Sylvia's Bondage Date Ch. 7

Sylvia's Bondage Date Ch. 7

Friday night. "Date Night," the evening Sylvia and Jason had agreed to reserve for more heavy-duty sexual activities.

Slyvia lay on her back, naked and spread-eagled, her favourite panel gag with the built-in stuffer ball tightly strapped into her mouth and over the lower part of her face. The wide padded cuffs that held her wrists and ankles were snug, but were designed not to cut into flesh even when pulled tight, and the light chains that led from the cuffs to the eyebolts screwed into the bedframe were keeping her almost totally immobilized. She could wriggle her hips a bit, but that was about all.

Jason stood over her and ran his eyes slowly and lovingly down her perfect body. He had seen her naked many times - every night, as a matter of fact - but seeing her like this, restrained and totally in his power, was incredibly arousing.

He pulled his tee-shirt over his head and his sweatpants down and off, freeing the cock that had been making an uncomfortable tent ever since he had started chaining Sylvia to the bed. She looked up at him as he ran his hands slowly over his penis from the base to the glans and back down again. A drop of pre-cum glistened on the tip. She squirmed as much as the chains allowed and made a little whimpering noise behind the gag; she obviously wanted her own hands on that rock-hard manhood, and was frustrated by just watching.

Jason teased her for a few minutes, then got onto the bed with his knees between her spread legs and supported his body with his hands on either side of her chest. The gag was blocking her lips, so he kissed her on the side of her neck, then ran his lips slowly down into the valley between her breasts, licking and nibbling all the way. He tasted salty sweat already beginning to form from sheer anticipation, even though they hadn't started any real action yet.

Jason kept his knees between her spread legs and reflected that, when she wasn't chained to the bed, Sylvia usually brought her knees up a bit to put her vagina at the perfect angle for penetration with fingers and/or penis. He wondered whether they had the space left in the playroom, aka the second bedroom walk-in closet, for some bondage equipment that would let her do just that while still being tied down. Maybe something like a medical examining table with stirrups. Or maybe all they needed was a big wedge-shaped bolster that he could put behind her knees before cinching her legs.

Well, we'll worry about that later, he thought. This is doing the job just fine for now. The musky scent of arousal that was filling the bedroom testified to that.

His mouth continued exploring her body. He moved over to her hard right nipple and pinched it firmly between his lips, then ran his tongue over its little point. Then the left one. Then down the centre of her body, over her flat belly to the triangle of neatly trimmed hair on her mons.

By this time, Sylvia's breasts were heaving with deep, shaky breaths, and little "Mmmpphh" sounds of pleasure were coming out her nose, diverted from her mouth by the gag. Jason shifted position so he could bring his mouth lower and inserted his tongue between her labia. He licked over her engorged clitoris, then ran the tip of his tongue slowly down the entire length of her slit until he found the opening to her vagina. He pushed the tip of his tongue as far up her vagina as it could reach. It wasn't very far - a tongue isn't really made for penetration - but the effect was electric. Her hands balled into tight fists in their cuffs, her toes curled, and she made a drawn-out "MMMPPHHH!" behind the gag.

Jason ran his tongue back up her slit and found her clit for a second time. This time he lapped at it vigorously, and Slyvia began thrashing frantically against her bondage.

Jason shifted again so he was supporting his upper body on just one hand, allowing him to use the other hand to thrust two curled fingers deep into Sylvia's vagina while keeping his tongue working on her clitoris. He was rewarded with a flood of sweet pussy-juice and more squeals of pleasure.

Jason noted that the harder he rammed his bent fingers into her vagina, the more intense her pleasure became. He was obviously doing things to her G-spot that it liked immensely.

He pulled his mouth off her clit, pulled his fingers part way out, and hit them with an extra pump of lube, even though her pussy seemed to be doing an excellent job of lubricating itself. Keeping a close eye on what he could see of her face to gauge her reaction, he straightened the third finger that he had been keeping curled back and pushed all three slowly back in. He was rewarded by more squirming and a series of "Ngghh-ngghh-ngghh" noises that he interpreted as "Yes-yes-yes." He knew what Sylvia's "No" sounded like, even with the gag, and that definitely wasn't it.

Jason rammed the three fingers firmly into her, the curled fourth finger bumping hard into Sylvia's perinium. The harder he thrust, the more she seemed to like it. He wondered if he should try a fourth finger. Sylvia's vagina was gripping the three that were in it with a miniature bear hug - did that mean a fourth would provide even more stretch and more pleasure?

They hadn't gotten this far by being timid. Jason pulled the three fingers back, but not quite out, uncurled the fourth finger, and ran another generous dollop of lube over the fingers and Sylvia's gaping vagina. Slowly and gingerly, he pushed the bundle of fingers between her lips and up into her needy vaginal canal, watching her face closely. Her eyes opened wide with a shocked look as she felt the unaccustomed stretch, and Jason stopped pushing for a few seconds. Then she closed her eyes and made a long, satisfied "Mmmmmmmm."

