Date: Thu, 4 Jul 2013 12:17:16 +0930
From: Mathew Elizabeth <mathew_monkey@hotmail.com>
Subject: My Moms Young Stud 5 (bisexual, authoritarian, adult-youth)

Disclaimer: If you are not yet 18 years of age or if it
is illegal to read materials of this kind where you live,
then please stop now. This author will not be held
responsible if this work gets into the wrong hands. This
story contains consensual and intimidating descriptions
of sexual activity between boys and older people. Please
write: mathew_monkey@hotmail.com. I would like to hear if
you like my story.

Warning: This story contains psychological themes such as
cuckolding and parental neglect. If these types of themes
offend you then you best leave.

My Moms Young Stud 5
Charlie; Friend Of Foe?
By Mathew Elizabeth

Charlie and I reminisced with each other about all those
years ago with my dead fathers journal as our guide. At
stages we were interlocking lips, but most of the time he
breathed down my neck seductively feeding his version of
events to me about those absent times 4-years-ago while
he massaged my ass cheeks. I had never kissed or been
this way with another person before. I had no idea
whether I was gay, straight, bi or; whatever!

I hated Charlie for god's sake! But what was he doing to
me? He had awoken something primal and submissive within.
I felt wanted and needed just like my mother did. The
feelings and sensations were unreal! The way this cheeky
boy touched me and felt me up made me feel like my entire
body was going to burst like a firecracker!

It was so strange because I never quite felt this way
about another boy, or girl for that matter! Sure I've
perved on boys and girls ass when they walk past, but
nothing past the typical stuff of a typical teenager.
Yes, I've also jerked off to pornography, but I've never
looked at the gay stuff, mostly because my porn
collection came from my friends Wade, Andrew and even
Charlie and Jay when I was younger. What 12-year-old boy
doesn't look at porn these days? I've seen a number of
shemale pornography amongst Andrew's collection as well.
But I'm not into that.

Anyway; I still never had the desire to look further into
the kinkier stuff. I found myself turned on by a woman's
body but I also was aroused about how the guy in the
pictures or movies made the woman feel. In a sense I must
have also been subconsciously attracted to men because of
their demeanour and confidence. It was most likely the
reason why I was such a follower towards Jay when I was
younger.

Which brings me to the reasons why such intimate feelings
had been finally awoken inside me. It was the tension and
embarrassing series of situations. 16-year-old Jay was
fucking my mother along with him taking over the
household and my family life. He had been sticking his
cock in her ass in front of my father for four years;
since he was twelve! Mixed with everybody in my school
and social life finding out about their relationship. The
embarrassment sent tingles down my spine and waves of
pleasure down my crotch and hip region.

Even Charlie, who was my mentally abusive tormentor had
returned as well and already knew about Dad, Mom and
Jay's situation. He was bribed in exchange for a vow of
silence after striking a deal with Jay all those years
ago. The embarrassment continued to build, and I felt
like I needed to cum! Charlie was going to help me with
that.

"Strip of your clothes," Charlie said calm but stern. His
eyes were as leering and taunting as they were four years
ago.

I obeyed instantly. I got off my bed and bent over in
front of him and pulled down my trousers. I then pulled
down my underwear giving Charlie a view of my big pale
butt cheeks. Throwing my shirt off with ease I was now
naked in front of this cheeky blonde boy. The
embarrassment overcame me and I blushed while putting my
hands over my erection to cover it. I was facing away
from him; my big butt cheeks were in full view to his
taunting gaze.

Charlie leered at me with a pleased but hungry grin. What
was with this kid? I knew for a fact that he liked women!
I remember he was the first kid to get his dick sucked in
the 7th grade. Charlie made it obvious that he was
sexually active! That is very unlike myself, since I was
still completely confused by my sexual preference. I do
remember Charlie playfully humping other boys in the
change room whenever they bent over when we were twelve.
But it was considered a silly joke; we never thought it
was literally gay or anything.

Charlie sneered as he got up from the bed and walked
towards me fully clothed and warm. He stood and looked
critically at my pale shapely body.

"Your body is very petite.nice." Charlie said huskily as
he walked behind me, "and your ass-"

SLAP!!

"-Is so fucking thick!" He breathed down my neck again as
the throbbing sensation coerced through my thick buttocks
and thighs.

"No wonder all the boyz call you stumpy. Your bum and
legs are thick like fucking tree stumps!"

I whimpered a little bit, getting very turned on by 16-
year-old Charlie's leering eyes, seductive breathe and
hungry words.

