Posted originally on the Archive_of_Our_Own at https://archiveofourown.org/
works/7928311.
  Rating:
      Explicit
  Archive Warning:
      Underage
  Category:
      F/M
  Fandom:
      Supernatural
  Relationship:
      Dean_Winchester/Mary_Winchester
  Character:
      Dean_Winchester, Mary_Winchester
  Additional Tags:
      Extremely_Underage, Mother/Son_Incest, Age_Difference, Pregnant_Sex,
      Vaginal_Fingering, Cunnilingus, Vaginal_Sex, Multiple_Orgasms, Hand_Jobs,
      Masturbation, Loss_of_Virginity
  Collections:
      Anonymous
  Stats:
      Published: 2016-09-01 Chapters: 2/2 Words: 3345
****** When Daddy's Gone ******
by Anonymous
Summary
     Dean catches Mary, heavily pregnant with Sam, crying. He asks what he
     can do to make her feel better.
Notes
     I do not condone sexual/romantic relationships with minors. Do not
     re-enact anything written in this fic.
     Dean is 4 and Mary is 28.
     Written for this prompt:
     This takes place before Mary died. She can be pregnant, or Sam is a
     baby still, but around that time. Anyway, John is gone as usual and
     Mary is upset crying while she does the dishes. Dean catches her
     crying and wants to cheer her up. Mary tells him to make her feel
     good. She teaches him to finger and go down on her, and she's turned
     on by his innocence and lack of experience. Finally, she decides to
     let him fuck her, so she pulls up a chair/stool, lifts up her dress,
     and he climbs on the chair/stool and he fucks into her and has his
     first ever orgasm inside her pussy, and it feels so good he goes
     again. The second time he comes in her, she comes harder than she
     ever has in her whole life, not because of his size but because of
     the fact he's so young and her son and it's so wrong. It could end
     there or it could start an affair between them that lasts until she
     dies, it's up to you.
***** Chapter 1 *****
                               When Daddy's Gone
Sometimes Daddy would leave and be gone for days, sometimes even weeks. One
time he was gone for two whole months. Whenever he left, Mommy would let Dean
sleep in her bed. Ever since Mommy got pregnant, her and Daddy fought more
often. Daddy said it was her hormones but Dean didn't know what that meant.
Mommy told him that she would give birth next month, but Dean wasn't sure
because she was so big he thought she might have the baby any day now. She let
him rub her tummy and talk to his brother, but he didn't know if Sammy could
hear him since he wasn't born yet. Daddy never talked to the baby like Dean
did. Sometimes when Daddy was gone, Mommy let Dean kiss her goodnight before
they went to sleep. Lately she had even let him kiss her with tongue, like in
the movies, but she said Daddy would get mad if he saw so it had to be a
secret.
When Dean woke up because he heard Mommy crying, he followed the sounds to the
kitchen. She was still wearing her yellow dress, her hands scrubbing at the
dishes in the sink. Her belly was so big she had to step away from the counter
so it didn't push at her tummy. She kept crying, cheeks wet and shining in the
light of the kitchen.
"Mommy? Why are you sad?"
She gasped and turned to him. Her dress was baggy to make room for her tummy.
"Oh, Dean. I didn't mean to wake you." She wiped her eyes.
"Is it because Daddy is gone?"
She nodded and started crying some more.
Dean went over to her and hugged her. It usually helped. "There, there Mommy,"
he said and kissed her belly button, or at least where he thought it was
through her dress. "Do you feel better?"
She nodded, and stared down at him with a strange look. "Can you do something
for me, baby?" He nodded at her. She pulled her dress up, over her swollen
belly. She wasn't wearing any panties. He had seen her naked before when they
bathed together, but this was different for some reason. She pulled the lips of
her privates apart. She had told him what her down there was called a long time
ago, but he couldn't remember the word. "See that hole baby? Put your fingers
there. It'll make Mommy feel better."
He put two of his fingers in, wanting to do anything to make her happy.
Sometimes when they cuddled in bed when Daddy was away, she would put her
fingers inside her hole and moan a lot while they kissed. He had always been
too nervous to ask to help, but now she was letting him. It was wet and warm,
like the inside of a mouth, but smaller.
"Move in and out," she whispered. He did just as she said; in and out, in and
out. Her hole twitched every now and then, squeezing his fingers, slippery
smooth inside. She moaned and moved her hips in a circle. "Lick it, too, baby.
Lick that pink bump right there."
