Jimmy Olsen Shemale Bimbo Prologue
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Jimmy Olsen Shemale Bimbo - Chapters 12 To 13 free porn video
Jimmy Olsen - Shemale Bimbo
by Mistress Tawny Suede
Chapter 12 - Frustration!
Thursday morning.
Jimmy woke up and stretched. He rolled over and sat on the edge of the
bed. He momentarily lost his balance a bit. Despite weeks of having tits,
they still threw off his centre of balance a bit. And his back hurt. But
he smiled when he realized that was because his boobs had gotten much
larger since his initial transmogrification. He giggled as he took his
breasts in his hands and lifted them. They were heavy.
How they had gotten larger, he did not understand. But he rolled his
nipples between his finger and Gemmy moaned. It was so fantastic having
big titties! Big firm jugs! He loved them. He loved them. He loved them!!
His hips swayed as he stepped into the bathroom. He examined his face in
the mirror. He was pleased that he no longer had to shave. And his skin
was so smooth. Oh, wait. He flicked at a couple of white spots on his
chin and then grinned. He scraped them a bit and determined that they
were dried cum. Gee, he hadn't done such a good job of cleaning up as he
thought!
On his way home from the Daily Planet the day before he had stopped off
in a hotel bar for a couple of drinks and the cutest guy had chatted him
up and told him how pretty he looked. So it had only been right for him
to go up to the guy's room and blow him. Right?
Gemmy loved cock in her mouth. And Jimmy loved to let Gemmy run free!
God, how stupid had he been to not dress up and get out and tease men
years ago!
Jimmy washed up in the shower. As he did he fisted his dick, but for some
reason it refused to get hard. Oh darn!, he thought. But his hands
strayed to his hard nipples and as he stroked them his dickie began to
get rigid! Then he soaped up his ass and used his fingers to clean his
asshole. That felt so good too! Oh, he really wanted something in his
ass. Something big!
Oh, the time was getting late! He really had to get to work. He looked
yearningly at his large dildo which sat on the bedside table. How he
longed for a few minutes to run the dong in and out of his ass! But, work
called! And maybe.. maybe today was the day that Danny would finally fuck
him! Oh, he really really needed a real cock in his ass!
A short time later....
Guido got off the phone in his small office and went to Danny's office.
Gemmy was not at her desk and Danny's door was closed. He waited a few
minutes until Gemmy opened the door from inside. He was in a hurry to see
his boss and rushed in. Well, he tried to rush in, but Gemmy was walking
out at the same time and they collided. God that gal's tits were big, he
thought, and soft.
Gemmy giggled and said "Oops!" as she popped a piece of gum in her mouth.
Before she did she used it to wipe a bit of cum off her upper lip. She
would savour the flavour for the next half hour.
"It's all arranged!" Guido told Danny. Danny was still buttoning up his
pants.
"When?" said Danny.
"Saturday, 11 am."
"Gemmy, get back in here!" yelled Danny.
The feminized Jimmy Olsen tottered back into the office on his high
heels. His enlarged breasts had begun to hurt his back and so he stumbled
a little bit. His brain did not make the connection though. He really now
was just a red headed floozy!
"Did you want me to blow Guido now, Danny?" Gemmy asked giddily.
"No sweetheart! I just want to let you know you'll be working on
Saturday. Something special has come up. I know you're going to enjoy it!
Also, tomorrow's gonna be the last day I need you as my secretary. Next
week you start a new job for me. You got it?"
"Sure thing! Whatever you want baby!" Gemmy giggled and then strutted
back out to her desk, where she lit up one of her special cigarettes and
then opened a Hollywood gossip magazine and slowly filed her nails!
"Gee boss! I think you gotta get her off of those cigarettes! She ain't
hardly got no brains left!" said Guido.
"We'll switch them out next week. Monte wants to make sure there's no way
that damn reporter's ever going to be able to hold down a job again. The
toxins in those things have killed so many brain cells already, but we
want to be extra sure Jimmy Olsen ends up a brain dead dimwit!"