Jason waited a few heartbeats, then pushed again. His fingers slid in right to the knuckles, stretching her beyond anything she had felt before. He decided not to tempt fate by pushing his knuckles in until he was stopped by his outstretched thumb. Sylvia's vagina was incredibly elastic, but he didn't want to ruin the moment by going beyond pleasure into sheer agony. Sylvia was no pain slut.

Once she seemed used to the four-finger stretch, he began pulling back and then ramming his fingers in again. He kept them curled to put friction onto her well-developed G-spot and brought his other hand around to keep stimulating her clitoris.

Sylvia started making a series of almost frantic "Mmpphh-mmpphh-mmpphh" noises in rhythm with his thrusts, arched her back off the bed as far as the chains allowed, and released a heartfelt, drawn-out "MMMMPPPHHH!" that undoubtedly would have been a shattering scream if not blocked by the gag. Then she settled back on the bed, panting deeply through her nose.

Jason eased his fingers out and held Sylvia's hyper-stimulated pussy soothingly. Job well done, he told himself, glad he'd taken the risk with that fourth finger. His own arousal had been fed by her reactions as the emotions looped between them, as they do when sexual activity is at its best.

Jason waited for her to come down from her endorphin high, holding her sweat-streaked body and babbling meaningless but comforting phrases. He still had an aching hard-on, but he didn't want to rush her through the resolution of her shattering climax.

Finally he pushed himself back up on his hands and gazed into her face. "OK now, Babe? Down from the stratosphere?" She nodded weakly.

He resumed his position between her legs and slid his penis into the place his fingers had been. He wondered whether it would be loose and floppy after the royal stretching he'd just given it, but he underestimated how elastic Sylvia's vagina could be. Her Kegels clamped firmly around his cock and gave it the tight friction she knew he loved. After the stimulation of having shared Sylvia's shattering climax, Jason's arousal took no time at all to come back to its peak, and he was soon thrusting firmly and feeling the orgasm slowly mounting in his pelvis. Sylvia seemed to be coming back for a second shot at climax too, and she thrust her hips up to meet him as they drove each other back up to peak arousal.

Sylvia made another satisfied "Mmmpphhh" of orgasm as she felt his semen flood her inner passages. They held for thirty seconds or so, Jason pumping semen in surge after surge and Slyvia relishing an orgasm that seemed to go on and on. They collapsed, panting, on the bed, with Jason's equally sweat-soaked body half on top of hers.

After they had both recovered a bit, Sylvia lifted her head and Jason reached behind it and unbuckled the gag. She opened as wide as she could, and Jason helped her get the big stuffer out from behind her teeth.

"Holy. Blistering. Fuck," gasped Sylvia as soon as her mouth was free. "I've never felt anything like that. I know I always like feeling your fingers in me, the harder the better, but we've never gone for a four-finger stretcher before."

"I know. I hadn't planned it, but the more I stretched you, the better you seemed to like it, so I kept going. It seemed to be a success, no?"

"A big success, yes. It surprised me as much as it surprised you, but I'm really glad you persevered."

"I figured you'd let me know if I was going too far too fast."

"That's another reason I love you," said Sylvia as Jason started unbuckling the cuffs. Despite the padding, she had pulled hard enough against them that they had left dimpled depressions around her wrists and ankles. "Even when I can't talk, you always seem to know exactly what I'm thinking and feeling. It makes me feel safe with you."

As soon as the last cuff was off, Sylvia rolled over, put her arms around Jason and hugged him, pressing her naked body against his. "Now let's shower the sweat and juices off and get us some sleep."

***

They slept in the next morning - Saturday - and lingered over a leisurely breakfast of toast, bacon and eggs. Sylvia wore her silky robe and Jason his favourite tee-shirt and sweatpants combination as they chatted about this and that while they made sure they had enough coffee in their systems to face the day.

"Jason, I have a confession to make."

"Mmm?"

"I had trouble sleeping last night. After those crashing orgasms, I should have had no trouble dropping off to sleep, but I couldn't help thinking about our date night. I'm sure you're getting tired of hearing me say, 'That was the best XYZ I've ever had,' but when you had all those fingers in me, it was just incredible. I've never felt so filled up, so stretched, and I loved it."

Jason put down his coffee to listen to her, and when she paused, he resisted the urge to make a "Go on" gesture and just waited for her to gather her thoughts.

"Well, after turning it all over in my head for a while, I could tell that you were having a great sleep, so I slipped out of bed and went to the living room to watch some porn on my phone. It quickly gets boring watching other people having fun when I'm not, and it really helps me get back to sleep. Can you guess what kind of porn I found myself watching?"

"Guys with really, really big dicks?"

"Not quite. Let me show you."

Sylvia refilled her coffee cup and took it to the living room, and Jason did the same. She used the remote to switch on the television, then mirrored her phone to it so they could both watch.

The first video she pulled up featured a naked woman tied to some sort of bondage apparatus that kept her arms pinned to her sides and her legs spread wide apart, not unlike Sylvia's position the night before. She wasn't gagged and she wasn't struggling. She just waited patiently for whatever was going to happen next.