He leaned forward and licked right where she told him. At first he was worried
it would taste funny, but the juices were actually sweet. Her hair on her
private place tickled his nose and upper lip, but he kept licking and sucking
that bump, jamming his fingers into her hole over and over. She let out a funny
noise every time he pushed in.
Her leg kept brushing over the front of his pyjamas, where his peepee was. As
fun as it was licking and touching his mommy, rubbing against him down there
was even better. "Mommy, my peepee is tingly."
"That means it wants in here. Do you want to try putting it in me?" He nodded.
"Okay, let me get a chair then, baby."
She pulled up a chair, then turned around in front of it. She placed her hands
against the sink, her dress draped over her bum, revealing everything to him.
He stood on the chair, front of his pyjamas bulging out. "What do I do, Mommy?"
"Pull your pants down and put it inside Mommy's hole. Like with your fingers."
"It'll make you feel better?" he asked.
"Yes."
Dean pushed his pyjamas to his ankles, his peepee sticking straight out. He
held his mommy's hips and shoved inside her in one push. "Mommy!" he gasped,
frozen in place. It felt so good! Nothing in his life had ever felt like this
before! "Mommy my peepee feels good!"
"Move in and out, Dean," she breathed.
He pulled out, then pushed back in, and he tried not to but he cried out, loud.
It was so wet and warm, and it felt as if her hole were sucking him in. That
tingle was so intense, it was almost like it was going to vibrate off his body.
It was hot surrounding him, like liquid fire, and each time he pulled out just
to slam back in he shouted. She moaned, backing into him.
"Mommy," he grunted, jerking into her as fast as he could, the tingle moving
through his whole body, "some-something's happening! I think I'm gonna pee!"
The faster he pushed into her, the wet heat sucking him harder and deeper
inside his mommy, the more his body shook with pleasure.
"Keep going baby! It'll feel good, I promise!"
Eyes watering and crying out with each thrust, he did just as she said and kept
going. He moved faster, and ten thrusts later that tingle exploded through his
whole body. He screamed, peepee slamming into her wildly, trying to drag out
the explosion as long as possible. He collapsed on her back, throbbing inside
her hole while it squeezed him over and over again.
His body shook as the so-good-it-kinda-hurt tingles faded. He panted, sweating
against his mommy's back. His peepee had felt so good just then, so good his
entire body had been lost in it. After he caught his breath, he shoved into her
again and she yelped. "Oh yes, do it again!" she begged.
Nothing in the world could have stopped him. He watched his mother's wet hole
swallow his thin peepee, skin shining with her down there juices, as he dug
into her over and over. "Right there baby!" she cried out, shrieking with
pleasure every time he jammed into her. He shrieked too, just as loud as she
did, until almost out of nowhere she threw her head back, hair whipping with
the movement, and screamed; "DEAN OH GOD!"
Her hole clamped against him so tight he didn't think he would ever pull it
free again, and he didn't want to. That explosion shot through him again, so
hard he lost track of where he was and slammed over and over into her, so fast
it was all a blur to him.
"Oh god baby, I've never--it's never felt so good before, Dean. God you're so
innocent, so young, oh God," she whimpered, hole still squeezing shocks of
pleasure from him.
He pulled out of her, only because his peepee started to hurt, and sat on the
chair, gasping for air. His mommy still held to the edge of the sink, body
shaking and whimpering still. Tiredness hit him suddenly, but he made sure she
wasn't crying sadly before he closed his eyes.
***** Chapter 2 *****
Dean woke, but he kept his eyes closed, peepee tingling. Though he had almost
fallen asleep in the chair, Mommy hadn't let him. She had shaken him awake,
pulled up his pyjama bottoms, and led him out of the kitchen. "Can I sleep with
you tonight?" he had asked in the hallway.
"Of course, baby."
She had asked him twice before they made it there if he was okay, and he
honestly was. Better than ever, in fact! Never in his life had he felt so
great, but he had been tired before he found her crying so he was doubly tired
now. Once his head hit the pillow he had fallen asleep. His dream was fading
quickly, but in it he was sure he had been putting his thingy in Mommy, trying
to feel good again but because it was a dream it had only tingled a little;
never left him crying out, shaking, like he had while inside her in real life.
He opened his eyes and lifted the blankets. The front of his pyjamas were bulgy
and his peepee was warm. Mommy wasn't in bed beside him. The clock read that it
was almost nine in the morning. He heard bustling in the master bathroom, which
was in his parents' room. He stared at the closed door, knowing Mommy was
behind it. It had felt good when her leg had rubbed against him, hadn't it?
