MATTHEW IN JAIL

BY WETDREAM

Part 3

What a last couple of weeks I've had! Got arrested, strip
searched, spanked, but best of all I got fucked and ate some
great cum! Yeah I know what a slut. Well I guess I am, for a 13
year-old. I've always had these nasty fantasies of being made to
service men and what it'd be like to be whipped and treated like
a total fag whore. Now I know and I like it! If you forgot, I got
sentenced to two months at a special boy's reformatory. Suppose
to be very tough. I hope so. I'm kinda excited.

At the moment I'm just arriving in the prison van at St.
Christopher Boys' Correctional Facility. I'm wearing that
traditional orange jump suit that jail bait like me have to wear.
I don't know why, it's not like I'm violent, but they have me
handcuffed behind my back, which is attached to a chain around my
waist which goes down to hook to a pair of leg shackles. I can
barely walk in all this iron.

Some mean old guard is pushing me down out of the truck and
telling me to move my little girl butt (it is sort of pretty like
a girl's). I'm brought into an induction room for new prisoners.
Two guards greet us.

"Is this the new prissy boy I've heard about Sid?" Remarked an
older guy, around fifty, named Carl.

"Well, I was told a lot of great things by Bob about this kid",
answered my van driver. I guess Bob is the name of the cop that
arrested me and started me on my quest for man cock and to
appreciate a nice spanking.

"Sure is a sweet looking piece of boy ass", piped up Sam as he
looked me up and down. I have to admit this made me blush.

"Alright you two, stop your drooling, get his shackles off",
ordered Carl.

They unlocked my iron chains and removed them. I rubbed my wrists
to restore the blood flow, though missed the strange pleasure of
being in bondage.

"Matthew I want you to strip now so we can make sure you're not
trying to sneak anything into St. Christopher", commanded Carl.
He shared a grin with the other two guards.

I unzipped my outfit and slid it off my back, and then down my
legs. I kicked off the pair of cheap running shoes I was issued
and stepped out of the prison uniform. Having not been given any
underwear, I now stood nude before these three men. The only body
hair I have is some light blond pubes near my dick, which are
almost invisible at a distance, which makes me look like a young
kid.

"Check him out Sam", Carl said as he slapped him on the shoulder.

There was a great big smile on his face as he stepped over to me.
He ran a hard hand over my smooth boy body, teasing my nipples a
bit. Sam felt under my arms and down my legs. He suddenly grabbed
my ball sack and squeezed. I couldn't help but emit a little
yelp. He continued to roughly feel around my privates, several
times pulling my dick.

He leaned into my ear, "you enjoying this fag?"

"Yes sir, a bit" I replied nervously.

"How about I check that little butt hole of yours to see if
anything is hiding up there?" With those words he pushed me over
at the waist and thrust two fingers hard up my ass.

"Ahhh!" I moaned at the hard feel. It hurt at first, but my hole
opened up to his probing fingers. I didn't say anything improper;
I felt a great opportunity was developing to have fun with these
men during my stay. My cock, which had been getting harder, was
now ramrod straight.

Sam pulled out and stood me back up to only stare lasciviously at
my engorged dick. "Nice cock on you fag, gonna enjoy playing with
that later", he said giving my prick a final grope.

"Yes we can play with our little boy toy later fella's, but we
have to get him to meet the warden. Get the cuffs back on him",
instructed Carl, the leader of the three I guess.

I went to grab my prisoner's suit, "hold on Matthew, leave that
here, you'll get a new outfit when you get to your cell", Carl
said.

I felt real silly being led through the prison corridors buck
naked, with my hands locked behind me. I noticed lots of stares
from other inmates and guards that we passed. I sort of felt
proud that my young body was garnering such attention.

We soon arrived at the warden's office. A knock on the door was
answered by a gruff bark, "enter".

All four of us went into the spacious office to be met by a
balding man in his early sixties sitting behind a large ornate
oak desk. He looked up from his papers to look me over.

