The first thought to pop into Jennifer’s mind as her fingers wrapped around her son’s cock was, “Good god, this thing is glorious.” For a moment, she held her position, her hand tucked inside Nate’s briefs, holding onto the base of his thick, warm erection. In the six years since they’d lost Nate’s dad, Jennifer hadn’t been with another man. Now, as she held her son’s cock in her hand, it felt almost as if six years of repressed desire were beginning to bubble up to the surface, reminding her of how much she loved a good cock. Reminding her of how much she needed it.

Nate let out a groan, leaned in, and pressed his lips into Jennifer’s. As their kissing resumed, Jennifer drew her hand up Nate’s shaft, taking her time and savoring every bump and vein along the way. When her fingers reached his crown, she swirled her fingers around the tip, a maneuver Nate’s father always loved. Nate released a satisfied grunt into her mouth, and she slowly worked her hand back down toward his base.

Once her first full stroke was complete, Jennifer repeated the process, speeding things up little by little. With each successive stroke, she moved faster, stroking her son with more and more energy. The fabric of Nate’s briefs complicated things as she continued stroking him off, but not enough for the woman to stop and remove them. She was enjoying this far too much. Besides, the instructions had only told her to repay Nate in kind, and since removing her panties was a line she wasn’t going to cross, his briefs could stay on, too.

Soon, Nate was grunting and groaning, and Jennifer could tell he was getting close. Remembering that the instructions had mentioned using a little dirty talk to make the process more fun, she broke off their kissing, letting her lips travel down to Nate’s ear.

“You like this, don’t you?” She asked. “You like Mommy stroking you off.” Nate groaned, pushing Jennifer on further. “I know what you’re thinking. You’re thinking of my pussy, aren’t you? You’re thinking about how wet I was for you. You’re wondering how all that wetness would feel wrapped around your cock, wouldn’t you?”

“Oh, fuck,” Nate moaned. “Yes.”

“I knew it. It makes me so wet thinking about you, too. Thinking about my big boy, all worked up, doing dirty, dirty things to me. Making me cry out. Making my pussy throb. I’ll bet you want to blow a load deep down inside my pussy, don’t you? You want to come inside me, filling me up. Oh, God, Nate. It’s so wrong. We could never really do it, but you want to, don’t you? You want to pound my pussy. Imagine how hot it would be and come for me. Come for Mommy.”

“Oh, fuck!” Nate cried. With a groan and a thrust, his cock began erupting, spewing its hot white seed all over the inside of his briefs and coating Jennifer’s hand. Jennifer smiled, slowing her stroking, trying to prolong his pleasure. As he came down from his orgasm, Jennifer slowly withdrew her hand from his briefs. Her eyes roamed up and down her fingers, eyeing the thick, creamy goo webbing across them. She was tempted to slip her fingers into her mouth, licking them clean one by one. Still, this was her son. A little handjob wasn’t a big deal, but that might be going a bit far. Wiping her hand off on the bedsheet, she looked into her son’s eyes, and they shared a smile.

For what felt like eternity, the two continued exploring each other’s bodies. Jennifer showed Nate a few tricks to get her off with his fingers, and Nate happily accepted it when she reached under his waistband to stroke him off again and again. They even spent some time getting each other off simultaneously, Nate stroking Jennifer’s pussy as she stroked his cock.

Later on that night, when bedtime finally arrived, Nate went to his bathroom to shower, and Jennifer opened up the checklist app to check off her tasks. After marking off the completed items and celebrating her rise to the tenth level, she returned to the checklist screen, only to find a new item clicked on the new item, labeled “bedtime cuddles.”

“Snuggle up with Nate. Thank him for a great evening together by inviting him to come cuddle with you in bed. Make sure he’s comfortable, and enjoy the night together.”

It was exactly what Jennifer wanted—another chance to be close to her son. After a quick shower, Jennifer slipped on a fresh set of panties and walked down to the bathroom where Nate was taking a shower. She knocked on the door and let him know that he should come cuddle in bed with her when he was done. He could even sleep there. Nate happily agreed, and she told him she’d be waiting.

Jennifer returned to her room, turned out the lights, and climbed under her covers, looking forward to her son joining her. Typically she would wear a t-shirt and pajama shorts to bed, but tonight a simple pair of panties felt more than sufficient. A few minutes later, she watched as the door creaked open, and a figure entered the dark room. The covers rustled, and an instant later she felt Nate scooting up beside her.

Without a word, the young man reached around his mother, pulling her close to him. Their lips met, and as they kissed their goodnights to each other, Jennifer felt Nate’s bare cock rub up directly against her thigh.

“No underwear?” She asked between kisses.

“What? I always sleep naked,” Nate grinned before pressing his lips back up to hers.

Jennifer considered asking him to put something on as she melted into his kiss. After all, she’d made him wear his briefs the entire time they were having their fun earlier. At the same time, the instructions did say to make sure he was comfortable, and if he always slept naked, it would probably be super uncomfortable to wear anything. Besides, she reasoned, feeling him pressed right up against her thigh like this was so hot. Jennifer decided to let it go, continuing their kiss and enjoying the feeling of his cock slowly hardening against her as they made out.

