Chapter 3
August 12th.
So there she was towering over me. Smiling, maybe the biggest bitch I had ever
encountered in my life and I was at her mercy. I was just happy that it was
Friday and I didn't have to work tomorrow. In a way that wasn't a blessing, it
meant I had nothing to break up this torture for another 52 or so hours when I
reported to work Monday at 7am. She moved slowly around me and began to say
something but was cut off by the sound of the door buzzer. She left me standing
in the bathroom door and yell gleefully, "company." and went ran to the door.
I stood there staring at my battered cock and made no move to cover myself or
move even though I was in full view of the door. Yes, I was beaten. I had been
beaten long ago. At times I tried to break away but the truth was that this
insanity drove my life and without it everything would seem pointless. The voice
startled me though, it was male and I knew it. The thing was I didn't know who
it belonged to. I had heard it often in Madame's office and on the phone. I
looked and what I saw in a way made me with I hadn't. He was slender about
140lbs, maybe 5' 8" or so and he was wearing a leather dressed laced up the
back. The thing that bothered me was two things, in his hands was two large
cases and his appearance. Even though he had a large erection that was clearly
visible under the dress, he had large breasts and the body of a woman. His hair
was cut short, military style flat top and he was wearing jackboots. There was
this feel of a Nazi prison guard. It made my skin crawl but also my cock
twitched a little. I was drawn to the face, hard and chiseled tight. The kind of
face that you are drawn too on a crowded train and find yourself staring until
your are found out. Then look away but can't help but steel a few more glances
but they are never enough. True beauty.
They exchanged some greetings and a kiss and then he moved to the couch, sat
down and began to unpack the cases. I stood there dumb founded until Sherry's
bark to greet our guest cause me to jump and I joined them in the living room.
Sherry ordered me to stand in the corner with my hands on the wall as they
continued to remove other articles and items from the cases out of sight. I
caught only bits and pieces of the conversation as they talked in whispers.
Things like, "OH that's going to hurt.", "Yeah his cunt is broken in but there's
always room for improvement.", "Yeah she may remove it.." and "Yeah she said he
had to with who ever I wish and the controls are off this week." My mind spined
the whole time but the wait was exciting to say the least.
I was about to drop my hands when Sherry spoked up, "This is Kris and this will
be Kris' little playtime. If you do everything correctly, I will let you take a
bath and sleep for 8 hours if you can."
Kris moved up behind me and I felt the gloved hands tracing down my back and
over my ass. Then the hands circled my chest and my nipples pulled on, as I felt
the strange combination of soft breasts on my back, whiskers on my neck and a
hard cock rubbing against my ass. I jumped a little as those hands moved toward
my cock but my excitement was hard to hide as the pre-come leaked onto the
floor. I felt a warm kiss and then a tongue on my neck. The voice shook the
moment, it was deep but hypnotic. "I think this little bitch is going through a
little confusion right now. There's part of him that wanted to lean into the
idea that there is this beautiful women that wants to hurt, degrade, and fuck
him. All those sick little fantasies that are locked up in his slaty little
head. The only problem is he feels the cock, the rough bread and hears the voice
and is unsure about being fucked by a man." There was a deafening roar of
laughter. Then a tongue in my ear and a glove in my mouth. "Should we let him in
on the secret?"
"What that the bitch is about to get her Homo Cherry busted?", said Sherry as
she fought back the laughter.
"That's not a secret, that's going to happen regardless before the week is out.
I think it already knows that and Madame told me she'd even allow it to come
without punishment if it was from anal. No the other secret?", Chris replied as
the glove began to slowly fuck my mouth and the other glove reached around and
slid the plug in and out of my ass.
"Let me see, that you hate men?", Sherry giggles out.
"I didn't know that was a secret. NO you know that one." Chris replies and
begins to push faster and against my will I begin to fuck back against the plug.
"Oh that secret? I can I tell it or do you want to? It might fuck with him more
if we tell him later. Are you sure Madame said he could come?" Sherry walked up
behind us and untied the back of Chris' dress and it fell to the floor. His soft
body against my back felt so good and I began to drift into the sensation of the
feelings. Chris' faces firmly in my mind's eye as The voice, cock and hint of
bread played on my fears. I had listed sex with a man as a limit a long time ago
and Lori had hinted at it as a form of punishment. It secretly excited me but
the idea was mixed dread and this had me even more mixed.
