Torture The Widow

Chapter 20 – Judith

Please take note! Adults Only Literature

The text in this story contains erotic material and is expressly written for adults only.

If you are an underage minor or offended by such material -or- if viewing this file is illegal in your locality, then leave, close or delete this file-story now.

This is a work of fiction, any resemblance to persons living, dead or otherwise is purely coincidental, etc.

Copyright 2004

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"Judith my dear child, in S&M it's always best to start with the basics and there's nothing more basic than a good English caning. Right, Vivian?" said Gordon. Vivian was the resort's Food & Beverage Manager and a Class 1 sadist. She was speaking to Gordon, the resort's assistant manager who also held a Class 1 license.

Gordon was standing behind the tripod-mounted camera while Vivian caned Judith.

I could hear the zoom feature of Gordon's 8.1 mega pixel camera as he worked to get the desired perspective on Judith's quivering red-stripped bottom. Judith would have to find an excuse why she wouldn't be wearing her bikini for the next few days.

"A few snaps to help me remember wonderful nights like this,' was how Gordon graciously explained the fact that he was capturing images of Judith and I in positions of extreme bondage and punishment. Given that there were hundreds of JPG and MPEG files of myself fucking doctors, nurses, and patients at the army hospital on Kuwait already posted on the Internet, what did a few more matter?

Fifteen-year old Judith had begged me to arrange an S&M session for her. Her screams and pitiful pleas for them to stop would seem to indicate she wasn't having a good time but the wetness of her fifteen-year-old pussy proved otherwise. There was also the issue of a safe word that Judith could speak at any time and bring the pain to a stop. Since Judith was a neophyte, she had a safe word. They hadn't given me one because I'd told Gordon that I didn't have any limits.

"You are so wet, you little slut,' said Vivian sticking her hand in Judith's gooey cunt covering her fingers in teenage twat oil. "Doesn't she taste delicious, Rozz" said Vivian as she put several slime covered fingers in my mouth for me to suck.

"Gordon is correct of course. The cane is the most basic of a sadist's tools and in spite of all the advances in technology still highly effective," said Vivian. "Now Judith here come another one so tense up your body so it hurts worse."

I could see Judith clinching her buttocks in anticipation. The flexible bamboo cane came down on Judith's backside with considerable force. It made a delightful swishing sound as it cut the air. For Judith, the noise served as a warning of impending agony.

The bit gag fastened in her mouth muffled Judith's repeated screams. We were in a soundproof room so the gags were more to increase the submissive's feelings of helplessness than required to keep the neighbors from running in to see who was being murdered. Ball gags muffle sounds better but a bit gag is far crueler. Gordon had tightened Judith's to where it pulled the sides of her mouth back to expose her third year molars. Since I was gagged in a similar fashion I was aware of how painful it is to have the corners of your mouth stretched that far.

A small plastic bucket hung from a hook located dead center in the middle of the bit. It caught the drool that flowed from the effect of the bit gag. Judith and I were busily filling our bucket with saliva and snot. No doubt at some point, the contents would be used to increase our humiliation.

Our bit gags were part of a facial harness that squeezed our entire head. Two hooks in our nostrils pulled them back toward my forehead. My hair was pulled painfully back in a clamp as the back of the harness. I considered it the most ingenuous and painful facial harness I had yet encountered.

I was in a reverse suspension hanging belly downward about six feet of the floor I had an excellent view of Judith. Reverse suspension grows incredibly painful as the minutes pass. Your rotator cup and hip sockets become sources of intense throbbing pain. Add the fact that there were punishment dildos in my vagina and anus and my boobs were mashed flat in a tit press to which weights were attached and you have some idea of the level of sadism involved. Ever so often, Gordon would reach up and give the dildos a half turn sending me in a paroxysm of agony. The stiff plastic spikes cut into the lining of my vagina and rectum.

"Here, Rozz, I wouldn't want you to get bored," said Gordon adding another one-pound weight to the stack hanging from the tit press. For good measure he rotated my dildoes. My body writhed in its agony as the three sources of pain competed for supremacy inside my brain. My own cunt was dripping from the experience. I'd certainly made the right decision when I agreed to participate along with Judith. I hadn't experienced true pain since Mary Ellen put me through my paces at Trace's wake. Screwing, even gang bangs and rapes while great fun do not touch my core in the same way that a good S&M session with an experienced sadist can. This is truly excellent I told myself.

