Date: Wed, 28 Mar 2007 16:24:42 EDT
From: KinkyChicagoDoc@aol.com
Subject: Mike lives to service Jay - chapter 2 (Authoritarian)

Thank you to all that have emailed me. This is my first story, I'm glad you
enjoy are enjoying it.

Now we continue on with our story.

Before Jay left he picked up his saliva coated red bikini briefs and used
them to wipe his excess cum off my face. He then told me to get dressed and to
place his briefs inside my underwear so my little dick could swim in his manly
 load. He then instructed me to put on his dirty socks for the rest of the
evening. He knew exactly what he was doing to me, making me like a bitch in
heat  ready to serve again.

"Don't even think about fucking touching your puny little cock while I'm
gone boy. You better have your pussy all cleaned out for me by the time I get
home too. If you dirty my dick with one hole I'll make you clean it with
another, got that bitch?"

I knew what he was talking about, I remember seeing the results of an
unclean "pussy" many years ago on that dildo. The problem was how do I clean out
my pussy? "What do I use to clean my pussy Jay? I have never done anything like
 that before?"

"Just figure it out faggot! Just make sure it's clean for my big dick. Oh
and that reminds me, I like my pussy to be clean shaven, so while I'm gone make
 sure all your asshole hairs and all the pubes around your clit get removed! I
'll  even help you with this task Mike, here is the shaving cream and some
razors.  Remember no getting off while I'm gone."

With that Jay rapped a towel around his 32 inch waist and walked out of the
bathroom. I couldn't believe what just happened. Only in my wildest of
fantasies  would I ever think that Jay would fuck me. Now I was standing in the
bathroom  with a can of shaving cream, some razors and a direct order from my god
to clean  my hole and shave myself smooth in preparation for the fucking of a
lifetime.

I decided to start the process now, no time like the present right? I  jumped
in the shower. I squirted some shaving cream  in my hand and started
lathering up my groin. I cannot believe I was removing the one part of my body  that
I felt was masculine. But Jay had given me an order and I was determined to
please him. I started the razor scraping down crotch, around my still hard
dick,  down my balls. Swipe after swipe I would see cream disappear and in its
place a  now hairless piece of skin. I grabbed the handheld shower head and
washed the  excess lather off. My dick actually looked a little bigger this way,
but made me  feel like I was 12 again.

Now shaving your ass is pretty tricky, especially if you have never done so
before. But with patience and determination I guess you can do anything,
right?  Again the handheld shower washed my now hairless ass. I had one thing left
to  do, but how to do it?

It was then that I looked at the shower head in my hand. What if I  unscrewed
the head from the hose? I could then put the hose up my butt and get  it real
clean. I turned off the water and took off the shower head. It was time
again to place an inanimate up my butt. I rubbed the hose up and down my ass
crack which sent those chills up my spine. It was much easier the slip this wet
little hose up my ass than that dildo years ago. I then turned the water back
on. I could feel my bowels start to fill with warm water. It felt good only
for  an instant, then the cramping set in. Oh god I quickly turned off the water
and  slipped the hose out of my quivering asshole. I clamped my cheeks
together and  jumped out of the shower. I hopped onto the toilet and let it release.
I decided  that I should repeat this process until the water ran clear from
my pussy.

After 4 more "cleansings" I was fully cleaned out. I looked at Jay's red
briefs still wet with his gobs of white cum. I couldn't resist, I picked up the
briefs and started to suck the cum from the fabric. It tasted so wonderful, I
 had only wished there had been more. I looked down at my hairless cock,
still  standing at attention, just begging to be touched.

As I started to get dressed I noticed there was a jockstrap hanging from  the
door handle. I picked it up and there was a little note with it. "Mike I
want you to wear these instead of your underwear. Be sure to keep the cup in
place, I want to keep your clit under wraps."

