The bedroom door quietly swung open, its silent movement followed by footsteps softly padding across the carpet. Jennifer stared down at her sleeping son, bundled up under his blanket. As she watched him sleep, she couldn’t help but feel a tiny sense of disappointment.

When her checklist app told her to go wake her son up this morning, she’d hoped she would get another chance to see Nate naked again, to see his cock like she had the day before. To see it like she had all night long in her dreams. Instead, here he was, covered up so well that she couldn’t even make out the bulge of his morning wood.

Jennifer let out a resigned sigh. She was just going to have to settle for giving Nate a little wake-up call today. Leaning in, Jennifer planted a little kiss on his lips, followed by another on his cheek. Soon, she’d kissed a trail all the way down to his left ear.

“Wake up, sleepyhead,” she purred, giving him a quick kiss on his earlobe. Nate started to stir, turning his head and opening his eyes groggily to look at his mother.

“Ngh. Good morning,” he groaned, stretching out in bed. Jennifer smiled, then moved in to press her lips into his in a slow, hot good morning kiss. Nate reached up, wrapping his arms around his mother, pulling her on top of him, and drawing their kiss even deeper. Soon, the two were moaning into each other's mouths as they made out. Jennifer ran her fingers through her son’s hair, enjoying his hands roaming up and down her back.

When their good morning kiss finally came to a conclusion, Jennifer rose to her feet, gave Nate a little wink, and sashayed back to her room to check the wake-up call off her checklist.

Jennifer couldn't contain her smile as she began to get ready. Three days ago, the idea of waking her son up with a makeout session would have been foreign to her. Looking back, it felt as though she’d been blind to what was right in front of her all along. Nate was such a wonderful son. He’d gone out of his way to help her accomplish her goals. Now, with every burst of his app's confetti flying across the screen, she realized more and more that she owed so much to him. All she wanted was to show him how much she appreciated him. How much she wanted him.

With the app’s help, Jennifer made her way smoothly through the rest of her morning routine. She picked out a cute outfit for the day, a nice low-cut blouse that looked so sexy without a bra, paired with some cutoff denim shorts that she knew Nate would love seeing her in. She applied her makeup, being sure to use a lipstick that her son would appreciate. When she stepped out into the hall, she earned another ten points by flirting with Nate and telling him how sexy he looked as he stood shirtless in the bathroom, brushing his teeth. Downstairs, she started on a breakfast of pancakes and sausage—Nate’s favorite. With each completed item, she earned more points, and by the time Nate sat down at the table for breakfast, she was on the cusp of reaching level nine.

“So, what’s the plan for tonight?” Nate inquired after they had finished their meal.

“I don’t know,” Jennifer admitted. “We’ll probably lie low and watch a movie or something.”

“Sounds good, Nate replied. “By the way, I wrote an update to the checklist app. Can I borrow your phone for a second to go load it up?”

Jennifer gave Nate a skeptical look. “I’m not going to lose my progress, am I? I’m only twenty points from reaching level nine.”

“Nope,” Nate said confidently. “In fact, the update will help you get more points. I think it’s a huge improvement.”

Jennifer nodded, then passed her phone over to her son. He rose from his chair and ran upstairs to his room. A couple of minutes later, the sound of thudding down the stairs could be heard, followed by Nate whipping around the corner into the kitchen. He smiled as he handed his mom’s phone back to her.

“It’s all set,” he grinned. “The new version is up and running. I didn’t change much, aside from adding a new tab. Look at it and tell me what you think.”

Jennifer turned on her screen and opened up the app. Sure enough, there were now two little tabs at the top of the screen, one marked “checklist” and another marked “recurring tasks.”

“Recurring tasks?” Jennifer asked, clicking the tab. “That’s interesting.”

“Yeah,” Nate replied. “There are a lot of tasks you should do over and over again. The app is going to use its AI to determine the things you should do repeatedly and start putting those tasks under the new tab. The big difference is that these items won’t go away, and you can earn points for doing them over and over. Of course, the checklist tab will still house all the one-off tasks. I think it will really help you stay motivated.”

Jennifer smiled at her son. He was always so thoughtful. Nate ran back upstairs to grab his backpack for school, and Jennifer turned her eyes back to the app. As she watched, tasks started popping into the new tab. Most of them were pretty mundane, like brushing her teeth or making her bed. At the same time, there were a few that just made her smile. Now, every time she flirted with Nate, the app would reward her with ten points. If she made out with him, she’d earn fifteen. She could definitely see those points adding up fast.

Jennifer switched back to the regular checklist tab after the recurring tasks tab appeared to be complete. As she did, a new task popped up on the list, labeled “flashy goodbye.” Intrigued, she clicked on the task, and after receiving another burst of confetti, she read the description.

