A FEW YEARS LATER
                                                               
                                BY

                          MASTER RAYMOND
                        (Sir Raymond R/T)
                                                                                          
      I've always had a special appreciation for older women. Nice 
hair, face, big tits, asses, legs, feet, and toes. When I was a 
teenager, I used to hitch hike everywhere. One night, a lady about 
six years older than me, picked me up. We talked a lot while she 
drove to where I wanted to go, inquiring about my background. When 
we arrived at my destination, she decided to have a cup of coffee 
with me. She was married, a mother, and had a shmuck for a husband. 
I listened well, although I was distracted constantly as she kept 
rubbing my leg with her foot. She picked up on a few things  
about me, too. Like the way I tried to check out her tits, the 
bump in my jeans, the way I constantly checked out her feet and 
commenting on them, and how I commented on the way her ass filled 
her jeans. A couple of weeks went by and a few cups of coffee lat-
er, she gave me her number and the only time to call. The first 
night I called, she couldn't do anything. But the next time I 
called, she had me take down the directions to her house and what 
time to be there. That night, and a number of them like it, were 
quite exciting. 
      A number of years later, I bumped into her at the same res-
turant. "Do you still have my number?" I told her that I might, 
but to give it to me again and she did. There was also a certain 
time, as well. I said thanks, and she left. I called her and we 
met at a secluded spot, where we talked and I massaged and kissed 
her feet. (She loved that!) Her husband was building a house far 
out in the sticks, and he needed some help doing the drywall. 
Having some experience in the field, I agreed to help for a wage. 
She also had a friend who had an aparment not far from there, and 
she also had a key.So we planned to meet. She would wear whatever 
I told her to, and would do anything I asked. 
      We met at a designated area to drop a car, and she would 
drive. I had also brought along some necessities to do the deed. 
She wore exactly what I told her to a blouse, a bra and panties, 
jean shorts, and a pair of spaghetti strap high heeled sandals. 
The trip took about forty five minutes, but I knew how to make it 
much longer for her. As she started to drive, I started to slowly 
unbutton her blouse. Then I unzipped her shorts the same way, 
slow like molasses. Pausing from her zipper, I'd concentrate on 
slowly and teasingly pulling her tits out of the top of her bra, 
until she was fully exposed and held up and out by her bra. At no 
time was she allowed to take her hands off the steering wheel. 
Finally undoing her shorts completely, my fingers would occasion-
ally rub over her pussy lips, getting her to moan and beg me to 
push my fingers into her hot , moist pussy. When they were just 
about in, I'd stop and very slowly drag them out, driving her 
frustratedly wild.
      When we reached the apartment, I told her not to get out of 
the car just yet. On my command, she was to exit the car, walk a-
round, open my door, then close both doors, finally standing next 
to me. She was to leave her tits out, blouse open, and her shorts 
undone at all times. If the wind blew and her tits were exposed, 
too bad! Then she was to accompany me at my side to the door, un-
lock it, and I was to step through first. While walking, sure e-
nough, that Michigan breeze blew her blouse wide open and almost 
off her shoulders, exposing her tits to broad daylight. Beet red 
and begging to cover up, I said no and to keep walking just the 
way she was. It was an eight unit section of an apartment complex. 
We were parked in the back, hoping no one would see her that way, 
let alone us together. She unlocked the door and stepped aside, 
allowing me to enter. She followed, closed, and locked the door, 
then turned and stood facing me. "Take your blouse and shorts off 
and get on your knees!" After working her arms out of her bra 
straps as ordered and extending them straight out, I unzipped and 
pulled my cock and balls out, flaunting them in front of her face.
      I doubled up two lengths of rope, putting the loops of each 
length around each wrist and snugged them up. Then I ordered her 
to put each arm across her upper back, and as high as she could 
get them. She never took her eyes off my cock, as it got rock hard 
and started rubbing her face. She was not allowed to open her 
mouth or kiss it, even if my cock was up against her lips. I reach-
ed down to her sides and grabbed the ropes, pulled them taut and 
over her shoulders, under her armpits to and around her crossed 
wrists, finally tying the ends together tightly in front, under 
her tits. Her bra offered her big tits to me like two full bottles 
of champayne laying displayed on a serving tray. Her very long and 
plump nipples were jutting out like darts, saying tease them. I 
tweaked her nipples hard, rolling them painfully between fingers 
for about five minutes, until she was whining and whimpering like 
crazy. Going behind her, I yanked her panties down to her knees 
and felt and rubbed her beautiful shapely ass. Still not saying a 
word, I put a neck collar around her neck and buckled it in front. 
"We're only getting started, my little slut!"  
      Putting a set of clothespins on her nipples, my face stayed 
expressionless as hers cringed from the pain. Her mouth opened, 
expelling the air in her lungs briefly from the shock of the pain. 
Attaching a cord to each clothespin and pulling up, she was pain-
fully led whimpering, crawling to the large square coffee table in 
the center of the living room. After removing her panties, another 
painful tug directed her to atop the table, where she spread her 
legs wide and almost to either side, her feet dangling over the 
edge. Grabbing more rope, securing her knees and ankles to the 
corners was easy. Standing in front of her, my hands grabbed, 
squeezed, twisted, and kneaded her tits roughly, and her complain-
ing sounds were getting noisier. Three pieces of duct tape tightly 
over her mouth took care of that! Then my assault on those 36DDDDs 
continued, only rougher still. 
      On our way here, I asked her to accurately describe how she 
wanted me to handle her. She told me that we had the apartment for 
no less than ten hours, with no neighbors or interference. I was 
to be extremely rough with her tits, ass, inner thighs, and pussy, 
doing anything I wanted, taking my creativeness and her almost to 
the edge. There were two envelopes given to me in the car. Once I 
had her tied, I was to sit in front of her, open, and read the 
first letter aloud. Then do the same with the second. She had told 
me in the car, everything on the note, verifying it, and a few o-
ther suggestions, hoping and begging me to do them too! 
      The second envelope contained cash money. LOTS OF IT! There 
was also another note. "This is my two week vacation. I am making 
it VERY worth your while not to hold back. You are to do every-
thing STRICT AND AS STRONG AS YOU CAN!!! My husband use to do me 
this way, but he use to drink a lot and still does, then he li- 
terally beat the shit out of me when he was drunk. I've never 
trusted anyone else to do this the way I love it, until now! Thats 
why you're here. He's an abusive drunkard, and I can't even think 
of trusting him. You're his representative. He gave me the money, 
more than enough to do his work. NOW DO IT! PLEASE, MASTER! PLEASE, 
AS HARD AS YOU CAN! GIVE ME PAIN AND MAKE IT HURT!" The note was 
also signed by her and her husband. When I looked up over the let-
ter to her, she nodded yes and tried to say it through the tape. 
At the bottom, there was a note telling me where to find a small 
suitcase in the apartment, open it,  and use the contents as well. 
I was stunned! "Are you sure? This is some very serious shit! I've 
done two other women who got what you want. You know one of them! 
I did it, because they were single, begged for it, and could hide 
it for two or three weeks." Again she nodded yes. "Okay, I'll do 
it, and enjoy doing it as hard as I can!" At that point, I got up 
and painfully ripped the tape off her mouth. I demanded a verbal, 
solid explanation and personal verification from her, before going 
any further. "I want you to tell me this is real, verify it! You 
know what you're asking me to do! I also want a quick explanation 
from your own lips. This is really heavy, but I can do it. There's 
only one problem. You litterally pass right out from a good solid 
fuck!" "Ray, listen to me. I never thought I'd do this again with 
anyone, but I loved it then and DEMAND IT NOW! I know what we've 
done before, and that alone showed me I could trust you. He knows 
we're getting a divorce and why. He's not contesting it either. He 
just wants to make sure I'm happy with what I want now. He knows 
he can't even trust himself, let alone this! That's why he put ex-
tra cash in there and signed the letter. DAMN IT! Enough with the 
words! Just do what I asked, or take two hundred, fuck me, and 
then I'll drive you back! Make up your mind!", she said so con-
vincingly. "Okay. I'll do you. Where's the suitcase?" "Thank you, 
Master. It's in the front closet. Use the key I gave you in the 
car to open it. You'll find almost everything you need, including 
your drywall blades. I experimented with them, and they're very 
efficient. Just do me better than anyone you've done before, only 
triple it! PLEASE, MASTER! DO IT! DO IT NOW! PLEASE, MASTER!" I 
pulled the suitcase into the living room, emptied the contents on 
the couch, and sorted them out for easy access. Then I grabbed the 
large penis gag and promptly stuffed it in her mouth, buckling it 
tightly behind her head.