"Matthew, I am Warden Jeffrey, you shall be staying with us for
the next two months as ordered by the court. We have some basic
rules to be followed. First, you shall obey all guards and prison
officials. Second, you will conduct yourself with proper decorum
and good behaviour. Third, you will not get into any fights or
arguments with other inmates, nor is sexual relations allowed. If
any of these rules are broken, they shall be met with swift and
hard discipline. Understand me boy?"

"Yes sir I do", I meekly answered, gazing at my feet feeling more
ashamed at my nudity before this man.

Warden Jeffrey reached into a drawer and pulled out a leather
collar with studs around the rim. "This collar is standard issue
to all inmates. It denotes your lowly status in this institution
as a prisoner, and no longer as a person. Wear it always." He
tossed it to Sid who wrapped it around my neck and snapped it in
place. I felt like a dog.

"Each week, commencing today, you shall receive 50 lashes on your
back and buttocks as part of your sentence. You may take him to
the prison yard for his first whipping. You may leave, and
remember the rules!"

I was very scared at the prospect of getting whipped every week.
My stomach was doing flip-flops as I was dragged out of the
office and once again led through the winding halls of St.
Christopher. In minutes I was outside in the prison yard.

There must be about 300 boys from ages 10 to 16 milling about the
field. They were looking intently at a boy of about 11 years on a
wooden scaffold in the centre of the yard. He was completely
naked and was kneeling over a rail. A large guard was whipping
his buttocks with a birch stick. SMACK! SMACK! SMACK! I could
hear him cry over the general din of the crowd. As I moved closer
I could make out the deep red marks on his otherwise white bum. I
gulped at the scene.

My guards hauled me up the stairs to the top of the platform by
my arms. The mass of boys began chanting the guard with the whip
to keep hitting the poor blond hair boy: "Again! Again! Again!"
They shouted over and over. The large muscled man roared into the
kid's quivering butt with ruthless violence, marking the once
cute behind with terrible looking stripes of red. He shrieked
with agony and his face contorted into physical proof that he was
hurting.

Finally the whipping stopped and the guard yelled out, "Mark's
punishment is complete. Let it be a lesson to all never to talk
back to a guard and to do something the first time when asked." I
couldn't believe that he got beat that bad for just mouthing off.
I guess this place is pretty tough. I watched him as he limped
down the stairs, his hands pressing against his flaming ass.

My eyes were locked on his round butt when I was startled by
having my cuffs removed, only to find myself being put into a
pillory. My head was pushed down in the cut out groove and wrists
also, then locked in by the top portion. I felt my legs being
pulled back and apart, my ankles being chained to iron rings in
the floor. I don't mind saying I was scared. I couldn't move my
head very well, though I could see out into the sea of boys. My
ass was arched up, and could feel my butt crack open and showing
my hairless hole with my cock and balls hanging below.

A loud voice shook me from my fear, only to plunge me into
terror. "Today this new prisoner will receive 50 lashes as part
of his sentence. You may all share in the witnessing of his
torment".

A large cheer went up from the inmates. They wanted me to be
beaten! As I looked around at all the people, I began to feel
aroused at my predicament. I was getting turned on at my bondage,
my nudity in front of all these men and boys, the impending
thrill of having someone whip me. My cock began to get hard, and
was soon pointing at the crowd, showing them my 13-year-old
boyhood.

SWACK! My mind reeled from the sudden impact on my back. It had
begun. SWACK! I opened my mouth to scream but couldn't find any
air. Out of the corner of my eye I saw the weapon raised in the
guard's hand, a cat-o-nine tails. I heard it swish through the
air and slap into my back, SWACK! I could feel each of the little
knotted leather ends raining onto my flesh, causing my nerve
endings to send waves of messages of stinging pain to my brain.

My lungs captured some oxygen for which I used to utter some
animalistic noises of torture. I couldn't help it but scream and
yell at each blow. The crowd loved it even more to hear the
condemned moan from the lick of the whip. Suddenly I was caught
off guard when my boy butt became the new target for the cat.
SMACK! The leather lashed my cheeks hard. SMACK! SMACK! SMACK!
SMACK! SMACK! SMACK! SMACK! SMACK! SMACK! SMACK! SMACK! SMACK!
SMACK! SMACK! SMACK! SMACK! SMACK! SMACK! SMACK! SMACK! SMACK!
SMACK! SMACK!

