Trucker Daddy gets himself a New Sissy part 1 and 2
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Trucker Daddy Gets A Sissy free porn video
It could easily be the lowest point in Denny life, sitting in an old
Ford Escort that wouldn't start, the temperature outside well below
freezing and him not having the cash for a hotel or to have the car
fixed. He had no idea what to do next. Completely out of ideas, he had
been sitting in for hours watching the normal people with money coming
in and out of the Flying J Truckstop. He almost jumped out of his skin
when someone knocked on the window.
Denny cautiously rolled the window. When the big guy leaned down, he
almost panicked and rolled the window back up. He wasn't what you would
call a brave person, partly because of his small size, but mostly he
felt easily afraid. A hidden secret was his tendency to cry like a girl
and wet his pants when frightened. In fact, he felt a bit wet from
being startled.
"Car trouble?" asked the man, sounding friendly enough.
"I think it is dead."
The big guy was Kyle, a truck driver who had been watching Denny. He'd
been attracted to Denny because of his petite size and had spent the
last hour picturing how the little guy would look dressed in pink, for
you see, Kyle had a thing for sissies. He didn't know he had this
attraction until he stumbled on some web sites for adult babies and
sissies. He couldn't get enough of them and had collected a few things
for his dream sissy to wear. His heart was beating hard, this close to
Denny.
"You're going to freeze out here. Besides, they won't let you sleep in
your car."
"I'll be okay."
Kyle knew he needed to be careful or he could lose this little angel.
"Come over to my truck and keep warm. Plenty of room. I'm here for the
night."
One of Denny's other problem was being so submissive. He had trouble
saying no to people and despite every nerve in his body telling him to
reject the offer, he got of the car.
"I don't want to be a bother," he said.
"Don't worry. You could never be a bother."
Before Denny could change his mind, Kyle led him around the building to
the overnight truck lot. He owned his own truck and had a pretty good
sized cabin. In fact, he spent more time living in the truck than his
small house out on the desert. He had put away a lot of money by
keeping his expenses to a min and being on the road earning money.
The truck was high and Denny had trouble climbing up into the passenger
seat. Curtains had been pulled around the windshield and door windows
making the place seem like another world when the doors were closed.
The warmth felt wonderful to Denny. He looked back at the sleeping
compartment and saw only one bed.
Kyle read his mind. "Think of this truck as a safe place. Anything you
do does not leave here."
Denny felt frightened and a bit of more pee escaped, wetting the front
of his pants. Kyle noticed and his mind leapt with happiness. Could
this get any better?
"Look, I won't force you into anything. We can just lie on the bed and
watch movies."
"I'm not gay."
"Neither am I." In Kyle's mind this was true since he would not be the
one giving the blow jobs or being fucked. He wouldn't be the one
dressed like a girl.
This is all surreal for Denny. He should get out but, although he said
he wasn't gay, something in him had always wanted to experiment. He
didn't think about men in that way but then he also had no experience
with women. Men were always coming on to him, mainly because of his
size and fem appearance, the same reason made it hard to be with girls
and he was scared to death for them to see his tiny penis.
Kyle made a point of looking down at the wet spot on Denny's pants. "I
think you had a bit of an accident."
"I've got clothes in my bag."
This made Kyle smile. "No need. I have something for you to wear to
bed in case you have any more accidents. Why don't you go back there
and change into the clothes in the top drawer on the right."
Always submissive, Denny couldn't disobey. He should run for he knew
nothing about this stranger, yet he went back and opened the drawer.
First he pulled out a printed baby style looking dress made of thick
vinyl. He felt dizzy as he saw the pink plastic with ballerinas,
trimmed in pink. It had a zipper running down the back and it hd a pink
lacy collar.
"Remember, no one will ever know and you'll look so cute." Kyle just
loved the look on Denny's face. He could tell the little thing loved
the dress but was fighting the urge to wear it. No doubt he was
weighing what it meant to change into the dress and what Kyle would
expect from him. You didn't dress like that for a man and not expect to
be treated like a girl.