She didn't have to wait long. A man came into the frame and started fingering her deeply with what looked like a well-lubricated hand. First two fingers went in, then three, then four. The woman started making increasingly ecstatic noises while the man manipulated his hand in all sorts of ways, sometimes turning it back and forth and sometimes thrusting in and out, the woman's breasts rolling back and forth with each thrust. Then he pulled out, bunched all his fingers together, and drove his hand all the way in until her lips were stretched around his wrist.

Sylvia played several more clips. The details were different - sometimes the woman seemed to be having the time of her life, and sometimes she wailed in what looked like protest. Sometimes she was face up, sometimes face down with her ass in the air, and sometimes with her ankles pulled behind her head in full pretzel. But in the ones Sylvia picked, she was always restrained in some more or less elaborate way, and the man, or sometimes another woman, always got their hand all the way to wrist-deep without seeming to cause damage. And usually, the woman ended with an orgasm, sometimes even convincingly.

"You see what's been on my mind. Yes, I know that porn actors are paid to look like they're having a great time whether they really are or not. And I know that a vagina won't fit around a whole hand unless it's been loosened up in painstaking ways that they don't bother to show you. But I've been finding videos like this just so absolutely fucking hot. I just can't get the picture out of my brain."

"The picture of me with my hand in your snatch?"

"Yes, that picture. I'd really love to try it."

"Won't it make you all loose and floppy?"

"Was I loose and floppy after you four-fingered me? A woman can push a whole baby out her vagina and still not be sloppy afterwards as long as she does her Kegels faithfully. That's how I keep my snatch in shape even when it has your cock in it most nights."

Jason considered. "I read a really disturbing news story a while back. A sex worker was found dead in a hotel bathtub in a pool of blood, with an eleven-centimetre gash in her vagina. It took a while to figure out exactly what happened - the John she had been with wasn't exactly forthcoming - but when they pieced it together, it seems that they had both been blitzed out of their minds on drugs and alcohol, he had fisted her hard enough to rip her open, and instead of phoning 911, he dumped her in the bathtub and left her to bleed out. It's one of those stories that's hard to get out of your brain."

"And the lesson is, don't try fisting when you're both blitzed on drugs and alcohol. Here, have a look at this."

Sylvia cancelled the parade of porn and pulled up several non-sensationalized how-to articles about fisting safely. They read them together, and Jason was interested to learn that, although fisting can leave a vagina stretched out, it's exactly as Sylvia claimed: it doesn't have to.

He learned a few other things, too. Some were obvious. Use a ton of lube and replace it often. Go super slow and consider adding fingers one at a time. If you haven't done it before, consider using a big dildo to get used to the stretch.

Some were a little less obvious. Get good and aroused first to relax the area. The classic bird's beak position with fingers bunched together is the obvious way to get in, but if you've balled your hand into a fist once in, go back to the bird's-beak to get out. Consider latex gloves, but not with silicon lube. Nowhere did the serious articles mention that the receiving partner should be chained to the bed to enhance the experience, but Jason was sure they could adapt the recipe.

"Well," said Jason. "That was educational. I hope you got at least some sleep."

"To tell the truth, I had to rub out another quick one once my head was full of all that stuff. But then I came back to bed and fell asleep quickly. I'm sure you can guess what my dreams were full of."

"Do you want to try that for our next date night on Friday?"

"Fuck, yes."

"Should we leave the gag off the first time we try it? All the articles stressed communication as the single most important thing."

"Hmmm. I just love being gagged so much. And remember what I said a while ago. You seem to know exactly that I'm thinking and feeling even when I can't tell you in words. I'm betting that if you start to hurt me more than I want, you'll know right away."

"OK, deal. But do you think you can wait till Friday?"

"I think I can wait that long. But you'll have to fuck me silly a few times during the week to take the edge off while I'm waiting."

***

Yes indeed, it was a long week for Sylvia. Jason spent a lot of time reading articles about safe fisting, and Sylvia was slowly losing her mind waiting for Friday. Of course, that was part of Jason's plan. The longer Sylvia had to wait for what she wanted, he reasoned, the more delicious it would be, like leaving a bite of chocolate on a plate for half an hour before letting it melt on your tongue.

And yes, he did have to fuck her silly a few times during the week to help her take the edge off. They had already determined that she really had a hard time getting off properly without at least some restraint, so on Monday he handcuffed her hands behind her back and gave her an excellent PIV classic. On Tuesday, he used rope to tie her wrists to her ankles and positioned her face down with her ass in the air and a wide piece of microform tape over her mouth, and gave her a long, slow, gentle one up the ass.

By Wednesday, Sylvia was beside herself. "You've been doing an excellent job with the basics, but if I'm going to make it to Friday, I need something more."

Jason looked at her for a long minute. "OK, Babe, you've got it. Strip and follow me."

Sylvia shucked off her clothes as fast as she could, leaving them scattered on the living room floor. She followed Jason into the walk-in closet/sex dungeon, and he ordered, "OK, face down." She lay down on the floor, and Jason crossed her arms behind her back, putting her left wrist to her right elbow and vice versa. He taped her wrists to her elbows with bright red bondage tape, the kind that sticks and almost melts into itself but doesn't stick to anything else, including skin and hair. Now her hands were totally out of the way and he had perfect access to all her personal bits any way he wanted.