I dreaded the sound of the whistling leather straps sailing
through the air, travelling at lightening speed to ravage my bum.
With each crashing blow my body jerked forward, only to be held
in place by the firm hold of the pillory. SMACK! I let loose a
blood-curdling scream. One of the leather tails had flicked down
my crack and snapped my asshole. My head was filled with stars. I
could feel the welt growing hot and hard. Yet my cock remained
rigid, even a drop of precum dropped onto the wooden floor.

My head was spinning now from the overflow of pain stimuli. My
ears were deaf from the shouts of delight from the boys. I could
sense that the guard was now aiming the whip in such a way that
the knotted ends would wrap around into my ass crack, stinging
that most sensitive area of flesh. It was almost unbearable, yet
erotic.

Through tear stained eyes I saw the cat-o-nine drop to the floor.
Was it done? I thought I only counted 40 lashes. Oh god he was
retrieving the birch stick that he had used on the younger boy.
SWISH! SWISH! The pain was like a branding iron of white-hot heat
slicing into my tender boy bum. SWISH! SWISH! SWISH! SWISH!
SWISH! SWISH! SWISH! SWISH! For the final blow he angled the
stick right down my butt cleft. I lifted right off my feet,
yelled and shot a huge gob of cum all over the base of the
pillory. More sperm flowed out of my spasming dick as I came down
from my euphoria high.

My weak and aching body was pulled from the pillory and dragged
backwards down the stairs; my heels bumping down each stair. My
dick began to soften. I could hear various comments about my
condition, but mostly what a pervert I was for cumming after my
lashing. My mind too was confused about my body's reaction to
this punishment. I actually got off by being beaten.

Carl looked down at me as he carried me away, "Jesus kid, you are
some piece of sick work. You've got to be the purest slut of a
fag boy that I've ever seen!" I had to be a slut. As I was hauled
away I looked back at the guard who whipped me and stared at his
package and desired to suck his cock.

I was brought to a small dingy cell with a little spring cot bed,
a filthy toilet with no seat cover and a tiny window with bars
set into the cement block wall. I was flung onto the bed and
heard the heavy door swing shut and locked. A pair of cotton
shorts and white shirt was waiting on my bed. I slipped on the
grey shorts that were two sizes too small. They hugged my bum
tightly and clearly showed the outline of my dick and ball sack.
The shirt was a tank top that came down to just below my rib
cage. With my collar, I resembled some common cheap rent-boy. I
fell asleep on the lumpy mattress.

The next day I was rustled from my sleep and taken to the shower
room. My shorts were clearly showing the bulge of my morning
erection. I was ordered to undress and get clean, along with
about 20 other boys of various ages. The hot water felt pretty
good and I lathered my teenage body with soap. I looked around
and marveled at all the different sized dicks. Some big ones,
little pointy ones, fat ones and thin pricks, some with bushy
hair, others with a few wisps of pubes, and many that were bald.
I licked my lips with lust.

I lingered to enjoy the sight of all this boy meat. One other boy
took his time as well. He looked like about 15, with a good-sized
cock between his legs that got thicker each passing second. He
inched down to me until he was standing beside me.

"My name's JR. I saw you getting whipped in the yard yesterday."

"Pretty rough wasn't it?"

"I thought so. But you looked like you were enjoying part of it.
Are you gay?"

"Yeah, maybe. What do you care?"

"Just that I like getting my cock sucked. You wanna taste?"

My own cock jumped at this request. "Yeah I want to suck you". I
wet my lips as I knelt down before this strange youth. I reached
out and held his dick and brought it to my mouth. I sucked in
JR's 6-inch cock and swirled my tongue around the head, pushing
into the piss slit. I let him push all the way into my throat,
holding onto my head as he thrust his hips.

"God this feels amazing! You suck cock good. Better than any girl
I've had", moaned JR as he continued moving his cock in my mouth.

