Jennifer would never forget the moment her son slipped inside her for the very first time.
The woman let out a long, low groan as Nate penetrated her folds, slowly pushing his way deeper and deeper. Even after seeing, stroking, and sucking him all week long, she still couldn’t believe how massive he actually felt as he slid further inside her. Her pussy had never felt so full before in her life. Sex had never felt this good in her life. And this was only the beginning.
“Oh, God, Mom,” Nate groaned into her ear as he bottomed out, filling her completely. “You’re so tight.”
“S-start slow,” was all Jennifer could manage to whisper in response. Her brain was on overload. It had been six years since she’d last had a man inside her. She had always loved sex, and she fully expected this to feel incredible. But even at its very best, sex had never once compared to what she was feeling right now. There was just something about Nate, the way he completely filled her up, the heat of his body on top of hers. It was all so perfect, and she wanted more.
Then Nate began thrusting.
Jennifer gasped, losing what little cohesion she had left as her own son pistoned in and out, filling her up again and again. She wrapped her arms around him, groaning and crying out in pleasure as his thick, veiny shaft drove her more and more wild with every single thrust. As seconds turned to minutes, Nate kept up his pace, pumping in and out of his mother, eliciting moans and groans of incestuous pleasure from the woman who had raised him.
“Oh, fuck, Mom,” Nate growled as he increased his pace. “You’re so dirty, fucking your own son.”
“So dirty,” Jennifer echoed, lost in her own pleasure.
“You like how I’m fucking you, don’t you?” Nate groaned, grabbing one of her tits.
“I… fuck! I love it so much,” she wailed.
“You like being fucked by your son.”
“Yes!” Jennifer cried. “I love it!”
“Tell me what you want, Mom.”
“Oh, God. Use me, Nate! Use my fucking pussy and fuck me so hard!”
Nate grunted, increasing his speed further, pounding into his mom with everything she had. Jennifer was in a state of bliss unlike anything she’d ever experienced before. With every thrust and every slam of his body against hers, she was coming alive, reveling in the sensations being brought on by fucking her son.
Before long, the mother could feel her orgasm building up from within her. Like a freight train barreling down the tracks at full speed, it grew closer and closer by the instant, rattling every part of the woman’s being as it approached. Before she could even react, it slammed into her, driving Jennifer flying head-first into an ocean of euphoric bliss.
“Oh, God, Nate!” She screamed out. “Oh, fuck! I’m coming!”
As he kept drilling into her, Jennifer erupted in pleasure, experiencing an orgasm more stunning than anything she’d ever felt. Her vision went white as pure sexual energy throbbed through her body. She dug her nails into Nate’s back, screaming in ecstasy as her first orgasm triggered a cascade of pleasure that seemed to amplify with every one of her son’s thrusts. Her legs quaked, and she thrashed her head, unable to comprehend anything but the pleasure she was feeling in the moment.
As his mom convulsed beneath him, Nate felt his own orgasm beginning to peak. “Oh, fuck, Mom!” He groaned, “I’m coming, too!” With one final thrust, Nate buried himself to the hilt inside his mother, clinging tight to her as he erupted, spewing blast after blast of white-hot cum. Overwhelmed with emotion, he pressed his lips to his mother's, and the two kissed deeply, moaning into each other's mouths as they rode out their orgasms.
As they began to recover, Nate broke off the kiss, smiling into his mother’s eyes. Jennifer smiled back at him, tears welling up as she did.
“Are you okay?” He asked.
Jennifer nodded, wiping her eyes. “Yeah, I just… Oh, God, Nate, I just loved that so much.”
The two kissed once more, and then Nate slowly rolled over to his mom’s side, coming out of her with a wet pop.
Jennifer smiled at her son. “That was… just, wow, Nate. Was that really your first time?”
“Yup,” he grinned. “Why? Did you like it or something?”
