Trucker the Tranny
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The Trucker And The Tranny free porn video
The Truck Driver and the Tranny
fiction by [email protected]
This is a work of fiction for mature readers, containing explicit
sexual acts which may be illegal in some backward parts of the world.
If it's illegal where you're reading it, you should MOVE! If you're
too young to be reading erotic and explicit sexual fiction, don't go
any further.
I was working as a truck driver, moving periodically to new areas of
the country (mostly around my hometown of Nashville, TN) in search of
a permanent job. When I finally found one, in NJ, I was painfully
short on funds. I showed up for work the first day after sleeping in
my truck. The first few days of the job went well, and I started to
search out a place to live in the area, which was kind of rural, like
most of southern NJ.
Living in the back of your truck, you learn the best and cheapest
places to eat. One night, after a long day, I stopped at the local
diner to have a bite to eat. Much to my surprise, it was pretty
crowded, even though it was 9pm. I took the last booth and started to
look over the long menu.
As I was deciding on whether I'd be having a cheeseburger with onions
or a cheeseburger without onions, a tall brunette walks into the
restaurant. She seemed annoyed that there were only stools available
and shot a glance my way. I guess she saw me grinning, because she had
on a very short skirt that was visible through her open coat, and had
some great legs, and she smiled back. Next thing I know she's standing
there next to me asking if she could share the table?
"Yes, Mam, please..." I remember saying. She introduced herself as
"Toni, with an i". Now, her face wasn't as nice as her legs, kind of
harsh, if you know what I mean, but when she pulled off her coat, I
saw she had on a low cut blouse and one of those push up bras that
made her look as if those puppies were gonna leap out of her shirt!
Every time she breathed, I was waiting for the whole top to explode,
if you know what I mean... :)
I told her I was a truck driver, working for the local UPS doing
short-hauls between south jersey and north jersey. She told me she was
a "shemale hooker". Now, I understand hooker, but I didn't understand
the "shemale" part, so I asked what that meant.
She said "shemale" means that she was a boy, now is a girl, but she
treats her tricks like they were girls. I asked what she meant. She
said that she "fucks" her male tricks and calls them demeaning names
while she's doing it.
I asked if she wasn't a domme, since I knew what that was, and she
said "In a way, yes." She said she makes a lot of money, and only
works about 5 hours a week.
We got off the subject of careers as we noticed people looking at us.
Thankfully, our waitress and the kitchen was fast and we got our food
soon, so we didn't have much time to find a new topic of discussion.
At the end of the meal, the waitress gave us one check. Since she only
had a salad, and I got paid that day, I offered to pay for her meal.
She thanked me, but said she'd be happy to pay for her own meal, since
she probably makes more than I do. I graciously accepted her money.
When we left the restaurant, I saw her Mercedes. Yes, she definitely
gets paid more than I do! As we were parting company, she walked past
my pick-up and noticed it full of boxes and clothes. She asked where I
lived. I pointed to the truck. She said she had a spare couch, if I
wanted to come home with her. I said I couldn't really afford her
"services".
She said she was just trying to be nice, not soliciting me. But, if I
wanted to sleep with her, I could join her in her bed, "and, if
something happens, it happens". My pecker tent-poled my parts. It was
embarassing, but fortunately hidden by my coat. I followed her home.
When we got to her place, she showed me around. It was a little house,
two large bedrooms, one bathroom, big living room and kitchen. One
bedroom was outfitted with a king sized 4 poster bed. The other
bedroom had gymnastic equipment in it. I sat down on the sofa. She
asked if I wanted a beer? I said yes. She handed me some fancy-ass
micro brew I never heard of.
She started a conversation about penis size. She said that she thought
people with big penises tended to want to choke or pummel their
partner, just because they could. I laughed. It was obvious where she
was going. I told her, despite my 6' height and well-defined muscles
from moving boxes in and out of the truck, that I was "unendowed". She
looked at me kind of wierd, so I made it more clear: "I suffer from
the curse of the Irish, little penis."
She said that she actually liked that, "makes oral so much easier".
The tent pole appeared again, and this time it wasn't hide-able. She
noticed. She said that having been a boy, she knew the way men liked
to be sucked and she could "relieve my stress" in under 2 minutes.
