Wake Up Sleepyhead!

[All characters are 20+]

It was 7:43am, and Jeremy was still in bed. Jeremy was not supposed to still be in bed. He had an important interview with Hamblin & Cramblin consulting at 9am. Well, it wasn't important to Jeremy, but it was important to his step-mother, who had patiently housed him for a length of time that was becoming awkward given his age.

His snoring interrupted itself, he rolled over, checked his phone, then pulled the covers back up over his shoulders.

There was a gentle knock at the door. Then, from the other side, "Jeremy?"

He didn't stir.

"Jeremy, are you up, dear?"

Jeremy was, in fact, not up.

The doorknob to his bedroom turned, and the door cracked. Peeking through was Jennifer, Jeremy's aforementioned step-mother. She peered at him through her square glasses and blond locks with concern.

"Jeremy."

He didn't budge.

She pushed the door open and stepped in. Jennifer looked as though she might be dressed for Sunday church. However, her body had a difficult time fitting into conservative clothing. Her ample breasts seemed to blossom cleavage no matter what she wore, and her ass never wanted to fit in jeans. She stood beside his bed and looked down at him, curled up peacefully, face down in his pillow.

She poked him, "wake up sleepyhead!"

He grumbled and tried to pull the covers over his head.

"Nuh uh, no you don't." She grabbed the covers and pulled them down to expose his shoulders. "We talked about this Jeremy. You said you'd be a good boy."

"I changed my mind," he grumbled.

"This is really important. If you miss this interview, they aren't going to give you another one." She poked him again. "You don't want to live with your mother your whole life, do you?" She rested a knee on the edge of his bed so as to reach over and gently shake him.

"Maybe I do." Jeremy's words were barely audible through the pillow.

Jennifer stood straight, put her hands on her hips, and did something quite close to a "harrumph."

"Jeremy."

Nothing.

"Jeremy!"

More nothing.

"Alright. If that's how it's going to be..." With both hands she took hold of the sheets and YANKED them swiftly off the bed. Woosh!

"Mom!"

The sheets floated to the floor, leaving an exposed Jeremy on his full-sized bed. Not fully exposed, he did have on a pair of briefs. But inside those briefs was an impressively stiff specimen. It stuck out unmistakably from his body--completely obvious through the fabric that hugged it tightly.

Jennifer noticed it immediately and blushed, but decided to ignore it.

Jeremy rolled and curled up, nestling back into his pillow.

"You're getting up if it's the last thing I do. I'm going to start singing Smash Mouth, and neither of us wants that."

After a moment, that's exactly what she did. Crossing her arms and accentuating her breasts that begged to spill from her restrictive top.

Jeremy stuck his pillow on top of his head.

"You're being a very bad boy, Jeremy," she exclaimed, giving up on singing and climbing onto the mattress. She shook his shoulder, trying to unroll him. "I'm not giving up. You're getting out of bed if it kills me. Just try me. You think I won't go crazy on you? Because I will Jeremy."

He flatly resisted her prodding, but she did roll him over onto his back. His erection proudly bulging.

Goodness it was... large. But she wasn't to be deterred. In fact, it gave her an idea.

"Jeremy..." she started, "if you don't get up, I'm going to suck your penis!"

For the first time, Jeremy's eyes opened. He looked at his mother, kneeling beside him on the mattress, with wide-eyed astonishment.

"I mean it mister! If you don't get out of that bed right now, I'm going to... I'm going to suck your penis!"

He just looked at her in shock.

"You think I won't do it? Just try me. You've driven me to about the breaking point young man."

It was too early in the morning for Jeremy to remotely comprehend what was happening. Perhaps I'm in dream, he thought passively. Yes, he was sure of it. Especially since he'd had several before, that, although not identical to the present scenario, were certainly of the same genre.

"Is that what you want? You want your own mother with your penis in her mouth? No, I bet not. So I'm going to count to three, and if you're not out of bed... that's what I'm going to do."

He didn't move.

She blushed furiously. Jennifer hadn't considered the possibility that he wouldn't immediately get up.

"1..."

He kept staring at her with an utterly lost expression.

"2..." this time her voice faltered, devoid of the command she'd made the original threat with.

Whether by coincidence, or some part of her message having made its way past Jeremy's mental defenses and into his subconscious, his cock twitched.

She looked at it and gulped.