                             PART II

      Noticing her starting to get slightly uncomfortable in her 
bondage, maybe she ought to be left alone for a long ten minutes 
to look over all the items in front of her on the couch. It was 
time to let her mind steel itself to the coming usage of every-
thing there upon her body. She knew exactly what each item was for 
and howmuch it was going to hurt her, especially more considering 
she had an extremely high tolerance to pain. She thrived on as much 
as she could get, because it really turned her on, and got her ev-
en hotter when the punishment was long and severe. She was indeed,
a true masochist, and would beg for more, eventhough she knew she 
was already a wreck. 
      When I went into the kitchen, there was a few surprises in 
store as I opened the frig. It was fully stocked with food, soda, 
milk, beer, and another note. She told me that she just rented 
the apartment and we had two days to play, not ten hours. She al-
so knew that her closet neighbors wouldn't be around for at least 
three days, giving us virtually total privacy and could make all 
the noise we wanted. A smile was across my face, as I caught a 
quick snack and a bottle of beer. I had gotten my mind into per-
spective, having to become the "Dungeon Master." Kneeling in the 
nude, bound, and gagged, and starting to sweat from nervousness 
and anticipation, it was time to start carrying out her sentence!   
      "WELL CUNT, YOU GOT IT! YOU'RE GOING TO HURT WORSE THAN 
HELL, AND I'M REALLY GOING TO ENJOY HURTING YOU FOR THE NEXT TWO 
DAYS!" She looked at me, slowly blinking her eyes, and after nod-
ing her head YES, hung her head awaiting her fate. Her legs were 
spread far enough apart, that trying to sit down would be very 
difficult. So I picked up a one foot by one foot, angled tack 
block standing twenty inches high, and secured it on the table be-
hind her ass. But those weren't tack points sticking out. They 
were 12d nails hammered through predrilled holes to stay pointed 
and sharp. An absolutely ingeniusly made piece of work. I was also 
impressed that it was perfectly aligned to the rounds of her ass-
cheeks. 
      "NO BLINDFOLD CUNT! You're going to see every tool I use on 
you just before you feel it and make you start screaming and plead-
ing for mercy. I'm going to enjoy hearing you suffer from excru-
ciating pain and laugh as I give you more. ARE YOU READY? I'M NOT 
GOING TO STOP UNTIL I DECIDE!" She nodded a final and inevitable 
yes, seconds before the first hard and repeated slaps came sting-
ing across her tits. Her eyes welled and tears began to flow, 
watching as I kept up with a painful barrage for five minutes. She 
watched again in pain as the clothespins on her nipples were slap-
ed off, and quickly replaced with a set of nipple clamps biting 
into them and two piece of cord tied to to the clamps. Pulling the 
cords up behind her neck slowly and painfully, she screamed long 
and loudly, but muffled from the gag. The clamps twisted to the 
sides and pulled her heavy tits up, exposing the tender undersides 
of them for further punishment. I removed her bra at that point. 
With a bowl of water and a eight inch steel plastering blade, her 
tits were wet down and the tender skin reddened quicky from the 
stiff, hard spanks from the flat blade. Like bouncing a rubber 
ball on a paddle, her tits were spanked up and stopped abruptly by 
the nipple clamps when coming down. Screaming, crying, and grimac-
ing in pain from ten minutes of this, her gurgled pleas went un-
heard as the punishment continued for another five long minutes.   
     Looking through watery eyes at her clamped nipples, she tried 
to channel out the pain, but couldn't. Even the pain from the hot, 
reddened undersides took its' toll as well. Her eyes widened and 
her crying and whimpering turned into hesitant screams when she 
saw me pick up the stiff leather stranded tit whip and grab a fist 
full of hair to hold her firmly. Delivering strikes with the cold, 
heartless attitude of the Gestapo, I started using it on her ten-
der undersides. Back to screaming and flowing waterworks, her eyes 
closed as the tips of the strands made their painful marks from e-
very quick flick of the wrist. The whipping continued as she real-
ly screamed and struggled against my grip, when I pulled her ass-
cheeks into the tack block and pinned her into position to keep up 
the whipping. Some fifteen minutes later, a totally wrecked wench 
knelt with her ass on the nail points crying in hysterics. But 
surprisingly, she looked at me and nodded yes, approving my tac-
tics and forcefulness.
      Keeping her punishment consistent, I tossed the whip down, 
and picked up a lit candle made of bee's wax. Still gripping her 
hair and keeping her ass to the block, I let loose with a few hot, 
searing drops of wax on each tit. Her screams started turning into 
screaching from the constant burning pain, as I again, continued 
nonstop with the hot wax drips. About a half hour later, both tits 
were very painfully covered with wax. Even her tender undersides, 
and parts of her chest and stomach got covered. But there were on-
ly two areas left unscathed, her long, plump, clamped nipples. De-
spite her huge eyes and gurgled pleas, I just looked back at her 
smiling, holding a tit firmly in one hand and keeping her forced 