The scene was broken by the phone ringing. When the answering machine picked it
up it was Madame, "Sherry pick up." She did and I couldn't make out what they
were talking about but Sherry was laughing so hard she was in tears.
Sherry hung up and said, "Madame said that he can come but if he does he has to
give Larry and you head. Oh and she also said something about a rim job for that
homeless girl that lives in the box on the corner. You know the one with the
fucked up skin. It seems she doesn't care how though but he has to beg for it
and do all that before he can. I think we should just make him come regardless
of weather he wants to or not and make him do it anyway. I'll call Larry and
then go get that homeless girl. Should we be nice and let her take a shower
before hand?"
"I think that will depend on how good he's head is. I've came like 3 times today
and would rather start fresh tomorrow. Why don't we do a number 5 on him, get
comfortable and get some rest?" Chris said turning away from me leaving me
hanging on my tiptoes.
"You think he can handle number 5. He's been up since 7am yesterday and I've
been playing with him for hours?", Sherry replied and my hopes for sleep and a
yawn came across me.
"Maybe a little mercy would be a good thing. I say we let him sleep till 7am and
then start in. Let's give him something for him to sleep and then put him to
bed." Chris then pulled a hood over my head and I was driven into silence and
darkness. I was then taken by the hand and lead to where I don't know and thrown
on the floor face up. They then staked me out some to speak, spread eagle. After
standing so long it felt good to rest even if it was on the cold floor. The next
thing I felt was someone squeezing my balls hard and a ring gag being forced
into my mouth. There was something else inserted after that it felt like a tube
and then a couple of pills. The smell told me the next thing was piss and then
darkness quickly after that. I guess that was the end of the first day/night of
hell or at least what I can remember.
Morning came in the form of a screaming bright light and a kick in the side. It
was like being scared awake, like when you wake in a hotel room or someone else
house at first you don't know where you are. Then the panic hits, where the hell
am I? Have I been kidnaped? Who are these people and what harm do the wish to do
to me? Then things come into focus, I blink and try to move my hands. The first
thing I noticed was the book shelves and a copy of 'As I lay Dying' and the
thoughts begin to jump start. I'm at home, I'm in this situation by choice. My
head is fuzzy and pressure. There's movement around me but I can't hear it. Have
I gone death? No the hood that's what the pressure is. I'm tied down and
everything is OK or as well as it can be. My cock is rigid and there's a pain in
my bladder is full. My mouth is dry, cotton mouth, did I drink last night? I try
to lick my lips and close my mouth. I can't move my jaw and my tongue seems
trapped. That's just the ring gag. Relax, don't panic, deep breaths.
Sherry is in my face with a big smile. She's laughing all crazy, I see her mouth
moving but can't make it out. She picks up the end of a tube. Oh yeah that's why
I can't seem to clear my throat. She puts a 2 blue pills in the tube. Then puts
a funnel on the end and holds it up to her cunt and piss fills the tube. I block
my wind pipe just in time and fight back the cough as a little got past. What
was the pill?
I feel her loosen my left wrist and it doesn't want to move. All tingles, pins
and needles it's asleep. She picked it up and rubs it and the blood begins to
return with the fire. She repeats the same on the other and then sits me up.
Removes the tube, ring gag and the hood. I hear a TV and someone else moving
around in the kitchen. For the first time I smell the sausage and hot cakes.
Sherry notices my interest and laughs, "Oh not for you lover boy." She's almost
playful and this worries me. I know that she is usually the nicest before things
get ugly. Part of her head games. Next my legs are free and she helps me to my
feet. We pass Kris in the kitchen in a robe, cock straight out and that
beautiful breast and face. Seeing that makes the whole thing even more
confusing. My mind comes back to me and focuses on just what the hell is Number
5.
