Double Trouble Pt. 02: Chastity Trio – BDSM – Free Sex Story

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This is only a fantasy, as with most stories here. There is infidelity, chastity and denial, and a small bit of cuckoldry. I appreciate constructive comments and ratings…at the very least, please leave a rating so I have some guidance in future stories. If you do not enjoy the subject matter, save your time.

Robert let himself in the front door on Friday afternoon. It had been a hell of an eventful week. His Wife Mary Ann had been very demanding lately…cunnilingus every night and every morning. Aside from occasional cleaning or “stretching exercises” he had been kept in chastity through it all.

He had not been permitted an Orgasm in over three months. Not that he was counting.

During the day, his paramour Judith had been equally demanding. He had thought she would break up with him after his Wife locked him in chastity…no more dick. But she had actually been thrilled by the prospect, assuring him she did not miss his “little white-boy dick.”

He shut the door and entered the room. There she sat. He always, always got a thrill when he saw her. She was smart as a whip with a quick wit. She was sitting in the living room wearing short white shorts and a thin white blouse which accentuated her large, perfectly shaped breasts and her skin tone.

Her smooth mocha tinted flesh covered strong muscles which defined her athleticism. She often teased him about “liking chocolate.” He would tease right back that he loved the rich, creamy decadence and how it melted in his mouth. which nearly always resulted in her forcing his head between her thighs.

She flashed the big, toothy smile at him and her eyes lit up. The smile which had actually stolen his heart before her magnificent cleavage and body had.

He returned the smile, then froze. He actually turned around to do a double take…he HAD just entered the door to his suburban home…

Which meant his girlfriend was sitting where his Wife should be.

Oh, shit.

Seeing the gears smoking and the panic in his eyes, Judith had to laugh.

He knew his Wife and his mistress knew about each other…both women had been aware of his affair before he was aware. But he had never expected them to be in the same place at once. So a dozen “Lifetime” movie scenarios flashed through his mind, none of them good.

He was fighting the instinct to run for his life when the door opened behind him and his Wife stepped into the house.

She gave him a quick peck on the lips, then stepped around him. The two sorority sisters ran to each other and screeched as they hugged each other, exchanging pleasantries and exclaiming how much they missed each other.

Since nobody had stabbed him yet, Robert stood quietly, nervously, waiting to be recognized.

Finally, after several minutes, they both turned to him and inadvertantly said in unison, “Strip.” Then they spent some time laughing together about that.

Judith looked at him expectantly with her big smile.

His Wife Mary Ann looked at him and said, “well?” Her pale flesh and runner’s body contrasted his girlfriend’s body markedly.

Robert knew better than to disobey either of them, certainly not both. He slowly removed his work clothes, folding them neatly and setting them on the counter. Finally he was left with only his high end chastity device, consisting of a very small steel chastity tube and a waistbelt, which he could not remove.

This thought drew his attention to the fact both women had a necklace with a copy of the same key hanging between their breasts. He already knew both of “his” women had a key to his penis, but seeing them both together just had a new degree of sensual excitement to it. His cage jumped several times as his manhood tried in vain to become erect.

The girls giggled, “I think he likes us!”

Mary Ann grinned, and commanded him to turn around and face the other way.

He heard Judith’s sultry voice, “Damn girl, I could stare at your husband’s Ass for hours…it is perfect…ya just wanna touch it…”

“I want to turn it red this weekend…want to help me thrash your boyfriend?”

“Mmmm…that sounds fun. He gets so excited when I spank him…little perv…”

Mary Ann told him he could turn around. He groaned and leaked precum…both women were down to lacy bras and panties, sitting on opposite ends of the couch.

Mary Ann patted the cushion between them, “Why don’t you get us all a drink, then have a seat, babe?”

He fixed both ladies their preferred drinks, made a whiskey for himself, then sat between them.

He was initially pensive, but they both worked to calm him, each caressing him tenderly. Having TWO women he honestly loved tracing their fingers across his chest, arms and sides without a hint of jealously was intense.

Two women he had been intimate with many times. Each touch brought back memories of devouring them both, of driving into both of them. It also reminded him that both had told him his manhood did little for them, but his oral skills were the best they had ever had.

He knew he must be a “perv” because for some reason the degradation aroused him too.