"Jeremy... what are you doing? Are you listening to me? I'm telling you, you have one second to jump out of bed or I'm going to put your penis in my mouth! And then we'll really be in trouble. Can you imagine? Get up!"

"Are you crazy?" Jeremy finally managed to utter.

Jennifer leant back, sitting up. An irrefutable fact about her, was that she was stubborn. A trait with which she currently found herself wrestling. Here, she'd backed herself into an absurd scenario. But she wasn't about to let him win. She never let him win. And she knew never to let him win because he was the type to exploit a single win into a portfolio of dominance. She couldn't let that happen, and, after all, perhaps this would be a small price to pay in order to send the message home. What could be more powerful? Anyways, she hadn't gotten to "3" yet.

Assured now, she crossed her arms and smiled at Jeremy.

"3." She said it firmly this time.

Although still hopelessly confused, Jeremy could sense he had been challenged in an important way. She was incredibly difficult to best in these sorts of pecking order bouts, but luckily for him, he was sure this was one he could win. Especially if it turned out to be a dream.

Jeremy crossed his arms and sat back.

Jennifer's face fell. They stared at each other.

"What are you doing?" she asked, without knowing what she meant.

He didn't respond, although the cocky smile he'd put on evaporated and his heart beat increased. This certainly didn't feel like a dream.

"Jeremy, I'm going to suck your penis. I'm going to pull your underwear down and put it in my mouth. I mean I'm really going to do it."

His cheeks matched the color of hers. But he didn't move. He hardly breathed.

She made a little noise of girlish frustration, then straddled his ankles. She lowered herself until her face was near his briefs.

His cock, to its credit, had not slackened in its rigidity whatsoever.

She lifted her hands and took hold of the hem of his briefs. She looked up at him and they made eye contact. She tried to think of what to say to derail the course of events she currently found herself captive to. But nothing came to mind.

Fine. She pulled down on his underwear.

His member fought against the downward motion of the fabric, slowly exposing the naked length of his shaft. Until finally the head of his cock cleared the hemline and his penis sprung straight up. It stood at full attention, right in front of her face.

She audibly gasped, to her mortification. It was perfect. A big, heavy dick, but not too big, with a nice shape.

"Jeremy..." she said his name like it was a secret. Staring at his cock.

His breath quickened, but he didn't dare say a word.

She gulped, then moved her hands up his thighs. They slowed as they approached the north pole. There was a gravitational pull to it, asking her hands to keep going. But she paused.

She slapped his thigh, kinda hard.

"Ow!"

Her hand gripped at his thigh, and he flexed in an effort to dissuade her clawing fingernails. "This is your last chance," she warned.

He looked at her, lips trembling, and refused to budge.

Her hand left his thigh and hovered before wrapping around the base of his cock. She gripped him, tight, and he inhaled sharply. It throbbed in her hand and she felt it. When it throbbed a second time, she second guessed whether this routine was getting the message across she had hoped. But staring at his cock melted such concerns of logic and execution.

"Your interview is at 9am." She moved her head closer. He watched her lips move as she spoke. He thought about how they might look wrapped around his dick, which was made much easier by their proximity to his rock-hard member.

"You think I'm bluffing?" She moved her lips to just a touch away from his hot dick. She opened her mouth, let her tongue fall out, and held it a millimeter from the head of his dick. Taunting.

A moment more of standoff passed, then she closed her mouth and sat back with frustration. She kept her hand wrapped around his cock, looked him in the eye with fury...

Then jumped forth. It happened in an instant. She'd mustered the courage, and before Jeremy could comprehend what was happening, her lips were sliding down his shaft.

He grunted. "Oh m-my god."

Her eyes remained open, trained on his, with an expression of I warned you! Brow furrowed, cheeks flushed. But it didn't last, as she quickly realized how much cock was in her mouth, and it became difficult to fit anymore.

He watched in disbelief, twitching with pleasure.

She gagged, then took him out of her mouth. She wiped the spit from her lips.

"Happy??" She yelled it at him, catching her breath. "Is that what you wanted? Your own mother's mouth on your penis??" She kept her hand wrapped around his cock.

"I'm--I'm sorry," he tried.

"Are you going to get up now young man?"

"That felt... really really good mom."

"What?" She felt his cock continue to throb in her hand and realized she'd been gently stroking him--well not stroking, but her hand had not stayed still.