Sherry leads me in front of the bowl and I look down, my cock is straight up
aiming straight at my face. It seems to have gotten even more excited then it
was last night. "I think the shower would be best in this situation.", she gets
out between chuckles. I step into the shower as the full idea hit me. "Let it
rip, this will be the last chance you will get for a while. At least that you
are going to remotely enjoy. Hey Chris come here you are going to enjoy this and
bring the camera." I started and she told me to stop and she picked up a long
handle brush and aimed the piss toward my face as the need to continue pissing
caused cramping. It felt like my urethra was melting.. At last she told me to
open my mouth and let lose. Regardless of what laid ahead I didn't have to be
asked twice. The piss shot just above my mouth and dripped in as I released for
a solid 3 minutes or at least what seemed like 3 minutes. The whole time their
laughter was uncontrollable. Sherry's aim slipped a little and I ended up
completely soaked in piss.
After I was done she tapped my cock and balls a few times to make sure the piss
was all off. Then tied my hands to the hooks in the top of the shower stall.
"Gee that's why Madame had me put those in.", I thought to myself as the cold
water hit me. After a few minutes I caught my breath as the butt plug was
removed and to my surprise the cock ring. She had the keys the whole time. I
cock to my surprise grew larger. I figured that after pissing, the cold water
and the release from the ring it would soften but it didn't. Also to my
disappointment I seemed to become more turned on and I don't think there has
been a time in my life before where I wanted to come so bad.
Sherry used a wire brush and Irish Spring on my body. She scrubbed until my
whole body was pink and red. The most attention was given to my Cock and balls
and even though it burned and was very painful, I was close to coming several
times. My cock was like a titanium rod. I could have rammed it through dry wall
and kept doing until I came. At that point I would have fucked anything to come
and done anything to come. At one point I nearly came from the rough scrubbing
of the brush. Even though it hurt like hell and the skin was raw. It took number
of very hard hits to my balls by the brush to stop me. Sherry yelled out, "Chris
I think the dose may have been too much."
"All the better. He'll begging and doing anything to come. Then begging for us
to let him stop coming before the nights out.", Chris replied.
After the scrubbing came the hose and cold water everywhere. My teeth were
chattering by the end and I sighed a sigh of relief when it stopped but that
wasn't the end. I began to wonder what was meant by "dose" while I was
readjusted till I was bent over at the waist. I felt the nozzle being inserted
in my anus and then the burning and the cramping as a 1/2 gal enema was flushed
into me. Sherry left me that way for about a 1/2 an hour then released me and
had me do the jumping jacks. By the 15th deep knee bend, my whole body was
screaming. Of course they were all screaming different things. My stomach and
ass wanted me to shit and my cock wanted to grab Sherry and rape the shit out of
her. Everything else just wanted relief. I wonder if she hadn't have had that
stun gun what I would have done. At last I was at my 20th and I danced bent over
begging for release. "Say the alphabet backwards. Every time you fuck it up,
start over. When you do it correctly you can relieve yourself.", She said with a
big ass smile on her face.
"Z, Y, X. W, U, T, S, Q, P, O, N, M, L, K, I, H , G, F, E, D, C, B, A", I
struggled through and then headed to the toilet.
Just as I reached it, there was Sherry's voice, " Forgot J, R and V. 10 more
deep knee bends and try again." After 5 tries I was at last allowed release.
Then ordered back in the show. Tied up and given another and go through the
whole thing over again. After being well cleaned again, I was tied upright and
she applied a thick layer of Nair to my cock and balls, ass and chest. The
burning was unbearable to say the least. She disappeared for what must have been
and hour. I stood and suffered with only my over sensitive cock and excitement
to focus on. When she returned she rinsed off the Nair to show my red but
hairless skin.
The next thing was maybe worst as she began the cleaning all over again and then
inserted a catheter into my penis and deep into my bladder. The tube was then
ran over to a bucket and she left me there with the words, "We'll let you hang
out to dry and dry out." I'm unsure how long I was there but I heard them both
leave. The thought of yelling for help and then raping who ever came to help
because the need to come seems to be growing. At least I dozed off and slept for
a while. It was a light sleep mixed with sex dreams and I in part wished for a
wet dream for some release.