Mary Ann turned his face towards her and kissed him long and deep, “I Love you so much, honey…”

Then Judith turned his face the other way and kissed him even more deeply, “And I Love you too, sweetie…aren’t you one lucky sonofabitch?”

His Wife opened the narrative, “So, here’s the plan…”

Uh-oh.

“As you know, next month I have to go back east for at least a month to help mom after her surgery. Judith has agreed to babysit you while I’m gone…”

She smacked his cage playfully.

“I did not want to make you wait til I got back to have an Orgasm…that would be at least six months with no nookie for our ‘little man’…I was afraid you would be reduced to a blithering idiot by then…”

Judith drew his attention back to her, “But I still wanted you to be Hot and bothered and desperate when I get to play with you for a month straight…”

His Wife spoke, “So we came up with a compromise…you get to cum this weekend, to take off some of the edge, but give you time to build back up before I leave…”

Judith tweaked one of his nipples, “Speaking of edging, though…you’re gonna have to earn it…”

Mary Ann tweaked the other nipple harder, “The chastity cage comes off now…however, until Sunday afternoon, you are not allowed to cum…”

Judith twisted his nipple, painfully, “But WE are allowed to cum…and you best make us happy little girls, or the deal is off and you wait til wifey gets back…”

He noted that the decision to allow him release was all predicated on what THEY wanted…when they wanted to let some of the pressure off and their weekend of pleasure. The thought made his cock twitch.

They had him stand before them. Judith used her key to unlock his Barbie pink padlock, then Mary Ann removed it.

“Now turn around and slowwwly remove the chastity belt so we can both watch…”

He pulled the cage from his manhood, which seemingly tried to follow the device as if wanting to stay snuggly within its grasp, because he became erect immediately.

His cock stood hard, proud and seeping before his lovers.

Judith swiped away the precum leaking from his shaft and sucked it into her mouth seductively, “Yum, chastity tears…”

Mary Ann cupped his full, swollen balls, “Just to be clear…you are not allowed to touch our dick, not even to go to the bathroom. We will supervise…when you Shower it will be with one…or both…of us.”

Judith sat straight, pushing out and emphasizing her large chest, “Damn, this is making me Horny…”

Mary Ann looked down at her well shaped, but comparatively small breasts and laughed, “Me too.”

They both looked at Robert and his Wife asked, “So…which one of us are you going to go down on first?”

He could see both women had wet spots on their panties, so they were not lying about their desire, but he knew he was being tested. Would he choose his Wife or his girlfriend…whose Sex did he prefer?

“Umm…ya’ll are in charge…whatever you say…”

Judith fixed him with “the look.” “Nope…YOU have to choose.”

Oh, shit, he was fucked.

Judith spread her legs slightly, revealing several strands of her full muff of pubic hair which she hadn’t been able to contain within her moist panties. His erection flexed and he nodded to her unconsciously, as the sensation of her flashed through his mind.

Judith playfully stuck her tongue out at her friend, then lifted her full hips and pulled off her panties. She spread her thighs and lay her butt down on the edge of the couch cushion. Her never-shaved, very wet mound beckoned him invitingly.

He looked to his Wife, who nodded with mock disdain.

He dropped to his knees and began kissing Judith’s mocha tinted inner thighs. She signed contentedly. He slowly worked his way inward until his face was soaked by her soft down of hair and his tongue was clearing a way to her puffy lips.

He had not heard the “pop pop pop” as Mary Ann ripped his belt from his pants.

The girl’s eyes met, and they winked at each other.

“I can’t believe you chose HER…” The belt whooshed through the air and made contact with his right butt cheek, he fell forward into Judith’s Sex.

“Mmmmpppfffff!”

“Over your Wife!”

Now she lashed the left cheek, driving him again into her friend’s Sex. His groans of pain added vibrations to the manipulations of his tongue and lips on her labia.

Judith moaned in pleasure; she felt bad for thinking, oh damn hit him again!

Robert meanwhile was hoping she would not hit him much more…between Judith’s sensual vocalizations, her fingers clasped in his hair, the feel of her Sex against his face, her scent, her thighs locked on the side of his head…and the lashes against his backside, he was afraid he was going to lose it and spurt jizz all over the carpet without anyone touching his straining cock.

