All characters in sexual situations are 18 or older. Thanks for reading!
Careful planning doesn't always lead to success. This was a lesson Monday taught Nick. He had thought that if he said the right things, everything would turn out copacetic. That's a fancy word that in this case meant he would get to fingerbang his mother just like an ancient Sumerian god wanted. But he tried to set up the events in his room as they happened the day before and failed. And he failed the next day, too. And he failed again and again.
In the wake of his failures, he thought back to the moments that led to that wonderful kiss-and-grind. He had asked her if there was something wrong. And then he had kissed her. She had returned his advances with passion. A few minutes later she had rubbed herself on his thigh. If he could just get back to that point, he was sure he could get his hand between her legs.
But he couldn't seem to recreate that moment. It took him a long time to figure out that it wasn't what he'd said. It was what he hadn't said. He had listened to her. And more than that, he had wanted to listen to her. He hadn't really wanted anything from her at all. He'd just let his mom tell him about her really strange day and wanted to hear what she said.
Nick promised himself he'd listen to her, really listen, again tomorrow, on the next today. Whatever it was.
~~
"Oh, Nicky, mmmmmm." Kate snaked her arms around her son's shoulders and let his tongue explore her mouth. She'd thought they'd put all that kissing from the weekend behind them. But then Nick had patiently let her vent at him about her anxieties. He had suddenly turned into the son she had always imagined he would be at eighteen. Well, except for the making out. That had come out of left field. "Mmmmppphhhhhh." She felt his hand on her boob over her sweater. What was the harm? If it made him happy, he deserved it. She let him feel her up as they passionately kissed.
"Mom... Mom... you're... perfect." Nick kissed his way onto her neck, and she stretched out for him, trembling in his arms. He shifted his weight and they fell onto the bed. He kissed his way back up to her lips. He could feel her hips rolling against his thigh a little. She was going to rub herself on him and cum if he let things play out. He had got himself in the same position as before. But he didn't want to let things play out.
"Gggggppphhhhhh!" Kate stiffened as Nick's hand crept under her sweater onto her bare belly. He was getting carried away. She broke away from the kiss and pulled her head away from him so she could bring his face into focus. "Over the sweater, not under it. Okay, sweetie?" The sweet, earnest look on his face melted her resolve. But her resolve wasn't all that melted. Her vagina responded to him, too. She bit her lower lip, worried she'd squirt in her jeans. She rose to her elbows. It was a feeble attempt at escape. Her body language begged him to convince her to stay. "I should go." Her words were no more resolute.
"Don't go." Rather than pulling back, Nick moved his hand down a little so that the tips of his fingers were just under her waistband. Her warm, pliant skin pressed into his grasp. His dick lurched in his shorts thinking about how close he was to feeling her tuft of hair. Maybe... just maybe... Enki wasn't so bad after all. "Look, you told me about how you're getting older. And that life is short. And that your body's changing." He smiled when she looked at him in surprise. "I listened." His fingers crept a little lower.
"Nicky..." She made no move to stop him. She was frozen resting on her elbows, looking deep into his eyes. "You've changed so much in just a few days." She could feel herself getting swept up in the tide of the moment.
"You've given me so much. As the Bard said, turnabout is fair play." Nick had practiced that line over and over. She smiled at it and relaxed, so he moved his fingers farther. He felt the very top of her triangle. The little hairs were downy and delicate. Her jeans were tight enough that he couldn't move his hand much anymore. With his free hand he tried to undo the button on her jeans, but he was used to doing that with two hands. He struggled, aware she was watching him.
Kate's half-crescent smile carried with it a bit of amusement at her son's lack of skill and warmth that he was so eager to please. What he was about to do was clearly not the right way to express his gratitude. But, gosh darn it, it felt right. And she desperately needed it. "Here, goofball, you unbutton it like this." She reached down with one hand and showed him how to do it. "I can't believe I just did that."
"Thanks." Nick couldn't believe it either, but he wasn't going to say so. He unzipped her and finally had room to maneuver.
Both their smiles dropped away when his fingers found her lips under her panties.
"Fffffffffssssstttttt." Kate sucked in her breath and held it when his index finger slid into her. Should she warn him about her squirting? She had masturbated so much that day, maybe her body was done with it. She kept silent.
Visions of g-spot diagrams danced in Nick's head. She was warm, and wet, and he was surprised by the ridges on the roof of her pussy. He had never really explored Jess in the same way, so a lot of this was new to him. "How's that, Mom?"
"It's... good... Nick." She finally let out some air. His fingers clearly lacked skill, but it was still delightful. She stared down at his hand moving under her jeans and panties.
"Okay... how about this?" He had to move his whole body lower in the bed to get the right angle with his arm.
"Ow... not like that." Her body tensed. The pain brought her somewhat out of the spell she'd been under. She was suddenly aware at how unnatural it was to have Nick working her down there. It should have been Fred. She pushed those thoughts aside. "Try it like before."
"This?" Nick had the diagram in his mind's eye, but something was wrong. Not only was she not going crazy with ecstasy, she seemed to be losing her mood. He had to find it quickly. "Or this?"
"Ow." Kate reached down and took hold of his arm. "Stop. This was a mistake sweetie. My mistake. I'm sorry." She pulled his finger out of her and quickly climbed off his bed. "Look, I'm just going through something. This was my fault." She buttoned her jeans and zipped up, not making eye contact with him.
"No, I'm sorry, Mom. I just wanted you to feel something special. And I was trying something from the internet. I didn't mean --"
"I think I need therapy or something." Kate retreated quickly toward the door. "I'm going to go take a nap. Tell your father to make dinner tonight." She was out of his room like a lightning bolt.
"Wait." Nick looked at the closed door. "Shit." He punched his pillow. "Shit, shit, shit." He had been so close, and he'd messed it all up. His dick was as hard as ever, but he didn't feel like fapping. He was going to have to repeat the day again tomorrow.
And he did repeat Monday. And he met with similar results. And the next today. And the next. He couldn't find her g-spot. Although most days Kate let Nick in her pants, it always ended with her quickly running for the door.
Eventually, he had a thought. He was rushing things. So, he waited to try for the g-spot. Nick worked her other parts instead, getting her closer and closer to an orgasm. If she was on the verge, maybe it would work better. He was thrilled when she closed her eyes and let out soft little moans. But the second he went back to searching out her spot, she stiffened, complained, and left.
Nick just about threw his chair through the window when she left. He was out of ideas. He seriously thought about defenestrating himself instead of the chair. Alternatively, he took some deep breaths, reached over and grabbed his phone, and texted his sister. He needed help.
~~