“You love your son,” it began. “Show him how much with a flashy goodbye this morning! As Nate gets ready to walk out the door, pull open your shirt and flash your tits. Make it a little flirty to earn points for that recurring task, too!”

Jennifer could feel her heart pumping at the thought of flashing her son. She loved flirting and kissing Nate but wondered if she could really go so far as to flash him. That seemed like a big step. She was still mulling over her decision when she heard Nate coming down the stairs.

“Bye, Mom! I’m heading out to school!” His footsteps echoed across the living room, heading toward the front door. Jennifer’s eyes went wide. Nate was leaving; if she wanted those points and a bump up to level nine, she had to act fast.

“Hang on!” Jennifer shouted, deciding it was now or never. Stepping into the doorway between the kitchen and the living room, she gave her son a sly smile as he turned around from the front door to face her.

“What’s up?” "What's up?" Nate inquired, returning her smile.

“Well, stud,” she began, using her flirtiest tone. “I just wanted to make sure you’re going to miss me while you’re gone, so I thought I’d give you a peek at something worth missing.”

With that, Jennifer took hold of the front of her blouse, pulling it open and exposing her full, sexy tits to her son’s gaze. Nate’s jaw dropped as his eyes went wide.

“Wow,” he barely whispered in awe as his mother continued smiling at him with her breasts on display.

“Now,” she purred, giving her tits a little shake before tucking them back into her top, “be a good boy at school, and maybe you’ll get another little treat when you get home.”

Jennifer couldn’t race to her room fast enough once Nate was out the door. Stripping out of her shorts, the woman flung herself onto the bed and started furiously stroking her pussy. She moaned and thrashed, picturing the look on Nate’s face when she flashed him. Any concerns that she had done something wrong were long gone, buried under both the knowledge that she had earned her way onto the ninth level of the app and the pleasure she was receiving now from her fingers. As she brought herself to a breathtaking orgasm, the woman knew that the hardest part of her day would be waiting until Nate got home to do it again.

After having fun in bed, Jennifer dressed and, with the aid of her checklist, had a very productive day. First on the list was going to her part-time job at the bakery, where her sexy outfit turned a few customers’ heads. After work, she earned a few points for making a stop at the grocery store. She picked up some more points by stopping at the lingerie shop and picking up a sexy little number in green, which coincidentally happened to be Nate’s favorite color. Once at home, Jennifer managed to earn a few more points by shaving her legs and pussy.

Stepping out of the shower, she checked the app and was delighted to see that level ten was only another fifty points away. She could earn half those points by flirting with Nate and making out with him when he got home—things she wanted to do anyway. Looking for options to earn the rest, Jennifer refreshed both tabs in the app to see if anything new would pop up.

After a few tries, a new item labeled “show and tell” popped up on the checklist. It was worth thirty points, which meant if Jennifer flirted and made out with Nate, this would get her over the line to level ten. Excited to reach her next level in the app, Jennifer clicked on the task to read the directions. After being greeted with the pretty confetti, she read the instructions, and her eyes went wide.

For the second time in a day, the woman found herself feeling conflicted about a task. On one hand, she definitely wanted to do it. It would be exciting for her and Nate both. On the other hand, she couldn’t help but wonder if this was a line that a mother shouldn’t cross with her son. It wasn’t like sex or anything—that would definitely be going too far. At the same time, it was a lot further than she’d ever gone with Nate.

After thinking for a few moments, Jennifer went back to the main tab for the checklist to see if there were any other tasks. There weren’t. She clicked on “show and tell” again to read the instructions once more. Another burst of confetti blew by on the screen, and Jennifer found herself feeling better about the idea. With about half an hour before Nate would get home, she repeated this process several times, each time feeling more and more excited about the task.

When Nate finally walked in the door, his eyes went wide as his backpack hit the floor with a thud. There in front of him on the sofa was a grinning Jennifer, donning the green lingerie she’d purchased earlier in the day and nothing else.

“Hey, handsome,” she said with a wink. “I’ve been waiting for you to get home. Why don’t you close that door and come cuddle up next to Mommy on the sofa?”

“Wow,” Nate breathed, pushing the door shut and walking slowly to where his mom was seated. “You look incredible.”

“Thanks, baby.” Jennifer felt a rush of arousal course through her body at his words. She smiled warmly, patting the seat next to her. Nate sat down next to her on the sofa, grinning at his mom.

Jennifer shifted almost immediately, straddling Nate and bringing her lips to meet his. Their tongues began swirling together, dancing against one another as Jennifer moaned into her son’s mouth. Nate pulled her close, his hands roaming up and down her back as they made out. Every now and then his fingers would toy with the back of Jennifer’s bra, getting her more and more excited for what was going to come next. As they continued making out, Jennifer felt a distinct bulge growing between Nate’s legs and pressing up against her panties.

Breaking away from his lips, Jennifer began kissing along Nate’s neck. “Hmm,” she whispered into his ear between kisses. “I can see that someone’s excited.”

