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Checklist: Chapter Seven

"Jennifer's sister comes to visit, and Nate offers her a copy of the checklist app, too."

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Author's Notes

"Thank you SO MUCH to everyone who has been following this story! (If you haven't I highly encourage you to start at Chapter One.) It's been a big hit, and I heard you loud and clear when you said you wanted more. This chapter sets the stage for a few more chapters, which I'm working on now. As always, thank you for the likes, favorites, and comments. They are so motivating!"

“Oh, fuck, Nate! Yes, harder! Fuck Mommy harder!”

Jennifer should have been getting ready for church.

“Uh huh! Just like that! Fucking fill me up, sweetie!”

Most Sunday mornings by this time, she’d already be dressed.

“Yes! Oh yes yes yes, I want your cum so bad!”

But when Jennifer woke up this morning, it wasn’t church that she was most looking forward to.

“Oh, God, Nate, I love your big cock so much!”

Today, Jennifer knew that before she went to a worship service, she needed to spend some time worshipping her son’s cock.

“Oh, Nate! Oh, fuck! I’m coming!”

As Jennifer cried out, her pussy quaked, erupting in pleasure as Nate continued drilling into her. The scent of sex hung heavy in the air, accented by the sounds of moaning and slapping flesh. Before long, Nate’s own orgasm arrived, causing Jennifer to cry out once more as she felt her son’s load filling up her fertile pussy.

Despite their morning distraction, Jennifer and Nate still managed to make it to church. They were twenty minutes late, and Nate’s cum was still leaking from Jennifer when she took a seat in the auditorium, but they still made it. All throughout the service, Jennifer couldn’t help but wonder what the people sitting around her would think if they knew she’d just fucked her son. What would they think if they knew she was going to do it again as soon as she could?

When Nate and Jennifer arrived home after the service, they spotted a familiar car parked on the street along their house. Up on the front porch, Jennifer’s sister Becky waved to them as Nate pulled into the driveway.

“Well, hey, you two!” Becky chirped as they exited the vehicle. “Fancy meeting you here.”

“Becky!” Jennifer exclaimed as she ran up the steps of the porch, embracing her younger sister. “I completely forgot you were coming over today.”

“Of course you did,” Becky giggled. I swear you’d forget your own head if it weren’t attached to your shoulders some days. But I’ll bet this guy remembered,” she added, gesturing to Nate as he stepped up onto the porch.

“Hi, Aunt Becky,” Nate smiled.

“There’s my favorite nephew,” Becky smiled, reaching out and embracing Nate in a hug.

“Your only nephew,” Nate laughed, glancing at the shopping bag she was holding as they separated. “What’s in the bag?”

“Only this,” she answered excitedly, producing a jigsaw puzzle from the bag. “I was out thrifting yesterday, and I found this for two bucks. It’s still plastic wrapped and everything! I thought it would be a fun way to spend the afternoon. I mean, so long as you two didn’t have another idea.”

Nate and Jennifer shared a quick glance before Jennifer spoke up. “Are you kidding? You know we love puzzles. Let’s go inside. I’ll get some sandwiches started for lunch while you and Nate get it unboxed.”

As they walked into the house, Becky’s eyes went wide. “Wow, Jen, are you sure you forgot I was dropping by? I don’t remember the last time your place looked so well put together.”

“Oh my God, Beck,” Jennifer replied as they headed to the dining room table. “Nate here gets all the credit for that. He saw how severely I’d been struggling lately, so he wrote this incredible checklist app for my phone. It’s so motivating. In a week, I’ve practically flipped my life upside down.”

“Really?” Becky asked, glancing over at Nate. “That’s amazing. I wish I had something that could get me motivated like that.”

“It’s funny you should say that,” Nate smiled. “I actually wrote a version of the app, just for you. I thought maybe sometime before you leave, I could take your phone up to my room and load it up for you.”

“Sure,” Becky nodded, “that would be nice.”

A few moments later, Nate and Becky were having a conversation in the dining room as they pulled out the puzzle and started laying out all the pieces. Jennifer continued on to the kitchen, grabbing everything she needed to make lunch for everyone. In no time at all, she had the sandwiches plated up and ready to go. Stepping back into the dining room, she noticed that her son had vanished.