He must have placed the jock there while I was in the shower. Looking at  the
jockstrap it was evident that they were very used and very dirty. I brought
up the dirty jock to my face and took in a deep smell. Definitely could smell
sweat, piss and hints of cum. I thought I was going to cum spontaneously just
 from the funk I was inhaling.

Being a little on the chubby side, when I placed the jock on it was tight.
Even with my small package, it felt as if my dick was going to break in this
space. It seemed too small for even Jay! My little dick was bent and hard
inside  the cup. I guess maybe this was part of my punishment. On the bright side,
it  would hide my boner from Ben and Paul. I finished getting dressed, I
placed his  socks on my feet and stuffed his briefs in one pocket and mine in
another.

Throughout the rest of the evening with Ben and Paul, I couldn't help but
sneak off every now and then to smash Jay's now crispy red briefs into my face.
It was like a I had invented my own Viagra. I could see the cup gently
pushing  against my jeans as my cock tried to straighten out.

It was now 3:30 in the morning and Ben and Paul were asleep but I was awake
and waiting for Jay to show up. I heard a car pull up to the house. I looked
out  the window and it was him. He was carrying a black plastic bag. He looked
a  little drunk. I decided to get up and head towards his room. Once inside I
waited for Jay to come in.

Jay had definitely had a few drinks, I could smell the beer on him. He
looked at me and said strip. I took my shirt off and then dropped my  pants.

"That's far enough Mike, keep the socks and Ben's jock on."

I knew the jock was too small to hold Jay's big penis. Although I would
rather had been wearing Jay's dirty jock, I must say Ben was very cute too. He
was maybe a 1 ½ years younger than me but was definitely much like his older
brother Jay.

"Come over on the bed and get up on all fours, I want to take a look at  your
pussy and see if it's up to my standards." I did as I was told. Once in
position I felt Jay's hands on my butt cheeks pulling them apart.

"It looks nice and smooth. Did you clean it out?"

"Yes Jay" I said. "I used the hose from the handheld shower to clean it  out.
"

"When did u clean it out?" Jay asked.

"When you left" I replied.

Whack, whack, whack. I felt his hands slapping my chubby as cheeks. Tears
were collecting in my eyes as the pain seared through my ass. "You stupid fuck,
that was like 6 hours ago faggot! Do you still think it's clean? Now I got to
 clean you out, or do you want to take the chances of having to clean my dick
of  your shit with your mouth?"

"Oh no, Jay. Please, please clean me out. I'm so sorry, I didn't even think
about all the time that passed. Please clean me out."

"Ok faggot, I'll help you with the clean out."

Jay walked away and started looking for something. I stayed still on all
fours with my ass high in the air framed by the straps of Ben's dirty tight
jock. I didn't dare to look and see what he was doing. After a few moments he  was
back. I felt him get on the bed. He got up on top of me and I felt his semi
hard dick sliding against my asshole. Obviously he went to put some lube on
his  big cock. It wasn't hard, but not soft either. I then felt his spongy dick
head  at my hole pushing against my boy twat. Oh what a feeling to be mounted
by Jay.  My hole gave in and his head popped into my chute. I thought I was
going to pass  out, it felt so wonderful. Sure it was a little painful but I
knew I was meant  to bring this man pleasure.

Jay didn't move, just letting his dickhead rest in my ass. Then I felt it.  I
gush of warm fluid. Oh my god he was pissing in my ass. He leaned forward and
 whispered in my ear.

"I'm giving you a piss enema faggot. If you get a single drop on my bed you
will very sorry. Just keep your hole tight. That's it clamp down on my  dick."

He must have been holding it for a while because it seemed to never end. I
again felt the cramping of my bowels as the piss distended them. I was getting
nervous because my ass felt like it was going to explode and he wasn't
stopping.  Finally expansion ended and he held his now empty cock up my ass.

