Stepmother&#x27;s Advice: Mine

by Ravenblackerotica

story tags: bdsm, cougar, cougar_and_cub, female_orgasm, horny, milf,
orgasm, stepmom, stepmother, stepsister

https://www.literotica.com/s/stepmothers-advice-mine


*Stepmother's Advice*

*Mine*

<strong></strong>

*Raven Black*

*Ben*

Ben's hands trembled with nervousness and excitement. A pair of
emotions he'd rarely felt together at this extreme. He kept them
pressed tightly against his chest, his sweaty palms drying on his camp
counselor Boy Scout T-shirt he wore to bed most nights. The smell of
his stepmother's lavender hair conditioner had permeated beyond his
covers and pillows. It now soothed the air he breathed as he stared at
the slender neckline of the older woman laying in front of him. Over
the past hour she had inched her butt backwards towards him until his
back was now flush against the cool wall.

/I have no where to go/, he thought.

It was a strange thought, he knew, especially since from the outside
looking in, any other 18 year old boy would kill to be in his position.
After all, the middle aged woman who had boxed him in in his own bed
was a beautiful woman on top of being his stepmother. He felt the tip
of his raw penis brush, through the fabric of his stained boxers,
Sharon's butt cheek. She was tucked under his covers with him so Ben
couldn't see her bare ass cheeks inching back into him but he could
imagine it.

Without even looking he noticed Sharon's white and red polkadot panties
on when she entered his room that night. Her thick, creamy thighs
nearly choked the panties from sight but her tight tank top formed
around her slender waist did little to conceal it. The moonlight caught
the spaghetti straps of her white top draped over her shoulder. There
was no tension in them where she laid. He imagined pulling them off her
shoulders and seeing her top peal free from her full, thick breasts.
They were the breasts of a middle aged mother, no doubt. Wide, thick,
and heavy. When he masturbated In the bathroom Ben would imagine how
they would feel. He'd fantasize about them bouncing free as she pulled
her shirt off.

Ben's cheeks reddened as he felt the warmth flare in his face
contrasting with the icy cold wall that froze his back. The house's
heater wouldn't kick on on this Wisconsin evening in January. Or at
least that's what Sharon said to him just before midnight when she
popped her head inside his room.

Her words started him as he laid in bed. Truth be told, he was lucky
she didn't walk in on him in a more compromising state. Ben's bedroom
was in the basement of their two story house. An area that didn't
receive much foot traffic during the day and at night there was nearly
none so he usually forgot to lock his door even when he should. So when
Sharon stood in his open doorway and spoke, Ben nearly threw his
Ereader across the room in shock.

"Oh, teehee sorry," Sharon giggled. At the time she came into his room,
she wore a tightly sashed white robe that hugged her body warmly. "I
didn't mean to scare you."

"Oh no, sorry. I'm sor- I mean I'm not- it's okay," Ben stuttered as he
sat up in his bed.

"Umm... well, you probably didn't notice but the heater's broken it
seems. I can't get it to kick on."

"Oh really? Yeah no, it's always freezing down here, I didn't even- is
there a guy coming to fix it?"

Sharon shook her head, pursing her lips, "not till morning." Usually
Ben's father would spend three hours tinkering around with the furnace
before admitting defeat and calling a guy to get him the job done. But,
of course, his dad would have to be here to tinker around. Ben Sr. was
in the middle of his three month stint of a business trip in Taiwan at
the moment. One of three he does every year, spending 9 months or
sometimes more away from his family and home. Ben Jr. swore if his
father wasn't wealthy his stepmom, Sharon, would have divorced him by
now. They didn't have an open marriage, but his father didn't try very
hard to hide the fact that various young and attractive women's name
and pictures find their way into his phone.

Ben figured his father and mother viewed their marriage more as a
business deal than a marriage. For an allotted expenditure every month,
Ben's father had someone to watch the house, "care" for his son, and
prepare his meals while he's home. In exchange Sharon and her two
adopted daughters lived a first class life. Angela and Brittany both
were older than Ben by a couple years or so but still lived at home for
obvious reasons. They had bedrooms upstairs which Ben never resented.
Ben was a nice guy and he liked the feeling he got from seeing his
stepsisters smile when he can do or give nice things to them.

"You wouldn't believe how fast the temperature is dropping up stairs,"
Sharon said holding herself and rubbing her arms up and down and
pinching the neck of her robe closer together. "I gave Angela,
Brittany, and her friend, Cynthia, all the extra blankets to sleep
under tonight but my bed is quickly turning into a popsicle, you think
I can share your space heater?" Sharon asked lightly.

"Um- yeah, of course, go ahead," Ben said. He wasn't sure what she
meant by share but figured Sharon would take the space heater he kept
running in his basement bedroom all winter upstairs to her bedroom. He
did not anticipate Sharon untying her sash and slipping her robe off
her shoulders in his bedroom. To be polite he averted his eyes to the
ceiling to prevent noticing her bouncing breasts as she walked or her
panties buried in the crevasse of her crotch barely covering her sex.

