Sylvia's Bondage Date
Bdsm Story

Sylvia's Bondage Date

by Masterblogman 18 min read 4.8 (3,500 views)
bdsm anal suspension voyeur exhibitionist threesome m-f-f bondage
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Author's Note:

This could easily have been posted under "Exhibitionist/Voyeur" or "Anal," but I've posted it under BDSM because it's clearly that too, and that's where readers will expect to find chapters of this series. I wouldn't mention it at all except that sometimes folks get upset if they think a story has been miscategorized.

Before digging in, Sylvia lingered for a few moments to appreciate the artistry on her plate - Osso Buco, veal shank slow cooked to fall-off-the-bone perfection, arranged on a bed of risotto with broccoli, zucchini and asparagus spears carefully placed around the edges. Then she lifted a forkful of veal, put it in her mouth, and savoured the rich sauce and the tender meat with some of its connective tissue rendered into a delicious gelatin that perfectly balanced the mouth feel of the meat.

Jason looked up from his own plate and observed, "A cut above Clancy's pub food, eh?"

"Oh,

yeah

. I love Clancy's, but I sure appreciate your taking our date night up a notch."

When they had texted back and forth earlier to set up their weekly date, Sylvia asked, "Shd I wear something from my give-to-thrift-store box again?"

"I'd like to take u somewhere a bit classy tonite. Wear something good & I promise not to cut it off u this time."

"Where shall I meet u?"

"I'll pick u up at 7."

"K. See u. Love & hugs."

Sylvia was in a bit of a fog as she got ready for her date. "Somewhere a bit classy." That could be just a desire to get out of their Clancy's rut, but it felt as though their kinky play-dates might be drifting more in the direction of a real relationship. Not that she didn't enjoy the bondage and kinky sex, and likely always would, but she felt that it would be nice to have something a little more real layered on top of it.

She peeled off her professional but ordinary work clothes and climbed in the shower. She kept her nipple-length auburn hair out of the water: it was better for it not to wash it too often, and it took ages to dry. She was more interested in being thoroughly clean from the neck down. She washed the stale sweat from her armpits and lifted her firm C-cup breasts one by one to wash under them. She put one foot up on the little ledge that held the shower products and washed carefully between her pussy lips to make sure Jason wouldn't smell any old pee if he put his face down there, which he almost certainly would. She reached back with one hand to pull her bumcheeks apart so she could get into her crack and wash really well around her asshole, recalling how wonderful Jason's lips and tongue felt when rimming her. As she rubbed soap around her asshole with her fingers, remembering what Jason's tongue had felt like as he probed her with it, she gave herself a mini orgasm just from thinking about it.

She touched up the edges of her neat little pubic patch with a razor, then climbed out and dried off. She put a little powder on her pussy - scented cornstarch, not the real talc that lately had been suspected of causing cervical and ovarian cancer. She wasn't sure she believed those reports, but why take a chance?

She added a tiny touch of rouge to her pale nipples and areolas, not enough to make her look painted up but enough to add some definition to her otherwise pale body parts. She added a subtle touch of lipstick, brushed out her hair, and studied her toned body in the bathroom mirror. Perfect, or as perfect as it was likely to get. It would be a total wreck by the end of the night, but she wanted to start in good shape.

Time to start covering up those smooth curves. She had replaced the old, saggy bra and panties that Jason had cut off her body (her nicely powdered pussy moistened just thinking about it) with a new skimpy-and-sexy set of matching black bra and panties. Over the top, she selected a slinky black dress with a deep wouldn't-you-love-to-grab-these neckline and a hem that came nearly to her ankles but revealed flashes of leg through a thigh-high slit whenever she moved. She topped it off with a silver necklace holding a single deep red stone that sat just at the start of her cleavage and added a touch of colour to the black ensemble, as well as attracting the eye to her breasts. Matching earrings, and she was good to go.

The doorbell rang promptly at seven, and there was Jason, wearing casual-but-classy light brown slacks that matched his sport jacket, with a beige dress shirt. He took a long, lingering look at Sylvia from head to toe and back up again, a gaze that raised delicious goose bumps on her arms. He made a twirly gesture with his fingers, and she did a slow pirouette to show off her breasts and butt from the side and back.

"Wow," said Jason. "That looks gorgeous. It'll be a shame to have to get it all off later."