"I'll look so silly," Denny said, looking down at the dress he had laid
on the bed.
"No," replied Kyle. "I would look silly. You on the other hand, will
look cute wearing that dress and plastic pants." He was so excited that
he was about to go back there and physically strip the little guy and
put him in the dress. Lust was taking over and there was no way now he
would let Denny out of the cabin. "Baby, you were made for this, your
cute little body and face. I promise I won't make you do anything you
aren't comfortable with doing. You must realize you have an effect on
men. You must have fantasized about dressing as a girl. Why else would
you let your hair grow so long?
Kyle's right, thought Denny
Denny stared down at the dress and finally picked it up. He reached
over and pulled a curtain closed that separated the cabin from the truck
cab. He wanted some privacy. Slowly he took off his sweatshirts and
then his pants, felling so exposed. He picked up the dress, pulled down
the zipper and slid it over his head, the plastic not stiff, but soft as
butter. At first he struggled to pull up the zipper but then was able
to zip it to the top. Next he pulled down his underwear and picked up
the thickly padded plastic pants. He never knew they made plastic pants
in adult sizes although he was barely an adult size. He bought his
clothes in the kids departments. Where the dress was soft, the plastic
of the pants was very noisy and would crinkle with every movement. When
he pulled them on, the plastic and the thickness triggered something in
his mind, a distant memory of being a child. The thickness between his
legs is so comforting knowing the lining will suck up any accidents.
When he looked in the mirror he saw Kyle was right, he looked very cute.
His long black hair looked great against the pink plastic. He looked
back in the drawer and saw pink nail polish and a brush. What the hell,
he figured, I've gone this far.
Kyle couldn't believe it when he smelled the nail polish. A huge boner
fought inside his jeans. This was unbelievable. It was like fate that
made him go up to Denny's car. He had never done anything like this,
content with porn and fantasies to keep him going.
Besides keeping his hair long, Denny tended to keep his fingernails
longer than most men and like to keep them shaped. The pink nail polish
looked wonderful on them and was surprised when his mind wondered to
thinking how they would look wrapped around Kyle. While his nails dry,
Denny carefully brushed out his long hair, wishing he had some ribbon to
tie it into a ponytail.
"Are you ready," asked Kyle, trying to hide the desperation in his
voice. When Denny pulled back the curtain, he was speechless. Denny
was the perfect sissy and looks fantastic in his little girl dress and
plastic pants. Kyle loved the way the terry lined plastic pants
billowed out.
Denny reached up with a painted finger and pulled down his lip a bit and
using a little voice asked, "Do I look silly, daddy?"
The effect on Kyle made Denny love the whole situation. He snuck a look
at Kyle's crouch and felt lightheaded see the jeans straining, knowing
the excitement was caused by him in the dress and plastic pants.
Kyle struggled out of the driver's seat and into the cabin. "Why
doesn't little Jenny get on the bed while daddy gets a movie ready. "
Being called Jenny was the topper and Denny was truly gone for the
night. Jenny got on the bed and watched Kyle get a movie in the VCR.
Before Kyle got into bed, Jenny got to her knees and took off Kyle's
belt and undid his jeans. While she, he was no longer considering
himself a he, was working on the pants, Kyle pulled of his shirt. Jenny
couldn't believe how good a shape he was in, must have lifted weights,
and how he didn't have girlfriends.
Jenny was sitting on the bed, so his face was right at the level of
Kyle's boxer short. He could see that Kyle was already very excited and
the sight of the huge tent of material was scary and again a little pee
escaped into the lines plastic pants.
"We'll go really slow," said Kyle, lightly stroking the side of Denny's
face. "Let's watch a movie and let things happen." He slipped a CD into
the player and got into the bed, helping Jenny to a position next to
him. Kyle was on his back, boxer shorts tented straight up. To fit on
the bed, Jenny had to snuggle close to Kyle with her right leg and arm
draped over Kyle.