"Please." I whimpered. "I'm so embarrassed, please help
me cum Charlie,"

"Get on the bed on all fours faggot!" Charlie giggled
hysterically. He slapped my ass hard to get me moving
again.

SLAP!

"Ouch! Don't call me that!"

"Naaw why not? Too mean?" Charlie laughed.

SLAP!

"Get your fat ass in the air and your face in the
pillows!" He yelled with a maniac grin.

I crawled onto my bed gleefully but with tears in my eyes
as I got into position. I positioned myself on all fours
on the bed like a pretty little kitty. I stuck out my big
hienie at him and slightly spread my legs for leverage on
the bed.

I could only hear Charlie walk up behind me. I heard him
giggle softly before I felt cold soft fingers touch my
dick and balls. I squealed and shivered to the soft
touch. Suddenly the fingers harshly grasped my tender
full balls. I squealed out in terror and humiliation. The
pain was intense but it didn't last more than an instant.
Charlie continued to giggle.

" You look like you could youse some stress relief," I
could hear Charlie say as he looked down at my ass crack;
which was so cold and exposed.

Charlie then grabbed at my hard dick shaft and tugged at
it harshly.

"Whhhhaaaaaaaaaaa!" I reacted. The sensitivity of the
cold touch of his fingers masturbating my bulging prick
sent me into a fit. I struggled and wiggled like I was
getting relentlessly tickled.

"Naaww," Charlie laughed, "I love it how you wiggle your
butt everywhere when I do this to you. So fucking lewd!
Your asshole is gaping open!"

I then felt a prodding finger enter my butt-hole.

"Y-y-yaaaaaaaa!" I yelped once again. The sensation was
driving the nervs in my entire body into haywire mode!

"Please!" I begged, "Please Charlie! Help me cum!"

"Ok," Charlie began as he played with my ass and cock
while I was on all fours on my bed. "Ill finish up nice
and fast for you, but you got to do something to help me
along."

"What? Anything!!"

"I want to see you really express how much you love me. I
wanna hear you squeal. I wanna see your cum-face."

What? I didn't love him! I didn't want to show him my
face in such surrender! But he was making me feel so
good. At that point I didn't care! I needed to orgasm and
badly!

"Ok! Ok! Whatever you want you perv!" I whimpered meekly.

"Good!" Charlie said sternly once again, "I love doing
this to dudes, it's so fucking funny!"

Charlie then roughly grasped at my tender balls
carelessly once again. I groaned loudly as his hands
roughly moved up to my hard little dick shaft. He began
to tug my 'pee-pee' as he pressed his waist into my bare-
naked buttocks and leaned his upper body diagonally to
observe my face. I could feel his hard on through his
jeans press harshly against my bare smooth ass. He held
me firm in position with his left arm around my stomach.

Charlie smiled as he watched me heave and whimper
helplessly. My face was full of shame and strain, glowing
pink with embarrassment as I let him look at me this
condition.

Charlie was nothing like me physically. He was very slim
and trim and had next to no muscle or body fat. He had an
extremely trim waistline and had very thin hips. Thank
goodness Charlie had such a handsome face and beautiful
shaggy blonde hair. Otherwise many of the girls would
consider him as a 'little rat'.  Charlie's physic and
genetics never allowed him to have a big round bottom. In
fact Charlie had no booty at all. It was probably the
reason why he was so fascinated by it as a young kid,
wether he found them funny, strange or sexy.

Myself however, I was the cute, short, stocky type. I was
in shape, yes. But that didn't stop me from having some
awkward and voluptuous features. My ass like my moms was
huge! I had big strong thighs, many of the popular boys
in school constantly slap it and say I should play in the
local football or rugby side with such strong legs. I
always blushed to the fact that these boys were checking
out my ass, even if it may have been just for just
sporting purposes. My upper body was a different story
however. It was not proportionally v-shaped yet. This
gave my body a kind of female appearance because it
contrasted with my fat ass giving me this very distinct
'birthing-hips' look.

"Fuck!" Charlie hissed as he stared into my eyes tugging
at my penis, "Your such a fucking sexy fairy!"

Charlie then passionately kissed me on lips. He pressed
his skinny crotch area into my butt. I wiggled my fat
bare bottom encouragingly against it. The feeling was
fast approaching. His hands never slowed down, only
quickened. Heat began flow all around my body and around
my cock and ass. My ass crack along with my cock tingled.
I felt a cold finger once again enter my rectum. I began
to squeal in joy like I was commanded. I looked up
helplessly into Charlie's taunting eyes as I felt one
hand relentlessly milk me, while I felt a finger wiggling
against my sphincter. I didn't squeal just because I was
commanded to. I really enjoyed it.