"Gee it's still hard to believe that Gemmy is Jimmy Olsen!" said Guido.
"Hah! You saw her the other day. She is so stupid now that when she went
to the loo, she left the door open and she pissed standing up! But fuck,
I don't care. She's now so dumb I think she's forgotten who she is. And
she is so gorgeous, I'd let her suck my cock all day!
"In fact, starting Monday, she's going to start pleasing a lot of men!!"
"Your going to have her start dancing at the Badabang Club?"
"Yeah, that's the plan. And if we keep her on that gum for another month,
she'll have the biggest hooters in the place! The shmucks are going to
love her!"
As usual Danny sent Gemmy home just after lunch, after she blew him a
second time. Jimmy still remembered he had a job at the Daily Planet and
so went there to continue filing his nails for a couple of hours. Agnes
Frump was still off. Before going home, he did get called into Perry
White's office and found himself sucking him off and swallowing the
editor's yummy cum!
Jimmy had no plans for the evening. He thought about getting dolled up
and hitting a couple of early evening clubs. They wouldn't be as busy as
the transvestite clubs would be later at night, but these days he passed
as a female with no problem. Especially since his dickie refused to get
hard and so it did not make an unsightly bulge in his panties. But he
felt like staying in.
He solved his craving for cock by ordering a pizza. The delivery boy
looked to be barely out of high school but Jimmy knew he was older since
he had been able to deliver a beer with the pizza. When Jimmy opened his
blouse and popped off his bra, the kid was stunned by the sight of
Jimmy's huge knockers. Jimmy pulled the lad into the apartment and fed
one of his nipples to the kid. His mouth felt so good on Jimmy's aching
booby as Jimmy undid the kid's belt.
Jimmy pushed the boy onto his couch and sucked on his cock. It wasn't
large, but it wasn't small. Jimmy needed cock and he sucked the whole
dick down in one gulp. The kid hung on to Jimmy's frizzled red hair as
Jimmy/Gemmy enjoyed his sweet precum. It took only two minutes and Jimmy
was rewarded as the delivery boy squirted his jism onto Jimmy's waiting
tongue.
A few minutes later Jimmy was laughing as he pushed the boy out the door,
with his pants still around his ankles. Mmmm... that long drink of cum
might keep him sated for the night. But barely.
He ate half of the pizza and put the rest in the fridge for another time.
He then ran himself a hot bubble bath. Before climbing in he gathered his
razor and foam for shaving his legs and underarms and touching up his
bush. He had loved the feel of the Brazilian wax, but keeping himself
completely shaved down there was hard to manage, particularly between his
butt cheeks. He was cultivating a cute landing strip above his dickie.
He also took in a bottle of wine (no glass, since there was no one to see
him being sloppy), a stick of his gum and his pack of cigarettes and
lighter since he planned to stay in the bath for an hour or more. What
would he do in the bath for that long? He also took along his favourite
thick black dildo!
After shaving and luxuriating in the warm water for awhile. He took the
fake dick and pressed it against his asshole. It met brief resistance and
then slowly slid up his ass. Oh, he loved feeling so full with the fake
dick. He really needed a real warm flesh cock in there. He so very much
wanted Danny to fuck him! Why hadn't he fucked him yet?
When he removed the dick from his ass, warm water flooded in to his
bowels. When he thrust the cock back inside, the water squelched out. It
felt funny, but also so very erotic. With the cock buried deep in his
ass, he played with his cock, and it rose to full size. He had a nice
sized cock, but it was so hard to get hard these days. He didn't
understand why!
But he did know that the only time his cock got hard now, was when his
ass was full of a nice hard dick. He lit a cigarette and smoked languidly
as he moved the cock in and out of his ass, and toyed with the head of
his cock. Finally, after several frustrating minutes, his cock spewed his
jizz and he gasped in pleasure!