"I don't mind it coming off, but leave those scissors in the kitchen drawer, Mister. This outfit cost me two weeks' salary."

"I wouldn't dream of doing damage to an outfit that packages you up as perfectly as that."

Jason took two steps forward, put his arms around her, and gave her a deep kiss. He slid his hands down and gave her ass a squeeze through her dress, then cocked his arm for her to take and said, "Let's be off, Ma'am."

***

They ended up at Pacino's, an Italian restaurant run by, not

that

Pacino of course, but Ed Pacino, an Italian chef with an eye for exquisite food.

As they worked their way through their meal, they chatted as usual. Sylvia commented, "You know I'm a middle manager for an insurance company, but I realized the other day that we keep chatting about sex without really getting much into personal history. What do you do for a living?"

"I'm an investment counsellor with Fagan and Mowat. I've got some high-roller clients, but I also help some pretty ordinary people manage their retirement funds and make sure they don't outlive their savings."

"Oh? Any investment advice for me?"

"To do it right, I'd need to look closely at your finances, your goals, how much money you can afford to put aside, and all that. But I can give you one piece of advice: don't buy crypto."

"Too volatile?"

"Too volatile, and too easy to scam people with. If I could go back to 2010 and give you advice knowing what I know now, I'd say to put everything you can into Bitcoin, but now it's too risky for the average investor. Things that have no intrinsic value except for what people think they have are too likely go poof when too many people change their minds at the same time."

Their conversation wandered on from financial matters and insurance to current affairs. "Did you hear that Michael Douglas attributes his throat cancer to having oral sex with women?"

"Yes," Jason replied. "I read that. I always thought HPV couldn't affect people who don't have cervixes, and so did everyone else, but it turns out that's a myth. If the virus gets into you somewhere, it can start to do damage anywhere it likes."

"I shouldn't have brought that up. I just realized that it could make you afraid to eat my pussy." She was speaking a lot more quietly than at Clancy's, where they could count on the clatter of the bar to drown out any racy talk.

"Don't worry. Nothing could keep me out of that wonderful place. And I was vaccinated with Gardasil a while ago. Even when we thought HPV only caused cervical cancer, men were being encouraged to do what they could to avoid spreading it to their female partners."

Sylvia got another warm rush from realizing that Jason was thoughtful enough to do something like that to help out his partners, even when he thought that it didn't matter much to him personally. This guy is a real catch, she thought. Kinky as hell and thoughtful too. She hoped that she could subtly nudge the relationship along without scaring him off.

Now that the conversation had, as usual, drifted onto the topic of sex, Sylvia broached the subject that had been on her mind since the middle of the afternoon. "Well, lover, what are you thinking of doing later that could top this absolutely divine meal?"

"Well, I have some plans, but I'd like to keep them a surprise for now. As always, you'll have plenty of chances to say "no" if you don't like the surprise when you see it. My job will be to present it in a way that will make you feel like saying 'yes.'"

***

When they got back to Jason's, Sylvia slipped off her black stiletto heals with a grateful sigh.

She stood in the middle of the living room, waiting to see where Jason would take the evening. Straight into the bedroom? Into the spare room, which was beginning to take on some associations of a sex dungeon? Or right here in the living room?

Jason stood in front of her and looked her carefully up and down the way he had at her apartment door, but this time it felt more dark and smoky, more like he was sizing her up as a sex object. She shuddered slightly in eager anticipation.

Jason slipped easily into his dominant persona. "Strip me," he said abruptly. He just stood, hands hanging loosely at his sides, and waited for her to come to him.

She did, reaching up to slide the shoulders of his jacket off to let it fall behind him. He held out his arms for her to unfasten his cuff buttons, and then she worked her way down the button line of his shirt. He rolled his shoulders back so she could push the shirt off and let it fall to the floor with the jacket.

Jason kept his eyes locked on hers as she slowly stripped him. The effect of stripping Jason rather than just watching him undress was electric. She felt her nipples hardening and her pussy moistening beneath her fancy undergarments.

She unbuckled his pants, pulled down the zipper and slipped them down. She knelt and helped him avoid getting his feet snagged as he stepped out of them, and then pulled his socks off one by one. Still on her knees, she looked straight into the big bulge in his underwear. She looked up and locked eyes with him again, reached up and took the elastic of his underwear at his hips with two hands, and pulled them slowly down and off, letting his confined cock spring free in front of her face.