In this position and wearing the little girl dress and plastic training
pants, all in pink, Jenny began to become lost and felt as if he were a
girl. While Jenny was naturally almost hairless, Kyle's chest was
covered with hair down until it disappeared into his boxer shorts.
"This movie should get you in the mood," said Kyle as he pointed the
remote at the TV in the corner. It came to life and on the screen was a
person who was dress like a girl. "That's a little sissy dressed like a
girl. Would you like to be dressed like that? Daddy would love to buy
you pretty dresses."
Dressed in an expensive looking satin pink dress adorned with ruffles
and bows, the sissy knelt before a huge naked man. On the kneeling
sissy's legs were white thigh high stockings topped with pink bows and
the shoes were black Mary Jane's. The sissy had his wrist bound behind
his back making him helpless to resist the assault being administered to
his face. The little sissy's mouth was stretched around the shaft of
the standing man, who was pumping slowly.
The scene both fascinated and frightened Jenny. She glanced down at
Kyle's boxer shorts and almost cried a bit when she saw the head of
Kyle's cock peeking out the fly of the shorts No doubt Kyle was showing
this film because he expected Jenny to get excited and do the same as
the sissy on the screen.
Kyle was beside himself in excitement as he watched the bound sissy
please his master. His right hand strayed down the back of Jenny,
feeling the smooth plastic of the pink dress and touching the top of the
plastic pants. He just loved the way the lined plastic pants billowed
out. He loved that it said I'm submitting and you're the master. The
only sound in the room came from the TV and the crinkle of plastic as
Kyle rubbed the back of Jenny's plastic pants. The sissy on the screen
was moaning around the cock in his mouth. The man getting the blow job
was talking dirty to the sissy. "That's it, daddy's cocksucker. You
love it when daddy's cock is filling your mouth."
The sissy moaned louder as an answer, any words impossible as the shaft
moved in and out his mouth. Jenny began to rub Kyle's chest without
even thinking as she started being enthralled with the action. What
before seemed impossible, now was becoming acceptable in the safety of
the cabin. Her hand became to work its way down toward the tented boxer
shorts.
Kyle had to work to keep himself from becoming too excited as Jenny's
little girl sized hand slid down his stomach. He was afraid he might
explode at the first touch. The women in his past were never as pretty
as this little sissy, most being very overweight, and he could never get
them to blow him. Thus, a secret in his life was he had never felt a
mouth around his penis.
The man on the screen was obviously getting close to coming. "Suck on
daddy's pacifier. Are you hungry? Daddy has some formula for you."
The sissy began to work harder on the cock in his mouth. The camera
briefly focused on the bound hands. The thin wrists were cuffed in pink
leather straps. The cuffs were connected by a padlock between two steel
rings on each cuff. The little hands struggled in the bondage, pink
coated fingers nails highlighting the little man's submission. The
camera then panned down as the man getting the blow job pulled up on the
dress, exposing pink plastic pants obviously protecting a large diaper,
one so big it seemed the sissy's legs were forced apart. Jenny was
memorized by those diapers as her hand hit the top of the boxer shorts.
Before this evening she did have the random fantasy about being dressed
as a girl, satisfying a man, but she didn't realize that there were men
who like to dress small guys like her as a baby girl complete with
diapers and plastic pants.
The camera went back to the blow job and the man pulled out his cock
from the sissy's mouth and became to pump it. The thing was massive and
Jenny marveled on how the sissy had been able to swallow it. The sissy
kept his mouth open with tongue out, as if wait for his master to fill
it with cum. The sissy's face was perfectly made up and the pink lips
were full. He looked up expectantly at his master, blue eyes so
submissive.
Jenny's hand had taken over control and it slid past the waist band and
lightly connected with the head of Kyle's waiting cock. Both Kyle and
Jenny gasped a little at the contact, and Jenny felt more pee trickle
into the waiting terry cloth of the pink training pants. What an
uncontrollable little baby I am, thought Jenny, maybe Kyle was right and
I do belong in diapers.