I awoke to a slap across the face and the pain in my upper body and arms. Of
course my cock was still hard. I was still weak but I did manage to be lead back
to the living room by Sherry. She put me in a high straight back chair which she
must have brought up. It looked like an electric Chair The seat was cut open
like a potty chair and had inch high studs on the surface that was left. She had
placed it right in front of the TV on a large piece of plastic drop cloth. She
strapped my ankles, waist, elbows, chest, wrists, knees, forehead and chin. Not
only could I not move but I was forced to stare at the TV. The only thing I
could do is close my eyes. That was taken away a she taped my eye lids open and
dropped in a few drops from a bottle. Lastly she told me to open my mouth and
popped another blue pill in and pour some water in after it.
"Welcome to number 5. See it's a little joke we have. Remember the Warner
Brothers cartoon with the cat and Dog. You remember the one where the Dog makes
the cat spin a wheel for his punishment. And the cat yells and begs, 'no not
______, anything but ______.' Of course the Dog still does it. Well this is
number 5. They start at one and go up to 113. Each get a little worse and most
haven't made it past 3 and you've made it past 4." I smiled a little. "But don't
get full of yourself just yet, there is a long and hard night ahead. Also until
you either give your safe word," Safe word? What safe word? She thinks that
Madame gave me a safe word. Great. "Or just plain break it will keep getting
worse until the 20th when Madame gets back. Right now you can say enough and
I'll leave you here for an hour or so while I clean out your bank account and
max your credit card. Then come back and lock your little cock back up and mail
you the keys. Understand that Madame and all of us will be out of your life and
everyone you know will receive copies of the photos and video taken of you thus
far. This includes your family, friends and just about everyone else you've had
contact with since your met Madame. This will be a high price but you will be
done."
She paused for effect and then started again, "Before you answer that you want
to keep going I want you to know just what you are against. #1 In the last 24
hours you have taken enough viagra to keep a 70 year old hard for 2 days. You
could come and come and the thing will not go down. #2 I have made a tape that
will only add to your excitement and you will be watching it for the next 6
hours. #3 Someone will come in every hour or so to check on your, lube up your
eyes and stimulate you a little and then leave. #4 After the 6 hours you will be
required to do oral service on the homeless woman. #5 Then you will move on to
Chris and Larry, in case you didn't know Larry is a big all Daddy with the
biggest cock I've seen outside of porn. #6 You take care of me and then fuck,
suck and get fuck by who ever we dig up. #7 I'll bring in some of Madame's
chastity slaves, some of those women haven't had a cock in years, let alone come
in months. They will be turned lose on you to suck and fuck until you are dry
coming. The point where you have come so much that your body can't produce
enough come to keep up. You will have orgasms that are beyond belief but they
will also be painful beyond belief. So, what's it going to be?"
I licked my lips, my cock was bobbing in agreement and it was leading my life as
it always has anyway. I choked out, "Yes please continue. I'll do whatever you
wish to continue even if it destroys me."
"Shit, I guess she was right. Oh and don't forget that I plan on spending one
night this week letting you know what it feels like to be raped up the ass the
way you did me. So be it.", Sherry said as she gave me a side way look, raised
her eyebrow, hit play and left.
The video start with static and then images one after another. Each scene was
about 10 or 12 minutes long and were like a play book of all my most intense
fantasies. They were all taken from my questionnaire that I filled out for Lori.
Here it was for my viewing pleasure everyone of my favorite jack off fantasies
played out in living color. Each fueling my need to release. I began to cry
within a few minutes begging god for a breeze or anything just a little
stimulation. Any stimulation even if wasn't enough to cause orgasm. Just
something. I tried to look away but all everywhere I looked it was these images.
I was on the edge of madness when I heard the key turn in the lock.
I know I was babbling, begging and the girl had no idea what I was asking for or
saying. She was 5ft 2 and about 100lbs, dark and Asian. Everything about her was
small from her hands to her feet. At that point in my life she was the most
beautiful thing I have every seen. She owned me and I could tell by her smile
that she knew it. On her feet were a set of french heeled black heels. Her legs
were naked and she wore a black latex rain coat. As she leaned in and put the
drops, I began shaking uncontrollably from her touch.