“How couldn’t I be?” Nate groaned, kissing his mom’s neck hard. “You’re so fucking hot.”

“Oh, I am?” She groaned softly as her son continued kissing her neck, leaving little marks. “In that case, I think it’s time for a little show and tell.”

Jennifer sat up in Nate’s lap, placing a hand on his chest as she gently rubbed her panties against the bulge in Nate’s pants.

“You did such a fantastic job on our little date yesterday,” she began, “that I think it’s time for your next lesson in pleasing women. Tonight, I want your hands to explore my body. My whole body. As you do, I’m going to tell you what women like, and you’re going to show me you understand by doing it. Does that make sense?”

Nate nodded, smiling as he gave his lips a little lick.

“And if you do a really good job,” she added, “then maybe I’ll give you a little…reward.” As she finished her sentence, Jennifer pressed her hips into Nate, making him groan as he felt her press up against his harness.

“Where do we begin?”

Jennifer gave him a flirty smile. “Step one—you need to learn how to take off a girl’s bra. We’re going to make out again. Your goal is to unclasp my bra. Once it’s off, rub my back a little and slip it off. I think you can figure out what to do after that.”

Jennifer leaned in, bringing her lips back to her son’s. As they resumed their makeout session, she felt Nate’s hand find its way to the clasp on the back of her bra. At first, he struggled, not quite grasping how to get the hooks undone. Jennifer fought the urge to giggle at how cute this was, instead focusing on how good he was at kissing.

After a few unsuccessful attempts, he finally managed to get the clasp undone, letting the bra come open. He rubbed her back as instructed and then helped her slide it off her shoulders. Jennifer broke off their kiss, leaning back once more so Nate could get a good view of her bra coming off. Nate let out a little groan as her tits came into view and almost instinctively reached up to cup them in his hands. Jennifer closed her eyes, whimpering in pleasure as her son played with her tits. The way he was touching her drove her wild with lust. His hands were so big and strong, but he was being so gentle, just testing the waters.

“You can grab them harder,” Jennifer moaned. “Girls like that sometimes. Oh, yeah, yes, baby, like that.”

Oh, fuck, Mom. Your tits are amazing,” Nate said as he massaged her tits, making her groan. “Can I kiss them?”

Jennifer groaned at the request. She wanted more, and she knew exactly how she wanted it. “Come with me,” she said, climbing out of his lap and taking his hands in hers. “And I’ll let you do even more than that.”

A moment later, Jennifer and Nate were climbing the stairs on their way to her bedroom. As they burst through the door, Jennifer took hold of Nate’s shirt, pulling it up and over his head. Next, she slipped down his pants, leaving him in only his underwear. “There,” she smiled before hopping up into her bed and beckoning him to follow. “Now we match.”

Grinning, Nate climbed into bed after Jennifer, grabbing her by the waist and kissing her on the lips. Soon, his kisses started traveling down her neck, to her collarbone, and down her chest before finally reaching her breasts. Jennifer moaned and whimpered the whole way, telling Nate what a good boy he was and how wonderful all this felt. As Nate’s lips latched on to one of her nipples, the woman let out a groan, running her fingers through his hair. The last time Nate had sucked on her nipples was when he was a baby, and it definitely never felt as good as this did.

As he continued kissing and sucking on her breasts, Jennifer gave her son more instructions on how to please a woman. She took one of his hands, guiding it south, slipping it under her panties. She let his fingers explore her freshly shaved pussy, offering tips on which parts to rub and how. She showed him how to rub his fingers up and down her pussy lips, which were drenched with her wetness. Finally, she guided his fingers to her clit, explaining how to find it on his own and how he should start slow and gentle before working up speed.

“Oh, yes,” she moaned as Nate’s fingers worked her pussy. “Yes, Nate. That’s so good. Oh, fuck, you’re doing so well. Keep sucking my tits while you play with my clit. Oh, God, swirl your tongue over my nipple. Yes, just like that. Now move your fingers a little faster. Oh, yes. Fuck, you’re making Mommy feel so good, baby!”

Jennifer felt her arousal climbing higher and higher as Nick proved to be a very quick study on pleasing a woman. As he continued working her tits and pussy, Jennifer found her own hand reaching down and stroking Nate’s erection through his underwear. Nate groaned at the sensation as he switched from one breast to the other. Jennifer continued rubbing Nate, loving how hard he was as she stroked the strained fabric.

Soon, Jennifer felt the beginnings of an orgasm building up. “Oh, fuck, honey,” she groaned out. “Mommy’s going to come. Don’t stop. Don’t stop. Oh, God. Oh, fuck. Yes! Keep going. Oh, oh, oh! I’m coming!”

Jennifer let go of her son’s cock and grabbed hold of her bed sheets as her vision went white and a...