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This work is copyrighted to the author © 2008.  Please
don't remove the author information or make any changes
to this story.  All rights reserved. Thank you for your 
consideration.
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Tyler
by D. Pravi T (d_pravi_t@yahoo.com)

***

Tyler's new babysitters teach him the joy and pain of 
anal sex. (MF/b, ped, nc, oral, anal, bi)

***

Stephanie watched anxiously as I took Tyler's cock into 
my mouth. It had barely started to grow, and even 
erect, was only 3 inches or so in length. 

It was smooth and hairless and hard as a little twig on 
my tongue. Tyler was kneeling naked on the bed. I 
nodded to Stef and she slowly crawled around him and 
kneeled behind him as well.

"Bend forward a little, honey," Stef said to Tyler as 
she pulled out the large bottle of lube that she kept 
for when I used her own ass.

Tyler, enjoying my mouth around his prick immensely, 
did as he was asked and I looked up to see his eyes 
widen. Stef had obviously found his bottom with a 
greased finger. She knew he had to be loosened up a 
some before I fucked him, or I might tear him apart. 
Stephanie slowly worked her finger in and out of his 
ass, pushing his little penis further into my mouth.

I sucked it greedily, tonguing the tip and massaging 
his little balls with my fingers. Tyler whimpered and 
grabbed the back of my head.

"That's it, my little cunt," I whispered around his 
cock, "Cum for daddy. Show daddy that you can cum like 
a big boy." Then to Stephanie, "Finger him good, slut. 
Get him ready to take my cock."

She replied, "Yes sir." Then she turned to Tyler, 
"C'mon baby, time to feel good again." She started 
moving her finger faster, massaging his immature, but 
still sensitive prostate. Tyler groaned and stiffened. 
I sucked his little cock and balls into my mouth while 
pinching his thighs. He was able to stop it no longer.

His body shivered in the throes of his orgasm. My 
tongue was at the tip of his little cock, but nothing 
came out. He was still way too young to be producing 
any sperm. It disappointed me a little, and I took it 
out on the tip of his cock. It was very sensitive after 
his cum, but I kept at it with my tongue, and nibbling 
with my teeth. He arched his back whining, "Please 
stop, that hurts." I smiled and sucked it all the more.

***

My dick had been hard for hours. Ever since Tyler's mom 
had dropped him off with Stef, and she had called me to 
tell me what a cute little cock he had. Tyler's mom had 
barely closed the door before Stef had his pants and 
Spiderman Underoos around his ankles. She told me, he 
had seemed a bit confused, standing just inside the 
door, clothes puddled around his ankles and his soft 
pee-pee being tickled by his new babysitter. 

"Now baby, just sit still for a minute while Miss 
Stephanie licks that little thing a bit."

Before she had bent over, she pulled off the shorts she 
had been wearing; the panties too as a matter of fact. 
She then took him by the hand and led him to the sofa, 
his little dick wiggling as he walked.

She lifted him up on the arm of the couch, bent down to 
take his tiny organ in her mouth, and Tyler wasn't 
about to complain as she sucked him into the first 
orgasm of his very young life.

***

His small prick started to soften in my mouth and he 
was wincing in real discomfort. Stephanie had obviously 
inserted her second finger and began stretching him out 
in earnest. She would run her fingers down his cute 
bottom and squirt a bit more lube, then push the lube 
into his tight ass with two fingers. Tyler was not 
enjoying this, but it needed to be done, otherwise my 
cock would tear him, and that would hurt far worse then 
this "minor" discomfort.

I let his little dick fall from my mouth as Stef bent 
him further over a pillow, and forced his legs open as 
far as they would go. He had actually started to cry a 
bit, and from where I was lying, I could see his little 
asshole becoming red, rather then the soft pink it had 
started at. 

Stephanie picked up her smallest glass dildo and looked 
at me, begging for permission. I nodded again. She 
greased it up, and shoved it roughly into his ass 
without giving him any warning whatsoever.

His first reaction of course was to cry out. I held his 
arms as Stephanie firmly and quickly raped his ass with 
the little dildo. It was a sight to see. Her fingers 
crawling in her own cunt, and her other hand fucking 
this little boy like she was enjoying seeing him cry 
out.

I leaned down to Tyler and whispered in his ear, "Just 
ask mommy to stop fucking you in the ass, and she 
will." He looked at me confused, crying, and biting his 
lip.

"I said to ask mommy to quit fucking you and she'll 
take it out of your ass right now, I promise." "Say, 
Mommy please stop fucking me!"

By now, Stef was working up quite a sweat. I could see 
the cream dripping from her pussy, and watched her 
grind her pussy on her own fingers. I heard a small 
voice say "Mommy.. um...please stop... uh... fucking 
me." He could barely speak as she drove the little 
glass cock into him over and over.

***

We weren't worried about Tyler telling anyone. He was 
staying with us for the weekend, and we had already 
started to "convince" him that it was in his best 
interest to keep his little mouth shut. (Unless my cock 
was in it, of course.)

After Stephanie had sucked him off on the couch, she 
had turned him around, telling him "Now Tyler, what 
happens in this house is a secret and you aren't 
supposed to tell anyone, ok?"