I laughed and said "I may not be large, but I'm not a fast shooter."
She said "Ok, let's put your penis to the test. If you last more than
5 minutes, you can sleep in my bed. If you last less than 5 minutes,
your ass is mine for the rest of the night."
I felt pretty confident, so took the bet. Plus, I figured a blow job
from her was probably going to be the best I ever had. She led me to
the bedroom with the gym equipment, and pulled back the curtain
covering one wall. On the wall was a X shaped cross, with leather
cuffs sticking out of it. "Get your clothes off and strap yourself in
the best you can. I'll be back in a few minutes to check up on you."
It took me about a minute to have my clothes in a pile and all but one
arm strapped in. She came back a few minutes later. She was dressed in
black leather. A bustier held her tits out. They were magnificant. Her
waist was pulled in by the bustier/corset. Below that was a leather
skirt. She had obviously put on a strap-on dildo, since the skirt had
a bulge in the front. She strapped in my loose arm, pushing her
breasts into my face. I gave one a quick kiss. She stepped back and
grabbed my balls. She didn't squeeze, but she gave me a look that said
"I'll rip them off if you touch me without asking". I said "I'm sorry,
I won't do that again."
She squeezed, hard. "You will address me as Mistress."
I blurted out "Yes, Mistress."
She produced an egg timer, and set it to 5 minutes. She showed it to
me, and then started it. Immediately, she dropped to her knees and
began to give me the greatest blow job I ever had.
There was still time on the clock when I blew my load into her mouth.
She got up off her knees, showed me the timer still had 2 minutes
left, and smiled. I was still trying to catch my breath when she
pushed my head back against the cross and planted a huge messy kiss on
me. I didn't realize it until I opened my mouth and she forced her
tongue inside that she hadn't swallowed or spit. The mess all over her
lips and what she forced into my mouth was my own cum. I struggled to
move, but she kept the kiss going for a good minute. When she broke
off, I was about to spit, but she said "I wouldn't do that, pussy boy,
if you know what's good for you." Reluctantly, I swallowed.
When she saw that I swallowed, she said "Now that I've taken care of
you, you'll have to take care of me. But, we need to have you on your
knees. Remember your promise and don't fight me."
As soon as she undid one arm, I tried to get away. She produced,
seemingly from nowhere, a riding crop, which she smacked over my chest
hard enough to leave a welt. I stopped. "Don't do anything I don't
tell you to do." she hissed at me.
"Yes, Mistress" I said.
She put a handcuff on the loose hand and attached it to a hook behind
my head, then, after unhooking my other hand, cuffed the two hands
behind my back. She pushed me back against the cross and undid my
feet. "Step forward 2 steps and then I'll help you down to your knees.
Don't try to kneel without me helping you." she commanded.
I did exactly as she said. I found myself kneeling on the ground. A
hook embedded in the floor was attached to my handcuffs with some kind
of metal ring. She then went to a dresser and pulled out a leather
hood. It went over my head. There were eye holes and nose holes. The
mouth hole had a ring in it, which she forced back behind my teeth. My
jaws were forced wide open, but my lips almost closed. It was a bit
painful. She stood up in front of me. "Let me see your tongue" she
said.
I stuck out my tongue as best I could.
"Nice, make sure you use your tongue well. If you do good, I'll let
you stay the night. If you don't do well, I'm going to kick your sorry
ass out of my house naked for the world to see." She stepped a little
closer and put her foot down on my shrunken penis. "And, remember, if
you don't do exactly as I command, I can crush your sorry little thing
underneath my foot."
I really couldn't talk, but I gave her my best "Yes, Mistress" and
nodded.
And that's when I got the shock of my life. She pulled off the skirt.
In front of my face was a large, long, and thick penis, the color of
coffee with cream in it. And, it was REAL! I pulled back and tried to
tell her that I didn't go that way, but she grabbed my head and pulled
me forward.
"Pussy boy, Pussy boy. You knew what was underneath. Don't pretend you
don't want to suck it." she chided as the purple head of her cock
bumped my lips. "Open your lips, it'll be easier. If you don't open,
it could be painful" she said, as she put weight down on her foot,
crushing the head of my cock against the floor.