The following morning, Jennifer found herself stirring before her alarm went off. She turned to face Nate, smiling at him as he slept soundly next to her. Turning back toward her nightstand and reaching for her phone, she silenced the upcoming alarm, then flipped over to her checklist to see how many points she could earn before breakfast. To her delight, there were already a few new items lined up for the morning, including a promising task titled “wake-up call.” As she read the instructions, Jennifer grinned. This was going to be fun.

A minute later, Nate groaned and blinked a few times, rubbing the sleep out of his eyes as he slowly became aware of his surroundings. Jennifer smiled down into his eyes from her perch as she straddled him, her panties pressed up against his erection.

“Good morning, baby,” Jennifer purred, slowly bucking her hips. “I hope you don’t mind, but I saw that big, sexy morning wood of yours, and I just had to feel it pressed up against me. Do you think we could have a little fun? If we make too much of a mess, maybe Mommy will even share a shower with you. What do you say?”

Nate grinned, reaching up and cupping his mom’s tits in his hands. Jennifer closed her eyes, letting out a low groan and grinding her hips against Nate harder.

“Fuck, Nate,” she groaned, picking up the pace and rubbing harder against him. “I can feel that monster right up against my pussy. Oh fuck, it feels so good.”

Jennifer reached down, taking hold of Nate’s cock in her hand and pushing it hard against her as she began bucking faster. In response, Nate started thrusting his hips, straining the thin material of her panties as his cock pushed as deep against her folds as it possibly could. Jennifer rode Nate, groaning his name as she did, telling him how lovely his cock felt up against her pussy.

Fuck, Mom!” Nate finally moaned. “Oh, god, I’m going to come!”

Without missing a beat, Jennifer reached down, pulling her panties aside so that his cock could slip beneath them. Being careful not to let him penetrate her, Jennifer rubbed up against him as hard and as fast as she could.

“Come on,” she groaned. “Come in Mommy’s panties. Shoot your seed all over my pussy. Oh, Nate, I want your cum all over me so bad!”

Nate groaned one last time and grabbed Jennifer’s hips, unleashing a torrent of hot, messy cum directly into her panties. Jennifer moaned as she felt his jizz coating her pussy.

"Oh, god, yes,” she moaned as her own orgasm was triggered. “Coat Mommy’s pussy with your cum!”

As they came down from their orgasms, Jennifer rolled off Nate, immediately slipping her hand under her panties and playing with the cum plastering her pussy. “Hmm. Somebody made a mess,” she smiled as she gently rubbed his seed between her folds.

“Does that mean we get to have that shower?” Nate smiled back at her.

Jennifer smiled, then rolled out of bed. As Nate watched, she peeled off her panties, exposing her cum-drenched pussy. “I guess we’d better,” she said as her panties hit the floor. Taking Nate’s hand, she guided him off the bed, pulling him along with her all the way to her shower. Moments later, hot water cascaded down their naked bodies, and they took turns washing each other clean between long, passionate kisses.

After their shower, Jennifer and Nate went their separate ways to get ready for the day. Before long, they were dressed, breakfast was finished, and Jennifer was busily earning points on her checklist as Nate got ready for school. Jennifer was so caught up in washing the dishes from breakfast that she hadn’t even noticed when Nate slipped up behind her until she felt his hands squeezing her tits through her blouse.

“Hmm,” she moaned, pausing her task. “You’re such a horny boy.”

“Guilty as charged,” Nate laughed before leaning in to kiss her on her neck. “I can’t wait to have more fun tonight.”

“Oh, that reminds me,” she replied, pausing to let out a little whimper at the hand that slipped under her blouse to massage her breast. “I work the closing shift at the bakery tonight, so I won’t be home until later.”

“Boo,” Nate muttered. “Maybe I’ll come pay you a visit.”

“Yeah,” Jennifer responded, half to Nate’s comment and half to the fingers slipping under her waistband. “That would be nice.”

After another few seconds of teasing, Nate pulled back from Jennifer and let her know he was headed off to school. Jennifer spun toward him, wrapped her arms around his neck, and gave him a goodbye kiss. They said their goodbyes, and Nate headed to school while Jennifer raced back up to her room to get herself off once more.

The rest of Jennifer’s day was very productive. She cleaned the house, organized the garage, and even made a trip to the pharmacy to refill a prescription and buy a box of condoms for Nate. They weren’t for Nate to use with her, of course—that would definitely be crossing an uncrossable line. At the same time, he was a very attractive young man, and Jennifer reasoned that he should have some just in case he was going to have sex…with some other girl, obviously. By the time she had to leave for work, she’d already made it well into the checklist’s eleventh level, with level twelve only about a hundred points away.

