Awaking Stepmom Ch. 04

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Time to wake stepmom up properly...
3.1k words
4.53
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Part 4 of the 4 part series

Updated 01/15/2024
Created 10/15/2023
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DJMiles
DJMiles
117 Followers

Chapter One

Matt carefully slid under the covers. His parents' bed was always more comfortable than his. It was a king-size bed with an extra thick and soft mattress. Even now as an 18-year-old man pulling the covers over his naked body, the bed felt huge in comparison. It was difficult to feel like a man when you were crawling into your stepmom's bed in the middle of the night. But tonight his mother was all alone in this enormous bed.

Monica Meyers slept on her side of the bed despite Matt's father being gone. He had been sent on a business trip for 10 days. 10 days that Matt couldn't help but look forward to. After the couple of shared moments, he and his stepmother had shared in secret, Matt imagined the 10 days being a sexual fiesta shared by the two. Matt would come home from school to find his mother naked waiting for him, and they would fuck all night until he left the next morning. But tonight was night 9 of his father's 10-day trip and they hadn't touched once. He hadn't even seen her naked!

His mom was really all he could think of now. It was bad enough when he just had an attractive stepmom to tease his thoughts every time he jerked off, but now that she had given him a hand job twice and he had gone down on her, there was no time the young man didn't think of her. The on-again off-again tease of sexual contact only made it worse. He couldn't focus on anything. The anticipation of random sexual encounters with her was too powerful.

The small nightlight in the corner of the bedroom bathed his mother in cool light. Even asleep, the woman looked like an angel. Her blond hair draped over her shoulders. Her hands grasped the covers to her chest. She slept in a black lacy nighty that clung to her curves. Inching closer to her, Matt felt his cock react by hardening as he felt her body heat radiate onto him.

Matt lifted the covers, tenting them as he reached over to his mother's side of the bed. She slept on her backside. Her thick thighs parted casually. A pair of white panties hugged her crotch tightly. They revealed the slight indent of her slit. With a steady hand and a careful finger, Matt lowered his middle finger onto the top of her slit on her panties. Sliding the finger gently up and down, he felt the soft fabric and the plushy flesh beneath it. there was no reaction at first. His finger rubbed gentle circles on his mother's clit and still she slept. Then, after a minute had passed, he saw her eyebrows twitch. They lowered and knitted in the middle as if in concentration. He rubbed faster but remained gentle and watched her eyebrows go tall as if surprised. Matt bit his lip as he felt his cock flex hard.

His mother's lips parted as she breathed heavier while still asleep. Matt leered at her chest, watching her breasts rise and fall with every breath as he fingered her. After several minutes passed, he felt a damp spot form in her panties. It grew and spread, widening to soak the entire front of her underwear. Matt was stroking himself with his other hand as he fingered his mother. Watching her eyebrows dance up and down as she mouthed different soundless words in her sleep.

Working his finger between her pussy lips and feeling the drenched fabric wrap his fingertip, Matt found the nub of her clit.

"Mmm... mah..." his mother mouthed a high-pitched moan.

Working her clit back and forth, he pressed down harder and rubbed quickly. His mother's thighs spread wider and her back arched as more moans escaped her lips. She breathed deep and faster like a big sneeze was fast approaching.

"Nah... gah... oohmm..."

Suddenly, his mother's thighs clamped shut and her body shook as the orgasm struck with a start. A flood of juices gushed between her thighs as her hands smacked down to the mattress and pushed off it. jerking up and down, her entire body rocked making her breasts jiggle and rock side to side.

"God!" she screamed as the orgasm ran its course through her body. Panting and sweaty, his mother sat up in a panic. Her eyes were wide as she stared at Matt.

Chapter Two

"What are you... What... son, what are you doing?" Monica yelled. The panic in her eyes became worry in her voice and fear in her gestures. In her sleep, she dreamed of hot sand and beach and hands groping everywhere they shouldn't be but her loving it all the same. The startling awakening from an unexpected orgasm only to be back in bed with a strange shadow in the bed beside her was jarring, to say the least.

My husband is out of town on business. No one should be in my bed!

Matt retracted like a frightened mouse to his father's side of the bed. His hands pulled a pillow and blanket down to his chest like it would protect him. Monica's heart finally started to slow from the shock of it all and she noticed other things, like the wet spot on her mattress or the panties that were pasted onto her sex because they were so drenched.

"Matt, what were you doing?" Monica scolded her son as she sat up against the headboard, and pulled the covers with her so she wouldn't give him a show of her cleavage. Something told her he already had quite the view.

"Sorry," Matt mumbled and hung his eyes like he was pouting.

"Don't clam up on me now, mister. You're an adult one, so start acting like it."

"I'm sorry, I just... You know..." he said.

"No, I don't know!" Monica crossed her arms.

"Well, with my dad gone. I just thought that we would, you know, have some time to ourselves. But we didn't so..."

"So you thought you could just come into my bed unannounced?" Monica shouted and shook her head in disappointment. "I thought I raised you better than that..."

Matt hung his head feeling worse than he had ever in his life.