I opened and she slid the head inside. It was large, and warm. The
head moved across my tongue. It wasn't altogether unpleasant until I
thought about what was in my mouth. I pulled away. She pressed down. I
stopped pulling away. "Pussy boy, get used to the taste. You're going
to suck on me for at least 5 minutes. I promise not to come in your
mouth."
She wound the egg timer to 5 minutes and turned it on. I could see it
out of the corner of my eye. She began to move her cock in and out of
my mouth slightly. I could feel the underside of the head pressing
against my tongue. She let out a little moan. She pushed in a little
deeper. I started to gag, and she went back to just the head in my
mouth. "Pussy boy, I have a big dick. You'll have to get more than the
head in for me to enjoy myself. I'm starting the timer over, just so
you understand." She began to move again. I gagged, but she was
relentless. Eventually, after a minute of steadily fucking my mouth, I
learned to breathe properly. I still was gagging, but it was
controllable. I could see on the timer that I only had to go another
minute when she pushed very hard and her cock slammed into the back of
my throat. I couldn't breathe, and she just kept pushing. My throat
was on fire and I was struggling to get her cock out of my throat. I
felt her hands holding my head, her foot crushing my cock against the
floor, and felt like I was going to pass out. I heard her scream and
then I was sure that her cock was pulsing. I could feel the cum
coursing through her cock with my tongue, which was trapped against
the bottom of her cock.I began to lose consciousness as she pulled her
cock out of my throat and mouth. I sucked in air and coughed, my mouth
filling with saliva. As I started tried to push the saliva out of my
mouth with my tongue, her hands tilted my head back. "Pussy boy,
swallow it. It'll help your sore throat."
I swallowed. My throat was on fire. Still somewhat in a daze, I heard
her say "Show me your tongue."
I stuck out my tongue. I could see her big cock in front of my face.
"Don't you dare waste a drop of this. If you do, I will lash you until
you look like a zebra." She then squeezed out a huge glob of cum from
her cock onto my tongue. "Savor it, then swallow."
I pulled my tongue back in and swallowed the slimy mess.
Satisfied, she took her foot of my cock. "Pussy boy, you did very
well, much better than I ever expected. You get to stay the night!"
I groaned.
She said "Let me get the hood off you. I think you'll be more
comfortable without that ring holding your teeth apart." She removed
the hood.
I glared at her. "Let me go. I'm not a fag."
"Oh, definitely not. You're my pussy boy. I have a nice teddy in your
size for you to wear tonight while I fuck your ass." she replied.
"No, I'm not into this. I want to go."
"Go where, pussy boy? Back to sleep in your truck? Spend the night
with me. If you're a good lay, I'll let you stay here until your find
a place of your own. You don't need to be my pussy boy after tonight,
either. We can just be room mates."
I thought about it. It seemed like an unbeatable offer. "And what do I
have to do to be your pussy boy for tonight?"
"Wear the teddy, get fucked in the ass by me, and sleep in my bed.
That's all."
"No more whipping?"
"Not if you're good. If you're bad, I reserve the right to corporal
punishment."
I thought about it for a minute, and figured if she was on the level I
had 10 or 15 minutes of humiliation versus living with her in a nice
lifestyle for at least a month. I made the deal.
She unhooked me from the floor and helped me up. With obvious caution,
she unhooked the cuffs. I pulled my arms around, and she pulled back,
whip at ready. I rubbed my wrists. "Sorry about that" she said.
She went to the dresser and pulled out a white teddy, tossing it to
me. "Virginal white for you."
I pulled the garment over my head. I looked ridiculous.
She smiled. "Come over here." she said as she moved towards a vaulting
horse in the middle of the room. "Lean over the end like this." She
leaned over. Other than the fact that she had a cock dangling between
her legs, her ass looked great bent over the horse. I was admiring it
too much, it seems, and my cock started to get hard. She stood up,
looked down, and noticed the growing problem. "Whoa, big boy. We'll
take care of you later! Now, get into position."
I leaned over as she said, and found that there were straps to hold my
knees apart and my wrists against the bottom of the horse. Very
quickly I found myself immobile.
"I'll just get you ready now" she said as I felt her fingers greasing
up my hole. First one, then two fingers were inside me. I pretended
not to notice. My cock betrayed me. I was getting hard.