"Ok faggot, I'm going to pull my dick out. Make sure you keep your pussy
clenched." With a pop his dick was gone and my asshole was quivering about to
break loose. "Now get on the floor on your knees. I told you your mouth would
have to clean my dick." Oh god, "please Jay, I have to let this out, I can't
hold it, I think I'm going to explode."

"You got to clean my dick first faggot. Your world is my dick….that is all
that matters. I don't care what you spill, your mouth will be cleaning it up."
  Then he smacked my ass hard. I thought I was going to loose control right
then.  "Get on the floor before I pull out a belt and give your ass a real
punishment."

I resigned myself to the helpless position I was in. I got onto the floor
and Jay sat at the edge of the bed. "Clean it" Jay said. I picked up his dick
and looked at it. It was not dirty as I excepted, thank god. I started licking
 the head. It tasted like piss but anything was better than shit residue,
right?  I got a little more eager and started put the head in my mouth and
started to  suck it clean. As hard as I tried I couldn't stop feeling as if I was
going to  make a mess all over the floor. No matter how much I tried to please
Jay.

Luckily Jay finally said "ok faggot, get your ass in the bathroom and get
back in this room." With that I got up and headed towards my pants, clenching my
 ass tightly. "what do you think you're doing faggot? Did I tell you to get
dressed?"

"Please Jay, I can't go out in the hall like this. What if someone sees  me?"

"I don't give a fuck what they see, just do what I say, get your ass in
that bathroom before I change my mind!"

Reluctantly I waddled to the door and opened it. The pain in my guts won
over and I walked out towards the bathroom. I made it without notice. It felt so
good to sit on the toilet and let go of all of Jay's piss. It felt so strange
to  be basically pissing out of my asshole. Once complete I headed back
towards  Jay's bedroom. Once inside I closed the door and waited for instructions.

"All clean now faggot?"

"Yes Sir" I replied.

"Good. Now time for some fun. Get back on the bed, but this time on your
back. I bought you a couple of presents, well presents for me, I'm not sure how
much you'll like them."

Jay went and grabbed the black bag I saw earlier. He pulled out this chain
thing. I have never seen something like it before.

"These are nipple clamps. I like to suck on my girls titties while my dick
is planted up there pussies. I like it the way there pussies tighten when I
suck  hard on them. I don't know if your nipples are sensitive, so I figured I
would  go ahead and make them sensitive." Jay picked up one end of the clamp and
placed  it on my right nipple. Pain instantly began to sear into my body. "Oh
god, Jay,  please take it off" I said.

"I can see you need to be kept quiet again." Jay then slipped off his sock
and balled it up and pushed it into my mouth. At least I could bite on it to
help with the pain. He then picked up the other side of the chain and placed
the  other nipple clamp on the left tit.

"Oh I forget, we don't need these" Jay said as he removed the right clamp.
Instantly the blood started to rush back to my nipple and I thought I would
pass  out. I looked on to see Jay pulling off the little black rubber protectors
at  the end of the clamp. What was revealed was an alligator clamp with
little metal  teeth. "This way the sensitization will occur that much faster."

I thought these were painful before, now they were literally biting into my
flesh. I was crying and sobbing through the sock gag. "What's the matter
faggot?  Don't like you nipples being tenderized? I told you that you were to be
punished  for not coming to me sooner with your faggot ways. Don't worry baby I'
ll suck on  them and make them feel better later. But for now we need to move
on."

With that Jay told me to get back on all fours. As I started to move into
position my the pain in my nipples increased. You see the chain that attached
the clamps together also had a little weight in the center suspended by another
 chain. Once I was in the desired spot. I looked down to see my little boy
titties being stretched down by the weight. It felt as though my nipples were
going to rip right off my chest.

