Date: Sun, 22 Jan 2012 20:14:01 -0800
From: john smith <obedientboy4sir@gmail.com>
Subject: Learning to serve series, part 6

Disclaimer: All rights reserved.  No part of the story can be reproduced in
any form without the permission of the author.

Several Masters and Sirs on the web have asked for this story, so i thought
i'd post it here. Respectfully to the Masters involved, i have embellished
some. The names, dates, and places are changed to protect all
involved. This is loosely based on a true story. Your constructive feedback
has been great so far, more is very welcome at obedientboy4SIR@gmail.com.
Please, enjoy. To all the Masters and bois who have emailed your
compliments to date, thank you so much, this boi is very grateful.

Chapter six - Deeper down

As the grunts and groans subsided, Master Todd pulled out and shifted
upward in the bed.  Master pulled my ass to Him, clearly He wasn't about to
go anywhere. Master Todd slipped off the condom and tilted my face
upwards. He smiled as i opened my mouth instinctively. He emptied the rich
contents of the condom into my eager mouth. Fuck, i love cum. My ass
squeezed around Master's cock as the salty, slimey spunk slid down my
throat. Master Todd slipped off the bed and Master took over, pausing only
briefly to put on a new condom.

"fuckin' good boi, sloppy cunt is still tight for your Master... nice..."
He growled as He slid His fat eight inches into His well-stretched boi
hole. He spooned up to me and reached around and tweaked my right nip,
hard. i cried out and clamped my ass down hard on his cock. "Damn,
boi... those clamps really worked... shit, that's tight..." He moaned,
working his cock back and forth. "Tomorrow maybe we'll see what some
piercing might do..." He threatened. i moaned and squeezed in fear.

Master kept this "pillow talk" up for the next ten minutes, tweaking the
hell out of each of my nips. Then suddenly, He lifted me up onto my hands
and knees and fucked his boi doggy style. Master Todd emerged from the
bathroom, showered and cleaned up.

"Beautiful" was all He said. He leaned over and kissed Master good night,
They whispered something to one another. i was lost in my own erotic world,
having my brains fucked out again. Before Master Todd left, i heard the now
familiar jingle of the chained nipple clamps. He applied them to my nips
and rubbed my head as He left. "Door open?"  He asked.

"Yeah, why not? It's hot in here and the boi's throat needs work." He
chuckled. Master Todd laughed.

"Won't be empty for long" He said as He walked out. Master picked me up and
put my head at the foot of the bed, never missing a stroke of His fat
cock. Minutes later, a Man appeared at the door. Master reached down and
lifted my head up.

"Open up boi... the next cock is here..." He ordered. i opened obediently
and a good sized uncut cock was fed to me. i sucked greedily. The Man
grabbed my head and face fucked me. i sputtered at first, but soon got into
the rhythm. Master just casually see- sawed His beautiful cock up my
ass. This lucky boi was lost in cock.

At one point, i heard Master say in a stern voice, "One in the room at a
time guys...  there's plenty of throat..." i started to panic slightly, but
Master tugged sharply on the chain between my nips and my trust in Him was
instantly restored. i felt the cock in my mouth go rigid and then spew a
hot load down my throat.

"Thanks bro," the Man said as He high-fived Master and rubbed my
head. Master didn't respond verbally, i imagined Him waving in the next
Man. This time it was a hard eight incher, a lot like Master's cock.

"Finally..." the Man said "...been a long time since the breakfast bar and
the pool."  Master chuckled and said something about it being worth the
build up. The Man just shoved His cock deep down my throat. As expected,
the build up, the wait to use me all day, made Him an aggressive throat
fucker. He held my head in a vise-like grip and fucked my throat raw. i
gagged and choked around it, doing my best to keep up. i knew better than
to spit up like i had yesterday with Master Todd. i worked it as best this
boi possibly could. My boi dick throbbed beneath me. My legs and arms were
aching, but like a greedy pig, i endured.

The Man's cock started showing tell-tale signs that He was about to
erupt. i squeezed my ass as hard as i could. Master moaned. i worked every
muscle in my mouth, throat and tongue too. Soon, i got my slippery reward;
first in the throat, then on my tongue and finally the last three spurts on
my face.

"Fuckin' good cockwhore..." the Man complimented Master. "Thanks for
sharing" He said to Master as He left. Master grunted, grabbed my hips and
fucked me hard. The chain around my neck and the chain between my nips
jingled hard back and forth. My tits were screaming, my hole was on fire, i
was babbling out a litany of praise filled with 'thank you Master' and
'please Master... fuck me Master...'