"Let me know you feel anything" she said as she probed my ass with her
fingers. Then, she must have hit something, because my cock twitched.
I felt cum shoot out.
"Oh" I said.
She pressed again. Another twitch, more cum. Again. I started to moan.
Again. Again. Again. She continued. Eventually I could feel the
twitch, but no more cum was forthcoming. She still continued. I
started to feel sore. I asked her to stop. "No more, pussy boy? Well,
I think I have enough anyway."
She walked around to the front of the horse and showed me a small cup.
It was full of cum. There must have been several ounces. "You can
drink it, pussy boy, or I can use it as lubricant. It's not as good as
KY, so your ass will be much more sore when we're done if you decide
to use it as lube. Your choice!"
I recoiled. "Lube, Mistress"
"Poor Choice, pussy boy. But, yours to make."
She opened my hole back up with her fingers and I could feel it being
poured inside. And then, she let go and my hole closed. "Pussy boy,
when I fuck you for the first time, I want to see your face. I'm going
to let you off the horse. When you stand up, make sure you hold your
ass closed, our all of your lube will run out. I want you to walk to
the other bedroom and lay down on the bed, face up, as fast as you
can."
She released me and I moved quickly to the bedroom. My "lube" dripped
with every step. By the time I reached the bedroom, and hopped onto
the bed (which was covered with a rubber sheet), my legs were covered
with "lube".
She was right behind me and hopped on the bed between my legs. She
threw my legs far apart and leaned in. I could feel her hot cock at
the greasy entrance to my hole. "Ok, pussy boy. Are you ready?"
I nodded. I couldn't believe I was letting her do this to me. She
leaned in, and the head of her cock invaded my hole. It didn't really
hurt. It felt a little odd for something that big to go in, instead of
out. When she had fully seated herself inside, my ass felt VERY full.
"Are you ok, pussy boy?"
I nodded. She began to fuck me slowly. It didn't feel bad, or much
like anything. Then a little faster, with short strokes. It was
different, and my ass was relaxing, getting used to her inside me.
Then some long strokes. They felt good, actually. After a few minutes,
I realized her boobs were bouncing in front of my face. "Mistress, my
I touch you?"
"Yes, you may touch my ass with your hands." I grabbed her ass with my
hands, giving the melons a good squeeze. She began to fuck me again, I
held on to her ass. "Pull my ass towards you on the in-stroke. I want
you to know what it means to be fucked." I pulled her in on the
in-stroke, and occasionally broke her rythmn by holding too long. My
ass felt like a tube and her cock like a piston. Each stroke gave me a
little tingle in my ass. It was actually beginning to feel pretty
good.
"Pussy boy, you're liking this, aren't you?" she said
"Yes, Mistress." I breathed out.
"You like my breasts pussy boy?" she asked
"Yes, Mistress" I said as she gave me a rather long stroke.
She leaned down, letting her nipples dance over my face. "You can
stick out your tongue and play with them. No biting."
I dutifully stuck out my tongue and began to play with her hard
nipples. She began short, hard strokes in my ass.
My ass was beginning to get sore, just as she predicted. Fortunately,
coinciding with my ass feeling like it was on fire, came the relief of
torrent of her hot cum in my ass. She yelled as she came "Take that,
pussy boy. Feel my hot cum in your ass." and slammed me in long, hard
strokes.
By the time she was finished, we were both exhausted. She let go of my
legs, and plopped herself down on top of me, her deflating cock
popping out of my ass, a river of cum following it onto the rubber
sheet. I held onto her ass, squeezing the melons.
"So, pussy boy, you have a thing for my ass?" she laughed.
"Yes, and your boobs too, but I doubt my little thing is going to be
ready for action until tomorrow morning." I replied.
"Probably a day or two, actually. It takes a lot of fucking for your
prostate to get used to it. But, since you're staying, we'll be able
to wait until your ready."
I stayed the night, and the next night too. We do share a bed. And,
she was right. Over time, my prostate did get used to it. After a
year, I'm ready to go just an hour after she fucks me. Some nights I'm
the pussy boy and she debases and uses me, and others I'm her husband
and fuck her silly. One thing, though, she still makes me wear a teddy
to bed every night.
If you liked the story, please feel free to email me and let me know!
George
[email protected]
Myra
- 23.06.2020
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