“Where’s Nate?”

“Oh, he grabbed my phone to load that app of his on it,” Becky answered, so engrossed in the puzzle that she couldn’t drag her eyes away from it.

“Well, somebody’s eager,” Jennifer chuckled, placing lunch on the table. “I’ll go track him down and let him know that the food is ready. You can grab a plate and dig in.”

Becky nodded, her eyes still scouring the table for an elusive corner piece, and Jennifer climbed the stairs, headed toward Nate’s room. When she stepped through his doorway, she found him sitting at his desk, with Becky’s phone connected to his computer. He turned his eyes from the computer screen and smiled at his mom.

“You should close the door,” Nate said with a mischievous grin as he rose from his chair.

“Why is that?” Jennifer grinned back as she clicked the door shut behind her.

“Because this will take about another ten minutes to compile and upload, and I want to spend that time pumping your slutty pussy full of cum.”

“Nathaniel Alan,” Jennifer mock scolded as she strutted toward him until they were standing nose to nose. “That’s terribly coarse language to use with your mother, especially when your aunt is right downstairs.”

“If you think that’s bad,” Nate said, grabbing his mom by her hips, “just wait until you hear what I have to say after I pull up this dress and bury my cock inside your cunt. Don't make too much noise either, or Aunt Becky will hear her favorite nephew fucking her big sister.

“Oh, God, you’re so bad,” Jennifer groaned. “I love it.”

It didn’t take another moment for Jennifer to find herself pushed face-first in Nate’s bed, whimpering in pleasure as her son flipped up her church dress, pulled her panties to the side, and slid his cock deep inside her. She did her best not to make a racket, but keeping quiet was a real challenge, especially as Nate made sure she knew exactly how dirty she was being.

“Do you like that, Mom?” He grunted. “Do you like your son’s big cock stuffing your pussy while your little sister waits for us downstairs? Do you like being used knowing Aunt Becky could come up here any second and catch you, letting your own son fuck you like some sort of perverted slut?”

Jennifer let out an affirming groan as Nate slammed into her savagely. She couldn’t believe how turned on she was getting. Something about letting Nate fuck her with Becky so close by was just incredibly arousing. They’d barely started fucking, and she was already on the verge of coming. Nate continued slamming into her, telling her how dirty she was, and moments later she was screaming into Nate’s mattress as she came hard on his cock. Nate reached his limit soon after, plowing hard into his mother and erupting, shooting a massive load of sperm deep inside her.

Jennifer’s knees were still wobbly when she and Nate ambled down the stairs a few minutes later. Becky welcomed them back, so engrossed in the puzzle that she hadn’t noticed how long they’d been gone. Nate handed her phone back, explaining some of the app’s features to her. Becky thanked him and promised to try it out as soon as she got home.

Later that afternoon, Nate and Jennifer smiled and waved as Becky climbed into her car and drove off. With their guest gone, Nate grabbed Jennifer’s ass, eliciting a giggle. A moment later, he was chasing her up to her room. The two quickly stripped down, jumped onto the bed, and found themselves fucking for the third time of the day.

The rest of Jennifer’s afternoon was fairly uneventful. Nate spent most of the day on the computer, leaving her plenty of time to work on her checklist. By evening, she was nearing level eighteen in the app, with just a few points needed to push her over the line. That was when she saw a new task pop up, titled “Fantasy-Fuelled Fun.” Jennifer clicked on the task, enjoyed another confetti tsunami, and read the description.

“Naughty fantasies are healthy and important. It’s time to have a steamy little fantasy while getting yourself off. While masturbating, imagine sharing Nate with your sister, Becky. Picture your sister getting to enjoy the same cock that brings you so much pleasure. Bring yourself to an orgasm as you fantasize about Becky riding Nate’s cock.”

Jennifer felt her pussy tingle as she read the description. Until that moment, she hadn’t really thought about how much fun it could be to share Nate with anyone else, especially her sister. But now that the idea had crossed her mind, she couldn't deny how hot it was. She’d always found Becky cute, and picturing her getting naked and letting Nate have his way with her was getting Jennifer hot and bothered in a major way.