Another random cock filled my mouth. i can't even remember if it was cut or
uncut. It was big and it shut me up. The Man quickly picked up the same
speed in front that the Master was maintaining in back. Within a couple of
minutes i was coaxing a third Man's load down my throat and Master was
growling out as He dumped His second of the night in His boi ass. The Man
in my throat simply pulled out and left, mumbling his 'thanks man" as He
walked out.

Master pulled out and slapped my ass hard. i jumped and cried out. "Get out
there on the porch and finish up that line of men, boi. Do me proud, got
it?" He threatened. In my selfish haze, i started to whine that i was
exhausted. Master was having none of that. He got out of bed and dragged
harshly me to my feet.

"i'm sorry Master, i'm sorry Master" my pleas did nothing to help.

He slapped me hard across the face and shut me up. "PRESENT" He ordered. He
snapped a different, more painful rubber ball stretcher on my nuts, i was
shaking all over.  He cuffed my hands together behind my back and shackled
my ankles. He dragged me to the porch by my collar and forced me to kneel.

"DISPLAY" was the command, it echoed in the courtyard. i knelt and spread
my knees apart, obediently, still shaking. He cuffed my ankles together and
then cuffed my hands to them. He came around to the front of me and kicked
my knees wider apart. "Use the hole, Men," He said to who ever was standing
around. He disappeared into the room, closing the door. A Man stepped up. i
immediately and eagerly sucked His cock. i found some renewed energy
somewhere and sucked dick like my life depended on it. Master returned with
a large dildo. He lifted me up some and planted it right at my hole. Every
time i slacked my upright position, the huge thing pushed hard into my
already abused hole. He leaned into my ear as i was sucking cock and
whispered "this is discipline, it pleases Me, boi." He jerked the chain on
my nips and laughed and stepped out of my sight. i sucked like a Hoover.

i probably sucked another five or six cocks. My jaw was a wreck. My face
and hair was sticky with cum, but i was begging for more cock.  By the time
i finished the last Man, the dildo was firmly up my ass. The sky was
starting to brighten in the east. i slumped over and fell asleep on the
doorstep. At some point, someone mercifully dropped a beach towel over me
and i was really out.


"DO NOT EVER REFUSE ME, boi" the words came before i noticed the door
open. The gentle slap across my face woke me up completely.

"Yes Master, thank you Master, your boi has learned his lesson Master" i
groveled, sleepily, kissing His feet before me. My hands were numb, my body
ached all over. He unlocked the cuffs and told me stretch out slowly. One
eyelid was stuck shut with dried cum. i'm sure i was a complete mess. The
dildo was on the porch beside me. It was huge.  i stretched my arms and
legs. He helped me to stand and stretch a little more. Then He reached down
and hoisted me up and over His shoulder like a sack of dirty laundry.

i started to cry uncontrollably. He rubbed my back. "Let it out boi," He
told me with zero emotion in His voice, "this is your life now. Obey me and
it will be good. Disobey and there will be harder nights than that." He set
me down in the shower and stepped back, then pissed all over me. The hot
morning piss was rank, but it felt so good. i opened my mouth to accept it
and He hosed off my cum-stained face.

"Take off the nipple clamps, boi" He ordered. i shook and hesitated, "NOW!"
came the harsh command. i reached up and unclamped the left, anticipating a
sheer pain, but nothing came. It was numb. i unclamped the right and set
them carefully aside. He reached down and grabbed my pecs with both of His
hands... then the agony came. i began to whither and flop around like a
fish out of water. My scream started, but was silenced with a stern,
piercing stare from Master. i struggled, and slowly, i got a hold of
myself. He massaged and rubbed my pecs and tweaked each nipple slightly. i
sobbed and moaned and thanked my Master.

"Fuck yeah," He pronounced, "now that's how a boi's tits should look!" i
glanced down and couldn't believe my eyes. My nipples were deep red, almost
purple and they stuck out like little, erect boi dicks. "Master is very
pleased, boi" He said. i smiled and giggled a little. He rubbed my
head. "Take your time, boi, and clean up good. I'll try to take it easy at
the pool today. Tonight, all bets are off..." He chuckled to Himself.

"Yes Master, thank you Master" i answered, lavishing kisses on His feet on
the edge of the shower. He turned on the water, smiled down at me, and
walking out. i laid there on the shower floor in the warm shower water for
a few minutes, still crying, still shaking.  Eventually, i pulled myself
together and slowly stood. Stretching felt so good. My hands were still
really numb. i dropped the wash cloth a few times and stumbled at least
twice.  It was a long shower. i was grateful. My balls were still bound by
the rubber stretcher, they were very dark red. My asshole was incredibly
tender. i washed and douched.