I saw much of my younger self in Judith. Fucking other boys and girls was rewarding and highly entertaining but we needed more. It took a practiced sadist with a polished English cane to give it to us.

When Gordon and Vivian had extracted all possible pain from Judith's backside, she and I would swap places and she'd get her turn in suspension. My rear end would be testing the endurance and strength of Vivian's whip arm.

We were in one of the permanent residences on the resort grounds. The owner was a media baron, Sir Kenneth Grimes of Fleet Street. He owned several of the more popular London tabloids that no one took seriously for news but the educated public avidly viewed the pictures of topless starlets. He allowed Gordon to use his well-designed and well-equipped S&M play space when Sir Kenneth was not at home. In return when Sir Kenneth was in residence Gordon would locate guests that the peer could entertain himself. Sir Kenneth according to Gordon had a strong preference for newlyweds.

"What kind of newlywed would bring his bride here?" I'd asked Gordon when he showed me where Judith and I would suffer.

"The kind that are young and adventurous. It's rather easy to determine whether they're interested," said Gordon.

"How do you go about it?"

"First of all I look for couples who go parasailing or jet ski. You can always spot the thrill seekers. If after three days they're bored silly with lying on the beach reading the latest best seller, I chat them up. I've learned to be a good judge of who will be willing to help Sir Kenneth tie their bride over his whipping bench and have at her with a limber bamboo cane," said Gordon. "I've had to restrain several inexperienced husbands from damaging their new wives permanently.

"This is within a few short days after they promise to love, honor, and protect," I said.

"Let's face it. Today's bride and groom are no strangers to sex. The days of the virgin bride passed years ago. Many arrive already bored with their sex lives. Most have already experimented with some from of S&M," said Gordon.

"Do you ever misjudge?" I asked testing the feel of a beautiful cane I removed from the rack. The thought of that landing on my bare bottom sent chills down my spine and lubricant down my vagina.

"One or twice," said Gordon.

"And?"

"No harm done. I apologize and we go our separate ways," said Gordon.

"What generally happens?" I asked.

"They're invited here for dinner with the understanding there will be a session in the S&M dungeon after dessert. Sir Kenneth's wife Gretchen usually leads the way. She suggests the couple strip her and place her in one of the restraints. The husband and wife are invited to test their whip arms on Gretchen. Then depending on who is the submissive of the pair, usually the wife but not always takes Gretchen's place. Sometimes they are both submissive."

"And if they are both dominant," I asked.

"Poor Gretchen suffers doubly," said Gordon. "But that happens infrequently."

"And who fucks who when all is said and done?"

"Sir Kenneth mounts the bride and Gretchen the groom if no one is bi-sexual. Sir Kenneth is a man of many parts equally at home with a hard cock or a soft warm vagina," said Gordon.

The home was enormous and decorated with numerous examples of museum quality works of art. The play space was also first class. The number and variety of whips was unmatched in my experience.

Seducing Judith turned out to be no great challenge. I borrowed some illustrated S&M books from Gordon's library. One of them was even titled, "Punish The Hellcat Daughter." I left the books in the guest restroom the day I invited Judith to lunch ostensibly to discuss nursing as a career. The resort had delivered salads and several bottles of wine. The staff had set lunch up by the small pool at the back of my villa.

"I hate tan lines," I said stripping off my bathing suit as soon as we arrived from the beach.

Judith took a look at my naked body and decided to follow. She was really quite lovely.

"You're so pretty," I exclaimed. I bet your father has to hire security to keep the boys from climbing in your windows at night."

"I'm not that interested in boys my age. All they want is for you to suck their cocks and then lie back so they can climb on you and get off," said Judith with an air of disgust.

"Judith that sounds very candid and forthright for someone your age. I happen to agree with you. A girl must find people who understand her true needs. Too many men are concerned only with their own pleasure." I was a little worried I was laying it on a bit thick.