By the time Jennifer was naked and lying in her bed, she was more than turned on by the thoughts bouncing around in her mind. She pictured the dining room earlier, where Becky was so fervently working on that puzzle. She imagined Nate walking into the room, asking Becky if they could talk. When she said yes, Nate walked right up to her, pulled her face up to his, and pressed his lips into hers. Jennifer groaned, imagining Becky melting into the kissand beginning to kiss Nate back. She could practically hear Becky’s panting as Nate pulled her to her feet and started stripping her out of her outfit. Shirts went flying. Jeans came off. In an instant, Becky and Nate were naked, with Becky staring in awe at Nate's cock in the same way Jennifer had just a few days earlier.

A moment later, Nate shoved the puzzle off the table, sending pieces bouncing in every direction as he picked up his aunt and placed her on the edge of the table. They made eye contact for a second, right before mashing their lips together as Nate rubbed himself up and down along Becky’s entrance. Jennifer fingered herself furiously as she pictured Nate slipping inside her sister, causing Becky to groan and gasp as he filled her up. It didn’t take long for Nate to start pumping into his aunt, filling her pussy time and time again with his rock-hard shaft. Beck groaned and begged for more, asking Nate to give it to her harder and faster. Nate gladly obliged, picking up his pace and slamming into her, right there on the dining room table.

Jennifer was panting and groaning at her fantasy when the sound of a door clicking shut brought her back to reality. She didn’t quit stroking her pussy, but she opened her eyes and turned her head to see Nate standing in the room, smiling at her.

“Starting without me?” Nate asked with a grin.

“Oh, fuck,” Jennifer groaned. “Come over here and fuck me, Nate. I need it so badly.”

Nate quickly slipped out of his clothes, joining his mother on the bed. Jennifer guided him between her legs, and Nate lined himself up, rubbing his cockhead against her sopping slit.

“God, Mom, you’re drenched,” Nate observed with a smirk. “What were you thinking about?”

“You.” Jennifer panted, leaving out the part about her sister. “Come on, baby. Fuck me. Fuck your mother.”

Nate pressed up against her, parting her folds as he pushed his way inside her. Jennifer let out a long moan, still picturing him fucking her sister. As he began pistoning into her, Jennifer kept fantasizing about Becky. Her eyes locked onto the sight of Nate’s shaft pumping in and out of her wetness, and Jennifer imagined it was Becky that Nate was filling up. She let out a long moan and found herself wanting more and more to let Nate in on her fantasy.

“Oh, fuck, Nate,” she finally groaned. “I’m having such naughty thoughts.”

“Tell me,” Nate grunted as he plowed into her.

“I’m, oh, fuck—I’m thinking about your aunt Becky. You think she’s hot, don’t you?” Nate groaned an affirmation, and she continued. “I bet you’d like to fuck her, wouldn’t you? Oh, fuck, Nate, wouldn’t that be hot, fucking your aunt?”

Nate grunted at his mom’s words, fucking her harder and faster.

“Oh, God, Nate, yes! It’s so hot, isn’t it? Fuck me like you’d fuck her. Fuck me like your aunt Becky!”

“Oh, fuck!” Nate exclaimed, somehow fucking Jennifer harder still. Jennifer cried out, grabbing on to Nate as he savagely rammed into her again and again.

“Yes, baby!” Jennifer cried out, still picturing Nate fucking Becky. “Come inside me, baby. Come, like you’d come inside her!”

Nate groaned, slamming himself as deep as he could into his mother’s pussy and coming hard. Jennifer groaned, her own orgasm triggered as blast after blast of her son’s semen filled her to the brim. She wrapped her legs around his torso, pulling him as tight against her as she could, savoring the sensation as she convulsed on his shaft.

Coming down from their orgasms, Jennifer and Nate made out passionately, savoring a moment together. When they finally separated, Nate looked his mom in the eyes and smiled. Jennifer smiled back, still imagining Nate and Becky. One thing was for sure, she realized; she definitely had a fun new fantasy to keep her entertained after Nate went back to school tomorrow morning.

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