Maybe he could try. One time, his daddy had caught him holding it in the living
room; not peeing or anything, just holding it. Why, he didn't remember, but his
Daddy had snapped at him then smacked his hand after he let go. Mommy was nicer
that Daddy and probably wouldn't mind, but he didn't want to take that chance.
He pressed the palm of his hand against the front of his pyjama bottoms and
rubbed. It was nice, kinda. Relieving, like when he scratched a mosquito bite
or when Mommy massaged his back with lotion after a bath. It wasn't too
different than what she did to herself when they kissed like grown ups, but
they had different parts. He moved his hand harder and faster. It was starting
to tingle again and his hips moved on their own. He closed his eyes and whined.
It felt nice, but it enough.
He pushed his pants down, hoping maybe it would feel even better if he didn't
have clothes covering his thingy. As soon as he touched his skin, he moaned. It
was already so much better! He rubbed at it, trying to mimic what he'd watched
his Mommy do to herself. His peepee got bigger and harder, and it flopped
underneath his hand back and forth. It was awkward, but it kept feeling better
with each second and he kept gasping, so he didn't stop.
"Dean?"
He stopped and snapped open his eyes. Mommy stood at the edge of the bed, only
wearing a towel. "Sorry Mommy," he murmured, pulling his hand away. "It feels
good when I do that."
"That's called masturbating. Did you want some help, baby?"
He sat up, grinning. "Really?"
She laughed. "Of course! I do it all the time. Here, let me show you." She sat
next to him towel falling off her body to the mattress. Her stomach shone with
water and her nipples poked out. "It works better with spit or lotion. You're
not too big yet, so we'll go with spit." She sucked on her fingers, spit
dribbling out of her mouth, and then she held his peepee between her two first
fingers and thumb. She began stroking it, and already he saw how much better
that was than rubbing it. "You move up and down like this. When you're older,
you can use your whole hand."
At first he stared at how her fingers and her skin moved up and down, but that
wasn't as pretty as her face so he stared at her. He gasped. He couldn't
control his breathing; it just kept pushing out of him, and every time he
breathed out the tingles got stronger. "Mommy, my peepee feels good. It's
gonna--it's gonna do that thing again!" He jerked his hips upward.
"You're gonna cum, baby. Cum for Mommy, okay? Can you do that?"
"Mo--" He sucked in a breath. He was getting close. "Mommy, I feel--I'm gonna--
I'm gonna cum!" He threw his head back so hard he fell to the mattress, humping
into her fingers while she kept moving them up and down at the same pace. He
whined, whole body tensing. After a few seconds, he pushed her hand away; it
had hurt after awhile.
"When people do it to you, it's a handjob. I gave you a handjob. When you do it
yourself, it's called masturbating." She smiled at him, fingers trailing over
the skin above his thingy. "Giving you a handjob made me horny, baby."
"What's that mean?"
"Horny means I want to feel good. I want to cum." He hand slid across his
peepee again, softly so it didn't feel too sensitive. "Did you want to play
with Mommy or are you too tired?"
He sat up, resting on his elbows. "I want to play with you."
She smiled and pushed her wet, blonde hair away from her face. She lay on the
bed, naked. "Okay, do what you want. If I tell you to stop, you stop, okay? And
if you ever want to stop, you just tell me that too, okay baby?"
He nodded. "Okay Mommy."
He stared at her, not sure of what to do. He didn't want her to know he
couldn't decide, though, so he stood on the bed and took off his pyjamas all
the way. By the time he kicked them onto the floor, he had decided that he
would just do what they had done last night, but now that it was daytime and
she was lying there, he could really get a good look at how they were
different.
He knelt between her spread knees. He slipped his fingers inside her hole; it
was wet and hot. He felt around inside there, wiggling his fingers back and
forth and rubbing against the tiny, smooth ridges inside her hole. She hummed.
"Push there, harder."
He did as he was told, pushing against that spot like he would push a button,
over and over. "Like that, Mommy?"
"Mm-hmm. Rub it, too."
After he pushed it like a button, he rubbed it a couple of times. He went back
and forth between doing both, staring at how her privates sucked in his
fingers. Her muscles tightened against him. It was kinda like when he would
suck his thumb.