"Jeremy..."

"Can you do it some more?"

"Jeremy! You're--no! You need to get out of bed! This is disgusting! Goodness." She took her hand off his dick like it was red-hot, and covered her face. "No no no no."

"I'm sorry."

"I think we've both learned our lesson. And it's time to get up--"

"I'll get up if you touch it some more--"

"Jeremy! No!"

"Please! Please. I--I need you to. I promise I'll get up. I'll do anything. Just please." He was literally pleading; his hands in a prayer formation. And a large bead of pre-cum glistened at the tip of his dick.

"I said no."

"Why not?"

"It's... it's too big!"

A small laugh of pride forced its way out of Jeremy.

"I--no... I mean I'm not going to do that! I was trying to teach you a lesson... and this is--this is all wrong," she said.

"But I can't get up now. I won't be able to think about anything else. Please."

"You really want me to do to that? You want your own mother to suck your penis?"

"You already started." He was getting cocky.

"How dare you."

"What? You're the one that put my dick in your mouth?" He grabbed his dick and slowly started to rub it.

"You are in so much trouble."

"I'm in 'trouble.'"

"Yes, big trouble."

"You can't put me in trouble anymore."

"Watch me."

"I think you liked it." He slowly stroked his cock, still slick with her spit.

She blushed furiously red. "Jeremy!"

"What?"

She slapped his hand away and grabbed his dick. She started pumping it jerkily. "You think I like jerking your penis? You think I like this? Does that feel good you sick, sick little freak!"

He moaned with such authentic pleasure that it stunned Jennifer. Yet again, she had deeply underestimated her ability to arouse a man. She withdrew her hand in horror.

"I'm sorry. I shouldn't have done that. And I shouldn't have said that." She then meant to get up and leave the room in shame. But she didn't. She stayed sat there, his cock throbbing in front of her. She sat long enough that Jeremy was, once again, confused.

"Okay I'll ge--" Jeremy started.

"--fine! If that's what it takes." She put her hand back on his cock. She did it like she was deciding which bin to toss her candy wrapper in. Completely unsure. Gingerly, she ran her fingertips down his shaft. "Just this one time.... Okay?"

Jeremy nodded obediently.

Then her fingers wrapped around his base. She took hold of him. Felt his heat. Flexed her fingers delicately. Her hand looked small holding it. It was remarkable to her. How a big penis could do that. And then she stroked.

Jeremy knew not to say anything. He could be an ass, but he was smart enough not to ruin the dream. The dream that was definitely not a dream.

At first, she just watched her hand start to move up and down on him. Watching as her fingertips passed over his engorged head. Watching the way his skin responded to her touch, the places he was firm and the places he was softer under her probing movements. Her hand came up and she rubbed her thumb over his frenulum, cupping him in her palm.

Then she looked up at him and realized he was watching her; had been watching her gaze at his cock. She didn't stop touching him. The pumping was steady. Unchanged by the eye contact that sent new sensations down their bodies.

He was blank. With the occasional murmur of pleasure or catch of breath. And she was scared. Scared but measured. Scared but completely unwilling, or perhaps unable, to stop.

"Like... like that?" she asked him.

"Yea. Yes."

"It's so big."

"Sorry." He didn't know what to say. The crimson red that had come and gone on both their cheeks returned. For whatever reason, seeing it on her face excited him.

She adjusted her position on the bed, and doing so changed the position of her breasts, accenting the cleavage on display. Leaning forward as she was, her breasts asked to spill out of her struggling top. A few strands of hair had fallen from her ponytail and dangled in front of her face. They jostled ever so slightly with each pump of her hand.

He moaned, and she almost smiled. She didn't. But under other circumstances it could have happened. She was working him now. With her gentle fingers. Carefully. She looked away from him as she did it. But, with great hesitation, she looked back. Looked back into his eyes. Her breaths got quicker and suddenly it felt very hot in the room. Her lips parted, just a little, and he noticed. Just the space between her lips--the amount she had her mouth open, was consumingly erotic to Jeremy. He stared at her mouth. He wasn't even imagining his cock filling it anymore, just gazing at her lips, and the delicate aperture they made. Perhaps what it did to him was the result of what that small geometry meant Jennifer was feeling. It stank of naivete and excitement; nervousness and an unwillingness to turn back no matter the consequences. Much less had made him cum in the past.