My hands went up to grip his butt and squeeze them. I began
working my mouth up and down his shaft quickly, getting it slick
with my saliva. His dark pubic hair tickled my nose each time I
deep throated him.

"Oh god yeah! I'm cumming!"

I felt his dick jerk and then gushes of teen juice shot into my
mouth and down my gullet. I pulled off and jacked him off with my
hand, letting his jism land on my tongue. I licked it all up and
slurped it down with enthusiasm.

"What a show! You sure love sucking cock", cackled Carl.

I looked over and saw Carl, Sid and Sam standing by the shower
door grinning at me, still with my tongue catching JR's
drippings.

Carl walked over and looked at JR, "get out of here kid, we want
to play with fag boy now. Let's see how he does with man cocks
and not some boy dick."

My chest tightened as my breathing increased. I was apprehensive
but also very turned on. I knew I was about to be gang banged by
these men in the boy's shower. My dirtiest fantasy about to come
true.

"Look at him guys, he's rock hard and horny as some cheap whore",
laughed Sam.

"I bet he can't wait to get his slutty mouth on our cocks. I know
I want to stick mine up his boy cunt", responded Sid.

I sat back on my haunches; my legs open, consciously wanting to
show them my sex organs, almost like an offering. I watched as
they stripped out of their uniforms, showing me their muscular
hairy male bodies. Their massive cocks coming into sight. Sid's
was the smallest at eight inches. Sam's looked near ten, and Carl
was at least 11 inches of solid man meat. My ass twitched as I
wondered if I could take such huge cocks up my little child-like
anus. I wanted them regardless of any pain.

Carl walked up to me. He gripped his huge member and slapped it
against my face and ran it between my lips. "Tell me fag boy,
what do you want?"

"I want your cock to suck on."

"I think you can ask better than that faggot."

I thought for a moment, "fuck my queer mouth! Use it like a
whore's pussy. Cover me in your thick cum! Make me your boy
bitch!" I was delirious with lust. I wanted their cocks so bad
that I was prepared to demean myself anyway to get that meat.

"Oh yeah! That's the slut-boy Matthew I've heard about. Well kid
prepare to get the daylights fucked out of you! And remember, you
are our BITCH!"

With those words Carl plunged his massive cock into my mouth and
clear down my throat! His powerful hands held my head still as he
began forcefully fucking my teenage mouth. He just used my throat
to stimulate his dick, not at all caring about me. Somehow that
thought of being just a fuck doll excited me all the more.

While my mouth was getting pumped full of Carl's penis, I felt
Sam spreading my baby butt cheeks. "There's that little pink fuck
hole I want." I could feel him stick a finger deep inside my
rectum, feeling around and pushing. Then it was two, wait then
three, shit he had four fingers inching inside me. Harder he
thrust into my ass, spreading my hole wider and wider. I tried to
shout from the discomfort but that wonderful huge cock wouldn't
allow any sound out of my throat. It took me a minute to realise,
but Sam had now worked his whole hand up inside me. He now
proceeded to fist my boy hole.

Sid was enjoying my abuse and now decided to help out. "Give your
hands a rest Carl." He then grabbed the back of my collar and
began shoving my head forward and backward on Carl's 11-incher.
Carl stood with his hands resting on his hips watching me being
impaled on his erection. At the same time my ass was being reamed
out by Sam's arm pistoning in and out. My bowels have never felt
so full.

"That's it queer-bait, fuck yourself on my arm. Your ass was made
for fucking!"

I heard a plopping sound as Sam pulled his arm out. My greatly
dilated anus was now receiving a sloppy rim job by the guard. His
rough tongue explored my anus thoroughly, eating out my ass
expertly. "You have a mighty tasty ass boy."

Sid spoke, "Carl turn around and let this homo clean your butt.
Since he's getting rimmed, he might as well give as well as
receive."

Carl bends over and spread his hairy ass in front of my filthy
mouth. Sid guided my face to the crack of his ass. "Stick your
tongue out ass wipe and start licking." Still using my collar as
leverage, he pushes my head deep into the meaty ass before me and
I lap away the sweat of his butt.