That night he dreamed of cock. But then, he always dreamed of cock.
Chapter 13 - Finally fucked!
Saturday morning at 10 am, Guido picked Gemmy up in front of her
building. She joined Danny in the back seat and instantly reached for his
belt. But he slapped her hands away and she sat quietly in frustration.
Danny always let her suck his cock in the morning at the office.
But then, they weren't at the office. And this was Saturday. They were
doing something special, but Danny had not yet told her what. He just
told her to dress trampy. So after showering Gemmy had applied her makeup
extra slutty. She put on a short top with no bra. Her large nipples were
very obvious in the top. Her belly button was exposed. She wore tight
Capri pants that would have exposed her obvious male genitals if she had
not tucked. She was wearing four inch heels. Her red permed hair was
freshly teased.
She was a sex bomb.
And she was frustrated because Danny would not let her suck his cock.
As they drove along, Guido kept craning his head out the window. Finally
he turned to Danny and said, "Hey Boss, take a look! The sky is red!"
Danny told him it wasn't important and to get a move on.
Fifteen minutes later Guido pulled up in front of a large gate that was
part of a large brick wall which was topped with barbed wire. Where were
they? wondered Gemmy. They were allowed through and a few minutes later
they were parked and were entering the building on foot. They had to pass
through a metal detector and then were escorted down a corridor to a
check in desk. There were two guards, one in front and one in back. The
one in back was checking out Gemmy's ass, and the one in front was
wishing he was in back.
Another guard at the desk asked, "Name?"
"McGraw, Monte. Well, that's my brother's name, the prisoner. I'm Danny
McGraw and this is my driver, Guido!"
The guard looked up, "Yeah, we've met! How you doing Guido? It's been
what, three years since you were last inside?"
"Four." said Guido. "And I ain't coming back!"
"And this lovely lady is Mrs. McGraw?" the guard smirked, looking Gemmy
over. God she looked like a tart. But a gorgeous tart! "This is the third
Mrs. McGraw in as many months!"
"You know the fucking arrangement!" growled Danny. "Just tick the boxes
on your paperwork and let's get on with it!"
Gemmy had had to put out her cigarette before they entered the prison,
but she was still chewing her gum. God it still gave her tingles!
"Just follow the man, and do what you're told, Gemmy! We'll see you in
forty minutes or so!" said Danny, kissing her on the cheek.
"Sure thing, Danny! But you never told me why I'm here. What's going on?"
Gemmy asked in a ditsy voice.
The guard took her by the arm and led her down a hallway. He managed to
constantly brush his arm against the swell of her boob! They reached a
room and inside was a female guard. "We have to pat you down," she said.
"Make sure you aren't carrying any weapons or sneaking in any contraband.
Ain't nothing personal about this, okay"
The guard looked like a big bull dyke and in fact that was what she was.
So she enjoyed patting down and searching the inner crevices of the women
that were brought to her. Gemmy was made to stand erect but with her feet
apart. Gemmy's clothing was skin tight so there was obviously nothing
hidden, but the lesbian guard still patted her down firmly. Gemmy moaned
as the guard managed to twist her nipples. The guard reached under her
skirt to shove a finger in her pussy, but got a surprise - Gemmy's limp
dick!
She smiled, "Well that's a first! I don't think we've had any shemales
brought in for conjugal visits before! You look real nice, sweetie! But
one more place to check. I suspect this isn't the first time you've had
something up your butt hole!" she said as she shoved two fingers up
Gemmy's ass and probed around in case any contraband was hidden there.
"You're clean!"
Gemmy was led to a room and pushed inside. The outside of the door had a
label that read "Conjugal Visitation Room 2". Once upon a time Jimmy
would have know what that big word meant. But Gemmy couldn't figure it
out. The room had a bed, a chair and a desk, but not much else. Gemmy
wondered why he was waiting, but the bed gave him hope that he might get
to suck some cock soon!