“Like it?” Jennifer laughed. “You sent me to a higher plane of existence for a minute there. And I’ve got to say, I’m surprised that thing held, too.” Her eyes darted down to the now-used condom she’d applied to Nate’s cock a moment before he had crawled on top of her, its tip bulging with cum. “That was quite the load you shot.”
“I wish we didn’t need one,” Nate replied, peeling it off slowly and looking at it a moment before he tossed it into his wastebasket, where it landed with a definitive thud.
“I know. Me, too,” Jennifer admitted sympathetically, “but we just can’t, sweetie. I’m nearly at the peak in my cycle, and I’m not on birth control. It would be super risky right now. But I’ll make you a deal.” Jennifer reached over to Nate’s desk, grabbing the box of nearly three dozen condoms and handing it to him. “If you’re in the mood and you’ve got one of these, just say the word and we’ll have some fun.”
“Oh, really?” Nate replied with a playful grin, pulling a wrapped condom from the box and swinging it back and forth. “Even if we just finished a minute ago?”
Jennifer looked into Nate’s eyes, a grin appearing at the corner of her lips. She snatched the package out of her son’s hand, looked at it for a second, and then turned her eyes back to his, smiling as she slowly peeled the wrapper open.
When Jennifer finally stumbled out of Nate’s room half an hour later, she was still grinning from riding Nate’s cock to another blisteringly hot orgasm. Giving her son his first cowgirl-style fuck was such a rush, and she couldn’t help but wonder how many more opportunities she’d have to fuck him before the day was out.
As it turned out, the answer was “a lot.”
For the rest of her afternoon, Jennifer went back and forth between completing tasks on her checklist and letting Nate fuck her brains out. It was almost as if finally letting Nate fuck her had opened a floodgate of lust, and now Jennifer could hardly stand to go an hour without feeling her son’s cock slip inside her.
Even just completing a task on her checklist felt like as good a reason as any to celebrate with a quick fuck. When she earned twenty points for cleaning between the couch cushions, she rewarded herself by spreading her legs on the couch and asking Nate to pound her pussy. After she earned fifteen points for wiping off the kitchen table, she knew that it was the perfect time to bend over the table and let her son take her from behind. With each burst of confetti rewarding her for a job well done, Jennifer knew that the best way to celebrate was another romp with Nate.
About an hour before bedtime, Jennifer was busily making room in her closet for some of Nate’s clothes. With how close they’d grown over the last few days, it only made sense for her to invite him to move into her bedroom. Plus, as an added bonus, she was earning twenty points on her checklist for doing it. A few minutes later, the chore was complete, and Jennifer was happily marking the task as done.
As soon as the confetti started streaming down her phone’s screen, Jennifer found herself wondering if Nate was done packing up his clothes yet and whether or not he had time for more fun. Before she could go searching for him, however, the checklist screen returned, with a fresh task that caught her attention. This particular item was simply labeled “going natural,” and it was worth a hundred points—more than enough to push her into the app’s sixteenth level.
Eager to move up to the next level, Jennifer clicked on the task, triggering another flurry of confetti raining down. As the colorful pixels flowed down her screen, Jennifer found her eyes following them, dancing from piece to piece as they fluttered and drifted on the display. With each bit of confetti that fell, the woman felt more and more excited about moving up another level in the program. With her motivation reaching all new heights, she knew she had to do whatever she could to reach the next level. No matter what the task was, she just had to complete it. She just had to move up to level sixteen.
When the confetti finally cleared, Jennifer eagerly started reading the description. “It’s time to go natural in your home. Take down the final barrier preventing you from fully experiencing everything Nate has to offer. Get rid of the condoms. Let him slip inside you unprotected. Let him fill you with his seed. Let him breed you. You know that you want this, so let it happen. It’s only natural.”
Jennifer froze in place, her heart racing as she read the description again and again. “Oh, God,” she mumbled as her mind pictured Nate fucking her bareback. A mix of emotions coursed through her, ranging from fear to intense arousal. The app was right—she did want this. All afternoon, every time her son had entered her, the thought had been in the back of her mind. She wanted to feel Nate’s bare cock inside her. She wanted to feel him let loose and pump her pussy full of cum. She wanted all of it. It turned her on so much. Even the risk of pregnancy was a huge turn-on.