into the block, and the lit candle in the other, ready to drip the 
hot liquid wax. One excruciating, little drop at a time, it took 
the wax a long time to cool and harden, creating a very long, burn
ing and painful sensation through her nipple. I kept it up slowly  
until one nipple and tit were completely covered. Then on to the 
other nipple. After an hour and smiling at the sight of my handy-
work, I set the candle down, as she sobbed heavily. It was time 
for a break, so I turned away chuckling with a very cold attitude, 
giving her that really frustrated and scared feeling to what's 
next, howlong, and how hard the punishment would be. I had to make 
sure that she was definitely getting the  mental end of this, too! 
Evidence of her heightened arousal were drips of warm cum on the 
table below from her sopped clit and pussy.   
      Fifteen minutes had gone by, when she saw me return naked 
and a raging hardon in my hand. While keeping her tearsoaked eyes 
focused on my cock as I stroked it, she tried to plead and beg me 
to remove the gag. I knew what she wanted, but said no, and came 
all over her face. Laughing at her, I called her "À WORTHLESS, 
SLUTTY, WHORING, PIECE OF SHIT, FUCKING BITCH OF A CUNT!" Seeing 
her frustrated and whimpering, I enjoyed giving her a well earned 
facial. Then returning to the kitchen for a break, I yelled back, 
telling her to tongue and suck that big, plastic dick stuffed in 
her mouth and dream! 
      A half hour had passed as I approached the couch, looking 
for my next instrument of choice to use on her. Her quiet observ- 
ance turned into strong whimpers, seeing me pick up a three foot 
flogging whip made up of two dozen hard leather strands. Trying 
to look over her shoulder at me and finally making eye contact, 
she tried to slowly and sternly yell through the gag with a stern 
expression of anger. "What - are - you - waiting - for?" I took a 
good stance, smiled back, and proceeded with the first of thirty 
lashes all over her back, arms, ass, legs, thighs, inner thighs, 
and calves. The longer it continued, the more arm I put into each 
swing, making every one stronger than the previous. It didn't 
take long before the tell tale crisscross red lines and welts be-
gan to show up everywhere. What impressed me was everytime I 
struck, she got closer to the tack block, eventually pricking, 
scratching, and painfully dragging her asscheeks up, down, and a-
cross the bed of nails, literally tearing her own ass up. Talk a-
bout adding pain to heighten an arousal? Just seeing this was un-
believable! 
      Paying attention to her reactions, her arousal was growing 
along with the strikes and raking her ass, until a very small pud- 
dle formed on the table. When I got to thirty, I took the handle 
of the flogger and roughly rammed it up her soaked cunt with one 
strong thrust. Eventhough she was crying heavily from the flogging, 
and self inflicted ass raking, it took the air out of her with an 
immediate climax, and a few more of them, as I roughly and pain-
fully rolled it around inside her. Then leaving it all the way up 
inside her, that wasn't humiliating enough. I grabbed the half bot
tle of beer and jammed the long neck roughly up there as well, se-
curing them in place with some quick ropework. "Make sure you get 
some salt in my beer CUNT!" I told her. Then I made a another se-
lection, despite her gurgled suggestions and whimpers.
       "Let's see just how well this works on your wet asscheeks. 
Maybe I can get a few new colors out of a number of these! They 
should go well with the rake lines.", I said with a cold, cruel 
laugh. She yelped instantly, after the perforated hard leather pad
dle struck its' first mark against an asscheek. Continually run-
ning my ice cold, wet hand over each asscheek and then immediately 
smacking it with the paddle, her yelps turned quickly into screams 
as her ass was starting to really heat up, stinging, and turning a 
beautiful shade of crimson. Again rotating strikes and counting, I 
quit after a forty whack delivery to each side, and enjoyed listen
ing to her crying and sobbing hysterically. It also gave me a beer 
and cigarette break. Quickly undoing the rope, I pulled the bottle 
neck from her soaked cunt. I could feel her cum all over the bot-
tle as I enjoyed its' fragrance and drank its' tasty contents. De-
spite my crude sense of humor, I'm sure she appreciated a little 
bit of relief, allowing her to settle down somewhat.        
      She was just about settled , when I surprised her by rough-
ly pulling the handle out of her cunt. Grunting and panting around 
the gag, she looked over her shoulder at me again, while I wiped 
off her cum with her hair, and then proceeded flogging her hard 
from the other side. Yelling, yelping, and crying, I continued ad-
 ministering the thirty lashes hard, all over, and repeatedly, un-
til I was finished. Totally wrecked, she just kept crying and sob-
ing, and nodding her head yes, showing me I did okay. I just shook 
my head in disbelief. The flogger hit the couch as I walked back 
into the kitchen for a sandwich, giving her a good chance to re-
group for her next series of punishments. Chuckling, a thought oc-
cured to me big time. I've got plenty of time, and all kinds of 
ideas to do to her. Life is good, but this is great! 