Things on the screen were reaching a climax. The daddy was telling the
sissy not to swallow until daddy said he could. With that he shoved his
cock back into the waiting sissy's mouth and grunted loudly. The sissy
tensed and the camera zoomed in on her cheeks, which had to be filling
with cum. Jenny's little hand circled Kyle's penis.
After the man finished, he slid out his cock from the sissy's mouth.
The sissy turned to the camera and showed that his mouth was full of
white cum. He smiled and swallowed.
Kyle was no longer paying attention to the TV as Jenny began slowly
stroking his cock. Her hands were baby soft.
Jenny couldn't believe the heat coming from the cock nor how she didn't
feel horrified at the thought of having this cock in her hands. Kyle's
moans made Jenny feel something like satisfaction knowing she was
bringing this pleasure.
The scene on the screen had changed and now a man sat on a couch, his
paints undone while a sissy worked on his cock. This time there was no
doubt it was a man dressed as a sissy, for he only wore huge pink
panties, rows of ruffles on the rear, and a cloth diaper peaking over
the waistband as he worked on the huge cock, A pink diaper pin could be
seen. The sissy wore ruffled socks and pink Mary Jane shoes, His chest
was then with girl little shoulders. His hair was long and tied into
pig tails. He was on all fours, head bobbing up and down on the shaft.
The sissy made loud slurping noises and moans.
Jenny stroked harder, working up the nerve to get into that same
position over Kyle.
"It's time, Jenny," coaxed Kyle, wanting to feel lips around his own
cock.
"I don't know if I can," said Jenny in a small voice.
"You can't get daddy this excited. Women do it all the time to men,
look at the sissy on the screen. Do it just like that.
Jenny slowly got up and was on all fours looking down at his boxer
shorts. Kyle lifted up as he pulled down the boxer shorts. For a
minute Jenny stared down at the waiting penis while behind him, the
sissy nosily worked on that cock.
Finally Jenny lowered his mouth over the cock, feeling the silky head
push open her lips, and push through some barrier in her mind. At first
she thought she might gag, but she pushed down more until she couldn't
take anymore. The cock completely filled her mouth and she moaned
around it. It felt so warm and alive. Jenny could feel all the veins
and ridges along the surface.
Like the sissy on the film, she started working on the penis, bobbing
her head so the shaft slid along her lips. Her plastic pants were noisy
and Kyle loved the way they made Jenny's butt look. He couldn't hang on
much longer, Jenny's blowjob felt so good.
Jenny moved faster, working up and down the length of the shaft, her wet
mouth making all kinds of sounds and she moaned, becoming completely
focused on the cock in her mouth. No doubt she was gay, for she loved
doing this to Kyle, but she was still afraid of what was coming. Can
she take the load in her mouth without getting sick? Can she swallow it
like the sissy did on the screen? She could tell by the sounds from
Kyle and the urgency of his thrust, that it won't be long.
Kyle felt as if his eyes were going to roll back in his head from the
building climax. His back arched and he exploded into Jenny's mouth. A
load animal sound escaped as his cock pumped out the cum.
Jenny wasn't prepared for the force or amount of cum filling her mouth.
Right before the explosion, as Kyle rose up to jam the cock deep in her
mouth, the thing swelled, cutting off all sounds from Jenny. Tears
flowed from her eyes and more pee flowed into the training pants from
the surprise when her mouth filled with cum. Then something surprising
happened. Jenny had an orgasm in her plastic pants, not an explosive
one, just a knee shaking slow drawn out pleasure, making Jenny moan even
louder and swallow the cum in her mouth. She pulled off Kyle and fell
back on the bed, curling up and facing the wall. She started to cry
harder in shame on what had just happened, the taste of cum
overwhelming.
Kyle was spent. This was more than he ever hoped and inside, he knew he
wanted it again.
Overwhelming shame came to Jenny. It felt has if she stepped off a
ledge and could never get back to the world she knew before these
moments. She had just sucked off another man and forever would be a
cocksucker. She had let the man fill her with cum and then she
swallowed it. Most upsetting was that she liked it so much that she
came in her plastic pants.