He rolled her over onto her back and buckled her suspension boots onto her feet. Her pussy gushed immediately - she hadn't been suspended upside-down for months, and she had been missing the helpless sensation of this particular elaborate bondage. Once the boots were buckled in place, he ordered, "Spread." Obediently she spread her legs as far as she could, and he attached a metre-long spreader bar to the boots. Her pussy gushed even more.

Jason hooked the ring at the centre of the bar to a rope that ran through a compound pully hanging from a hook in the ceiling. Sylvia flashed back to the first time she'd seen that hook, when she asked, "You used a stud finder when you put that in there, right?" That was the time he had replied, "Relax. I have no wish to pull my ceiling down with my girlfriend attached to it," and she realized that she was actually being referred to as a girlfriend and not just a casual date. What a weird thing to constitute a romantic memory, she thought, but it certainly fit with their BDSM relationship.

Jason pulled the rope through the compound pulley and she felt herself being slowly lifted off the floor until she was dangling upside-down from the suspension boots and the spreader bar. She looked at herself in the full-length mirror on the back of the door, dangling helplessly with her hair hanging to the floor and the curve of her breasts reversed, and found it just as impossibly erotic as it had been the first time. The red bondage tape on her cross-tied arms added to the total effect.

Jason pulled her up until her mouth was level with his crotch, then wrapped the rope around a davit to hold it there. He stood back and examined her closely from head to toe, and remarked, "There's just one thing missing." He went over to a shelf and returned with a bottle of lube and the biggest butt plug she'd ever seen. "I don't want to plug your mouth just yet. I'll be using that shortly. But I can't get my cock into your ass when you're strung up like this, so it needs something else to keep it company."

He came around behind her and she watched in the mirror as he lubed up the plug and put the tapered end against her anus. He pushed gently at first, and her sphincter involuntarily clenched in resistance. He pushed harder and twisted the plug back and forth to encourage it, and after a minute or so, it forced her sphincter open and started to slide in. Sylvia gave a little yelp, mostly of surprise, as she felt it pop past her sphincter, but it really didn't hurt, and after letting her asshole rest for fifteen or twenty seconds, Jason was able to push the plug smoothly all the way home. Her sphincter settled tightly around the snapback to hold it in place, and the safety flange kept it from disappearing. Sylvia focussed on the stretched, filled-up feeling and smiled a contented smile.

Jason came around in front of her inverted face, dropped his pants and underwear, and presented his hard cock in front of her mouth. She knew exactly what to do, tipping her head back to line her mouth up with her throat and opening her lips to invite him in.

Jason interlaced his fingers behind her head so he could shove his penis into her mouth without making her swing away from him. She ran her tongue along his shaft and worked its tip into his cock-hole, then concentrated on relaxing and opening her throat so that he could slide more and more length of penis down it, or in this case, up it. She luxuriated in the feeling of his penis sliding smoothly down her throat until he bottomed out with his balls dangling against her nose. He pulled back so she could snatch a couple of breaths, then started smoothly and gently fucking her face.

He drove all the way in, held for a few seconds, then pulled back to let her breathe, over and over, while his breathing accelerated and became more ragged with his rising orgasm. This upside-down position was the perfect one for swallowing cock, and she was having a great time trying to bring Jason off with her agile lips and tongue. Jason started making "ah-ah-ah" noises as he thrust, and she wasn't surprised when he shot a huge load of cum into her mouth.

She held it while he kept his hands behind her head and pumped all of his load into her. Then he slowly pulled his limp cock out, she clamped her lips together to avoid losing any, and swallowed.

Jason staggered back and sat heavily in a chair, still panting, while she hung upside down and smiled at him. She always loved getting Jason off with his cock down her throat.

Once Jason recovered, he came over to his dangling girlfriend and said, "OK, Babe. That was wonderful, as always. Now your turn."

He had her panties in his hand. OK, she thought. Nostalgia night. These days she was usually gagged with something much more classy than wadded panties, but she still remembered their first date when Jason didn't have any equipment, and he tied her up with tent ropes and gagged her with her panties. That seemed a long time ago now, but it still felt romantic in a weirdly kinky way.

Jason folded the panties into a tight wad, and she opened her mouth to let him shove them in. That first night, he had held the panties in with a necktie, but this time he used the red bondage tape, wrapping it several times around her head to cover her lips and hold the panties solidly in place. Duct tape would have stuck in her hair and been a bitch to get out, but she knew the bondage tape would fall away with one good snip from the surgical scissors that Jason always kept handy.

Jason stood aside to let her admire the effect in the mirror. The bright red tape on her mouth was certainly as erotic as it was designed to be.

Jason moved back to put his mouth squarely on her vulva where it was invitingly exposed by her parted legs. This time, his attention was all on her as he ran his lips all the way up one labium, pinching it firmly and stretching it out, then letting it go and repeating the process with the other one. Her breasts were dangling just nicely a bit above Jason's waist, and he used both hands to cup them and play with her hard nipples. Sylvia's breathing started coming in pre-orgasmic gasps behind her gag.