How come every time I imagine a sexual fantasy with my stepmother and attempt to act it out, it goes completely wrong? Matt thought to himself. Is my every sexual instinct wrong? am I just some kind of freak?

With his head still hung low, Matt pushed one leg to the floor and turned to flee his mother's bed entirely when she spoke.

"Wait... just... wait..." his mother took a deep breath and covered her face with her palms as she let out a long sigh. When she looked up again, the soft blue light from the nearest nightlight revealed a kinder more reserved face. "I'm sorry... I'm sorry, I shouldn't have snapped at you like that. You are doing only what... You did the same thing I did to you. I don't have the right to get mad at you. You just startled me is all."

"I'm sorry, I really am, I just... I guess I don't really know what women want," Matt moped, his thumb picking at his pointer finger.

"Hey, hey, hey... of course you do. Come here," his mother said reassuringly. She scooted over to the middle of the bed and let the sheet fall to her lap as she hung an arm over Matt's shoulders. He pressed his lips together and tried to focus on her words and not on her bust that was nearly coming out of her nightgown. "Matt, listen, you're wonderful in every way. You're kind, handsome, and I love all the ways you touch me but... after our neighbor, Amanda, nearly caught us then your father... we can't keep this up. The consequences for us both if this got out are too high. I haven't even considered if your older stepsisters found out."

His mother combed her fingers through his shaggy black hair, pulling her son's head to her shoulder as she did. Staring at the dark dresser ahead of them, her face looked like she was lost in thoughts of consequences that Matt didn't care about. Perhaps that was just the horny teenager in him, but whether his father found out or his estranged stepsister found out mattered little to him. He spoke little with his sisters. One was in college and the other was a wild child overseas and both seemed to not be interested in his well-being. His father neither. He had overheard him say many times that he never wanted kids and the only reason he had me was to make my late mother happy.

Then he was stuck with me, Matt thought. Probably why he was so quick to remarry Monica.

Never in his life had he been desired by a woman, let alone an attractive one. Could he really be to blame that he desired her back?

"You don't want to be with someone like me, anyways. I'm almost twice your age. You should be going out with other seniors or soon you'll be swimming in college girls," his mother smiled and squeezed his shoulder. "Besides, your father's coming home tomorrow. Let's just end it on a good note, okay? We shared some good memories together and these will be our secret for life."

"Okay," Matt said, then looked up at her. The room shadowed his face as his bangs hung near his eyes. "But we have tonight, don't we? Father doesn't return until tomorrow. Maybe until he does, we can hold onto that good note."

He heard his mother release a small sigh and scoot lower so that she lay more than sat. "Okay, just till father comes back."

Chapter Three

Monica watched her son scoot beside her in the bed carefully like she could snap at him at a moment's notice. And why shouldn't he be warry?

I've been acting like a fucking psycho sending this poor boy mixed messages. Eighteen years old and already being dicked around by women.

She decided they both were right. He was right by doing what he did, coming to my bed and being confused, but Monica was right to end it and end it on a 'high note.' It was too risky to continue and they both had too much to lose. No more harm could come from a little rubbing together.

With her stepson lying beside her, Monica turned to face him and felt the damp spot on her mattress from her unexpected orgasm. The nightlight no longer reached their faces so dark shadows hung between their expressions. Beneath the sheets, Monica's hand reached out and palpated her way around her son's lean waist. Rubbing her palm over the face of his boxers, she couldn't help but smile when she felt his long, hard cock pointing toward her. She gave it a few strokes over his boxers then plucked the elastic waistband down under his tall shaft.

Even through the darkness of her room, Monica could feel her son's breathing change as she reverse-stroked his young hard cock. She could imagine his face and furrowed brow as Mommy milked him. She felt his shaft stiffen and flex in her grip and after a few minutes passed, the drip of his pre-cum coated her palm as she continued. She didn't notice Matt scooting closer to her until he was so close their bodies nearly touched.

Monica rubbed her creamy thighs together as her son's cock poked incidentally against her clit and around it. slowly, Matt reached up and rubbed a hand over her silk night gown and felt her soft and full breasts beneath. His hand was timid and careful.

"It's okay, baby," Monica whispered so softly it barely had any sound at all. "You can touch me. Go ahead."

Monica's encouragement worked as he peeled away the flap of her gown and exposed one of her breasts. She bit her lip and squeezed and bit firmer on his shaft when her son's fingers rolled her hard, sensitive nipple between his fingers. She wanted to correct the timidity she created in him. Monica wanted her son to become a confident man.

There was a brush of a touch to the underside of her crotch and her legs parted in reaction before she even realized what she was doing. Matt's other hand, hidden beneath the covers, ran a finger up and down her wet pussy lips through her panties. Monica knitted her brow and parted her lips as she released a silent moan. She didn't want to stop her son and confuse him more, but she didn't want to cause even more of a mess in her bed than she already had. In her mind, she had thought she could just stroke him to orgasm as she had before but now things were changing. Her toes curled as his finger found the nub of her clit and made continuous circles on it. She found her hips bucking back and forth and the distance between her body and his becoming nonexistent. She was forced to switch her grip on his cock to a traditional pumping motion as their hips sandwiched his shaft between them.