The orgasm approached like an erupting volcano. The
energy sent my body and nerves pulsing in such a way I
shook like I was being electrocuted. I look up into
Charlie's smiling face; observing the surrender, joy,
humility and vulnerability in my face as my orgasm swept
through me. Charlie's eyes were also filled with joy and
wonder, it was a face of deep interest and sincerity that
could only mean love in its most primal form. In climax,
I squealed and bellowed out shamelessly and joyfully. Cum
leaked and sprayed out onto my bed covers and beyond his
cold smooth fingers.

I passed out and swept into the world he described and
helped create.

..................................

Four-Years-Ago

Twelve and Eleven-year-old boys, Jay and Charlie were
hanging out in Charlie's room. They had just finished
riding their bikes around town and were hot and sweaty.
Jay had announced that he was moving away with his mother
in a couple of week's time. Charlie thought it was all
rather sudden. Jay said it was because he got some rare
opportunity early sporting scholarship; but Charlie
wasn't convinced.

Jay then shamelessly stripped in front of Charlie and
grabbed his backpack to get fresh clothes. Charlie's eyes
widened eagerly. He tilted his head with a smile as he
watched his very cute friend's smooth hairless ass-crack
spread open. Jay bent over with his knees buckling and
spread. He was shuffling innocently in his backpack.
Watching 12-year-old Jay's sporty hairless butt wiggle
and shake was driving Charlie wild.

Jay shoved his sweaty clothes in his backpack and
prepared to tell Charlie part of his secret as he
prepared to put on his fresh clothes. Jay simply could
not resist. He decided to only tease Charlie with part of
the story and not tell him all of it. He was smarter than
that.

"Hey dude, I've got somethi-!" Jay paused "Wow! Dude! A
Gas bubble is surfacing out of my ass!"

11-year-old Charlie widened his eyes in glee and
eagerness like many boys would.

12-year-old Jay then cocked his leg and gave full view of
his smooth ass crack and hole to Charlie.

Jay's asshole fluttered before Charlie's eyes.

PPPFFFFTTPPT!!

All the while, Jay drooped his mouth in a strained
relieved expression.

"Wow dude!" Charlie cheered in delight, " Awesome! That
was a big one!"

"I know right!" Jay said with a cheeky grin wiggling his
smooth stinky bottom at Charlie.  "I think it was those
Mexican kebabs we ate earlier on. Smell's fucking great!"

Both boys laughed.

"You sure you don't want to hang out here tonight?"
Charlie asked, " I've got Scott coming over tonight.
Don't leave me alone with the fag."

"Sorry man, I got to; it's important," Jay said
sincerely, "That's what I was trying to tell you, I got a
girlfriend!"

"A girlfriend!?" Charlie almost yelled " Who?!"

"Don't tell anyone, " Jay said quietly as he approached
Charlie with no pants on casually. He put his hand to his
mouth conspicuously and hissed. "She's an older lady. A
cougar!!"

"What!?" Charlie gasped in surprise

"No shit, dude!" Jay retorted

"Who is she?"

"I can't tell you. I'm not fucking it up."

"How old is she?" Charlie asked.

"She's like our parent's age."

"Dude your fucking a hot older lady? You fucking
asshole."

Laughing, Jay said, "Yea it's pretty unreal. I've only
fucked her up the ass though. I didn't want to get her
pregnant "

"Oh my god! You 'only fucked her in the ass!' You lucky
bastard! So what does she look like?"

"She's pretty hot. She's got blonde hair.  She's got nice
tits. Plus she's got the biggest juiciest ass I've ever
seen. God It's fucking beautiful. I never appreciated a
good fat ass before I met this lady! When I fucked it,
her cheeks swayed and jiggled; it's so fucking cool."

"You lucky mother fucker!" Charlie giggled, " I always
appreciated fat ass. Sounds like I deserve this bitch
more than you,"

"Fuck no!" Jay laughed back tauntingly, "This chick
worships me!"

"Whatever," his 11-year-old friend sneered, "I might just
get a fat ass mommy myself. Scotty's mom is coming over
to drop him off tonight. I've always seen her smile
adoringly at me. I might go for her."

12-year-old Jay paused awkwardly for a bit.