At some point, Master walked into the bathroom. He was talking to someone
on His cell phone. He opened the shower door, turned off the water and
pointed to the spot in front of Him. i knelt obediently and opened my
mouth. Master put His soft cock on my tongue and started to piss again. i
swallowed as fast as i could keeping my eyes adoringly focused on Him. He
was so beautiful. i could hear Him talking but couldn't quite put the
conversation together. It sounded like directions to somewhere. He finished
and threw a wet towel at me. i dried myself and brushed my teeth. He went
back into the main room.

In the main room, Master was sitting in the armchair. A warm breeze was
blowing into the room through the open door. Men, Masters and bois were
heading to grab breakfast.  "Present" He ordered calmly, as He pointed to
the spot on the floor before him. i stood there, spread my legs and raised
my hands behind my head and gazed downward respectfully. He leaned forward
and pulled on my swollen, sore balls.

"These are stretching nicely, lets do some weight today" He said, getting
up and walking to the dresser. i was beginning to dread what was in that
top drawer. He pulled out one and half pound ball weight. He quickly
removed the rubber ball stretcher and replaced it with the locking chrome
weight. Once it was locked in place, He let it go. One and half pounds
doesn't seem that heavy until it's hanging on your sack, pulling your nuts
low. i groaned my appreciation to Master, He smiled.

He ordered His gym shorts and flip flops. i dressed him. The flimsy cotton
gym shorts did little to hide His beautiful cock. i kissed his feet as each
flip flop was placed adoringly on each foot.

"Grab the room key and let's go, boi" He ordered. i was going to be naked
today. i locked up the room and followed Him in my station to the breakfast
area. The ball weight pulled with every little movement.

The breakfast area was crowded. Master handed me an apple and a bottle of
water and explained that this was breakfast for me today. My stomach
grumbled, but my words were simple, grateful and clear, "thank you Master."
He nodded and i grabbed Him a plate and got His breakfast as He
ordered. Gripping the heavy plate with hands still slightly numb was
nerve-wracking. i didn't dare drop it. It took all my concentration to
carry it. He found a chair outside on the patio and sat. i knelt to His
right, set my apple and water on the ground and held the plate for Him as
He ate.

i noticed that all the slaves, bois and lads were all similarly naked. All
of them seemed to be serving Masters as well. All were similarly on the
ground, like i was. As the Event began, the rules at the resort seemed to
change. Suddenly bois were treated like bois, Master and Men were
supreme. Many of the Men stopped by to rub my head and thank Master for His
generosity last night. He chatted politely with each of them and asked
about my usefulness. As they complimented my throat skill, Master beamed
with pride. i kept my gaze downward, but smiled some myself. A couple of
Men commented on the progression of my tits, talking about the redness and
erectness of them like they were fruits on the breakfast bar. Master would
usually reach over and tweak them as they commented. i nearly dropped the
plate the first time. Master's glare kept me focused. The Man who commented
laughed sadistically.

When Master finished His last bite, He allowed me to eat my apple and drink
my water.  He chatted with a few Men and then summoned Jared over from
across the patio. Like all the bois, Jared was naked except in his case, he
had a leather cockring on. It made his erection rock solid. When he got
closer, Master said the word 'present" and then commented on his
jewelry. "Do you like this, boi?" He asked me, lifting my chin up to look
directly at Jared's hard dick. In the end of his dick was a ring. i didn't
think Jared had a PA and i must've had a puzzled look on my face. Master
grabbed Jared's erection and pulled on the ring, it was attached to a sound
running into his dick. Jared didn't move an inch, he was stone
still. Master pulled the sound in and out of his dick, fucking his piss
slit. i was mesmerized. "Boi?" Master asked a second time.

"Yes Master, it's beautiful Master," i answered.

Master smiled and said "good answer, boi" petting me on the head. He looked
up at Jared and said "dismissed." Jared turned away and went back to Master
Blake. Master reached down and stroked my hard dick. He pointed to the spot
on the floor between his legs, i moved in. He turned me so i was facing way
from him and ordered me to 'display.' i knelt there, knees spread, hands
behind my back, between my Master's legs while He finished His coffee and
chatted with the other Men. i was ordered to refill his coffee cup twice,
always returning to this same 'display' position. He'd reward my good
service with tweaks to my nipples or a light kick to the ball weight,
making it sway slightly. The rough texture of the bricks on the patio cut
sharply into my knees, but i dared not complain. My boi dick stayed hard
the entire time.