My whole body could sense her, her smell, her sex, her soul. As she pulled away
I whimpered and began to cry again. Our eyes met and I could have died in those
eyes. It was like she was say, "there, there little man. You have a long ways to
go." Then without a single word she paused the tape and dropped the coat to
reveal her small breast, dark nipple and shaved cunt. Turning around she stepped
up on my knees and leaned her ass back toward me. I began to lick her anus as
her heels dug into the top of my thighs as the studs dug into the bottom of my
thighs. With little or no contact she began to slowly stroke my cock. It was so
light that it wasn't enough to cause me release but I could sense it. She began
to ride face and my world became her ass. I began to buck and try to move to get
more stimulation with no result. She continued to rock and giggled to herself.
After what seems like a life time she began to shake and roughly grabbed my
balls and squeezed and used them for support as she surfed wave after wave.
When she stopped shaking she released her grasp and stepped down. Then lowered
face next to my cock and rubbed it lightly against her check. I begged, offered
money, my life, my first born child and everything else I could of think of but
she just mouthed the words, "Thank You", then lightly on the head of my cock.
Then kissed it and drove the whole cock in her mouth and stopped holding me in
her mouth. Without a word she pulled off me, started the tape, put on her coat,
blew a kiss and left. Leaving me panting and nothing but more frustration to
look forward to.
I figured that I had an hour or so down when she came through the door but after
that I had no idea how much time had passed. My mind was a swim of ass, cunt,
clamps, piss, whips, needles, nurses and sex, sex, sex. My head was pounding, I
was sweating and I felt like I was in a fever. Everything was a haze, was what
was going on, on the TV or was that real life. I had lost it, my life became one
thing coming no matter what the cost. I had three other visit that I'm sure of.
One was a black woman who laid the chair back and pissed in my mouth at least
twice as she fucked my face I think 5 orgasms. She enjoyed whipping my cock with
a belt while she did it. She said crazy things like, "When I put a bitch like
you on the street you better come back with some money." and "Hell, I should
just put you in a booth down at the Pleasure Palace. Lock your mouth up to a
glory hole and charge $5.00 a pop." and "You are nothing but a fuck and piss
hole."
Then there was a big dyke that tipped the chair over and fuck me up the ass with
a strap on dipped in Ice/hot while I sucked off her friends strap on that had
smeared shit all over it. I lost all forms of dignity and if I had any doubt the
last visit summed that up. The tape ended and I sat there in silence thinking
that thank god that's over, soon I'll be coming. Just the bag lady, Chris(which
I was looking forward too), Larry and Sherry's beautiful cunt and ass. Then
hours of hours of fucking. This all fell apart as the door slammed open and 5
guys walked in with 2 dogs.
The just all smiled and then the ring leader with a "No Fear" t-shirt on said,
"OK, this is the fag that fucked my girlfriend. Yeah he's a sick fucker he likes
this freaky sick shit. I bet he'd suck us all off and love it. Would you fag?
Well you're not that luck but you will taste our come. In case you didn't know a
girl offered to fuck all of us tonight and pay us $100 to do this. Enjoy bitch."
They all began to beat off and one by one they came in my face. When they were
done my face, my hair, my ears, chest and eyes were caked with come. The eyes
were the worst. It stung beyond belief the only relief was when the tape gave
and I was able to close my right eye. Then they tipped the chair on my side and
began taken turns kicking me in the balls.
"Fuck, no matter what you do to this fuck he doesn't lose his hard on." one of
then yelled. The last and final insult was when they pulled one of the dogs over
to my face. My stomach turned as I thought they we were going to make me suck
the dog off. Then the dog let lose pissing on my face. The guy with the lease
chuckled and said, "I figured I'd help you a little and let my dog clean you off
a little ." A couple more blows to the balls and they walked out leaving me
there with come and dog piss all over me. The worst thing is I felt a sense of
lost in their leaving because regardless I would have sucked the dog off to
come. I needed any touch to my genitals even if it painful because no touch at
all was much worst.
I was left to on my own for a few minutes and then Sherry returned and after her
laughter died down she, released me and lead me to the shower. She cleaned me
off with cold water of course and left me to air dry after saying, "Time to set
up for #6. God I can't believe you are dumb enough to go through this. I'm
beginning to think you enjoy it. I was beginning to wonder myself. Was it the
pills or was it me?