"Dude.you don't want to fuck her," the Jay began to lie,
" We make fun of that ladies fat ass all the time!"

"Yeah, but she's got a really pretty face," Charlie
refuted, " And yeah her ass is fat and juicy like your
old girlfriend, so I'm going for it!"

"But.dude.She like. farts all the time. it's soooo
gross!" the twelve-year-old lied more.

"It's O.K ill plug her up!" Charlie laughed patting Jay
on the back, "You don't have to protect Scott's moms ass
from me. It's only Scott, who gives a fuck about him!
Gonna get myself some pork roast!"

11-year-old Charlie laughed comically. 12-year-old Jay
said nothing in awkward silence.

Two hours past by and Jay decided to leave Charlies house
rather conspicuously. Charlie noticed Jay received a text
message from his fancy new phone. Probably his
girlfriend, he thought. He waved Jay goodbye from the
lounge-room. But Charlie was smarter and more cunning
then that. He followed him out of the house from a
distance and observed his behaviour.

Charlie peeked out of his front door and quietly observed
his friend walk across the street towards a very long,
expensive and fancy looking car. It took Charlie a moment
to realise that it wasn't a car at all. It was a
limousine.

What the hell? Charlie thought. Why is Jay getting in a
limo?

"Jay never told me about this?" He said to himself rather
annoyed. "Is his bitch super rich or something?"

Charlie sneered as he watched Jay laugh and get into the
luxury part in the back. The sleek black door shut behind
his friend and the limo's engine started. It silently
drove away.

11-year-old Charlie was more than intrigued. Jay was
dating a hot older woman with a fat ass! And she was rich
enough to get a limo for him!  How was this lady pulling
this off? Charlie never intended to get the cops
involved. That would be a real dog act to his friend.
However Charlie wasn't concerned about loyalty. He
conspired on what he could get out of the situation.

Half an hour later my mother and I arrived at Charlies
house.

"Hey Penny," 11-year-old Charlie walked up to her
confidently and ignored me completely.

"Hey Charlie how are you?" My mother smiled awkwardly
"Where's your mother? I got to run; my husband and I are
going to be late for to our fancy restaurant.

Charlie noticed that my mother wasn't being her quirky
polite self. She would usually make a flirty funny remark
towards Charlie.

"Aww there's no rush penny." Charlie said tilting his
head checking her out, "Trying to get away from me? Do I
scare yu?"

"No." My mother giggled.

I raised my eyebrows. Even as 12-year-old boy at the
time. I found the situation pretty emasculating.

"Did I ever tell you, you got a lovely bum?" Charlie said
with a sexy smile

"W-what?" My mother blushed.

"What!" I said in both surprise and disgust.

"Charlie!" Charlie's mother Joyce came out from the
hallway. "Don't say things like that! That's very
inappropriate!"

"I was saying how lovely her bottom looked, mom. That's
all! I was saying something nice; 'woman!'"

"Oh, I'm very sorry Penny, " Joyce said as she approached
in her average physic, she attempted to whisper, "He has
hit puberty, he's testicles have dropped and ever since
he's been pretty vulgar about the ladies."

"Mom! Shut up!" Charlie scowled

"Oh its fine, really!" my mom waved her hand in a
dismissive gesture.

After all that, mom explained that she needed to get
going otherwise she would be late for the restaurant
booking. She looked eager and desperate to get out.
Charlie and I noticed Joyce didn't mind too much but
looked disappointed because she liked chatting with my
beautiful mother.

Charlie noticed that my mother left through the front
door in the same manor that Jay did.

Then it all hit him. Could have it all been a
coincidence? Jay acting weird. My mom acting weird. Jay
dating older woman. But most importantly he was dating an
older woman with blonde hair and a fat ass. Charlie was
sure there were many women that fit that description. But
none of them were as beautiful as my mother, not locally
in our hometown anyway. Charlie was going to put it in
the back of his mind, because he wasn't sure. That was
until I blurted out a very important fact to him.

"You asshole! Can't you be more like my friend Jay and
have some constraint!"

Charlie's eyes widened. "Your friend Jay?" his mouth was
wide open.

"Yeah." I said, "You know, Jay from our grade. I have
been hanging out with him for a long time now. Are you
friends with him too?"

11-year-old Charlie paused for about five seconds
contemplating a smart response. I found it rather strange

".no." Charlie said simply "I've never hung out with the
guy,"

11-year-old Charlie had some snooping to do.

.......................