Kyle turned Jenny around and hugged him tightly, feeling the plastic of
the dress and training pants. He kept his voice soft as he comforted
Jenny, telling the little sissy that everything was okay. How it can't
be wrong to give someone else such pleasure.
Jenny buries her face in Kyle's chest, needing to hear words of comfort.
The whole last few weeks have been such a spiral downward. She had no
money and a car that is broken down. All of this had torn away all of
her pride and had made her wished she had someone to take care of her.
She felt so afraid of being so submissive, of how she had allowed Kyle
to get him to dress up as a little girl and yet at the same time, it
felt so right to be in a dress. The warmth from Kyle's strong arms made
him feel safe and he snuggles close as Kyle turns down the lights. The
long days take their toll and Jenny drifts off to sleep.
Kyle stayed with Jenny in his arms, his mind going in dangerous
directions. Now that he has found this little sissy of his dreams, he
doesn't want to let him go. He thinks about his house in the deserts of
Utah and how easy it would be to keep Jenny captive. At first it would
be kidnapping but after time Jenny would learn to love being cared for
as his sissy. He had saved a lot of money and could take off a year
with no problem.
Sometime later, Jenny partly woke up. She was on her stomach and felt
hers plastic training pants being pulled down. The lights were dim and
she mumbled some and then cried out when she felt something wet and cold
against her hole.
"Don't," she cried, squirming from the intruder, realizing she was going
to be fucked. "I don't want to do this."
"Shh," said Kyle. "I'll be gentle."
"Noo...." Jenny protested but knew that in her state of being in a dress,
hair brush and nails painted, she was helpless to stop what was going to
happen. She could scream but who would help and then what would they
think when they saw her.
A lubricated finger went into Jenny and she yelped. What was she going
to do when Kyle entered her with his cock? Kyle was thinking the same
thing. The little sissy might be so loud that others outside could
hear. He pulled his finger out and went over to a drawer. He pulled
out a clean small rag and bright orange duct tape.
"Turn toward me and open your mouth," he said to Jenny, who thought she
might be about to have a cock stuck between her lips. Her eyes went
wide when Kyle started stuffing the rag in her mouth. "Easy," said
Kyle. "I need to gag you in case you scream.
"Hmmf," protested Jenny. Trying to resist, but Kyle beefy hands were way
too strong. He wrapped the duct tape several times around her head,
sealing off almost all sounds except low moans.
Kyle knew that this could be considered rape but to him it was playing.
And besides, seeing Jenny in her little dress, with her bare hairless
ass and gagged was super hot to him. He hadn't fully removed Jenny's
plastic pants and the sight of then binding her ankles was awesome. Her
moaning made him rock hard.
He wasn't really sure of the best position, but he figured he'd kneel
behind Jenny. To do this he instructed Jenny onto her knees with her
head down on the pillows. Jenny answered with a muffled moan.
Kyle slid on a rubber and liberally applied lubricant, knowing that this
was the first time for Jenny and he wanted to be gentle.
Jenny was terrified as she buried her face in the pillow, feeling so
exposed with her ass in the air. When she felt the head of Kyle's cock
pressing on her hole, she sucked in a breath and screamed into the gag
as Kyle pushed her open. She was begging for Kyle to stop, to take it
out of her, but none of this did any good because of the gag. Kyle
pushed the shaft completely in Jenny and then did not move, letting
Jenny relax.
Nothing had prepared Jenny to the immense feeling of fullness or the
sensitivity of her anal wall. When Kyle started to gently fuck her, she
thought he was going to die from sensory overload. She was thankful for
the gag because she would surely be crying like a little girl
Kyle tried to slowly fuck Jenny, but his cock was taking over and began
ramming that pretty ass. Jenny's moaning grew intense as the bed made
noises and hiser head was pushed deeper into the pillow. It felt like
the whole truck was rocking.
The more the cock pumped Jenny, the more she lost his old male self.