"Umm... could you scoot over, honey?" Sharon giggled as she tiptoed
back and forth in the cold air beside Ben's bed. Ben quickly retreated
under the covers and back into the recesses of his queen bed in the
corner of his room. Sharon flipped the light off and slid into the bed
backing her hips up some.

That was nearly an hour ago. It had taken her that long to trap him.
Part of him, a big part of him, thought it was best just to stand up
and go upstairs to fall asleep on the couch. That would be the
gentlemanly thing to do, he figured. And that's what he strived to be.
Ben liked being a trustworthy guy. He knew he was the nice guy who
'finished last' in life but that was the cost of being a good guy. His
stepsister me trusted him as well. Even though he had only known them
for a couple years and 'family members,' he prided himself on not being
a 'creeper,' who leered when they walked about the house in various
states of dress. Ben valued that they didn't keep secrets from him and
could talk freely in front of him.

Sharon's slow moving ass cheeks lolled back against his hardon,
pressing his erection up as it flexed on its own into her butt. Ben
clenched his teeth as the moment overwhelmed him. At first he thought
his stepmother was coming onto him, but as time passed and he heard
Sharon's deep, slow breaths, he questioned if she was even awake.

/This is wrong. I should wake her up. I should leave or- she doesn't
know what she's doing./

Just as Ben was on the verge of sitting up and putting an end to this,
he saw Sharon's flush cheek turn slightly towards him, looking over her
shoulder. About the time her round ass lifted and maneuvered so the tip
of his cock pressed against the lower portion of the crack of her ass
did her hand slowly reach behind her. Her ass tuck in some to make room
as her small hand rubbed the side of his thigh and palpated down to his
hard shaft that poked her. When her tender fingers wrapped around his
shaft through his boxers, Ben's heart raced. He had never been touched
there by a woman before.

Ben's mind raced. He was an 18 year old virgin caught in a position he
never thought would happen.

/What do I do? What's the right thing to do?/

Sharon's finger tips caressed the tip of his penis gently. Coaxing it
to grow and harden under her touch. When Sharon turned around in the
bed, Ben was sure she could see the panic in his eyes through the dark,
dimly lit room. Just as Ben could see the gentle curves of her breasts
as the protruded out towards him and the flowing black hair that framed
her face.

"You're poking me," Sharon whispered in a voice so soft it barely made
a sound. He almost apologized but Sharon didn't give him a chance.
"It's okay, my sweet boy, I know you didn't mean to." Sharon said as
her hands pressed on his hands against his chest, petting down to the
belly of his shirt. "It's my fault, I know. You're just a typical
teenaged 18 year old boy with raging hormones and I just invite myself
into your bed- what do I think would happen..."

"You know how you asked me earlier today for advice on how to get women
now that you're heading off to college?" Sharon's fingertips slipped
beneath the waistband of his boxers and slid back and forth along his
waist, weaseling her hand inside. "You're such a good boy for letting
your mother in bed with you," her hand slipped inside his boxers and
lightly petted the base of his shaft. Her fingers brushed from the base
of his shaft to the tip, her touch growing lighter as it neared his
head. "Niceness is good, baby. Reliability... being a good boy... this
will all help with women trusting you," she said as her grip firmed
around his shaft. "Mmm... But girls don't /desire /a good guy. They
desire a sexy man... a dominant man..." she whispered.

Sharon's fingers softly gripped his shaft, making deliberate pumps up
and down over and over again. Ben squirmed as he hummed a small groan
as he felt a spit of precum form at the tip of his cock.

"Oh, don't close your eyes, sweetie," Sharon said apologetically. Her
breathing showing signs of labor as her hand worked Ben's shaft up and
down faster. "Is this okay, baby? Does this feel good?"

Ben nodded without thought. Looking through squinted eyes he saw his
stepmother's piercing gaze as she licked her lips. "You've never been
with a woman, have you, honey? It's okay, you can tell me- mmmm... god
you're so hard, baby. Are you a virgin, honey?"

Ben looked around nervously. Flush faced and being handled by his
stepmother, he felt emasculated and vulnerable. Like at anytime a
chorus of laughter would erupt from some corner of the room as the
punch line of a bad practical joke would be revealed to be him.

"No, no- shh shhhh, come here sweetheart," Sharon whispered cupping
Ben's cheek with her other hand as her face neared his and she spoke
even softer between panted hums. "Mmm... it's just you and me here
baby, I'll take care of you for right now... We'll take it nice and-
mmmm... slow, okay? Here. Do you want to feel my breasts? I see you
staring at them-" Sharon giggled some as she looked down at her large
breast beneath her white tank top. "I always see you staring at- ah
ahmmm... oh, god..."

With his stepmother's coaxing, Ben reached out with both his hands and
cupped her full breasts through her shirt and instantly felt her hard
nipples on his palm. His thumbs instinctually rubbed out and circled
her nipples, dragging up and down on them.