She reached down and spread her lips apart more, showing off the pink bump. HE
leaned forward and sucked on it, the way he used to suck on her nipple. "Oh
God, baby. oh God, it's so--god, it's so good, fuck you're so, mmmm, so young,
God don't stop," he moaned, her hips moving against his mouth. He sucked
faster, humping his peepee against the mattress. She grabbed his head and
forced him harder against her, grinding herself against his face. Her moans
grew louder, quickly, until she was screaming, hold clenching against his
fingers tightly, as fast as a heartbeat, and something wet squirted out,
rubbing down his chin. It didn't taste like pee, in fact it tasted like her
privates did, just stronger.
He pulled his face away when her hips stopped jerking so much and her cries
weren't as loud. He sat back on his knees and wiped his face. Some more clear
liquid shot out of her as she gasped on the bed.
"You cummed," he said, peepee twitching.
She nodded. "It turns me on, how innocent you are," she managed through her
gasps. "It makes me horny, just knowing you're so--so new at this." She
swallowed, boobs and stomach heaving with breath. She stared him right in the
eye. "Fuck me, baby. Put your little cock in my pussy."
Oh, right. She had called it a pussy! That was awhile ago, though, while they
had been bathing and she was putting a toy that looked like a peepee--no, cock-
-inside herself. "Watch your mommy play with her pussy," she had said. Dean
always had liked it more when Daddy was away, even if it made Mommy sad
sometimes.
She rubbed her pink bump as Dean aimed for her wet hole. He slipped it right
inside her and the instant heat overtook him. "Mommy!" he gasped, staring at
where they connected. Nothing in his whole life had ever been as great as the
feeling of having his Mommy's pussy swallow his cock whole.
She rubbed that pink bump, back arching. "Fuck me baby, fuck me!"
He pounded away, hammering his little cock into her pussy. Every time he thrust
in, the wet slap of their bodies smacking together got louder, and his peepee
got shinier with her juices with every pull out. He couldn't decide whether to
stare at her beautiful face or her big, round tummy, or big boobs with her
nipples straight out, or the way it looked to see his cock slip in and out of
her.
The heat spread from his peepee to his hips and through his whole body until he
was shouting, white flashing in front of his eyes, slamming so hard into her he
wondered if Sammy could see his little cock. His mom screamed in time with him,
and he fell forward, body and cock twitching. "I cummed, Mommy," he whined into
her belly button. Her hole squeezed him over and over, tiny shocks shooting
through him each time. "Mommy, I never want to stop, I want to fuck you a
million times!"
"Me too baby," she gasped, forcing her hips upward, as if fucking herself on
his little peepee. "Fuck me, cum in me, as much as you want!"
It was almost too much, but his body wanted more, so he pulled all the way out,
and then slammed it back in as hard as he could. She yelped, then grasped his
bum and held his cheeks, slamming him into her over and over. "Fuck me harder,
baby, harder!"
"Mommy, will Sammy--will it hurt Sammy?" he asked, eyes already rolling and
toes curling. He was still so sensitive from his last cum, but it was too good
to quit.
"No, no it's fine, he's fine, don't worry," she moaned, body shaking so hard it
reminded him of when people were cold in the winter. "Baby I'm so close, I
can't--don't stop, I'm gonna cum again, please--"
Faster and faster he fucked into her. When she cried out, legs wrapped around
him and back arching, he fucked her through it; small cock pounding away inside
her pussy, because he was stuck, stuck right before that explosion of tingles
overtook his body. He just wanted to cum again, cum inside his Mommy and make
her feel good and maybe Daddy could never come home, and he could always shove
his peepee in his mommy's hole and cum over and over, and maybe when Sammy was
born Dean could be the dad and it would just be the three of them forever and
forever and--
This time when he cummed, it hit him like a brick. His whole body froze up and
shot forward, and tears streamed down his face. Even when he pulled out of his
mommy and flopped to his back beside her, both of them gasping, his body shook
and tingled everywhere.
Once the both of them calmed their breathing, he heard the birds chirping from
outside and smell his mommy's shampoo. Maybe he and Mommy could get married if
Daddy didn't come back. He wasn't sure how long a daddy had to be gone before
it was considered a divorce, but one of the boys on his street had divorced
parents and his dad had only been gone for three months. That was grown-up
stuff so Dean hadn't ever thought too hard about it, but if he was gonna be
Sammy's daddy and Mommy's husband, he had to start. Soon he would have to get a
job, but that wouldn't be too hard.
"Did you want breakfast, baby?"
He nodded, still flat against the mattress. "Uh-huh."
Mommy hummed as she got dressed. Maybe in a few days if Daddy hadn't come home
he would ask her to marry him, but until then, he could close his eyes and hum
along.
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