                            PART III

      Making sure I kept an eye on my alcohol consumption, I opted 
for a soda with my sandwich. I have a long way to go, and she does 
too. She's the important one to keep my focus solely upon, and I'm 
not about to blow it for either of us. Soda in hand, I untied her 
bindings from the table, and helping her to her feet. "Hit the can 
and relieve yourself! I don't want a mess in my dungeon! Make sure 
you pass, too! I'll wipe your ass if need be." She shook her head 
gurgling, she had to take a piss, and not to worry about the other 
as I remembered her make mention of that in the car. While she did 
her thing, I got some rope and a broom handle. While she was squat-
ing over the bowl, I started tying her ankles to the handle. When 
she finished, I tied them wide and tight, and then I tied the han-
dle to the toilet. For obvious reasons, she couldn't sit down, 
which worked out just fine. She was about to be shaved, naired, 
and humiliated again. Shocked and surprised, she started pitching 
a bitch, but she knew who would win. She had fantasized about it, 
but never thought to do it. It was done by me. Her beautifully 
smooth, naked pussy looked phenomenal, as I retied her to the ta-
bletop again. She whined when she saw me pick up a large buttplug 
that I knew would stay in with no help of a security belt. With 
just a small dab of KY jelly on her asshole, She let out a really 
muffled scream when I startrd the plug slowly inward, then quickly 
rammed in the rest after entry was made. Panting heavily from the 
rough entry and secured quite uncomfortably once again, I kicked 
back on the couch and finished my soda. Then I humiliated her more 
by just staring at her pussy, and periodically playing with it,
telling her how good it looked and felt. 
      I looked at the clock on the wall saying 6 P.M., realizing 
it's been seven hours, since we entered the apartment. There's al-
so been a few surprises to both along the way, too! She's one hell 
of a lady, but she's really one unbelievably true masochist. After 
a few more excruciating hours of running her through the mill, I'l
take her in all her holes enjoyably. But for now, it's time to re-
sume her discipline and punishment!         
      The penis gag had a few small holes in it, which worked as a 
sort of water bottle. Every so often, I would make sure she had 
some water, so she wouldn't get too dehydrated and quickly lose 
energy. Periodically, I'd switch her to Gatorade to help keep her 
energy up, giving her a boost. She also had the strong mind and e-
ven stronger will and determination. But most surprising, was her
 exceptionally high tolerance and how much she thrived on it. Al-
though she knew I would go to the level of extremes she wanted, I 
could and did take her very close and be "comfortable." I've done 
this before, but she wanted just that much more! We had gotten to 
know each other extremely well, before she arranged this meeting, 
but the levels that we were at were much, much, higher now. 
      Circling around her, I eyed every inch of her red lined and 
welted skin, as she tried to keep watching me. Whimpering again 
when I started spinning the flogger fast, she yelped as I struck 
my first targets repeatedly hard, the backs of her legs and calv-
es. The longer I kept it up, the more she tried to yell through 
the gag. Expanding my strike zone, her thigh sides and total ass 
rceived the largest amount of attention, as the flogger consis-
ently whistled and stung at high speed. Ever moving in rotation, 
whip stinging areas at random, her arms, back, stomach, lower ab-
omen, and the front of her thighs got quite a work over. All the 
while, she shook and jerked, making the weight of her tits pull 
that much more on her clamped nipples, shooting severe darts of 
pain through them.
      Switching to an eighteen inch flogger with the same type of 
strands, I circled and struck again, concentrating on her inner 
thighs for the next twenty minutes. Periodically, I'd let a few 
spins tickle her bare skinned cuntlips, hearing her muffled 
screams go up an octave and try to crouch away, avoiding further 
painful strikes. That's when her ass would abruptly meet and got 
bit by the sharp nail points of the block. She'd immediately 
thrust herself forward, directly into the stinging spins of the 
flogger. Gosh, I loved a good plan! Forty five minutes of all this 
whipping attention and two sore wrists later, I stopped and gave 
myself a break. 
      Crying and sobbing heavily, she tried to regain some compos-
ure. It didn't last long, as the rough sided, wooden pingpong pad-
dle started its' hard and held kissing to the tender, reddened, 
and stinging skin of her inner thighs again. With periodic strikes 
and flailing it between both thighs quick, hard, and repeatedly, 
the hot, burning sensation brought her back to screaming and cry-
ing in no time. Another twenty minutes of this covered inch of 
white skin she had, until she looked like an indian.  
      Taking a few more minutes, it was time to do her tits again. 