But she stopped again. Took her hand off him. He was terrified that was it. The dream was over.

Her cheeks burned crazy red. She got up, walked to the door--but then she turned the lights off. She didn't open the door. It was dark, but he could still see her.

He watched her silhouette turn around and step back to the bed. Almost silently. She climbed onto the mattress, on her hands and knees.

And then he felt her breath on his cock. It was hot. He could hear it too. She was trying to control it, but it came out in murmurs and stutters. The hot air washed over his member, causing it to twitch and the pearl of precum to grow.

She could see the pearl reflect the tiny amount of light in the room, and her mouth watered. And then she opened her lips and took him inside.

Not deep. She just held him in her mouth for a moment. He felt the soft warmth. It was like she wasn't sure what came next. It wasn't her intention, but the product was to tease him. And he could barely take it.

She moved her tongue. Tasted him. And then an instinct took over--she let it--and she took more of him gently into her mouth, working her lips around his shaft. She was salivating like crazy.

It made a wet sound and he gasped. She swallowed half of him, then took him out of her mouth, then repeated the process. On the second time, like she was tasting the most delicious popsicle in the world. Which it may as well have been. She planted her hands on his thighs and started sucking.

She kept it slow, but went deeper. Despite his size, she found she could get a lot of him into her mouth. It was rhythmic now.

Up

Down

Up

Down

She gently swallowed his cock. And as she continued, the sounds she made developed. While at first she was mannered, neat, and quiet, the slurping sounds were slowly joined by exhalations, smacking, and a lustful murmur that slipped out between her lips and his cock when she bobbed up.

He tried to stay mostly quiet, but it felt too good. Excited him too much. He arched his back, flexed his abs, and tried not to cum.

She started going faster and brought a hand to wrap around his base. She gripped him tight. And when she needed to catch her breath, she jerked his throbbing cock. It was covered in her spit, which was also dangling from her chin in excess. But it didn't take long before she came back, sucking him down and bobbing her head like a perfect metronome.

And she was going deeper. She could feel the head of his cock hitting the back of her throat now. It threatened to make her gag, but she held it together. She did this a few times before giving a final push, and he was down her throat.

"Mom--" he uttered. Barely able to get the words out. It was too much.

But she didn't respond. Maybe she heard him, or maybe she didn't, she kept throating him. Didn't need her hand on his base anymore--her thrusts were so steady she could neatly swallow him from his tip until her nose hit his pubes. She held him in place with her hands on his ass, which became necessary as he started to squirm.

"Mom... wait..."

She didn't stop. Kept messily sucking him off, sending spit flying.

"I'm gonna... I'm gonna cum--"

This information finally registered something. He had made contact. She jerked her head back and his long cock slid out with a *shplurt*.

Amid trying to catch her breath, she said, "no, no, no. We can't--that's too far. You can't cum in my mouth." There was a moment of silence as the trail of spit from the head of his cock to her mouth landed on her tits. "This is so wrong. That's enough. It's a slippery slope Jeremy, a slippery slope!"

"You mean if I cum down your throat I get to fuck you next?"

Her mouth fell open in shock. "Jeremy!" Her face flushed, not that he could see in the dark. "That's enough. Now we really must stop. It's probably almost 9." He could tell from her intonation that she didn't mean a word she said. The sentences came out of her mouth--but it was preposterous.

He got up on his knees, facing her, just a foot apart. She was on her knees too. They stared at each other, breathing heavily. His cock remained rock hard, reaching out toward her. She looked to where his face was, unreadable in the dark, but she tried anyway. She looked afraid, but that's not what she was. Maybe a little, but something else was bubbling forth. She held it back as they looked at each other.

Then he reached out with both hands, grabbed her top where her tits were almost spilling out, and pulled the fabric down exposing her.

"What are you doing??" she said, without moving.

His hands travelled, not to grab her breasts that had spilled out, but to just below her ribcage. He flexed his fingers over her. Not rough, but with control.

"Jeremy..." she uttered. It was quiet and breathy. She said it like a question and a warning. But one she wasn't willing to obey or answer.

He pulled her towards him in one motion, closing the short distance. Letting out a small gasp, she felt his upright cock pressed between them.

He tilted his head and leaned in.

"No..." she tried to say, without moving, and while tilting her head to greet him.