He hadn't looked like he'd really understood how 
important this was, so Stef had to show him that she 
meant business.

"This is what happens to little boys who tell stories 
they shouldn't tell."

Stef picked him up under his arms and placed him over 
her lap, his naked ass sticking out in the air in front 
of her. He wasn't really sure what was going to happen 
to him, as she started running her fingernails across 
his behind, making small, but not painful, little 
scratch marks 
across it.

The first lick of the belt caught Tyler totally by 
surprise and he started struggling to cover his ass and 
get away from the long leather strap biting into his 
ass. Stephanie had him pinned quite expertly though. He 
wasn't able to so much as cover his bottom, and his 
butt had started to develop pink welts.

She stopped for a moment and could hear him sobbing. 
"Now Tyler, who are you going to tell about our little 
fun here this weekend?"

"Nobody! Nobody! I promise!" Tyler cried out.

Stephanie was convinced, but she decided to reinforce 
this very important issue. She pinched his little ass 
cheeks hard. He squealed like a baby and Stef leaned 
down and whispered into his ear "That's right. Because 
if you do, this will get much, much worse," and grabbed 
his tiny balls, squeezing them until his squeals turned 
into sobs of, "I promise, I promise."

***

Stephanie continued to work the clear dildo in and out 
of his ass, until I said "Mommy, our little boy asked 
you to stop." 

She looked at me and said "Yes Daddy," and eased the 
fake cock gently out of his pucker. A pucker which now 
was gaping just a little, but still tight enough that I 
was going to enjoy the feel of it around my cock.

After catching her breath, she continued, "Will you 
fuck him now, then?"

I nodded, and as Tyler lay on the bed quietly crying, 
Stephanie crawled to me on her hands and knees to get 
my cock ready as well. She lubed up my dick, getting it 
nice and slick. I reached back and shoved my fingers 
into her hairless, dripping pussy. 

My fingers moved from her pussy to her ass and back; 
she took my balls in her mouth even as she continued to 
work the lube over my shaft. Tyler was momentarily 
forgotten. As my fingers pistoned in and out of her 
ass, my thumb found her clit. This made shudder in a 
quick, short orgasm; though not her first of the night. 
Her hands had been at her pussy ever since Tyler had 
arrived.

Finally my dick was ready. Stephanie lifted Tyler to 
his knees and held him firmly over her lap to prevent 
him moving away. I pushed her head down towards his 
bottom, and she tongued his little asshole to re-wet it 
to be ready for my entry. Her free hand had wrapped 
itself around his waist and grasped his dick between 
her fingers. She brought his tiny erection back to 
life, pointing straight down.

I enjoyed seeing her push her tongue up his ass, and 
Tyler enjoyed it as well. His prick was hard again, and 
he was fucking against her fingers. It looked like he 
was ready to cum again, so I pulled Stef's head up by 
the back of her hair away from his reddening hole and 
positioned my cockhead against Tyler's little pink 
pucker.

Stephanie pushed his face into the pillow, and I pushed 
my cock forward. Hard.

His shouts and cries were muffled by the big down 
pillow as my cockhead stretched the ring of his anus 
out. His tears of pain were soaked up as I broke the 
cherry of his little boy pussy. He was so tight, I knew 
I couldn't last long, but I was determined that I would 
fit my entire cock up his ass before I came.

I could feel Stephanie jerking his little stiff cock 
even as she held him whimpering in place. I felt his 
asshole engulf my cock tightly and stretch at the same 
time. I pushed into him fully, and felt his body 
vibrate with the yells that he made. It made my cock 
vibrate as well and I nearly emptied my cum immediately 
up his ass. 

"Jesus, you have such a tight little cunt, boy," I 
said.

His muffled sobs were lost in the big pillows. They 
were mixed with small cries when he felt my dick push 
all the way in. I pistoned in and out of him for only a 
few minutes. I was going to cum soon. His tight ass was 
milking it right out of me.

I heard Stephanie say, "Do it now. Cum in him. Please 
daddy, he needs your cum in him."

That pushed me over the edge. I slammed into him harder 
and faster. He was howling and bucking, but this only 
made it even better. I pushed full into him one last 
time and was overcome. I groaned with the feel of my 
orgasm, and filled Tyler's bottom full of my cum. His 
anus was now slick and greasy with the feel of it.

I didn't soften soon and slowly pumped in and out of 
him. This would make it easier for the next time. My 
cock eventually became flaccid and popped out of his 
butt. The anal ring remained stretched open and 
dripping cum. It was almost enough to make me hard 
again immediately.

Looking over, I could tell Stephanie was unfulfilled, 
but We would have to give Tyler a few minutes to 
recover before he could start licking her pussy, 
fucking her with his little cock, or doing whatever 
dirty thing she decided to have him do. From the hungry 
look in her eyes, I could tell she was going to get 
creative.

So we rested, Tyler still crying, and waited for the 
next session to start. Stephanie would have him too.


To be continued? (If I receive any requests for it. 
I also welcome opinions and even flames if you feel the 
need.)

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The author does not condone child abuse, this story is
meant as an erotic fantasy not real life. Anyone acting
out such scenarios in "real life" can look forward to
many unproductive years getting it up the butt by a 
fellow convict in their local prison.
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Kristen's collection - Directory 57