He waited only a minute and then the door opened again and in strode Big
Monte McGraw.
Monte stopped, stunned at what he saw. He had known that the person
waiting for him would be Jimmy Olsen. This was all part of his plan to
humiliate and ruin the reporter. While in prison Monte had had to take
drastic measures to satisfy his sexual needs. Yes, he had had Danny and
Guido bring in the occasional prostitute to be "Mrs. Monte McGraw" for a
conjugal visit, but he had also started having some of the younger
prettier inmates satisfy his sexual needs.
By which we mean of course, that Monte had been allowing young men to
suck his cock and he fucked their asses. There is no fucking way he was
gay! But while in prison, he used whatever was available.
So when Little Danny had told him that the Olsen reporter looked quite
good disguised as a dame, Monte had decided that he would take advantage
of that and humiliate the reporter by treating him like a slut.
But he hadn't expected the knock out broad who was standing in front of
him. Fuck! He thought. There is no way this was a guy, surely! Big
knockers, gorgeous face, frizzy permed red hair. A large ass.
"Olsen, is that you?" asked Big Monte.
"Me? Yeah, sure!" she replied, popping her gum. "Gemmy Olsen! Please to
meetcha" she said as she held out her hand.
Monte didn't let his prison playmates kiss him. That WOULD have been gay.
But Gemmy was gorgeous. He drew her to him and kissed her hard. Gemmy
giggled a bit and then melted into the big man's arms. Mmm... he was a
good kisser, she thought. And oh, he really knows how to suck on a
tongue!
"Get undressed, babe!" said Monte. "Shit, we've only got a half hour
left! And I'm not going to be satisfied with banging you just once!"
Banging? Did Monte mean what Gemmy thought he meant! Oh goody, she was
finally going to get her ass fucked! Gemmy took off all of her clothes.
As she stood there, Monty got his first look at her cock. Fuck, this
really was Jimmy Olsen. But how had he gotten that body? The cock didn't
bother him. It was average sized but it seemed to not get hard. He did
notice that her groin area was mostly free of hair, except for a nice
patch just above her (?) flaccid dick.
He figured the soft dick was a side effect of the gum. So were the tits
to some extent. And the cigarettes seemed to work too. The reporter
seemed to be as dumb as a stump! Fuck those guys from the Apocalypse
really knew their stuff!
Monte kissed Gemmy again, but then he pushed her down on her knees as he
sat on the edge of the bed. Gemmy took her gum from her mouth and stuck
it under the bed frame. She then eagerly took Monte's cock in her mouth
and sucked. Oh fuck, thought Monte, this gal knows how to please a dick!
"God you've got the mouth of a hooker, babe! That's so good!" Monte
moaned as Gemmy continued to suck. But he didn't want to cum in her
mouth! He pulled Gemmy up and pushed her back on the bed. He pushed her
legs apart and in fact back towards her ears. She was certainly a limber
broad!
Gemmy reached up to caress the crooks's arms, and toyed with his nipples.
"Oh baby! Are you going to fuck me! I've needed a cock for so long!
Please baby! Put it inside me!"
Monte pushed his cock head against her asshole. It started dry but he
leaked a lot of prejizz and that slickened the orifice. "You've never
been fucked? You're a virgin?"
"Well yeah, sort of!" said Gemmy. "I've been using a dildo, but I've
never had a real cock in me before! Please fuck me!"
It had been Monte's plan to just see this reporter dumbed down, sexually
twisted and unable to hold a job. Revenge for getting him thrown in
prison. But now he wanted to increase that humiliation and degradation by
fucking him... her... whatever.
Monte held her tight and shoved. Her asshole resisted, and then the head
of his cock popped inside her. Gemmy gave a small scream of delight!
Monte pushed and more of his dick slid inside her. She was deliciously
tight! "Fuck woman, that's tight!"
"Oh yes, honey. Make me your woman! Fuck me! That feels SOOOO good!"