There weren’t as many opportunities to earn points at the bakery that night. She still picked up five points here for cleaning up a mess and ten points there for starting a batch of cinnamon rolls, along with a few other small tasks. Still, by about an hour before the shop closed, she was more than sixty points from reaching level twelve.

Deciding that she wanted to check for tasks one more time, Jennifer refreshed the checklist and saw her salvation. A new task had popped up, which was worth fifty points. It was simply labeled “surprise.” Whatever this surprise was, if she paired it with a fifteen-point makeout session with Nate, she’d have enough points to reach the twelfth level. Her eyes lit up and her heart raced as she clicked on the task, summoning the confetti that she loved so much. Then as the confetti cleared, she read the description, and her eyes went wide.

Jennifer gulped, scrutinizing the instructions. It was definitely hot, she decided, not to mention something she’d wanted to do. She was getting wet just thinking about it. At the same time, Jennifer wondered if it was one of those pesky lines that she couldn’t cross no matter how much she wanted to. While she was still mulling over whether she’d be able to complete the task or not, a customer walked in, and she slipped her phone back into her pocket.

In the time that followed, Jennifer found herself opening up the checklist and reading the task’s description every time she had the shop to herself. Each time she opened the description, the sparkling confetti eased her mind a little more, allowing the part of her that was excited for the task to grow. By about ten minutes before closing time, Jennifer read the instructions one final time, knowing exactly what she was going to do.

As if on cue, the bell on the bakery’s door jingled, alerting Jennifer to incoming customers. Slipping her phone back into her pocket, she looked up at the entrance to find a handful of people walking in. She smiled, welcoming them into the bakery. As they lined up at the register, Jennifer began taking their orders, only pausing briefly when she heard the door jingling once more. Looking past her guests, Jennifer’s eyes lit up as Nate slipped in, grinning at her as he took a seat in the far corner of the shop.

Jennifer smiled at her son, then turned her attention back to her customers. She did her best to remain professional as she filled their orders, but she couldn’t help but keep stealing quick glances at Nate. Fortunately, it was the end of the day, and there weren’t a lot of baked goods left, so it didn’t take very long to give everyone what they needed. One by one, her customers left until she was finally alone with her son.

It was technically still about two minutes before closing when the last guest left, but Jennifer decided that was close enough. Racing to the front of the shop, she flipped the open sign over, locked the door, and pulled the curtains. With the shop secured, she turned and grinned at her son.

“Well, well. I didn’t think you’d actually come by,” she smiled, strutting up to his table and placing her hands on her hips.

“Eh, I was in the neighborhood,” Nate said with a smug smile. Jennifer rolled her eyes. “Okay, actually I took the bus. I figured we could ride home together after you close up shop.”

“Aw, you’re so sweet,” she cooed. “Riding home with your dear old mother.”

“My smoking hot MILF of a mother, you mean,” he corrected, rising from his chair and looking her up and down. Jennifer knew exactly what MILF meant, and the thought of being a mom Nate wanted to fuck sent a delighted little shiver down her spine.

“You’re so naughty,” she grinned. “I’ll tell you what, if you help me clean up so we can get out of here, maybe I’ll give you a little surprise when we get home.”

“A surprise?” Nate asked. “I love surprises. Let’s do it.”

With that, the two set about resetting the bake shop. Nate wiped off tables and swept the floor. Jennifer put all the remaining baked goods into the “day old” cabinet and cashed out the register. Task by task, the two worked to get the shop ready for the next day. As they made progress, Jennifer found herself watching Nate go, becoming more and more turned on by his presence. By the time they were nearly done, it took all her strength not to give him his surprise right then and there.

When everything else was done, Nate grabbed the trash bags to take them out to the dumpster. As she watched him exit through the kitchen door, Jennifer decided that she couldn’t wait any longer and jumped into action. A few moments later, Nate returned through the door, closing it behind him. When he turned around and saw Jennifer, he stopped walking and gave her a little smirk.

“What’s this?” He asked his mom, who was topless, leaning against one of the bakery’s prep tables, and giving him a hungry smile.

“Oh, nothing,” she flirted, staring straight into his eyes as she strutted toward him sexily. “It’s just that you’ve been the best helper tonight, making my work so much easier. I got so turned on watching you, and I think it’s time for your little surprise.” As she finished her sentence, her final pace brought her virtually nose to nose with her son.

“Right now?” Nate smiled. “Weren’t you going to give me my surprise at home?”

“Maybe you’ll get it at home, too,” she purred, draping her arms over his shoulders. “But let’s start right here and see what happens.”

Jennifer pressed her lips against her son’s, moaning into his mouth as his hands came up to fondle her tits. Jennifer’s hand slipped down under Nate’s shorts, gripping his cock and savoring the sensation as it hardened in her hand. As soon as Nate’s cock was good and hard, she removed her hand and pulled back from their kiss, smiling into his eyes for a second before slowly dropping down to her knees in front of him.

Next, the woman took hold of her son’s shorts, slowly pulling them down to his...