She was so desperately turned on by this elaborate bondage position that she felt an orgasm rising rapidly through her entire pelvic region. Jason nibbled on her clit while he continued to play with her nipples, and that was all it took. With a mightily, "MMMPPPHHH," it broke over her, and she thrashed and almost bent double in her bondage.

Jason licked and sucked her to two more orgasms, then picked up the scissors, snipped the tape over her mouth, and helped her spit out the sodden panties. "How was that?" he said, knowing the answer.

"That was really fine. I think it might even hold me till Friday."

***

No, it didn't hold her till Friday.

Sylvia had one of those rare jobs that allowed her to walk out the door promptly at 4:30, whereas Jason usually got stuck tying up loose ends for a while. Consequently, she was usually home quite a bit before he was, and Thursday was no exception. She had managed not to think much about being fisted while she was buried in work, but as soon as she was home, she couldn't stop thinking about having Jason's hand all the way up her vagina.

By the time she heard Jason's key in the lock, she was so horny that she couldn't resist dropping to her knees in front of him, barely giving him time to get his coat off. She reached up to unfasten his belt and pull down his zipper, then pulled down his pants and underpants in one motion.

As she wrapped her lips around his rapidly hardening penis, he said, "Well, I guess there's no point in saying, 'Hi, Honey, I'm home.'"

She pulled her mouth off his cock just long enough to say, "No, I think I've already figured that out." Then she licked slowly and sensuously along the underside of Jason's shaft from the base to the glans. She ran her tongue up and down the tiny crack in the tip that housed his peehole, and as soon as she had him totally hard, began taking him deeper and deeper in her mouth.

She usually spent several minutes licking and sucking to get him thoroughly aroused before going deep, but today, she was fixated on feeling his girth sliding as far down her throat as she could get it. She lunged forward, driving his cock right to the back of her mouth and straight down her throat. She held it there for several seconds while she worked her lips in his neatly trimmed pubic hair, pulled back for a deep breath of air, and then went all the way down on him again.

Jason steadied himself with his hands on her shoulders to keep from being knocked over backwards. Her frenzied sucking and cock-swallowing was powering him toward orgasm more quickly than he ever remembered a blow job doing to him, his breath coming in deeper and deeper pants and the familiar delightful clenching feeling beginning in his pelvis. Soon Sylvia felt his cock start to pulse, and she pulled back so she could catch all his cum in her mouth.

As soon as Jason had finished pulsing cum, Sylia clamped her lips around his softening cock and slid her mouth off it. She swallowed, gave him a quick lick to take care of the last drops, and leaned back, sitting on her heels while she panted deeply. She had been holding Jason's cock down her throat a lot longer than usual, and she was winded. Jason was also winded from his sudden and unexpected deep orgasm.

Once he thought he could speak again, Jason said, "Well, that was a nice greeting. Aren't you going to ask me how my day went?"

Still on her knees, Sylvia looked up and met Jason's eyes as she said, "How did your day go?"

"Pretty well, actually. No stupid demands from upstairs, no unreasonable requests from clients. But even if it had been terrible, you certainly know how to improve it in a hurry." He reached down and helped her to her feet. "To what do I owe the pleasure?"

Slyvia wiped a little escaped cum from the corner of her mouth and replied, "I think you know. Friday."

They both headed to their favourite chairs in the living room. Jason said, "Now, let's not get ahead of ourselves. I don't want you opening your presents before it's Christmas. In fact, I think we'd better make that the last sexual adventure for this evening. I want to keep some bubbles in the champagne."

Sylvia made a pouty face. "Now, that's not fair. You just got your balls drained for you and I'm left sitting here with a monster case of blue clit."

"Too bad, Sweetheart. But I'm sure I can make it up to you tomorrow."

***

Sylvia managed to last through dinner and a couple of episodes of the Netflix series they were bingeing. By the time they were getting ready for bed, however, she'd had enough. Once they had their clothes off, she struck an exaggeratedly seductive pose and said "Come on, Lover. Wouldn't you like a little taste of this before bed?" She ran her hand over her breast, down over her belly, and rested it on her mons.

"For God's sake, can't you last a day?"

"Usually. But right now, I just need to be fucked. If you won't do it, I'll have to do it myself."

"I don't think so, you spoiled brat." Jason grabbed the handcuffs out of the night-table drawer, ratchetted them around her left wrist, spun her around and cuffed her right wrist, imprisoning her hands behind her back and out of reach of her pussy. Then he grabbed her gag out of the drawer, pushed the stuffer ball into her mouth, and buckled the panel behind her head.

Jason turned the covers back on her side of the bed. "No more whining. Just get in and go to sleep."

Sylvia made a growl of frustration behind the gag, but she climbed into bed and Jason climbed in beside her, pulled the covers over both of them, turned out the light, and rolled over to sleep.

Ten or fifteen minutes later, Jason was just drifting off when he felt a toe nudging his leg. Sylvia pressed her body against his, a bare breast flattened against his back. She made a pleading whimpery noise behind the gag.

Jason rolled over. "Oh, fuck. All right, I'll rub one out for you if it'll make you stop bugging me."