Fortunately, while she did not stop altogether, Mary Ann reduced her strikes to an occasional reminder she was there.

Robert managed to focus, suckling gently on Judith’s labia, fucking her longingly with his tongue, then concentrating on her clitoris. He bathed it with his flattened tongue, then pointed his tongue firmly and lashed it back and forth.

When her first Orgasm began to overtake her, he sucked her swollen bud wholely into his mouth and savaged it with his tongue while sucking it in and out.

Screaming in release, she locked his head tightly to her Sex with her hands and strong thighs. She humped back against him while rotating her hips right and left, taking his head with her while she came repeatedly.

“Oh, gawd I needed that! Thank you!”

When she was able to regain her composure somewhat, she released him. She moaned softly in appreciation as he did what she knew he would do…part of why she loved him.

Trying desperately to ignore his painfully erect and needy manhood, he began to cover her thighs and abdomen in soft kisses while simultaneously caressing her legs, then her sides.

As he began to build her back up, he began caressing her breasts, lightly manipulating her large nipples with his fingertips. Soon her moans, and her Sex being pushed into him let him know she was ready again. He continued to play with her nipples as his tongue returned to loving her again swollen clitoris.

The trifecta of orgasmic electricity converged between her breasts and her Sex, driving her further over the edge again.

“Ohhh Rawwwberrrt….don’t stop…fuuuuck….yesssssssss!!!”

Taking advantage, he continued his dance across her clit while gently inserting two fingers into her Vagina, curling them in a “come hither” motion, and massaging her G-spot while she was mid Orgasm.

Judith bucked her hips wildly, filled the room with tantric screams and covered his face with girl cum as she squirted, ejaculating over and over.

She was delirious in her blissful release. She did not even notice when Mary Ann pulled Robert away from her center by his hair, pushed him to the floor, and sat on his face.

“My turn! And I expect just as good as you gave her!”

Mary Ann was a demanding woman. On her knees straddling his head, she clutched his hair tightly in her fingers and used him…fucking his face with her soaked Pussy rather than waiting for him to delve into her. She was already on the edge and insisted on release.

“FUCK YESSS!!”

She cried out as her Orgasm overtook her, causing her entire body to convulse. She continued to hold on tight to his head, but stopped moving to savor her Orgasm.

Robert decided to get his revenge for her hard use of him. Locking his arms around her thighs so she could not get away, he sucked her quivering clit into his mouth and savaged it with his tongue.

“Aaaayyyyyyeeeeaaaaahhhhggghh!”

She screamed bloody murder and attempted to pull away, but he was having none of it. Holding her firmly he continued his all out assault on her Sex, forcing Orgasm after Orgasm through her trembling body.

When he finally released her, he was thankful she fell forward, her soft abdomen laying across his girl-cum covered face.

Thankful because had she fallen backwards and lay across his swollen, purple, throbbing manhood, he knew he would have lost it and spewed his seed all over her back. As glorious as that would have been, he was not prepared for the long-term consequences of pissing Mary Ann off by Cumming.

His next odd experience was showering with both his Wife and his girlfriend. They giggled and tittered as they teased and tormented him. Judith soaped up her ample buttocks and used it to wash his crotch, twerking on his cock and nearly sending him over the edge. They both bathed him, then demanded playfully that he bathe them both in return.

The remainder of the evening bore out more contradictions. While sexually he was quite obviously slave to their desires, otherwise they treated him as if he were a king. They prepared dinner, catching up on old times, while he sat watching television and relaxing. They kept his drink topped off, serving him in the nude so he could admire their attributes.

Bedtime came and he contemplated his new life.

Normally when he and Judith had slept at her apartment, she liked for him to lay on his back; she would lay her head on his chest, draping one leg over his nearest leg. She would sleep very peacefully in his arms.

When he was at home, Mary Ann liked to sleep the same way.

Now he found himself laying on his back in his marital bed, his Wife laying on his chest with a leg draped over his on one side, his girlfriend doing the same on the other.

Both dozed contentedly, having enjoyed a bedtime Orgasm courtesy of his tongue. Between them, his erection throbbed and seeped precum.

He willed himself to think about anything asexual so he could sleep. Each time he thought he was going to manage it, one of them would shift slightly in their sleep. A breast on his side, a thigh on his, and he would be aroused all over again.