After a good half hour of coffee and breakfast chat, Master decided it was
time to nap by the pool. He stood and pulled me to my feet. i cleaned up
our breakfast mess and followed Him at my station to the room.

Our room was being cleaned when we got back, so Master sat in the lounge on
our porch.  i was ordered to stand near by and 'present.' At first, Master
idly stroked my dick and tugged on the ball weight. He soon got bored with
that and ordered me to lay across His lap, my dick and balls trapped
between His strong legs. He proceeded to idly spank my ass, almost as if to
tell the cleaning guy to hurry up. Instead of tapping his foot impatiently,
He slapped His boi ass.

After a few minutes, He took his flip flop off and used that to redden my
ass. When He got bored with that He ordered me to reach back and spread my
cheeks. He then proceeded to use the edge of the flip flop to spank my hole
directly. The dull thud was annoying more than painful. My pucker winked
with every hit. My boi dick dripped.

Suddenly a Man stepped near us and said "Here, try this" to Master.

"Interesting, a cock whip?" Master asked. The Man explained that it was
called a stinger, a special small whip i had no idea what a stinger was,
but any kind of whip made me nervous.

"Here, allow me to demonstrate?" He asked politely. Master agreed. He told
Master to hold my cheeks apart, explaining that it was better for the boi
that way. Master's big paws grabbed and spread my cheeks painfully-wide
apart. "Hold tight," the Man told Master. He gripped hard. The next thing i
felt was an incredible stinging sensation all over my ass hole. i screamed
and bucked. Master held me tight. "Most bois can take five before they
start to really scream" He said, in a condescending tone. That seemed to be
all the egging on that Master needed.

"My boi can take five, can't ya, boi?" He asked. There was only one answer.

"Yes Master, thank you Master" i stammered not believing myself. He gripped
me hard and then... whoosh! The Man whipped me again. "Thank you Sir, may i
please have another" came tumbling out of my mouth, as tears started
falling down my face. My body trembled. Another couple whips came quickly,
Master laughed and noted about my low pain threshold, but He credited His
control for my endurance. Another whoosh and i was crying hard now, still i
managed to thank the Man and ask for another.

"Is that four or five, boi?" the Man asked.

i wasn't sure when the counting started, so i erred on the painful, but
safe, side and said "Four since i agreed to five, Sir. Please Sir, may i
please have another, Sir?" He lashed hard and i screamed my thanks. My ass
was on fire, every uncontrollable wink of my puckering hole was agony. My
ass lips felt sunburned.

"Very nice... a stinger, huh?" Master asked "We'll need to pick one up, eh,
boi?"

"Yes Master, please Master" i sobbed. His hard cock was throbbing against
my belly. He rubbed my sore hole with his big fingers. i moaned gratefully.

At some point in all that, the room was done and the cleaning guy had
left. Master ordered me up.

"Towels and sun screen, boi" He commanded as He made His way to a sunnier
spot. i grabbed the stuff from the room and joined Him, spreading a big
beach towel on a lounge for Him. He handed me His gym shorts and asked for
His sun glasses. i hurried back to the room, sniffing the shorts on the
way. Walking or jogging jolted the weight on my balls, but i knew better
than to slack off. Once Master was slathered in sunscreen, He looked around
and saw one of the Men from last night.

"Wanna rub some sunscreen on the boi?" He asked the man. The Man
practically fell over himself to say yes. "Present, boi" Master
ordered. The man was liberal with the sunscreen and made sure He got it
into every nook and crevice on my body. He applied extra to my dick,
stroking it to full mast.

"No cumming, boi" Master ordered, "we have a big night tonight." The Man
smiled and kept stroking. My dick was so hard and He just kept edging me
closer. Just as i was about to beg the Man to stop, He stopped on His own
and winked at me. He coated my legs and butt. The lotion stung on my sore
hole. The Man worked a couple of fingers into my hole.  i gasped. Master
grinned. Finally, the Man was finished. He thanked Master and went back to
His lounge. Master pointed to the space beside Him and told me to lie down,
face up.

Like yesterday, Master lazily played with His boi balls while i slept
fitfully in the sun beside Him. i flipped over when ordered and He toyed
absent-mindedly with my hole.  Flipping was signaled by sharp slap to my
ass or my balls. It jolted me awake each time. i was exhausted, but
thoroughly aroused too. At some point i was ordered to the room to get
water. He looked so amazing laying there by the pool, muscled and oiled up
with sunscreen. My boi dick chubbed every time i looked at my Master. We
slept most of the morning away.