She had sucked a cock and now she was willingly being fucked.
Kyle was becoming lost in the fucking and was unaware of how hard he was
going at Jenny's ass.
Jenny lost all track of time and space, having no sense of how long she
had been fucked. All her attention had focused on the penetration in
her body. What had been painful morphed into indescribable pleasure.
Her ass started moving against the thrust, making Kyle to begin
grunting. In another moment he rammed his cock fully into Jenny and
came. He trusted several times as he filled the condom.
When he pulled out, jenny felt a weird sensation of emptiness. She also
felt as if his asshole had been stretched wide open and couldn't close.
Kyle sat on the bed trying to catch his breath while Jenny cried into
her gag.
Jenny felt totally disgusted and wanted to get back into her clothes and
escape from the truck. Her thoughts were she could go back to her life,
although it was desperately going nowhere, and forget all about what she
had done in the last few hours. No one would ever know she had sucked a
cock and been fucked, while dressed as a little girl. These feelings
were the same after every time she masturbated but ten times worse. She
started to tear at the duct tape holding in the gag.
"Wait, let me do it," said Kyle. He pulled on some shorts and went to a
drawer for scissors.
As soon as the gag was out, Jenny reached for the back zipper to the
dress.
"No need to take that off yet," said Kyle.
"I need to go."
Kyle rubbed Jenny's shoulder. "Come on, it's freezing out there.
There's no reason to be ashamed. We can get you diapered and all tucked
in for the night. "
"I have to go."
This was something Kyle would not let happen. He was hooked on this
sissy and wanted to possess her. He wanted to dress up Jenny and treat
her like a baby girl. He wanted to dominate Jenny and make him
completely diaper dependent. He pushed Jenny back on the bed. "Lie
back and relax."
Although Jenny wanted to fight, the firm hand pushing her down on the
bed crushed her spirit. She curled up in the fetal position, facing
away from Kyle, her cute little ass showing below the hem of the dress,
his plastic panties still wrapped around the ankles.
This gave Kyle a chance to fix a special bottle for Jenny. He had
several baby bottles in the special drawer and opened the mini fridge
and filled one with chocolate milk, adding a powder that would put Jenny
into a deep sleep.
Gently he turned Jenny over. "Take this bottle," he said, pushing it
against Jenny's lips. "It will help."
"I need to leave," he cried, weakly, but she let Kyle push in the
nipple. When she held the bottle and began to suckle, Kyle smiled. He
had several disposable diapers ordered as samples from a website, They
were adorable with little teddy bears running across the plastic in the
front. While Jenny drank from the bottle, he got out a pair and
diapered the little sissy. One thing about Jenny, thought Kyle, she
wasn't going to satisfy any woman with that little penis.
Jenny sucked on the nipple, giving no resistance to Kyle as pushed in a
butt plug and then pulled the diaper up between her legs and taped the
sides. Her eyes became so heavy and her body grew numb.
Kyle smiled as Jenny fell asleep. He put on some clothes and climbed
into the front seat. They had a long drive to his place in the desert
and he had a stop to make first down the road.
Jenny came out slowly from his drugged sleep and it took a moment to
realize that the truck was moving. In another moment he came aware of
his mouth being filled with something rubber in the shape of a cock,
His wrist were secured behind his back and his ankles also bound in
cuffs locked together. When he tried to straighten, he found his ankles
were bound to his wrist leaving him helplessly hogtied and gagged. Oh
god, he realized, I'm being kidnapped by Kyle. He struggled against his
cuffs and cried into his gag. He could feel something filling his
backend and then recalled Kyle stuffing something in him before taping
closed the diaper.
Kyle looked in the mirror he had set to watch for Jenny to wake up. He
saw Jenny's uselessly struggling against the bonds. No way was he
getting lose from those, they were strong leather and closed with little
padlocks. He had gotten them and the penis gag from his stop at the
adult book store while he slept. There was no turning back now. Jenny
was not going to be wearing boy clothes ever again.
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