Shit, I love my job, and getting paid for it, too!!! Her eyes wid-
ened and watered and she screamed repeatedly, when I released the 
clamps at the same time, letting her tits slap against her chest. 
When the pain hit her, she again bit the block, but stayed there 
until it subsided somewhat. When her nipples were released, I in-
stantly started sucking and biting one of them, while pinching 
and twisting the other, hard. After a few minutes, I switched 
nipples and repeated the process. In heavy tears, she knelt sob-
ing, helplessly watching me and trying to plead and beg through 
the gag for me to stop, but I just looked up and smiled while 
continuing. A couple of long minutes passed, when my ears needed 
a break, too.       
      Sitting in front of her on the edge of the couch, I broke my 
silence and told her I had made something very special for her. 
She intently watched in both curiosity and fear, as I reached to 
the side and pulled the grocery bag over. Reaching in, her eyes 
widened the size of silver dollars and shook her head screaming 
"NO!" over and over, at the sight of the double tack bar bra being 
retrieved from the bag. Looking like a long tray with straps, and 
just narrow enough to allow some of her tits to lay over the edge, 
both top and bottom surfaces were totally covered with little tack 
points protruding through a thin sheet of hard plastic. Smiling 
proud and holding it near her tits, she was freaking out. "Pretty 
neat, ya think?", I said sadistically. Still trying to scream 
"NO!" at the top of her lungs and trying to back up, I said "I 
think it's time to try it on and see if it fits properly!" Without 
further conversation, I straped the lower section tightly against 
her chest, and  slowly let her tits lay on top looking like two 
big steaks ready for cubing. Panting heavily, whining loudly, and 
whimpering constantly, she watched as I adjusted the straps tight 
over her shoulders, and assembled the top board over the two long 
guide bolts. Then her reactions intensified, as I spun the wing- 
nuts downward. She knew exactly what this would be doing to her 
and about howmuch pain she was going to receive from this dreaded 
midevil device. She remembered me talking about it, but really 
thought I'd never make it, let alone apply it to her. Yet, here it
was and she was wearing it!
      Panting, whimpering, whining, and tears flowing, she watched 
and felt the bar painfully squeeze her tits as I applied some 
pressure, and then stopping. Grabbing eight clothespins out of a 
new package, she started to moan as I softly and slowly teased her. 
Gently gliding two fingers up and down her baby smooth, hairless 
cuntlips for a few minutes, I built her up to a climax. Then just 
before she reached it, I pulled them away, totally frustrating her. 
After a few more teasing times, I quickly set the nipple clamps on 
and toward the bottom of her lower lips. Then I spaced and set 
four clothespins up the rest of each lip. Her face cringing from 
the pain, she yelled out in gurgled pleas to remove them. Ignor-
ing her, I tied a cord to each clamp and pulled them down and 
tight. Directing her ass into the nail block and snugging it up 
against it, I finally tied off the cords to either ankle.    
      Bringing a high back chair from the kitchen, I sat in front 
of her with the back facing her. I reached up and started turning 
both wingnuts tighter. She was shrieking loud, feeling her tits 
being biten and crushed like having them in a crowded tank filled 
with piranha. After quite a few more turns and more muffled 
screams, I secured her new bra to the top of the heavy chair. 
This forced her into a somewhat crouched and uncomfortable posi-
tion and against the block, and unable to move without receiving 
more pain. Satisfied with "nailing her tits and ass" severely, 
and feeling like taking a break and a beer, I looked at her, smil-
ing at that sight of my work and her total discomfort.
     I was in for one more surprise when I reached in to get a 
beer out of the twelve pack box. She had put another envelope with 
my name on it in there. Smoking a cig and having a drink, I peeked 
around the corner to watch her squirm painfully against her bonds, 
enjoying the sight. Then I sat down and opened the letter.
"If you're reading this, you must be taking a break, and I must be 
in a world of pain. That's great, because that's what I want and 
need a lot of! That"s why you"re here, TO MAKE SURE I GET IT THAT 
WAY!!! Here's another thousand to draw blood. If you can't, take 
five hundred and make sure you do me HARD to the point of exhaus-
tion. I have three holes. The same goes - USE AND ABUSE! Remember, 
I'm the guilty one with sentence being received in your dungeon BY 
YOU. Your the executioner and ANYTHING GOES!!! Be the barbarian 
that you are and prove it!" I thought to myself "Nope! No way! 
That's pushing this too far! I'm not going to cross that line. If 
she bleeds, it's purely accidental, but I won't do it on purpose." 
I took five hundred and declined a response to her about this. 
"She'll have to settle with what she's getting. That's the deal!"