She stayed on her knees, waiting expectantly. She had absolutely no doubt about what was coming next, but thought it would be more appropriate for her to wait for orders.

"Suck my cock."

Not breaking eye contact, she leaned forward and took the tip of his cock in her mouth. She ran the tip of her tongue over his cock-hole and around the sensitive skin behind his glans. There was something erotic about being still in her elegant dress while sucking off a totally naked Jason.

She started taking his penis deeper and deeper in her mouth and then finally down her throat, clenching her throat muscles around it to give him maximum sensation. She held his hips in her hands to steady herself against him as she rocked forward to drive his cock firmly down her throat over and over, strings of saliva beginning to drip down into the deep V of her neckline.

Jason closed his eyes and started breathing deeply in obvious pleasure. Then he said abruptly, "Enough." She stopped and rocked back to pull Jason's dick out of her throat and mouth. It quivered in front of her face, a little string of saliva dripping from the end.

"Stand up." She did, a little awkwardly in her ankle-length dress. "Strip."

Sylvia pulled down the zipper of her dress behind her back, slipped it off her shoulders and stepped out of it. She paused to let him admire her new lingerie, then reached behind her back again and unhooked her bra. She slipped the straps off her shoulders and let her freshly showered and rouged breasts slide out to hang proudly on her chest. She let him admire them, then she slipped her panties to the floor and stepped out of them as well.

Now she too was totally naked except for the silver necklace with the red stone positioned just at the start of her breasts, contrasting erotically with the pale skin on which it glittered.

Jason walked around behind her, took her wrists, and put them together behind her back. She expected the usual turns of soft cotton rope around them, but was surprised to feel cold steel and hear the ratchet of handcuffs being closed around her wrists.

She had always liked the way Jason tied her hands with rope, but when she tried pulling against the handcuffs, she had to admit that their solid inescapability was even more erotic than the rope.

Jason picked up her panties from the floor and carefully wadded them up just as he had done on their first date before he had been shopping for restraints. He presented the wad before Sylvia's lips, and she obediently opened. He stuffed the panties in, carefully making sure that all the ends were firmly tucked in and that her mouth was completely filled with the lacey black fabric. Then he picked up a roll of wide duct tape that had been sitting unnoticed on a table. He pulled off a long strip, ripped it off the roll, and put it over her mouth, smoothing it carefully and sealing the panties in.

To say that Sylvia was puzzled would have been putting it mildly. This was crude, and she knew that the tape would hurt when Jason pulled it off. Where was her elegant leather gag with the stuffer ball attached? She loved that gag, and resented having to go back to having panties stuffed in her mouth.

Jason pointed to a chair and ordered, "Sit there and wait for me." She sat with her hands cuffed behind her back and waited while Jason disappeared into the spare bedroom. She heard some shuffling around and clinking noises, and Sylvia wondered exactly what sort of "surprise" Jason could be cooking up this time.

After ten minutes or so, Jason returned. He motioned her to stand, and she followed him back to the spare bedroom-cum-office. They stopped in front of the door to the large walk-in closet that Jason had rigged up with suspension equipment weeks before.

Jason paused with his hand on the doorknob, then theatrically threw it open.

Sylvia's jaw would have dropped open in shock if her mouth hadn't been taped. She had had absolutely no idea what to expect, but she certainly hadn't expected what she saw: a gagged, naked woman hanging by her wrists from a suspension bar attached to a hook in the ceiling, her legs forced apart by a long spreader bar.

Sylvia was totally taken aback. That was

her

leather stuffer gag across the woman's face. Those were

her

suspension cuffs around the woman's wrists, her hands clenched tightly around the bars that allowed her to distribute her weight. And that was

her

spreader bar holding the woman's legs apart to display her pussy between her thighs.

The woman had black hair and light brown skin. Her breasts, thrust forward by the way her arms were stretched tightly above her head, were somewhat larger than Sylvia's, maybe D or even DD, and surmounted by large, almost black nipples and areolas. Her prominent pussy was crowned with a carefully trimmed patch of black bush. The woman's dark eyes looked mildly at the gagged and handcuffed Sylvia.