"You know what else I really like Mike?" Of course I couldn't answer
because his now very wet dirty sock was stuffed in my mouth. "I like it when my
friends and I all gang bang the same chick. I like it when I get to go last
because her asshole or pussy is so raw that she feels every single thrust of my
big fucking dick. I like the way her eyes roll into the back of her head from
the intense pain and pleasure she is getting from being stuffed like a pig. I
like the way a tender hole spasms around my dick with each pulse of blood
that  passes through my big shaft. Unfortunately my buddies were headed over to
their  girlfriends houses so they couldn't help me with the transformation of
you  asshole into a loose tender pussy."

"Not to worry Mike, because while I was out getting your tittie tenderizers
I also picked up some things that will make you pussy the way I like it. Say
hello to your new best friend." Jay pulled out a very large dildo from the
black  bag. It look to be about the size of a Lysol can. There was absolutely no
way I  could take that thing anywhere. Maybe I could take it if I was a woman
who just  gave birth.

"What's the matter Mike, think you'll have a problem taking it? Don't worry
 I've got a little something that will help you loosen up a bit for this. I
know  I shouldn't be so nice, but what the hell I'm a caring guy." I looked at
him  with a pained expression on my face, he had an evil looking grin on his.
He set  the  rubber dick down on the bed next to my head and walked towards
his  closet. When he came back to the bed he had with him a couple of bottle of
 booze.

"I have these bottles left over from a party I had a couple of weeks ago. I
don't really like Southern Comfort or Sambuca. But I think they will work
nicely  in making you more relaxed, both mentally and physically." Jay couldn't
expect  me to drink alcohol, I had never anything more than a Corona, and that
was only  tolerable because of the lime and salt. Now I was supposed to drink
some gross  Sambuca?

Little did I know that Jay didn't expect me to drink them. He picked up the
first bottle and unscrewed the cap. He then reached for the lube and slapped
some on the neck of the bottle. "Ready for you final cleaning? Here it comes."
  Jay then slipped the bottle into my asshole and tilted the bottle up. Talk
about  burn. Southern Comfort burns going down when you drink it. Imagine what
it feels  like to have it coating your delicate colon.

"Squeeze tight faggot." I felt another pop and my asshole was void of the
bottle. Soon the Sambuca bottle replaced the first bottle. Again the burn
intensified. Both bottles were  more than half gone when we started but I  still
felt full. "Keep holding, I want to marinate your asshole a bit." I  started
to feel a little buzz. I guess the alcohol was being absorbed through my
intestines. Leisurely Jay spanked my ass as several minutes passed by. I was
beginning to feel a little light headed but sensation in my asshole and nipples
were starting to feel good. My dick was rock hard and pushing against the  jock.

"You about ready to make the trip back to the bathroom?" Jay asked. "Before
you go, let me make another piss deposit in your pussy pot." This time he didn
't  lube up his dickhead before pushing past my tightly clenched butthole.
Thankfully there was some left from the bottles of booze. I again began to feel
 very uncomfortable as the alcohol and piss mixed together and my bowels
began to  distend. "There you go fuckwad. Now go release, it's time to make your
asshole a  pussy."

I carefully got out of bed and headed for the door. With every step the
weight bounched and tugged at my titties. I had to squeeze my cheeks together
with my hands to keep the seal of my asshole from giving in. As I got to the
bedroom door I took a deep breath and opened. I was too physically uncomfortable
to really care if someone saw me make a dash across the hall.

Although Jay's urine diluted the alcohol, it didn't really lessen the
burning sensation my asshole felt as the alcohol passed through it. As I leaned
forward on the bowl I watched the weight and chain sway like a pendulum between
my knees. I tried to concentrate on that as to take my mind off the horrible
burning sensation between my buttcheeks. Though my body was going through an
intense amount of pain I wasn't crying. Maybe all Jay was doing for me was
actually good. Maybe he was helping me become more of a man myself. Or maybe it
 was just the alcohol numbing my brain. Who knows.

I got up and cleaned myself up and headed back toward Jay's bedroom. Back  to
where that humungous fake dong lay ready to enter my basically virgin  ass.