                            Part IV
     
     Again admiring my work, she was having a nasty time, but I could
see how she utilized her movements to get even more pain.  She was
trying to drag her ass over the nail tips, making them cut painfully
into her skin.  At the same time, she twisted and turned her body,
pushing and pulling against the heavy chair secured to her wooden 
tit squeezing tack bra. I swear she was try-ing to painfully work 
her tits out of it, screaming loudly through the gag, but they weren't
giving.  Talk about a true masochist? As I watched her inflict even 
more extreme pain to herself by wrestling and self torture, 
I got another huge hard on. 
      Bringing out the table salt and two large glasses of water, 
I mixed in a large amount of salt into them. When they were thor-
oughly mixed, one glass was slowly poured over her ass, giving her 
a fierce burning sensation. Screaming at the top of her lungs when 
the salt water entered the wounds, more water was poured over her 
tits and the holes in the wooden top bar, as she screamed and cri-
ed hysterically. Quite painfully surprised, her tear soaked swol-
len eyes met mine, nodding her head yes,like saying you did good. 
Kneeling on the chair she was straped to, I pinched and twisted 
her long nipples very hard, keeping her screaming. While doing so, 
I managed to jerk off, spewing my cum, again all over her face. 
Another extremely frustrated reaction and whine came out of her. 
Laughing, I walked back into the kitchen to finish my beer and 
snack.               
      I'd been working on this masochistic cunt for eight enjoy-
able hours and still had more ideas to do to her. Bringing back a 
soda for me and some water for her, I sat in front of her and wa-
tered her gag, giving some relief to her raspy throat. The sight 
of the tack lined wooden tit squeezer oozing tits and nipples was 
a real turn on getting me hard again, as I started on her nipples. 
Totally helpless, whimpering, and at times moaning, all she could 
do was watch as I teased her nipples, getting them long, plump, 
and hard. With two sets of nipple clamps in hand, each set was 
firmly applied to each nipple and mammary, still allowing some of 
her nipple to show. The tips of her nipples still needed something 
special. Wondering and worrying about what else I pulled out of 
the grocery bag, she watched with intense curiosity as I started 
holding and setting one ot two nipple chucks against one nip tip. 
Realizing what they were as I turned the tiny screws in and  a lit-
tle tight, more defiant muffled yells came gurgling out of her gag-
ed mouth. Completely ignoring her yells and pleas, I kept focused 
on my work until all six screws were evenly adjusted in very tight, 
and painfully imbedded into her jutting flesh. 
      Through the screams, she saw my smile as I repeated with the 
other chuck. I was definitely enjoying working her over and watch-
ing her continually suffer by my handywork and deliveries. She 
knew that I knew she was absolutely satisfied and uncomfortably 
content with everything so far, and totally impressed with  my 
creativeness and efficiency. But I was far from finished, when she 
felt the screw on the end of the chuck being slowly and excrutiat-
ingly painfully turned deep into the nipple tip until the screw 
was completely in. Again screaming at the top of her lungs, I re-
peated my finishing touch to her other nip tip. Tears flowing 
heavily and extremely loud screams were seen and heard, as she 
nodded her head yes frantically. She came over and over, all over 
my fingers, while I teasingly fingertip fucked her for about ten 
minutes.
      Still not quite satisfied, the chains from the nipple clamps 
needed something. Grabbing all the hooked fishing weights, each 
one was slowly placed evenly weighted onto both chains. The fin-
ished job showed her nipples being stretched down by two full ounc-
es of weight hanging from each chain. Then I put my index fingers 
under the nipple chucks for a few seconds. Afterwards, I held my 
fingers in front of her face to show her the  blood on them! She 
saw them through her sobbing eyes and again nodded yes, confirming 
her note in the beer box. Standing in the kitchen, the other five 
hundred bucks went into my wallet. I also told myself that there 
would be no more blood from anything, anywhere, at anytime. The 
pain of her tortured nipples kept her in sobbing hysterics, as I 
took another break sitting, sucking my soda, smoking a cig, and 
just observing her helplessly suffer to her satisfaction for twen-
ty long minutes.                 