Sylvia realized why she had ended up with the makeshift gag. She glared at Jason and made a loud interrogative "MMMPPPHHH?" around the panties filling her mouth. Jason had no trouble interpreting the sound to mean "What the fuck?"

"Sylvia, meet Consuella. I'll tell you more about what's going on in a second. But first, let me assure you that she hasn't been hanging there since before I picked you up to go to Pacino's. I leant her a key and she got here ahead of us. She's been hanging out in the spare room for half an hour or so while we were undressing in the living room. I just came back here now to finish rigging her up."

Sylvia was in a daze. Was Jason planning some sort of threesome? She was pretty confirmedly straight, and while she had no moral objection to having sex with another woman, it just didn't appeal. She also didn't know how she would feel about another woman being part of their scene, even if she didn't have to eat her pussy. She didn't know whether to be aroused, jealous, afraid of what was happening to their relationship, or just plain furious. She settled on all four at once.

"I met Connie online some time ago, on a forum dedicated to kink. She's as into bondage as you are, but with a twist. She doesn't get into kink so much to be fucked as to watch other people being fucked. She's the biggest voyeur on the planet, and when I mentioned some of the things we do, especially anal, she begged me to tie her up and let her watch.

"As always, you can say 'no.' If you don't want her here, I'll get her down and hand her her clothes, she'll go home, and we'll proceed with our evening. But take a minute to think about it. Haven't you ever wondered what it would be like to fuck while someone's watching, especially when they're tied up too, and unable to interfere or even comment? Doesn't that stroke some little exhibitionist nerve locked away somewhere in your brain?"

Sylvia chewed thoughtfully on the soggy fabric in her mouth while she considered. This wouldn't exactly be a threesome, which she didn't think she could get her head around. And yes, there were some exhibitionist bits lurking in her brain. She had sometimes been tempted to undress in front of her apartment window, even though she had never done it, and she had a persistent fantasy of being the star of a porn video, being fucked by some overendowed hunk while surrounded by the director, the cameraman, and various onlookers. Thinking about it made her pussy moisten some more.

She looked into Connie's eyes, and she thought she saw something almost pleading in them. And she trusted Jason. Everything he had suggested doing on their playdates had turned out well so far. She still resented the fact that Jason had given Connie her favourite gag, but she couldn't really blame her for that. She turned to Jason, nodded, and made an affirmative "Mmmm-hmmm" sound. It was hard to tell behind the wide panel of the gag, but she thought Connie looked relieved.

Jason said, "OK, then. I have some new equipment for you, even if I didn't have time to buy a second high-end gag." He showed her a spreader bar that had been standing in the corner of the closet behind the door. It was about a metre long, just like the old one that was currently spreading Consuella's ankles, except that this one had cuffs for wrists as well as ankles.

Jason unlocked the handcuffs and took them off. "Down," he ordered. Once she was on all fours, he pulled her ankles apart and fastened them into the cuffs at the ends of the bar. She noted that, unlike the old bar, they fastened with Velcro rather than buckles. They were equally impossible for her to get out of by herself, but it meant that Jason could get her out very quickly if he felt he needed to.

Sylia put her wrists between her spread legs, and Jason fastened them into the other pair of cuffs near the middle of the bar. Now she was held firmly, doubled up with her ass in the air and totally vulnerable. She turned her head and locked eyes with Connie, who was staring at her with rapt attention. Sylvia thought she could see moisture beginning to glisten on her exposed pussy lips.

Sylvia immediately forgot about Connie when she felt Jason's tongue start probing her asshole and licking around it, making her glad that she had done such a good job on it in the shower that afternoon. The musky scent of arousal began to fill the closet space, partly from Sylvia's aroused pussy and partly from Consuella's.

Jason licked slowly along Sylvia's perineum until he came to her pussy. His tongue slid between her lips and probed her vagina, then slid up to her clit and back down. Sylvia's breath hitched in pleasure as she felt her entire pelvic region invaded by Jason's wet, warm, agile tongue. Jason took her clit between his lips and rolled it gently, then went back to probing with his tongue. Then she felt a lubed finger slowly sinking into her asshole up to the last knuckle. The finger curled and massaged her rectum just inside her sphincter, then withdrew and was replaced by two fingers while Jason kept up his exploration of her pussy with his tongue.

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