"I shouldn't ask this but did you and your husband get along well?" said Judith.

"You mean sexually?" I said.

"Sorry, I shouldn't have asked," said Judith looking embarrassed.

"Don't be embarrassed. I don't mind telling you about my extraordinary marriage. Trace was no ordinary man. He was born into a family of soldier patriots. Trace was brought up to believe that he was a man apart and the rules that governed the lives of everyday men and their wives did not apply. As a result of what he experienced on the field of combat he had certain needs that not every woman could or more accurately would satisfy. Fortunately, we were well matched and his needs complemented mine," I said opening a bottle of chardonnay and handing her a full glass.

"What kind of needs?" asked Judith taking a sip of her wine.

"If I tell, you won't think ill of me?"

"Of course not, Rozz." I'd insisted she not call me Ms. Donaldson.

"There's no polite way to say this so I will just blurt it out. We practiced S&M."

"Sado Masochism."

"Yes, I was his slave and he punished me. I worshipped him as my master. Most of the time he was very kind and gentle with me but when I was willful, he punished me most severely."

"How did he punish you?" Judith's eyes had taken on a sparkle. She is one of us I told myself.

"Many different ways but mainly he preferred to whip me. I adored it when he tied me down and applied the lash until I was a weeping pleading mess. I shouldn't be telling you this. You'll think I'm some horrible depraved sick person."

"No, no I won't. I have similar feelings. I even took my father's fraternity paddle and used it on myself. Daddy was pledge master at his fraternity at UT. I found the paddle in the attic and gave myself ten hard swats."

"How did it make you feel?"

"Great at first but I wanted someone to tie me up and paddle me with it. I couldn't get anyone to do it. I even asked Jake. He told me I needed counseling."

"Ordinary people do not understand us. We are special," I said.

"So your husband punished you. That sounds so romantic," said Judith.

"It was terribly romantic. We met at a club for sadists and masochists in New York. I loved him from the first time he applied a tawse to my naked bottom. I'd been tied to a cross for most of the evening. Several of the dominants had whipped me but it was nothing special. Then I felt a presence behind me. I heard the swish of a whip and felt the agony of true love. When I looked back there my darling Trace was. We sensed an immediate overwhelming attraction. He hit me again and again. Each time the tawse landed I screamed, "harder" until I collapsed. He untied me and took me to his hotel room where we made love for a full day never stopping to eat."

"That's the most romantic story I've ever heard," said Judith.

After Judith and I ate, she excused herself and went to the restroom. She didn't come out for a long time. When she did, she was carrying one of the books I borrowed.

"Rozz, you know people that practice the type of things in this book, don't you?" said Judith.

"Yes, there are even some in Nevis," I said.

"Would it be asking to much for you to arrange an S&M session for me?"

"That would depend," I replied.

"On what, I'll do anything," said Judith.

"You would have to swear to be absolutely discrete, not a word to anyone including your parents and Jake and Karen. You would be expected not only to submit to pain but also to have sex with the dominants. Are you bi-sexual?"

"I won't say a word to anyone. I've had sex with both. My girlfriends and I like to get high one night and eat each other out."

"I see what I can arrange," I said.

Gordon and Vivian were delighted with the idea of a beautiful young and very fresh submissive. I hadn't known about Sir Kenneth's place until I talked to Gordon about the possibility of Vivian and he training Judith.

So here Judith and I were being subjected to incredible cruelty and loving it.

A bright red line appeared across Judith's youthful buttocks each time the bamboo landed. Did you know that bamboo is stronger per weight than steel? I watched totally fascinated as Vivian felt the slightly raised skin where the cane had landed.

"Your fanny is getting warm," announced Vivian before landing another blow.

Judith sounded a muffled cry of despair but no safe word. I tried to imagine the pain associated with the cane and experienced an onrush of the jealousy a masochist feels when they watch another masochist being whipped. How greedy I am for the release afforded by the whip. I felt my pussy tighten around the dildo spikes in hopes of increasing my suffering. My turn was coming as soon as they finished with Judith.

"I think the young lady needs another one," Gordon said casually.

