fill 'Er Up - Cover

Fill 'Er Up

by RejectReality

Copyright© 2018 by RejectReality

Erotica Sex Story: It's his last day working at the truck stop before heading off to college, but that's not stopping his busty boss and the other hot older women who work there from flirting with him outrageously. When his boss calls him back to her office to cash his last check for him, she offers him a bonus the likes of which he'll never forget.

Caution: This Erotica Sex Story contains strong sexual content, including Ma/Fa   Consensual   Heterosexual   Workplace   Exhibitionism   Oral Sex   Big Breasts   .

Liam tossed the empty bag in the garbage can, having filled the windshield wash buckets for the last time. He checked his phone, and saw that he only had five minutes left in his last day.

He took his time walking back from the diesel fuel island, burning up one of those five minutes. Tomorrow, his evening would be free. He wasn’t entirely sure what he was going to do with it, truth to be told. He had plans for the weekend, but everyone would be busy on a Thursday night.

There were only a few short weeks of freedom before he headed off to college, so he was going to make the most of them. He knew that much.

Back inside, the place was filled with conversation and laughter, as it usually was. There were larger truck stops, in more convenient locations, but most of the local truckers all stopped at Mel’s, and word had spread to long-distance drivers. The kitchen was open 24/7, and the food was good. The bathrooms and showers were clean. The shelves were always well stocked.

If asked, every one of the truckers would have only considered those amenities an afterthought, though. To a man, they were there to see Flo, Jen, Abbie, or Mel herself. All in their late 30s or early 40s, they were attractive, and flirtatious in the extreme.

Redheaded Mel was filling coffee cups in the dining area. She was wearing a pleated skirt, which hid her gorgeous ass, but showed off her equally incredible legs. Her low-cut top revealed ample cleavage, and she made sure to bend down frequently while filling cups, so everyone got a good look.

Liam wasn’t excluded from the peeks, or the flirting. No man was. He wasn’t immune, either. The last couple of years, the ladies had charmed him into working long shifts, and coming in on his days off many a time. They all had a place in his spank bank of masturbation fantasies.

Mel finished her rounds as Liam walked up to the main counter, where blonde-haired Abbie was entrancing truckers as she rang them up.

“There’s our traitor,” Mel teased as she approached.

“Leaving us high and dry,” Abbie agreed. She addressed the driver at the counter and said, “He’s quitting on us, running off to college.”

“Must be nuts,” the driver said with a grin. “I’d never leave.”

Abbie winked and said, “I know you wouldn’t, sugar.”

“Tried everything to talk him out of it,” Mel said, stepping in close and wearing a pout.

Liam had learned early on that the best way to deal with the flirting was to come right back just as strong. “Everything? I’ve been hearing this promise about wardrobe malfunctions all this time, and I’ve never seen it happen.”

“Well, maybe you’re not paying close enough attention,” Mel countered.

Liam grinned and shot back, “Oh, I’m paying attention.”

The ladies laughed, as did the truckers in line. Abbie said, “Damn, I’m going to miss this one.”

“Won’t we all,” Mel agreed. “I should make you stay until the last second, but go ahead back to the office. I’ll be back in a minute to cash your last check for you.”

“Thanks,” Liam said, and made his way to the employees only door. Once through the stockroom, he followed the long hallway past the break room, bathrooms, service rooms, and back to Mel’s office.

About the time he leaned against the wall next to the office door, Mel came through the door on the opposite end of the hall. She called out, “Be right there, honey,” before turning into the women’s bathroom.

Liam pulled out his phone and scrolled through some posts until he saw her emerge once more. Mel strutted his way with a smile on her face. Her every move was a performance - and a grand one. Her hips swayed, making her skirt dance, and her hands glided gracefully at her side. She glanced at him and twitched her eyebrows before unlocking the door.

“Have a seat, honey, and I’ll get you paid,” Mel said as she walked around her desk.

He closed the door - which automatically locked - sat down, and only then noticed that she had something in her hand. Whatever it was, she deposited it in a desk drawer before sitting down as well.

Mel turned on her computer, clicked a few times, and then spun in her chair to access the safe behind her.

“We really are going to miss you,” she said while twisting the combination lock dial. “You did such a good job straightening up the back room when you started. Always on time. Never complained.” She paused, looked over her shoulder, and added, “Easy on the eyes.”

Liam chuckled. “I’ll be sure to stop by whenever I’m back home.”

“You’d better,” Mel said. She reached into the safe, counted out some cash, and then stood. She walked around her desk again, and held out the money with a flourish.

He instantly noticed that there was one more hundred dollar bill than he was expecting as he took the cash. He looked up at her with a question in his eyes.

“A little bonus,” Mel explained. “Wish it could be more, but you’ve earned it.”

“Thanks. I really appreciate it,” Liam said. It was hardly insignificant, as it was about a quarter of his weekly pay.

“You’re welcome. Like I said, you earned it.” She then snapped her fingers and said, “You know, I actually do have something else for you.”

He couldn’t help but grin as she turned and bent over her desk right in front of him. She was getting in one last tease. She slid open her desk drawer while he admired her butt, and the extra inch of leg her rising skirt revealed.

Then it kept rising. Liam stared in stunned amazement as the pleated cloth slid upward. Her rounded ass and bare-shaven pussy were right in front of him, less than a foot away, and they entranced him.