Gemmy cooed.
Monte did fuck her. For the next fifteen minutes he pumped his cock in
and out of her ass. He fucked her on her back and on her knees. He shoved
her up against the wall and railed her there. For variety, he lay her
down on the bed with her head hanging off and fucked her mouth hard. And
he fucked his cock between her huge melons.
Gemmy loved sucking Monte's cock. She loved jerking him off. But SHE
WANTED THAT DICK IN HER ASS!
Ass fucking was everything she had expected. And more. She loved being
filled with a large dick. She loved having it scrape across her prostate.
But most... at the end... she loved it when Monte slammed his cock deep
inside her and she felt his hot cum spew deep into her bowels. She loved
the heat of that scuzz. She loved the way it squished around in her
insides as she put her panties back on and kissed Monte goodbye.
Monte... Monte was frustrated and mad. He had wanted the reporter
humiliated and degraded. He wanted the reporter to know that Monte had
broken him and left him destitute and unemployable. But instead... Jimmy
Olsen had walked out a changed man... now just a dumb shemale bimbo. But
Gemmy Olsen was happy! S/he wasn't broken. She was too dumb to realize
that something very bad had been done to her!
Gemmy was extremely happy when she got in the back seat of the limo with
Danny. Her ass ached a bit, but it was a good ache. She had finally been
fucked by a real cock and she had loved it!! As Guido drove them away she
unzipped Danny's pants and bent down, eagerly gobbling up his cock in her
mouth. She bobbed up and down for ten minutes before he blew a load which
she eagerly swallowed. Once Danny straightened up she cuddled against
him.
Awhile later the car pulled up in front of Gemmy's apartment building.
Guido took a empty few cardboard boxes out of the trunk and they went up
to Gemmy's apartment. "Pack up whatever you want to take with you doll.
You're moving!" said Danny. "Say, what is all this stuff!" The apartment
was very masculine. And then he remembered. Of course, this WAS a guy's
apartment. Gemmy was really Jimmy Olsen. Well, he had been. But it seemed
that Gemmy had pretty much taken over now. There were dresses and
underwear tossed about. It seemed like Gemmy was a bit untidy.
But Gemmy was eager to comply. She would not miss this old place. And she
was sure she would like where ever Danny wanted to move her. She gathered
up her cosmetics, and lingerie. She picked out a bunch of wild dresses
from the closet, and some conservative outfits too.
"Whatcha want those for?" asked Danny. "Those are boring!"
Gemmy smiled. "I have to have something respectable for when I go to work
at the Daily Planet, silly!"
Danny said, "You're still working there? Well forget it. No. Wait. Maybe
we can use that!"
An hour later, they were all standing in a very small run down apartment
on the third floor of a building that Big Monte owned. On the ground
floor was a strip club called the Badabang Room. It was a small apartment
with just a kitchen, bedroom, sitting room and bathroom. The furnishings
were old, the tv set was small as was the bathtub. The kitchen had a
small refrigerator and just a hot plate for cooking.
"Gee, Danny! When you said I was moving, I was hoping that maybe you and
I might be...." pouted Gemmy.
"Fuck! Forget that doll! I like you a lot. And I want to bang you a lot
too. Now that Monte's broken you in..."
This made Gemmy happy. She hugged Danny and kissed him. "Guido, why don't
you go downstairs and find Joey. You two come up here in about a half
hour!"
"Sure boss. Listen, are we gonna have time for me to, um...."
"Yeah, yeah!" grinned Danny. "You'll get your turn!"
Five minutes later Gemmy and Danny were naked on her "new" bed. Danny
found it a bit unnerving to see her cock, but it was limp and stayed
limp. To avoid seeing it he just buried is face between her large tits
for awhile. They kissed and then Gemmy went down on Danny, sucking him to
rigidity. But he didn't need much help getting hard. Ever since they left
the prison he had had a hardon, knowing that he was finally going to get
to fuck that ass.