Sylvia kicked her covers off, rolled onto her back, and spread her legs invitingly. Jason brushed his hand briefly over her left breast, noting how hard her nipple was already, and reached straight down to her pussy. Just as he expected, it was already moist, and when he put his fingers between her lips, they slid easily up and down the length of her slippery slit. He explored her vulva for a few minutes, dipping two fingers - just two for tonight - in and out of her vagina before moving up to concentrate on the clitoris that was obviously aching for attention.

Jason abandoned his usual finesse and just rubbed her bean vigorously. That seemed to be exactly the move she was hoping for. She began making her usual "mmmpphh-mmmpphh-mmmpphh" pleasure noises through her nose, and it wasn't long before they merged into one long "MMMMPPPPHHHH." Her entire body stiffened and she arched her back up off the bed, eyes wide, until the quick orgasm subsided and she dropped back onto the bed. Jason gave her a kiss on each nipple, pulled her covers back up, and rolled away again.

***

Friday finally came. Jason cashed in some saved-up hours and left work early so he could stop at one of the few bricks-and-mortar sex shops still remaining and make a few purchases, which he stashed in the bedroom.

When Sylvia came in the door, Jason gave her a deep welcome-home kiss, and she fondled his crotch briefly through his pants. "Dinner first," he said. "We might have a long evening ahead of us."

They got take-out at the chicken place in the first floor of Jason's apartment block and brought it upstairs, sharing a bottle of wine to make fried chicken and french fries seem a bit more festive. Then Jason announced, "OK, it's Christmas at last. Time to open our presents." He motioned her into the bedroom.

Sylvia got a wide smile on her face when she saw their bed already decked out for a good bondage scene. The chains and padded cuffs were already attached to the eyebolts and ready for her wrists and ankles, and there was a pair of wedge-shaped bolsters sitting on the bed where her knees would go, each gently scooped so her legs would be comfortably supported.

She quickly stripped off her clothes and lay on the bed on her back. The bolsters fit comfortably behind her knees, letting her raise them as well as spread her legs. Jason had to adjust the carabiners that attached the leg chains to the eyebolts to get a bit more slack now that her legs weren't ramrod-straight on the bed, but soon she was in her usual spread-eagle position with the padded cuffs holding her wrists and ankles snugly. He added one more cuff just above her left knee, tossed the chain under the bed, and fastened its companion cuff around her right knee, pulling the chain through a ratchet to make sure that it was taut. Now her knees were held well apart, their angle stopping just short of becoming uncomfortable.

Jason admired her fabulous body for a minute, relishing the view he now had of her pussy, its lips pulled partly open by her tightly spread knees and ankles. He took his clothes off slowly, doing a private strip tease beside the bed where she could watch him by turning her head. Then he reached into a paper shopping bag from Lila's Adult Toys and Lingerie and pulled out a new gag.

This one was similar to her old one in that it had a built-in stuffer to hold her tongue down and a wide leather panel to hold in any sound that made it around the stuffer. However, rather than leather, this one was made of soft neoprene that would form itself to her face even more closely than the leather. The stuffer was larger and somewhat flattened so that it would fit her mouth better than a ball. And the whole gag was bright red, with several meaningless but very strict-looking buckles by way of decoration.

"Jason, that's lovely. Those buckles look suitably scary, and the colour is so erotic-looking. What a great accessory for my Christmas present."

Jason held it in front of her face, and she opened wide so he could get the stuffer settled behind her teeth. It fastened with a piece of Velcro looped through a flat slot, so it could be removed quickly and also meant that she didn't have to lie on a hard metal buckle. Jason cinched it tight and admired the fact that, yes, it moulded itself to her face just the way the info card said it would. Sylvia dropped her head back on the pillow and made an experimental sound, and nothing came out except the usual "Mmmpphh" through her nose.

Jason climbed up onto the bottom of the bed and lay between Sylvia's spread knees. Yes, that was a better angle than totally flat on the bed, more like the angle a woman naturally assumed when her vagina was being penetrated. Jason gave an experimental lick that started on her perinium and ran between her pussy lips, over her vaginal opening, and up to her eagerly waiting clitoris. He reflected that several of the articles emphasized the importance of the receiver being thoroughly aroused so her vagina was relaxed and ready to be stretched. Shouldn't be hard, he thought.

Jason worked his tongue up and down Sylvia's moist slit, pausing from time to time to poke into her vagina. He worked his lips up and down her labia, then over her engorged clitoris, sucking firmly on it and pulling it out in a mild stretch. She began making her pre-orgasmic noises, and he could feel her legs straining against their restraints as her arousal rose. Soon she was thrashing against the chains and squealing with pleasure behind her new bright-red gag.

Her orgasm rose quickly, driven by a week of anticipation plus the thrill of her new bondage equipment and the promise of a new erotic experience. It broke with a little squirt of white ejaculate, a sure sign of an especially powerful orgasm.

Jason waited until she had stopped shuddering with orgasm and was beginning to come down, then slid further up her body, kneeling between her spread knees with his body supported by his hands on either side of her waist. He positioned his penis at the opening to her vagina and began to push.