"Yess, baby, ohhh..." Sharon squealed through squinted eyes. "Careful
baby, mommy's breasts are super sensitive. My nip- oh my- my-
mmmmgod..." Ben's thumbs and forefingers pinched her nipples lightly,
rolling them back and forth as her grip tightened on his shaft and her
pumps became more focused and slow. Ben hadn't realized it but his hips
were moving now as he fucked his stepmother's hand, pushing his cock in
and pulling out of her hand. "Oh, god baby, you're so big baby, I can't
believe you're still a virgin, honey."

Pulling on the neck of her shirt, Sharon slid one of shoulders out of
the spaghetti strap and pulled her breast from her shirt. The large
heavy boob fell to the bed to her side. The hard nipple pointing at
Ben. "Here, do you want to feel mommy's bare breast? Careful, you've-
mmm, you've already got mommy drip- ahhh ha! Dripping wet oh fuck..."
Sharon panted as Ben squeezed her breast before feeding the bare, hard
nipple into his mouth. His warm lips engulfing her nipple as his tongue
made long wet laps on her.

"Oh my god!" Sharon moaned so unexpectedly she clapped a hand over her
mouth. "Oh god, Ben- suck on it- Ahh! Ahhmmm suck on my nipple baby,
yes!" Ben's stepmother panted. Ben felt her pressing the head of his
cock into her drenched panties that clung to her crotch. His humping
hips grinded the head of his cock up and down her panties as he leaked
precum on her. "Oh god- good boy, good ahhhoohh god!"

Sharon's silent whispers and kind gentle words had slipped away the
moment Ben's lips mashed against her thick breast. Her mind had clearly
shift from a guiding hand to a controlling force that yearned for
orgasm. His stepmother grabbed at his outside hand desperately and
pulled it up and around to her ass. The way she pressed his hand on her
cheek he thought she wanted him to squeeze her cheek which he did. His
fingers dug into the meat of her ass as his lips sucked harder on her
nipple.

"Ahhh! Fuck! Baby... baby, mommy's nipples are so sensiti- ahhh oh
god.... oh godd... push- push. Oh fuck, baby. Push your- push your
finger in my ass, baby!" Sharon cried.

On auto pilot, Ben spread his stepmother's ass cheeks and pressed his
middle finger against her anus. Immediately, her moans turned to
screams. Ben felt her hand clamp on the back of his neck as he bit down
on her nipple just as his finger pushed inside her asshole.

"Ohhh godddd!! Ahh Ahh ahhhhh!" Sharon cried in a wreck of moans. Her
body rigid as he get her sex flood her panties as she came. Ben pulsed
his finger in and out of her anus as his lips went blue sucking on her
nipple. Sharon went silent as the breath left her body and the silent
orgasm nearly made her pass out. In a rush of air, Sharon sucked breath
inside her and quickly pulled Ben's lips off her breast as if she was
afraid the process was about to start again.

"God- baby, I... I'm...mmm..." Sharon mumbled as she held her head as
if she had just woken up from a deep sleep and she was trying to gain
her bearings. Her hand began to work his shaft again that was still
throbbing in her palm. "Oh my god, honey, you weren't supposed to do
that... I was supposed to make you cum, honey."

Ben's stepmother's hand pumped more quickly as her panted breaths
neared Ben's lips. He felt her lift the absolutely soaked panties she
wore and tuck the head of his cock beneath them. Ben felt the warm,
thick, wet juices coating her pussy and hugging on the tip of his cock
as she stroked him.

He groaned as he felt how warm she was. How slippery...

"Oh, god baby, your hard, young cock feels so good between mommy's
thighs... I... ohmmm you're getting, your mother horny again, baby...
just... oh god..."

Sharon's hot breath bathed Ben's neck as she leaned into the crook of
his neck, moaning. She pressed the tip of his shaft between her lips,
dragging it up and down on her juicy clit as she stroked him.

Ben grunted and groaned and squirmed. Looking down he saw his
stepmother's breasts bouncing free as she writhed on him. Felt her hand
pumping his shaft. The head of cock buried beneath her panties,
swimming in her cum.

"Oh god yes, baby boy, cum for me. Cum for mommy," Sharon groaned in
Ben's ear. He grunted back as his hands squeezed on his stepmother's
back and ass tightly as he came hard. Flexing his shaft in her tight
grip, Ben shot strings of hot cum across the lips of his own
stepmother's pussy.

"Oh my god, good boy... shhhh it's okay, just lie still for mommy now,"
Sharon panted.

Ben breathed heavily as the world was a blur from the hardest orgasm he
had ever felt. Slowly he blinked away the blur as he regained control
of his breathing. His dark bedroom came into focus as a lone figure
appeared in his doorway that was open, again. He saw the clear skin of
the young nubile woman. Her perky tits pointed towards him as the
familiar face smiled at the sight of Ben holding his half naked
stepmother tightly.

Story Tags: bdsm; cougar; cougar%20and%20cub; female%20orgasm; horny;
milf; orgasm; stepmom; stepmother; stepsister

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