And it was a nice ass. When he had come out of the transmogrifier, Jimmy
had had a nice round feminine ass to go along with the rest of his
transformed physique. But having chewed the special gum from Danny for
weeks now, not only was his libido ramped up and his bust much larger,
but he now had a large ass that Danny loved watching as the reporter
walked away from him.
And how he had that same reporter on all fours on the bed and he was
using his hands to pull those ass cheeks apart and staring at his goal.
Gemmy's small brown star winked at him, as if inviting him in. Danny spit
on her ass and used his fingers to work the saliva inside her. He thought
he was about to plunge his cock into an ass that had been defiled only
once, by his brother's cock this morning. But in fact Gemmy had been
pounding her ass for weeks on her large dildo.
As Jimmy had given way more and more to Gemmy, he had been seeking out
other sexual partners. He had obeyed Danny and had only sucked those men
off, but he had yearned more and more to be fucked in the ass, and had
taken to fucking himself with his dildo more and more often. At least
once a day and often twice a day. He had been anally frustrated.
But not any more! "Fuck me, Danny. Oh, fuck my ass! I need your cock!"
she whimpered to him as she looked back over her shoulder. "For fuck
sake, put it in me already!"
And Danny did. He was surprised at how easily his cock slid into the
ditsy redhead's ass! "Christ babe, you're so fucking tight! I've wanted
to fuck this ass for so long!"
Danny wasn't much of one for technique. He just stood behind the redhead
and rammed his cock back and forth, trying to get himself off. Gemmy
wasn't too concerned about style points at the moment. She now had the
second cock of the day - of her life - inside her and she was thrilled to
be filled!
It took only three minutes and then Danny grunted and spurted his cream
deep in her bowels.
When Danny pulled out he wiped his cock off on her panties. Gemmy lay in
the bed, revelling in the afterglow of being fucked. She loved the feel
of Danny's cum rolling around in her ass. Danny took a seat in the only
chair in the room.
A few minutes later Guido and Joey came into the room. Joey was an older
man, overweight with a pockmarked face. He ran the Badabang Room for the
McGraw family. "This is her?" Joey asked. "Hey, babe, sit up, let me get
a look at ya!" he said, slapping Gemmy's bare ass.
Gemmy rolled over and sat up. She was happy. And dim. Mostly dim these
days. But happy. Happy that the had just been fucked. She giggled as Joey
looked her over. "Very nice. The customers will love her, even with that
dick between her legs. Some of them won't look at it, but some of them
will love it. Once they know about her dancing here, we should see more
punters coming through the door!"
"Suggestions?" asked Danny
"She could use some ink... some tattoos. And while the large jugs are
terrific, they could use some rings in them. I can arrange that for
during the week, okay?" Danny waved as if to say, yes, fine. "How's her
technique?" Joey asked as he pulled down his trousers and underwear. As
soon as his cock was free, Gemmy leaned forward and took it in her mouth,
sucking eagerly. "Eager little bitch, isn't she! What's her name?"
"Jimmy.... I mean, Gemmy. Gemmy Olsen." said Gemmy. Why had she said
Jimmy she wondered? Jimmy was gone.
Gemmy shifted up onto her knees and hands as Guido pushed her further up
the bed. She could feel his cock prodding at her ass and finally the goon
sank his cock into her ass. Oh, fuck, she had known she would love to be
fucked, and she did! She loved having a man pump his cock deep into her
ass. Fuck, that felt so good! She moaned around the cock in her mouth.
This was the first time she was taking two cocks at the same time. Being
spit roasted. She knew there would be many many more cocks to come!
After both men came, Danny patted her on the cheek and said, "Get some
rest sweetheart. Joey will fill you in. You start dancing at the club
tonight!"
_________
Stay tuned, lovers!
I am thinking there will be one more part to this story to wrap it up.
Love, your Mistress Tawny
Cheryl
- 12.03.2023
- 19
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- 2 years ago
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