Sam has stopped eating me, and I can hear him moving some clothes
around. Suddenly I feel the sharp sting of his belt landing on my
bum cheeks. SMACK! Again he swings, SMACK!

"Go on pussy-boy eat that asshole! Yeah I'm gonna spank these
pretty butt cheeks with my belt. Gonna beat this little fag-boy!"
I could hear Sam's voice echo off the tiles.

I kept my tongue buried deep in Carl's large shit hole. I rimmed
him like a pro, getting lots of spit. It was hard to concentrate
on my tonguing with my ass being assaulted. SMACK! I grunt.
SMACK! "AHH!" SMACK! SMACK! "Umph!" Sam was hitting very hard and
making sure to hit all over my butt and the back of my thighs.

"Sid, I hate to have this bitch stop licking my hole, but let him
give you a blow job."

"Thanks, I think I will. Hey Sam, keep whipping his butt while I
fuck his face!"

"No problem. I'm really into belting this kid's butt."

A new cock entered my mouth as my ass continued to be smacked. I
swirled my tongue around the head as a greeting to this delicious
dick. I began sucking furiously, just as I knew he wanted.

"That's right slut, suck my cock real good. Moan for me just like
the young whore you are! Show me how much you love to suck a
man's dick while getting your ass spanked."

I tried to make moaning sounds of pleasure to show these men how
happy I was to be their fuck toy. I loved the sound now of that
belt whizzing through the air to slap my buttocks. SMACK! WHAP!
SLAP! WHAP! WHAP! SMACK! SLAP! SLAP! My ass was so hot now, it
must have been beet red by now. I couldn't believe my sexual
arousal at being spanked on all fours by this man, having a cock
thrusting down my throat, being called filthy names. My own dick
was like iron.

I heard the belt being tossed away. Sam was now aiming his cock
at my hole and he shoved it all in with one thrust. A muffled cry
escaped through my stretched lips. He wasted no time and began
fucking my 13 year-old ass with wild frenzy. His big hanging
balls slapped into my own testes. With his big hand he continued
to slap my sore bum.

"Look at me ride this dog!" He screeched.

"Let me back into that hot fag mouth", said Carl.

Sid stepped over slightly, still with his dick in me. Carl
slipped his giant boner into my wide-open mouth. Two dicks at the
same time! Both men face fucked me in alternate strokes: one in
and the other out. They each held onto my prisoner's collar to
help position my head for maximum thrust. I gagged several times
as their dicks ravaged my aching throat, but did my best to
regain my concentration so not to piss them off. For ten minutes
they fucked both ends of me with hard, long pumping. I truly was
their sex slave, their bitch, and their whore!

Sam pulled his fuck tool from me and wiped some shit on my left
cheek. "You two can fuck his ass now, I want that sweet face to
use on my dick."

I reluctantly let those two big horse cocks be pulled from my
mouth. I watched as Carl lay on his back. "Get over here faggot
and sit on my cock."

I scooted over and straddled the man's waist and reached behind
and held his gargantuan cock. I pointed it at my back door and
lowered myself upon it. With all the stretching my hole already
had, it was still a tight fit. I grimaced as I sank my weight
upon this freak of nature. Carl grabbed my hips and pulled me
down hard on the last eight inches. I rested my hands on his
shoulders and began fucking myself on this big cock.

"Shit, your boy cunt sure feels good Matt. You're a born fag
fucker!"

I looked up and saw Sam standing over me, his erection staring at
me. "Open up cock-sucker, here's some meat for you to feast on.
You young boys need all the meat you can get to make you strong
and healthy." I opened wide and engulfed his sex organ. I could
taste my ass on his dick as I licked it all over. I felt so
sleazy, and it was making me hot!

I wasn't sure what Sid was doing, but soon found my answer. He
was crouching behind me running his hand over my ravaged bum. He
then started to spank me. SLAP! SLAP! SLAP! SLAP! His hand
cracking into my aching cheeks, smacking each one in turn.