Around noon, Master Todd emerged from his room and joined us. He pulled a
lounge chair up on the other side of me and immediately stuck His big manly
fingers in my hole.  "This tightened back up, I see" He commented to
Master. Master laughed. "Mind if I use it?" He asked.

"What's mine is yours, babe" Master offered, "just don't bruise it or let
it shoot." Master Todd reassured Him that He'd be his usual gentle self and
it'd be quick. Master laughed, reached down and pulled me up by my
collar. "Be a good boi for Master Todd, pig. NO CUMMING, got it?" He
ordered. i accepted his orders, obediently stood and followed Master
Todd. He was wearing sweat pants and they hugged His bubble butt
perfectly. He pushed me ahead of Him, up the stairs to His room.

"Wash that shit off of you, pig, you smell like a fuckin' coconut" He
mocked, pointing me to the bathroom. i found a washcloth and proceeded to
wash off the sunscreen as best i could. Master Todd came in naked and
joined me. He scrubbed my skin even harder. i washed his body some, His
tattoos were beautiful. "Damn those tits are coming along nicely" He
whistled as He scrubbed them. "I got something that'll help work 'em good
for ya" He said as if i asked for help with them.

I answered gratefully "thank you Master Todd," knowing that my Master would
want my tits worked harder.

He turned off the shower and stepped out, but ordered me to stay. He dried
off with a towel and then turned to me, pushed me down to my knees and
pissed all over me. i opened my mouth like a good boi and swallowed
some. He smiled. "Shake it off boi, no towel." i shook and rubbed the piss
all over my body. He grabbed me by my collar and took me outside to His
back balcony and stood me in the sun to dry. He came back in about five
minutes and pronounced me dry enough. In the main room, He opened a black
bag and pulled out two little devices that looked like caps. He ordered me
to "present" and i stood legs spread, arms above my head. He squeezed the
cap and then placed it over my nipple. It sucked the nipple hard into it. i
winced and groaned a little.

"Easy boi, next one" He said as He applied another to my left nip. Then He
flicked both of them with His fingers, it was electric. My boi dick got
rock hard. He laughed and slapped my dick around. He leaned in and grabbed
my head and pulled my face to His.  He kissed me hard, then pushed me
towards the bed.

"I gotta nut bad, boi" He announced. His cock was huge and throbbing. He
put some leather cuffs on my wrists and then tied my hands together behind
me. Next He cuffed my ankles and tied them off to the corners of the bed
frame. i was positioned leaning over the end of the bed; immobilized.

"I like my bois secured," He laughed "Richard is too easy on 'em." Master
Todd slapped my ass a couple of times, then spread my legs and dove his
hard, fat tongue into my sore pucker. i squealed. He said "your screams out
there woke me up a while ago, boi, not good..."

Suddenly He stood up and a minute later He shoved a red rubber ball gag in
my mouth. It stretched my aching jaw wide open. i didn't realize until
then, just how sore my mouth was from all the cock sucking the night
before.

Master Todd went back to my ass, between severe slaps He tongued my hole
until it was begging for Master cock. Sore or not, it needed to be used and
stretched hard. His niner was just the ticket. Restrained or not, my hole
was begging for it. His tongue was magic.  The slapping on my ass only
added to the arousal. My weighted balls took a slap here and there too. i
was so hot, by the time He nudged His blunt cockhead into my hole, that i
felt my ass suck Him in. i think He was intending to go slow, but i was so
horned up and eager that He leaned into it and drove it all home. i moaned
into the ball gag, it was rich.

He fucked me hard for a good ten minutes. It took every thing i had not to
cum, per Master's orders. We were both covered in sweat, the suction cups
on my nipples tugged hard with every thrust. Finally, He picked up the
speed and jack-rabbited my ass. Master Todd grunted twice and shot a good
five ropes of cum up my ass before collapsing His muscular frame on top of
mine. My boi dick strained for release, i was so close to the edge. Without
moving much, He unbuckled the ball gag, pulled His huge cock out of my ass
and brought the cum filled Magnum to my mouth.

"Don't swallow boi" He ordered. i sucked the thick, salty load into my
mouth until the condom was empty. Then He threw it aside and kissed me
hard. His tongue pushed the cum everywhere in my mouth, it was so hot.

He pulled back and pronounced "damn, I taste good in a hot boi's mouth. Go
ahead, boi, swallow," He ordered. He untied my legs and pushed me up on the
bed. He spooned tight behind me and we fell asleep.