                              PART V

      Throughout the twenty minute break, I kept a constant check 
on my masochistic little slut, seeing her nod yes to my question 
of her doing all right. This was exactly what she wanted. The bon-
dage, the whipping and paddling, teasing, torture, humiliation, 
verbal degredation, and the pain. Especially the pain! She thrived 
on it so much, that she even figured out how to give herself more 
along with what I gave her. But the night grew ever  longer as the 
clock ticked away the time. It was time to continue this journey 
with her and gain even more ground into her world. 
      When I returned to start again, she nodded another yes, no-
ticing my intent. She had gained her composure and wanted more, 
and knew I was ready to deliver. I unbuckled her gag and removed 
it while again stroking my cock. Her eyes glued to my playing, she 
kept her mouth open in hopes of taking it all in, or just my drops 
if I allowed it. Kneeling on the chair and grabbing two hands full 
of hair, her eyes closed as she moaned and took my cock all the 
way into her mouth almost gagging at times. It was due time for a 
strong face fuck for awhile, and then let her earn the mouth full 
of cum she's been waiting for. As she slurped, moaned, and whimper-
ed enjoying every inch and thrust, she kept grinding her ass into 
the nail tips and not missing a stroke. I was definitely enjoying 
it, too! After delaying my peak for ten unbelievable minutes, my 
wad blasted out almost choking her. Still never losing a stroke, 
she took down every spew and drop I spent in her mouth, licking 
her lips and thanking me over and over afterwards for her partial 
reward. Allowing her more water and a few good breaths of air, her 
mouth was stuffed with a folded hankerchief until it was complet-
ly in, and then secured shut with duct tape.
      "Feeling somewhat fulfilled, slut? Would you like some more 
cock?" Her frantically nodding yes and her swollen, watery eyes 
were smiling back in hopes of more immediately, but she knew that 
wasn’t going to happen. "Let's get you off this table, and into 
the bathroom to clean you up a bit. Then I'll direct you into the 
bedroom." The cords tied to her ankles holding the nail block in 
place, and the block behind her ass were removed. Relubing her 
asshole after removing her large butt plug, I grabbed a condom and 
slid it over the end of a two foot section of a broom handle. May-
be expecting a few more whacks with the paddle before being moved, 
she really began protesting big time after feeling and then seeing 
what I had in mind for her. Roughly spreading her ass cheeks, I 
slowly inserted and pushed it steadily in, watching her struggle 
and move her body around to accomidate it to the max. When it got 
there and her signaling with quite a few painful shrieks, grunts, 
and groans, I taped her waist with a couple of wraps. Then I taped 
the handle into position, secured from her waist.
      Loosening the straps from the chair back, she knelt up 
straight, dragging her weighted nipple chains painfully over the 
top of the chair. Whimpering from all that reserving pain, she did
not move, patiently awaiting my next move. Removing the ropes from 
around her knees and ankles, I helped her to her feet. Still some-
what bent over with a stick firmly secured up her ass, I grabbed 
the handle and led her into the bedroom in an extremely humiliat-
ing fashion. She stayed bent over waiting, while I brought the 
chair and some rope into the room, retying her ankles to the front 
legs. With a length of rope, her neck collar was secured to the 
chair back. Adding a blindfold over her eyes, she was almost ready 
to get it in the ass. She felt my fingers again roaming over her 
cum covered lower lips and started moaning as I split them wide a-
part. Then she let out a strong muffled scream, totally surprised, 
as a clothespin bit down on her hard little dick. Her knees went 
weak as she groaned from the bite, but I wasn’t done. Tying 
three filled bottles to each cord of each clamp on her lower lips, 
she really groaned hard, as their weight of six filled beer bot-
tles stretched her lips down. It was time to take another break 
and let her suffer for awhile, quenching my thirst with a well  
earned and deserved beer.     
      Constantly staying with the safety plan checking on her per-
iodically, there were a few things still needed in the bedroom be-
fore I continued with her punishments. Unbeknownst to her while in 
a disiplined position, those items were set up on the bed until I 
was ready. The fifteen minutes went by quickly, as well as the ev-
ening. She heard me finally return, feeling my hand glid gently 
over her discolored, bruised, and welted ass. Whining somewhat 
nervous and impatient, she shrieked as the cold steel of a twelve 
inch plastering blade touched her skin when I laid it on her back. 
The whining turned into whimpering, as the salt water dripped from 
a sponge over those beautiful asscheeks. She wanted a severe spank-
ing from its' use on her, but hoped to avoid it tonight. It's very 
apparent, that wasn't the case now! It was really going to happen!
      I took my time with every firm, hard spank, alternating 
spanks to each  beautifully rounded asscheek. After the eighth 
spank, her knees started to weaken, and constantly screaming and 
crying heavily. So, I limited the spanking to a dozen to each ass-
cheek. With her ass wet, hot, and reddened again, now she was 
ready to be taken in the ass! A faint moan was heard between sni-
veling sobs, as she felt the KY lube being smeared on and in her 
asshole. The moans and grunts got ever louder and greater, as I 
began inserting my extremely hard, thick cock slowly, painfully, 
and completely into her. While her breathing turned into rapid 
panting, I enjoyed watching her ass gyrating to accept my size and 
length to the hilt. Then with a few stinging slaps on her ascheeks, 
I started to stroke her very slowly at first. Regardless of her 
physical, and in some areas, excruciatingly painful "inconviences," 
her grunts and moans became louder still. Her whole body was shi-
vering and shaking from her deep, strong, sexual and emotional 
feelings. Our emotional intensity rose consistently higher, en-
joying every ramming thrust into her ass to the max. I was fucking 
her ass nonstop, extremely harder, and ever faster. Finally reach-
ing our peaks and as I exploded my hot spurting streams of cum in-
side her, she climaxed repeatedly beyond reach. Totally spent and 
exhausted, I peaked out and collapsed over her back in relief. Af-
ter a few minutes passed, I combined a few more comforting spanks 
and strokes, keeping her cumming and climaxing repeatedly again. 
Having had enough of her, I withdrew to the comforts of the bath-
room to clean and freshen myself up. 
      She hasn't had any water for awhile, so I immediately went 
back to the room with a glass full and removed her gag. "Don't 
say a word. Just breathe and sip some water while I hold the 
glass." "Thank you, Master.", she said after a few more minutes. "I 
think you've had enough for tonight. Let's quit and play more to- 
morrow." "No, Master, Please? Just a little more, please? I'm beg-
ing you, Master." I had one more plan to do and decided not to, 
but her insistant begging managed to change my mind. "Alright. 
This will take some time, but after that NO MORE! Understand,
slut?" "Yes, Master. Thank you, Master. "She felt the gag on her 
lips and opened her mouth to receive it, knowing this wasn't go-
ing to be easy either. Retreiving the largest butt plug from the 
toy pack on the couch, she grunted and groaned like hell due to 
its' size, as the huge, lubed phaylus entered and slid completely 
into her asshole. Like the other plug,this one didn't need secur-
ing either. I left her alone for a few more minutes to suffer from
the pain of the huge buttplug deep and wide in her ass, and ponder 
her next punishment. While taking fifteen minutes, I gathered up 
anything else I might want, and took it in the room. Not ready, I 
did enjoy watching her struggle and shift uncomfortably in her 
disciplined position, impatiently awaiting my start. Then I return-
ed to the kitchen for a cig.