Normally he would have coaxed several more orgasms out of her before moving on to one of his own, but he was now as horny and eager as Sylvia had been. He figured that if he was too horny and eager, he might do something stupid and end up - well, he was going to say like the couple in the hotel room, but he couldn't see himself being that stupid. Still, he wanted to go into this with the clearest possible head, and that meant taking care of his raging hard-on early in the game.

He began thrusting with long, slow strokes, knowing that her pussy would likely be pretty sensitive just after her orgasm. If she was over-sensitive, though, she wasn't showing any signs of it. She started making her rhythmic pleasure noises again, and her chest, already glowing with a faint post-orgasmic flush, began showing more streaks of sweat. He breasts jiggled erotically as his thrusts got faster and deeper, driving her body against the resistance of the chains.

His own orgasm began rising in response to hers, their bodies working in rhythm to ramp each other's pleasure higher and higher. Jason began to pant, partly from his rising orgasm and partly from the workout he was getting from rocking backwards and forwards on his knees to keep his penis pistoning into the lovely friction of Sylvia's vaginal canal.

Finally, she let loose with her second orgasm of the night, Jason followed immediately after, pumping a surge of cum far up Sylvia's vagina. Given his welcome-home blow job only a few hours before, it wasn't the biggest load he'd ever presented her with, but the release was heavenly all the same.

They both collapsed, panting deeply. Jason reached for the cloth he had strategically placed on the night-table, trying not to let his softening penis slip out until he had it pressed against her vulva to catch the cum that he knew would start leaking out as soon as it was unplugged. There was a towel laid down between Sylvia's legs, but he still preferred not to have to avoid a wet spot while he was concentrating on the next phase of their sexual adventure.

Once that detail had been taken care of, Jason slid up the bed until he was opposite Sylvia's sweat-streaked face. "Well, Babe, I think you're sufficiently aroused. Are you ready for the main event?" Sylvia made an affirmative "Mmm-hmmm" noise behind the gag and nodded eagerly.

Jason had bought a bottle of hybrid water/silicon lubricant on his afternoon shopping trip. Several of the articles had recommended it as being easier to clean up that straight silicon lubricant but longer-lasting than water-based lubricant, which is great for a process that should be done slowly and carefully and might take some time. He took it out of the bag and stationed it on the night-table, but first, he had one more surprise in the bag.

He held a large glass dildo where Sylvia could see it. "The clerk recommended glass because once it's lubed up, it's the most slippery thing around. This is bigger around than my dick, but not as big as my hand. I thought it would be a good way to start our stretching party now that I've got you warmed up."

Sylvia nodded again and laid her head back down to receive the next stage of her adventure. Jason lubed the dildo generously, notwithstanding the fact that Sylvia was already pretty well lubed with her own juices plus Jason's. He parted her labia and placed the end against the opening to her vagina, and noted that she flinched a little. Damn. He hadn't thought to warm it up first, maybe in a jug of warm water. Oh well, it would be warm enough very soon.

Jason pressed the giant dildo firmly, and it forced Sylvia open and slid in a few centimetres. He watched her face, and although she closed her eyes and was obviously focusing on relaxing to receive the big intruder, she showed no signs of pain. He forced it in a bit more, then still more. It was long as well as girthy, and Jason was feeling for the back pressure that would indicate that it had fetched up against her cervix. His cock fit all the way up without bumping her cervix, so he wasn't exactly sure how much additional depth was in there. He had no wish to bring the event to a screeching halt by bashing her cervix with the hard glass dildo.

He felt the dildo stop moving even though he was keeping gentle pressure on it. He pulled it back a hair and kept his thumb on the place where it was disappearing inside her. That was how deep he could safely thrust with it, and no deeper.

Jason was impressed. The dildo had twenty centimetres of insertable length, and he guessed that he had eighteen centimetres or so - about eight inches - up Sylvia's vagina. She would have no problem taking a dick quite a bit longer than Jason's if she ever wanted to.

Once he figured that her body had gotten used to being stretched by the dildo, Jason began thrusting gently with it. He wasn't trying to provoke another orgasm, although he was sure that Sylvia would have no objection if it happened. He was just trying to get her vagina used to stretching and relaxing as something big was inserted.

While he was doing that, Sylvia was lying back with her eyes closed, evidently blissed out. He couldn't see her mouth, of course, but he had little doubt that it would have had a big smile on it if it hadn't been blocked and stuffed. Good. That meant she had no problem not only accepting but also actively enjoying having a big cunt-stretcher pushed into her.

Jason eased the dildo out and laid it aside, then poured lube generously over his hand and began inserting two fingers. Since his hands often found themselves in delicate places, he always kept his nails carefully trimmed and even filed, so he was confident that he wouldn't snag, but he was careful anyway, given the stretching that her vagina had just endured. But his fingers slid in easily without using any force. He curled them and moved his hand around, not feeling for her G-spot as usual but rather trying to stretch her opening in every direction. Sylvia made a faint "Mmmmm" of pleasure as he did this.

Jason pulled his fingers out, added more lube, and went back in with three fingers. He encountered a little more resistance as he pushed the larger group of fingers back in, but not much. It was still smaller than the dildo. He ran the three fingers around in all directions, thrusting as far in as his curled little finger would allow.