It was her son's turn to pluck at her drenched panties and peel the fabric from her sex.

"Oh, baby..." Monica sighed, her thoughts, wants, and desires were a messed bag in her mind. She felt a finger insert inside her warm pussy lips and her eyes rolled back in her head like the arousal she felt was so powerful it possessed her. "Oh, honey--yes..."

Without realizing it, her lips fell on her son's and she kissed him deeply. Their tongues lapped another and Monica's free hand gripped the back of her son's head to pull him to her. Her fingers combed through his hair as she felt him lean toward her.

Matt maneuvered in such a way that the tip of his cock pushed inside one of the damp leg holes of her damp panties. The tight quarters and their grinding bodies were a chaos of contact. Monica stroked his shaft while ground into him, while her son fingered her pussy and humped the head of his cock over her lips.

"Oh, god... oh my god..." Monica groaned between desperate kisses. Her heart thudded against her chest so hard, she thought it might explode. So much was happening that a part of her buried deep was glad their hands were in the way of each other, because had they not been she feared her body would have demanded her son's cock be inside her.

"That's it, baby. Do it, ugh, do it just like that," Monica grunted as his finger slammed inside her and his thick veiny cock ground up and down on her dripping slit. The bulbous head of his shaft pressed into her clit, dragging against it, with every thrust. "Oh yes, you keep this up and y--you're going to make mommy cum... oh, fuck... mom--mommy's gonna cum..."

Her words were like waving the flag at the start of a race. Suddenly her son's finger was pounding her tight pussy hard enough that his palm clapped against her bottom filling the room. The pressure of his iron-hard cock dragging across her clit grew harder as well. He kissed her, lapping the roof of her mouth. Monica tried to kiss back but she couldn't. it felt too good building inside her.

"Oh god!" she cried and felt her body press back into the mattress as she was finger fucked and humped roughly. "Yes, yes! Fuck! Make mommy... Make mommy cum... I'm gonna..." Monica was near hyperventilating as she felt like she was overflowing. "I'm cumming!"

Monica's moans went silent as did her breathing which left only the sound of her son's finger pumping in and out of pussy and the juices that leaked from her. Her entire body flexed and went rigid as euphoria drowned her from the inside out. When she squirted it drenched the sheets down to her calves as she twisted beneath the sheets and wrapped her legs around her son.

"Fuck me! Ughhh!" Monica finally screamed after a ragged gasping breath. She arched her back and head, exposing her jiggling breasts as her nightgown fell away.

It took several seconds for Monica to regain control and feeling of her limbs but when she did she saw and heard her son continuing to hump her, his long throbbing shaft ground against her pussy lips and slit beneath her panties. It felt wonderful.

"That's it mmmmm... come on, baby... cum for mommy..." Monica grunted and could see her words affecting her son. She bit her lip at the sight of him so turned on by her. "Cum in mommy's panties. Make a mess on mommy."

Monica's fingers wrapped around the base of her son's shaft and stroked him and he humped her. The grunts he made coincided with the spasms of his cock.

"Oh, baby, yes! Cum on mommy's pussy!" Monica sang as her son's cock flexed. His tip painted her bare clit and pussy lips in his semen. The mess of her juices and his semen was plastered against her clit under the cover of her panties.

Matt collapsed on top of his mother. His face pressed to her sweaty chest between her breasts as he panted, catching his breath.

Monica took a deep breath and smiled to herself as she said, "Good boy."

Chapter Four

The next day was Saturday. Monica's husband's flight didn't arrive until late afternoon so she had plenty of time to strip her bed and wash the sheets. Matt was at his friends all afternoon and there was talk of him spending the night which was good. She liked him getting back to normal stuff. They had woken up this morning still in her bed. Once showered and changed, Monica made them breakfast and continued their morning routine undisturbed.

We are back to normal, Monica thought as she sipped her coffee.

When she finished pulling the bed comforter taut on her bed there was an alert from her cellphone. She had a text.

It's only 1:30 p.m. No way Todd has made it off his flight yet. It doesn't land for another two hours.

Todd

'Hey baby, jobs done, but got work to comp the hotel for a few more days! Isn't that great? Beautiful golf courses here. I'll send pictures!

-T'

"Ugh!" Monica raised her phone above her as if to throw it but stopped herself. Sometimes her husband's self-centeredness was just too much. But the more she thought about it, the more her scowl formed a curiosity to it. Looking at her phone again, she typed out a text.

Monica

'Planning out dinner. You spending the night at your friend's house?'

Matt

'No, I'll b home tonight.'

Monica beamed a grin and bit her lower lip playfully at the fantasies in her mind.

Monica

'Perfect!'

DJMiles
DJMiles
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AnonymousAnonymous3 months ago

Time will out . . .

Please watch the tense of verbs and associated body reactions.

This story is (almost) most boys' dream.

MikeOrMikeyMikeOrMikey3 months ago

Another good and sexy chapter.

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