                             PART VI

      These twenty minutes went by slowly and enjoyably. I'd still 
check on her, watching her twist and flinch very uncomfortably, 
but looking real good to me. I took my cigs and an extra beer, re-
turning to the room. Slidding the cold bottles across her ass, she 
flinched and nodded, acknowledging but not seeing my presence. It 
was time for her last gig for the night. Roughly spreading her 
cuntlips apart by pulling the clothespins, I tweaked her little 
dick with my other fingers, until she got stiff and hard. She tri-
ed to let out a loud scream, when the new clothespin bit down hard 
on it, and me flicking it a few times afterward. While she twisted 
and struggled, I untied her ankles, unbuckled her neck collar, 
then guided her backwards a couple of steps with the bottle cords. 
      I made sure everything I needed was within reach, including 
a long pillow on the chair seat to support my lower back. Reaching 
down and taking a bottle cord in either hand, I pulled her cunt
lips painfully apart. Slowly and painfully, she was pulled forward 
with her legs spread, over my lap with a cord and bottles to ei-
ther side of the chairseat. Finally in position, the bottles were 
let down, drawing and keeping her cunt lips painfully spread apart, 
her cunt hole open, and her screaming in both pain and excitement. 
Holding my cock for her, it was time to fuck and torture her at 
the same time, but in a very methodical way. 
      "You are to listen and follow my directions, or I'll quit 
right now! Nod if you understand when I tell you each direction." 
She nodded yes. "You are to very slowly impale yourself on my 
cock, and stop when I tell you to. You may begin." She nodded a-
gain and began moaning, as she felt the head of my cock enter her. 
Wantonly inching her way down my shaft, she was stopped a few dif-
ferent times before finally burying my full length inside her. On 
every down stroke, a clothespin would be quickly removed. The re-
moval would send a burning sensation through her cuntlip, making 
her cringe and scream. She was moaning and grunting, painfully 
pulling up on the filled bottles. Either way, she was tortured and 
teased at the same time, while trying to satisfy herself with my 
cock. After losing all eight clothespins, I gave her permission to 
fuck me to her heart's content with exception of climaxing. With 
all of her "inconveniences" still binding her and giving pain, she 
rode me slow and steady, whining, whimpering, grunting, and moan-
ing. While she did her thing, I spanked her ass occasionally with 
the pingpong paddle to enhance what pain she already had. Begging 
any way she could to allow her to climax, I still refused for at 
least another ten long, excrutiating minutes. 
      She knew I could control my climax for a good length of 
time, and hoping that I would. But I was totally taken back, see-
ing her keep slowly stroking me repeatedly with all that pain. She
 absolutely the most enduring masochist I'd ever seen, as I never 
thought I would ever have the chance to experience the pleasure of 
meeting a woman such as her, let alone do this. Yet, there she was 
standing over my lap, bound severely, blindfolded, and gagged. Her 
body was trussed up with various torture devices, administering an 
immence amount of pain. Surprisingly, she still had the stamina 
and determination to be able to take enjoyment in stooping over my 
lap and consistantly fuck my cock. Eventhough I could've let her 
go longer, she was just too exciting to watch, as she heard me 
starting to moan and reach my peak. Yelling to go for it as I re-
moved the clothespin from her little dick, she tried to scream at 
the top of her lungs from the pain. The excited feeling of being 
allowed to climax was now and she rode me harder than ever. De-
spite the pain from the bottle weights and everything else, her 
gutteral sounds told me she was climaxing. At the sametime, I 
spewed my load into her hot soaked cunt. Then to no surprise,
 she immediately passed out on top of me. 
      Expecting this would happen, I knew exactly what to do. I 
caught her and held her in my arms for a few minutes, while remov-
ing her gag and blindfold. Working my fingers of one hand down to 
a bottle clamp and releasing it, I switched hands and shifted her 
weight to release the other clamp. With no reaction yet, she was 
still with me, as her pulse was strong. The bed was close enough, 
that I managed to pick her up and move her on to it. I'd been 
through this before with her and she made sure I knew what to do. 
Laying her on her back with her head propped, I had a snap stick 
of smelling salts, which brought her around. A little bit groggy,  
she responded with a big smile and a quick kiss, whispering "Thank 
you very, very much, Master!" After giving her a few minutes rest 
and some water to drink, she was seated on the chair with her ass
near the edge. Her ankles were drawn back, secured to the back 
legs, and her sore, shaved cunt was again wide open to total vul-
nerability and assault. 
      With a gag secured in her mouth, she watched and felt me 
work a large vibrator up into her and turn it on. Enjoying the 
good vibrations, she shrieked when the nipple clamps were released. 
Her face cringed as those instant surges of pain began darting 
through her mammaries. I reached behind her, unfastened the  buck-
les to the tackboard breast press, and untied her arms, only to re
tie them behind the chair. She cringed her face, bit into the ball 
gag, and tried to scream through it, when I loosened the wing nuts 
and removed the top board of the press. While panting heavily and 
whining loudly, she watched me finally remove the base of the 
press from under those squeezed and tortured tits. But the worst 
was yet to come. 
      Extremely loud and gurgled screams came from her mouth and 
tears flowed from her eyes, as I started the long painful process 
of unscrewing  the nipple chucks from her nipples. After every-
thing was removed from her, she was completely untied and the vi-
brator removed. With exception of her sandals, she stood nude in 
front of the door mirror. Viewing the sight of her entire bruised 
and battered body covered with reddened and discolored welts, she 
leaned forward and carefully cupped her breasts from beneath. 
Then standing straight, she turned and faced me, offering them to 
me, saying "You did an exceptionally good job on me. Thank you 
very much, Master. May I have more of your expertise tomorrow Sir, 
if and after you allow me to make love to you tonight, Sir?" I an-
swered her yes, had her lay on the bed, and removed her sandals. 
After again fucking her in all her holes, I retied her to one side 
of the bed. She moaned again as I enjoyed kissing and fondling her 
warm feet. The scent of her feet was like an aphrodisiac to me as 
my nose and lips gently rubbed and kissed her heels, soles, and 
toes. Giving me yet another erection, she knew that I wanted her 
to jerk me off with her feet and toes, so she did so immedeately. 
I came all over them, then retied her feet to to end of the bed. 
Afterwards, we both fell asleep.
      The next day, she was tied, untied, retied, whipped, flogged, 
teased, tortured, spanked, and fucked to her rare heart's content 
throughout the entire day, evening, and well into the night. Later 
the next afternoon, she drove me back to my car, telling me that 
this weekend was virtually the best, most intense, and most sexual-
ly gratifying weekend she'd ever had. We kept our friendship alive 
for the next three years. But at the same apartment, once a year, 
I worked her over exactly the way she wanted it, but for free.         

                                                                                                                                             

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