Finally, he added the fourth finger. Being his smallest finger, it really didn't add much to the size of the package, but it eliminated the stopping point of the one curled finger. Now he could thrust in right to the knuckles - and in theory, past the knuckles, stopping only when he was in as far as his outstretched thumb.

He didn't want to rush this part. He had read that the knuckles, being the widest and deepest part of the hand, are the most challenging part, even though they can be the most rewarding once they're in. He ran the four fingers around in Sylvia's vagina, pulling them out and thrusting them back in just to, but not past the knuckles. He started hearing little squeaks of pleasure from Sylvia as he manipulated her from the inside, especially when he worked his fingers on her sensitive G-spot or pulled his hand out for a moment to frig her clit before pushing it back in.

Jason was enjoying this immensely as well. The last time he had had four fingers in Sylvia's snatch (was that really only a week ago?) he was tentative, afraid of hurting her, and hadn't fully immersed himself in the experience. Now he was enjoying the immense tightness of her stretched vaginal walls as they gripped his fingers, and exploring exactly what he could do with them to extract more of the muffled "eeks" that signified a cascade of pleasure.

Finally, he decided to go for the gusto. He pulled his hand out, added yet more lube, and pushed it back in right to his four finger-knuckles. He pressed harder, and yes, this was challenging. Sylvia gave a big grunt, but it didn't sound like a pain grunt, so he pressed harder and rotated his hand as if he was driving in a screw rather than hammering in a nail. He could see the tissues stretching around his hand as he worked at inserting it. Suddenly, his knuckles slid past the tissues stretched around them, and he was in as far as his thumb.

Sylvia made a low growl just as his knuckles popped in, but she still wasn't indicating pain. He left his hand there for a full minute while she accommodated the new, tighter stretch, then began twisting it back and forth. He could feel the four bony bumps of his knuckles rubbing back and forth on the interior of Sylvia's vagina, and she began to thrash with increased pleasure, especially when he rubbed them on her G-spot.

He'd never had more than the pads of two curled fingers on that spot, and having four knuckles stimulating it seemed to be driving Sylvia wild. She thrashed harder in the chains, stiffened, and made a sound that could only be described as a muffled scream.

Jason kept his hand still while he waited for her orgasm to resolve. He listened for her safe-grunt or any other indication that she had felt anything other than intense pleasure. Hearing none, he pulled his hand slowly out, lubed it some more, and folded all five fingers into a bird's-beak. This was the big moment.

With his hand in that position, all five knuckles were more or less in a line. He inserted the beak into Sylvia's well-stretched vagina and began to push. He watched in fascination as his entire hand slowly disappeared up her intimate hole. When he was up to the knuckles, he paused again and looked at Sylvia. Her hands were balled into tight fists in the cuffs and her eyes were screwed shut in concentration. He waited, and she gave a slight but definite nod. He gave a final push, and all five knuckles slid in.

Once he was in and her vagina was clenched tightly around his wrist, he was astonished at how easy it was to move around in there. He relaxed, and his hand naturally formed into a fist shape rather than the beak he'd used for insertion. He rotated it to move his knuckles around against her sensitive vaginal interior, and found that the more he did so, the more pleasure-noises he received.

Now what? Well, nothing ventured, nothing gained. He began thrusting his fist, first gently, then harder, all the while mindful of the hotel-room incident. Nothing was tearing. On the contrary, Sylvia was going over the moon, her grunts and squeals running together into another mighty scream, barely muffled by the gag.

He held still while she came down from one of the biggest orgasms Jason has ever wrung out of her. Then, while she was lying on her back, still panting frantically through her nose, he formed his hand back into the beak and drew it carefully back out. As he usually did, he held her pussy gently in his messy hand, covered with lube, pussy juice, and the remnants of his own cum, which he figured was now forced deep to the region of her cervix.

He went into the ensuite bathroom and rinsed off his hand, then came back and reached behind her head. She lifted it so he could pull the Velcro loose, then dropped it exhaustedly to the pillow while he worked the stuffer out of her mouth.

"Is it stupid to ask, 'How was it?'"

"It's not stupid. It's just that there are absolutely no words to describe how it was. I thought I'd died and gone to heaven last week when you got four fingers in me. Your whole hand - well, what can I say? Those knuckles on my G-spot! Fuck, fuck, fuck."

She collapsed back on the pillow while Jason unfastened all the cuffs. When he had her free, he kicked the bolsters onto the floor, crawled onto the bed beside her, and held her as tightly as he could manage.

He suddenly realized that she was silently sobbing in his arms. He gave her a concerned look, and she blubbered, "I'm sorry, Jason. I'm not upset. It was just so overwhelming. I think these are tears of joy, but I'm not sure yet. But you've made me really happy."

Jason helped her heave her sweat-streaked, cum-stained body off the bed so she could stagger to the living room. He grabbed the towel and folded the wet bits inside, then put it on the couch so she could sit without making another wet spot. As he held her, he said, "I think we both need some Gatorade, a long sit, a longer shower, and then bed with no more excitement."

She looked at him. "Yes, I agree with all of the above. But Jason..."

"Yes?"

"Can we do that again soon?"