Saturday morning he was awakened by Mary Ann pushing his head between her legs. When she was satisfied, Robert came up for air to find Judith standing next to the bed. She handed Mary Ann a cup of coffee. Sipping a cup of her own, “I’ve got breakfast ready for us. After you eat yours, sweetie, I’ve got some pie for your dessert…”

After Judith enjoyed her morning Orgasm while sitting at the dining room table, the girls decided they wanted to get out of the house for the day.

They dressed their man in khakis and a polo shirt, insisting he go commando. They had plans for the museum, the mall, and maybe a movie.

The girls came into the living room and modeled their attire for their outing. Robert nearly choked.

His Wife wore a pink tank top and matching leggings. She wore no bra, and no panties. This had the obvious effect…her perky breasts and nipples were on prominent display, and her clean shaven Pussy lips protruded visibly. The leggings accented all of her musculature and her sexy little butt perfectly.

His girlfriend had brought his favorite lacy white sundress to wear. It was low cut, and had a billowy skirt which flowed with the slightest breeze or sashay of her hips. She too had abandoned any underwear. Her large, firm breasts filled the blouse portion entirely. Her large, dark areola and eraser sized nipples screamed out for attention. He knew if she became aroused, he could hang items from them.

Judith stepped in front of the living room window and turned away from him. The sunlight silhouetted her legs and buttocks, and between her thighs her never shaven bush and puffy pubes were glaringly apparent.

Robert groaned as his erection throbbed, ejecting a dollop of precum which darkened his khakis. The girls both giggled…it was going to be a fun day.

Wayne stood at the railing on the second level of the mall, his elbows propped against it. His Wife Celeste walked up beside him and propped herself up next to him after setting her shopping bag down. “Whatcha doin’?”

He leaned over and kissed her on the cheek, then returned his gaze to the floor below. “People watching.”

“Anything interesting?”

“May be getting ready to watch a killing…or at least a beating…”

She arched an eyebrow at him.

“See that guy sitting in front of the sporting goods store? There was a pretty blonde woman sitting with him, and they kissed. She got up and left. See that back woman coming out of Macy’s?”

“The bombshell?”

“Yep. After the blonde left, she walked up to that man, leaned down and layed a big one on him. Now she is headed back to him, and the blonde just walked out of Abercrombie and is walking his way too.”

“Oh, wow. Cat fight!”

They watched, waiting for open combat when the three lovers met.

Imagine their surprise when the two Hot women sat down on opposite sides of the man and both cuddled up to him, running their hands over him.

“Holy shit.” Wayne was surprised, and envious.

His Wife was anything if not practical. “He either has a fat dick or a fat wallet.”

Wayne laughed.

As it happened, the couple was walking toward the exit a few minutes later when they encountered the amorous trio walking the other way, arm in arm.

Wayne was confronted with Judith’s amazing smile, her brilliantly exposed breasts, and Mary Ann’s incredible body.

His manhood grew erect, his eyes grew wide, “Fuuuuuuck…”

Celeste smacked him, witnessing what caused his indescretion at the same time she observed Robert’s erection and the stain on his khakis.

As the group passed each other, she spoke aloud to her husband, “Well, it isn’t a fat cock…must be money.”

The trio heard the comment…Robert blushed furiously. Mary Ann laughed out loud.

The sound of the laughter caused Wayne and Celeste to both look behind them as they walked away. In addition to the swinging asses, they saw Judith looking back at them, grinning. She stuck out her tongue and flipped it up and down as if to mimmick the motions of cunnilingus.

Celeste swatted her husband…”He eats Pussy THAT good?? You better study up, bucko…”

Robert had the same experience in the halls and gardens of the museum. His embarassment from his erection and soiled pants was offset by the giddily expressed Love of his incredible women.

The theater was a true adventure, as Mary Ann and Judith took turns slowly masturbating him just to the point of edging under the cover of darkness. He was blissfully on overload.

They took him to his favorite steak house, where they bought his dinner and vocally encouraged him to eat up…he was going to need his energy.

The other cowboys stole occasional glances at “the lucky bastard.” These obviously were not just a couple of whores out on a paid date…their speech was too elocuted, their dress too expensive…this was just that rare lucky sonofabitch who struck it rich in the woman department.

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