And he kissed her. She put her hands on his chest and made muffled sounds, but also almost immediately let her tongue swim into his mouth.

She pressed slightly on his chest. So he teased her. He withheld his lips slightly, and she came after them. Her own trembling lips, whimpering nos, as they sought after his tongue that licked at her playfully.

He unbuttoned her jeans and slid his fingertips down her panties. They were soaked through. He felt her humiliation in the shape of her mouth as he kissed her and his cock throbbed against her belly.

He circled her opening, collecting a generous lubrication of her juices, and then started to tease her clit, making it slippery. He could feel her engorged button, and as he massaged around it, she shuddered.

"Oh no..." she stopped kissing him and laid her head on his shoulder. Her hands clutched his arms as she tried to hold herself up.

He began to rub her clit and she got quiet. Circling her. No longer teasing, but remaining gentle. Occasionally fingering her for a few moments to keep his fingertips extra slippery.

After a few minutes of this she started to whisper in his ear, "please. Please.... please." But it was unclear what she was asking him to do. To stop, or to keep going.

Regardless, it was about all he could take. He pulled his hand out of her panties, grabbed her, and laid her face down on the mattress. As he did so, she made little noises, obeying his hands.

He pulled her jeans off, and then ripped her soaked panties off. Then he straddled her. She buried her face in his pillow.

He rubbed his cock on her round ass, putting his hands on her--holding her. Then he spread her legs and brought the tip of his cock to her pussy. He could almost feel the heat coming off it.

She arced her back, opening up to him. He rubbed the head of his cock over her, teasing her clit, and she moaned into the pillow. Then he just leant forward, letting himself slip inside.

She gasped, grabbing at the mattress. His chest came down to rest on her back as his cock buried itself in her hot cunt. He wrapped his arms around her, holding her in place, but also grabbing at her breasts.

He started to thrust. She was so wet and slippery. It squeezed around him, begging him for more.

He fucked her, and she began to moan. It was so good he felt crazy. He squeezed her tits and pinched at her nipples, which only caused her to moan louder.

She reached down, took his hand, and placed it on her neck. He adjusted it, and squeezed while continuing to fuck her. He held her that way.

In response to his hand around her neck, she thrust back against his cock, bouncing with him, letting him deeper. And the moans were gilded in shameless enthusiasm now, creeping out through the hand on her neck. She was going nuts underneath him and if it hadn't also introduced an element of nerves, he would have exploded right then and there. In real-time, Jeremy felt his mother go complete slut with his cock inside of her.

She tried to turn her head to look back at him.

"C'mon, fuck mommy. That's a good boy," she said.

"Holy shit..." he barely got out, not slowing down.

"Stuff me. Fill me with that huge cock. That big fucking dick that melted my brain." She was loud now. He eased his hand on her neck so the intoxicating words could get out of her better. Instead, he took tighter hold of her by the shoulders.

She didn't stop, "I wanted it so bad when I saw it. That big fucking dick! Are you gonna fill me? Are you gonna fill mommy up? Are you gonna blow your load in your dirty mommy's whore cunt?"

"What the fuck," he uttered, feeling his balls begin to tense.

"You're gonna stay here forever. Never get a job so you can wake up with your cock down mommy's throat and fill me full of your warm milk every night. I want you to get me addicted to it. Spray it all over me."

"Oh fuck." That was almost it.

"Cum in me. Cum in me. Please. I'm begging you, Jeremy. Shoot me full of your milk. Please. Mommy needs it. Mommy needs you!"

He came. The hot cum burst out of him in rope after rope. Mid orgasm he pulled out, but the ropes didn't stop. One shot out and onto her back, but the other--she whipped around and clamped her mouth onto him. With her hand and her lips and tongue she milked another shot out of him and hungrily swallowed it. She tried for another, but he was empty. So she delicately slurped the last drops from his heaving cock, massaging the spot behind his balls. Then removed him from her mouth. Her tongue dripping.

Messily, she groped at his shoulders till her mouth made it up to his and she kissed him. Wet and loose and with her last bits of energy she made out with him.

"Thank you. Thank you thank you thank you," she muttered like a helpless thing into his mouth as she kissed him. Spit and cum wet on their bodies.

Then she pulled him down onto the bed, spooning her. She nestled back into him.

"Cuddle me," she commanded.

And he did.

Wrapping his arms around her, he looked over at the clock on his bedside. It was 9am.