Pregnancy. Jennifer thought back to her pregnancy with Nate. It was one of the most fulfilling experiences of her entire life. She had always wanted more kids, too. When Nate’s dad died, those dreams had seemingly dissolved. But now that she was with Nate, maybe this was a dream he could help her revive. Maybe she could be a mother again. The more she thought about it, the more turned on she became. This was it, she realized. This was her chance to finally get what she wanted. This was her chance to get pregnant.
Just then, Nate pushed open her bedroom door, carrying an armload of dress shirts on hangers. Jennifer looked up from her phone, making eye contact with her son. An impish grin started to materialize on her face as he approached where she’d been standing just outside the closet. The woman knew exactly what she wanted.
“These are all my dress shirts,” Nate said with a smile as he came to a stop in front of her. “What’s next?”
Jennifer took the pile of shirts from Nate and held them for a second before tossing them firmly onto the floor beside her. “Next,” she purred, moving in closer and wrapping her arms around her son, “you’re going to throw me in that bed over there and fuck me like a ragdoll.”
Nate grinned at his mom. “I like the sound of that,” he said. “I just need to go get a condom from my room first.”
“Oh, don’t worry about that,” she whispered, pulling her son closer to the bed as she spoke. “I don’t think we need those pesky things anymore. It’s more fun without them. Besides, they’re not natural.”
“Really?” Nate asked, his eyes locked on his mother’s. “But what if I come inside you? What if you get pregnant?”
A jolt of pleasure coursed through Jennifer’s body at Nate’s mention of pregnancy. “Would you like that, Nate? Would you like to pump me full of your cum, to give your own mother a creampie? Would you like to breed me? Would it turn you on to knock up Mommy?”
Nate’s breathing was heavy as he gave his mom a look of hunger. Before Jennifer could utter another word, he grabbed her by the hips, tossing her onto the bed. Jennifer groaned in pleasure as he dove on top of her, pressing his lips into hers. An instant later, what little clothes they’d been wearing were gone, and the two were moaning into each other’s mouths as tongues danced and hands explored.
It didn’t take long at all for Jennifer to feel Nate rubbing up against her slick entrance. The woman let out a long, low moan as he pressed himself against her, lubricating his bare cock with her juices as he slid up and down along her needy slit.
“Come on, baby,” Jennifer groaned, wrapping her hand around his shaft and guiding him to her entrance. “Put it inside me. Fill me up.”
Nate pushed forward, slipping inside his mother slowly, burying his cock deep within her. Jennifer cried out in ecstasy. When Nate had fucked her for the first time, the whole experience was intense. Now, as she took him for the first time without protection, it was transcendent. Without that layer of latex between them, it was as if every sensation were amplified a hundred times over. As Nate began slowly pistoning in and out, all Jennifer could do was hold on and moan.
“Oh, fuck, Mom,” Nate groaned a few minutes later as he slammed into her again and again. “I’m so close.”
“Do it,” Jennifer moaned in reply. “Come on, baby. Come in your mother. Breed my slutty pussy!”
Nate grunted, slamming into his mother harder. “Fuck! Oh, fuck, I’m gonna do it, Mom. I’m gonna knock you up!”
With one final thrust, Nate slammed down on his mother one last time as he erupted. Jennifer cried out in pleasure as she felt blast after blast of her son’s seed painting her insides white. The sensation was so intense that it pushed her over the edge, and she moaned as her own orgasm rocked her body.
Later that night, as the two cuddled together in Jennifer’s bed, the woman couldn’t help but smile as she reflected back on her week. Who would have thought that something as simple as a checklist app could do so much for her? Now, every day seemed better than the last. As she drifted off to sleep, Jennifer knew one thing for certain: she couldn’t wait to see what tomorrow would bring.