Four-Years-Later

I had awoken from a hazy dream of a montage of memories.
It felt like hours and hours transpired, but I had only
been unconscious for only a couple of minutes. My big
smooth butt was high up in the air, right in front of 15-
year-old Charlie's face. He was wiggling his pointer
finger playfully against my butt hole curiously. Cum
still dripped down from my limp cock to the bed covers.
My butt hole was pulsing and my nervous system was still
in absolute shock. I was in awe. I had never felt
anything like that feeling before. Of all the times I
have used my hand to jerk off, I had never experienced an
orgasm with such pleasure.

I nudged my head against the pillows, looked behind my
naked body and saw shaggy haired Charlie's smiling
cheekily at me. He had truly become a master of sex since
he hit puberty as an 11-year-old boy those four years
ago. Charlie was the most perverted boy I knew. Even back
then when he was eleven he said the most perverse and
obscene things to me and his other friends.

Back then he gave all the young boys advanced secrets
about how to please women, girls and even (subtly) boys.
He would make obscene and homoerotic rumours about boys
in our grade he thought was 'a fag'. I remember after Jay
left I became his main target when it came to the gay
stuff. Boys in school started to call me 'faggot' and
'queer'. Many asked if they wanted me to suck their
dicks. Others asked if I had as nice an ass as my mother
did. So obviously my bare butt was subject to many towel
whippings by many of the popular boys in school in the
change room. Even 11-year-old Charlie joined in; whipping
my fat 12-year-old bottom with glee.

Charlie was also a friend of Jay's without my knowledge.
He deliberately kept it from me so he could find out
about Jay's girlfriend and wether or not it was my
mother. After he found out, it wouldn't surprise me that
Charlie gave na‹ve Jay a number of pointers. I was glad I
stopped being friends with Charlie when he started all
those sexual rumours about me and also those separate
ones about my mother's big butt four years ago. I had
more backbone then. I was glad he had left.

But now skinny 15-year-old Charlie was a god and stud to
me. I quivered to his every touch and my eyes swooned
with passion at the sight of his face and taunting cheeky
grin. Was he really here to help me like he stated? Or
was he here just to objectify me even more than then he
already had in the past. I knew Charlie was a sadist when
I was younger, had he really changed? Even if he didn't,
would I reject his mission to objectify and humiliate me
anymore than he did in the past. Surely he had become
more creative. And I was ashamed to be turned on by such
possibilities. My life was full of fear, joy and wonder
now.

"You want to know how I ended up catching out Jay and
your mommy?" Charlie said tauntingly.

"Yes," I begged meekly again.

"Ok faggot," Charlie laughed, " But get over my lap and
prepare for a spanking! You gotta earn it!"

I instantly and obediently did as commanded. Charlie
giggled to my instant response. He set himself up so he
sat at the edge of the bed. I crawled myself over his
skinny lap. He felt so warm and protecting. Even though I
weighed more than him, he gave off an aura of heavy
ecstasy.

"Such a lovely fat butt," Charlie said calmly as he
stroked my ass cheeks and the back of my upper thigh with
his cold fingers. "I always wanted your mom's fat butt
after all these years. But I guess Ill have to settle for
second best. Your ass is mine!"

SMACK! SMACK!

"Yooww! Oooooh!

Charlie continued to spank me with such force for another
thirty seconds. The only reason why it didn't last longer
was because we were interrupted.

I heard the bedroom door squeak open. Peering hallway
light flowed into the room illuminating Charlie and my
bare butt in full view.

"Oh my god!"

"What the fuck?"

I looked back and saw the faces of my two best friends
Wade and Andrew. They looked at me in shock and awe as
they saw my big smooth butt in full display held in such
as vulgar position. The cool air of the hallway run up
the crevices of my ass crack. I shivered in embarrassment
as the peering eyes of my two best friends saw me at my
most slutty and vulnerable. Charlie didn't move, he
looked at them both confidently with a grin.

"What's up boyz?" Charlie sneered at them, " Scotty and I
here are just having some fun. He's a needy slut, and I
really like him."

"PLEASE!" I pleaded to my best friends," Please don't
look at me this way. Look away! Look away!" I cried.

"It's ok Scotty," Andrew said, both he and Wade had goofy
horny grins. "You got a really hot ass."

To be continued..

I hope you enjoyed this one people. The next chapter
concludes Charlie's main story ark. And get ready to see
more action with Penny, Jay and 'father' in the next
chapter too. Oh and there's another twist ;)