"You filthy little fag, you need a good spanking!" SLAP! SLAP!
SLAP! SLAP! SLAP! SLAP! SLAP! SLAP! SLAP! SLAP! SLAP! SLAP! SLAP!
SLAP! SLAP! SLAP! SLAP! SLAP! SLAP! SLAP! SLAP! SLAP! SLAP! SLAP!
SLAP! SLAP! SLAP! SLAP! SLAP! SLAP! SLAP! SLAP! SLAP! SLAP! SLAP!
SLAP! SLAP! SLAP!

Tears were coming down my face to mix with some snot from my
dribbling nose, landing on Sam's dick and acted as a lubricant.
He even took his dick out and wiped my nose with it and plunged
it back in my mouth. Carl was moving his hips up and down,
forcing his big dick into my slender body.

Sid stopped the spanking. I could feel added pressure at my anus.
Oh shit he was pushing his dick up my ass. I could feel him
straining to force my sphincter muscle to open wider and allow
him access to my bowels. In a minute I had two huge cocks buried
deep in my young boy ass. Another first for me. I was so proud.

It took a bit of doing, but Carl and Sid got a rhythm going. My
prostate was getting smashed and rubbed. My cock felt like it
would pop. My ass got the fucking of its life. The shower
reverberated with the sound of sucking, flesh rubbing and loud
moans of delight. I was dizzy with lust as these three cocks
fucked my holes.

"Jesus Christ this kid is hot! I want to fuck him till I die!"
Gasped Sid.

"He's the best god damn boy fag I've ever had", agreed Carl.

Sam let out a howl, "oh yeah I'm cumming. Going to fill your
mouth full of hot sperm kid! Go on suck that seed out of me, I
know you want my ball gravy!" I did and I sucked harder and was
rewarded with copious amounts of thick white goo gushing into my
mouth. "Now don't swallow kid until I tell you", he ordered
between grunts. He continued shooting into my hungry mouth. I
didn't eat it and kept swishing it around, enjoying his strong
musky flavour.

"Oh yeah, I'm ready to shoot too", announced Sid.

"Shit, my cock's ready to pop its cork too. Lets pull out and
give this lad a real cum bath", suggested Carl.

They both slid their dongs out of my gapping hole and made me
kneel in front of them. I watched intently as they rubbed their
dicks up and down inches from my boyish cute face. My cheeks were
puffed out holding in Sam's big load of jism. With loud grunts
both cocks began to shower my face with warm semen. Shot after
shot of big splashy gobs of sticky cum landed all over me. Two
deposits were made on my forehead; some connected on my impish
nose, but most coated my cheeks and rosy lips. They kept
shooting, emptying their big balls of baby making sperm. It was
now dripping down my chin onto my chest. Feeling their cum spray
my face took me over the edge, I grabbed my dick and jerked it up
and down like mad. In seconds my own boy juice was erupting
everywhere. It was my best orgasm ever!

"Alright you little cum-whore, you can eat up my nut sauce now",
directed Sam. I swallowed his cream in three gulps. I opened my
mouth wide to show it all gone. I began wiping off the goo from
my face and licking my fingers clean. The men just looked on
amazed.

"What a fag slut! Loves sucking cock, ass fucking and eating
cum!" Marveled Sid.

"Well get cleaned up now, we have to get you back in your cell
boy", said Carl.

I took another quick shower to remove the excess cum and spit
covering my body. I put on my skimpy outfit and was escorted back
to my cell.

When we got there another guard met us. "Take him up to the
Warden. He's in big trouble as I hear".

In minutes I was again standing before the Warden. He looked at
me in my tight clothes. My cock pushing out the cotton material
caught his eye for a moment.

"I just found out that you performed oral sex on one of your
fellow prisoners' in the shower bay. Is this true Matthew?"

I looked down ashamed, "yes sir its true, I'm terribly sorry".

"Well sorry doesn't help. You know the rules, no sex with the
other inmates. You leave me no choice but to discipline you."

"Oh please sir, I just forgot. I was feeling horny that's all.
Give me a second chance", I wailed on begging the Warden.

"There are no second chances at St. Christopher. You shall be
dealt with very harshly. You homosexual boys need some tough
attention to set you straight." He turned to Carl, "take him to
the Punishment Room..."