When the surprise wore off and he tore his eyes away from her folds, she was looking back over her shoulder, holding up her skirt with one hand, and the thong she’d retrieved from her desk in the other. She let her panties fall back in the drawer, gave her ass a shake, straightened, and turned around.

“I did promise a wardrobe malfunction,” she said. “I keep my promises, honey.”

Then she tugged up on her blouse, allowing her big, always braless breasts to tumble free. Though they sagged from their weight and gravity over the years, they were huge and gorgeous. Her nipples and areolas were proportionally large. The points were the size of his pinky to the first knuckle, and the rosy, bumpy halo as big around as a coke can.

His brain began to function again when she hefted one of the globes in the palm of her hand while teasing her stiff nipple with her thumb. He looked up into her eyes - with no small amount of effort. In light of the conversation only minutes before, he said, “I know that I was saying-”

She cut him off with a wave of the hand that wasn’t holding her breast. “I’m not trying to make you stay, honey. You need a little time to yourself before you go off to college. I wouldn’t do this if you were still working for me. It wouldn’t be right. Now that you have your last paycheck, and I’m not your boss anymore...”

It was all having a natural effect on him. He’d actually jerked off to a very similar fantasy only a week or so before. His pants were growing tight, and he fidgeted from the uncomfortable squeeze of the denim. Her eyes dropping to his crotch left little doubt that she’d noticed.

Mel hopped up on the desk, her breasts still bared. She spread her legs, letting him see her pussy in the shadows beneath her skirt.

“The offer’s on the table,” she said. Then she chuckled and shrugged. “Well, on the desk, I guess.”

“You’re serious?” he asked, his eyes darting to her tits and pussy of their own volition.

“As a heart attack. You don’t know how many times I’ve diddled myself thinking about it, honey. A couple of times in here, while you were out there working.”

The thought of her masturbating to him at work caused his cock to throb hard. She added fuel to that fire by shifting her butt while tugging her skirt upward, until she was once again showing off her pussy in the full light.

“If you want it, don’t make me wait, honey,” she said. “Or you can go. No hard feelings.”

He had a very hard feeling, and it was screaming at him to act. So he did.

“Oh lord, yes,” she gasped as he stood and approached.

She popped off the desk, and her hands guided his to her breasts the moment they were in reach. She shuddered as he cupped them, feeling their weight, and then slipped a hand behind his neck, tugging his lips toward them.

Mel whimpered when he sucked her stiff left nipple between his lips. He marveled at how big and hard it was while he sucked. Her hand almost immediately left the back of his neck, and joined the other at his belt.

Dexterous fingers made quick work of his belt, button, and zipper. Liam sucked hard and squeezed her tits, encouraged by her quiet whimpers of pleasure. She wasted no time pushing down his underwear and taking his cock in hand.

“Oh my lord,” she said in a high-pitched whisper as her fingers curled around him. “You’re harder than Chinese algebra, honey.”

Liam growled around her nipple and sucked it harder. She was slowly stroking his cock, while rubbing her thumb over the head. It didn’t take much of that for a drop of pre-cum to lube up her thumb, increasing the sensation.

“Feel good? You like my big titties?” she asked.

“Mmm hmm,” he moaned, not willing to release her nipple to answer.

“You’re making my pussy so wet.”

Liam slid his hand down her body and wriggled two fingers between her folds to test that. She wasn’t lying. She was soaking wet. Her hand squeezed tight around his erection, she gasped, and stiffened as his fingers probed her.

She shivered once her muscles relaxed, and then whispered in his ear in a husky voice, “I need it, honey. Fuck me. Right now.”

Something occurred to him that he hadn’t considered in the whirlwind of heat. He let her nipple go and said, “I don’t ... I don’t have a condom.”

“I had my tubes tied when I was twenty,” she said in a rush of words. “I don’t need any kids. What I need is that cock inside me, right now.”

Mel pushed down on his pants, but they were too tight for her to make much progress the way he was standing. Liam straightened, and pushed them down to his knees. She immediately turned around and bent over the desk. He abandoned the thought of kicking off his shoes and taking his pants the rest of the way off when she looked back over her shoulder with her red locks obscuring one eye.

“Fuck me. I want it. I need it, honey,” she pleaded.

Fortunately, he didn’t need to move forward far, as his pants around his knees made it awkward. He stroked her ass with both hands, and then gave it a light spank.

Mel moaned, but then said, “Don’t tease me, honey.”

Liam settled his left hand on her hip, and took his cock in hand with the right. A quick look down was all he needed for the tip to find her folds. She breathed hard as he rubbed the head of his cock up and down, wetting the tip. A single pass was enough to leave him slippery with her juices. Then he pushed.

Mel’s eyes widened and her mouth dropped open as he popped into her canal, though only a tiny croak escaped her. Her walls clamped down on him like a vise, preventing him from penetrating more than half his length.

The redhead sucked in a breath and squeaked, “So big,” as he pulled back to thrust again.

“So tight,” Liam said as he pushed a little deeper into her.

Mel’s head dropped - her hair dangling - as he filled her with almost his full length before the resistance stopped him again. She grunted, though the sound was curtailed by tightly pursed lips.

He was balls deep inside her on the next stroke, and had to hold back his own groan of pleasure, mindful that someone could be in the break room or bathrooms just down the hall.

Mel grunted and groaned with each slow, powerful thrust, as he opened her up. Liam was surprised by how tight she was, but didn’t ponder it. He was enjoying it too much.

 
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