Vivian delivered one more savage blow. Every sinew in Judith's body was visible as she strained against the leather straps holding her on to the whipping bench. There is considerable pleasure in watching the flexing of the sinews, the contortion of the muscles and the overall paroxysm caused by terrible pain.

Vivian certainly looked the part of a dominatrix. She was tall, lean, with cold black hair pulled straight back. A tight leather corset narrowed her waist and pushed her boobs up and outward exposing her nipples. A narrow strip of leather covered her vagina. The five-inch heels of her thigh high leather boots elevated her to over six feet. All in all, Vivian was one scary bitch.

My little Judith had been impressed out of her mind as any fifteen year old submissive should be when meeting her first real mistress. Vivian had given the girl the full treatment forbidding her to speak unless spoken to, ordering her to strip, then engage in a session of boot licking. To complete Judith's initial humiliation, Vivian unsnapped her crotch cover and cunt smothered a prone Judith. Vivian showed considerable control of her bodily functions when she sat her butt over Judith's face instructed the girl to open her mouth and then released a very loud, long and odorous fart into the girl's open mouth. I was impressed.

Gordon and I sat on the couch watching the preliminaries. He had his cock out and I was stroking it occasionally leaning over to suck it.

Groveling over, it was my turn to go into the reverse suspension. Since part of the purpose of the session was educational, Judith was allowed to watch and even help a little as I was lifted off the ground. Judith tightened the wing nuts on the tit press until my boobs were flattened and turning a dark blue.

After I was suspended, Judith was ordered to assume the position over Gordon's whipping bench. It was a classic English whipping bench somewhat resembling the fixture you kneel at in a Catholic chapel to light a candle for the safe return of sailors or some such nonsense. A low padded rung for kneeling and a higher adjustable padded rung for the midsection. First quality English leather belting held the ankles, knees, head and wrists immobile. Your butt and back were pointed skyward ready to entertain the whip

"I'm sorry, Judith, you'll have to speak louder," said Vivian once again raising her arm and delivering a blow that sent our little slave/slut/whore into a paroxysm of agony. A stream of water cascaded down her thighs to be absorbed in one of the Egyptian cotton towels provided by the resort.

"I think our young miss has pissed herself," I said.

"Too bad, we'll have to punish her for soiling the towel. Here Vivian, demonstrate the flogger to Judith," said Gordon swapping the bamboo cane for a nine strand leather flogger.

"Judith, pretend you are a sailor on HMS Bounty and Captain Bligh had just sentenced you to ten lashes with the cat or to speak completely cat-O-nine-tails. Judith, I will count each blow since you seems to have lost your tongue."

Vivian methodically delivered ten blows each of which caused Judith untold pain. Judith's back and buttocks were now criss crossed with bright red strips. There were little drops of blood where the whip had broken the skin. Gordon like many of the English sadists I had known specialized in the lash. If you want your backside whipped to the point that you are out of your mind, find yourself an English gentleman.

Vivian reached between Judith legs and felt her sex. Her thighs were coated with a mixture of glandular secretions and her piss. She worked her pussy with her fingers causing Judith to moan. When Vivian sensed she was about to climax, she ceased her efforts.

"You'll come when I say so, bitch," screamed Vivian before delivering five rapid blows with the flogger.

At that point, they decided Judith had been whipped enough and we exchanged places. It was a delicious session of corporal punishment that left my backside raw and burning. I too would have to find an excuse not to wear my bathing costume.

Based on my experience they whipped me much longer and harder than Judith. Next they released us both and directed that we perform oral sex on one another while they watched. At some point, Vivian donned a ferocious looking strap on cock and fucked Judith to the edge of madness. When she used it on me, I thought she would rupture something inside me.

The S&M part complete, we all got in bed for several hours of vanilla sex. We did everything to Gordon that three women could possibly do to a man. He was rimmed, sucked, and fucked to the point of exhaustion. Judith and I got each other off.

In the wee hours of the morning the two of us hobbled back to my villa. I'd asked Jason if Judith could spend the night with me to keep me company so I would not get too depressed.

He readily agreed but there was something about the way he said it that made me think he was on to me.