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Friday evening finally arrived and Chrissy couldn't wait to slough off the stresses of the long week behind her. She looked forward to the first quiet evening alone in weeks; her friends were cast to the four winds with obligations of their own, as well as her parents, enjoying the first day of their vacation. She hadn't had a boyfriend in some months and was getting accustomed to her sexual liberty, which is why tonight sounded like such a good idea for a little naughty play time. Chrissy peeled off her clothes and enjoyed those first seconds when her naked skin seemed to breathe easier, unconstrained by the elastic and wire of her undergarments. Her clothes lay in an unceremonious heap in front of the her as she ran her hands over 34D breasts and hips as if clearing away the last vestiges of the office. She wondered for a moment what her office mates would think if they saw her do what she was planning to do to herself in the next few minutes. Her stomach did a little somersault as the thought freaked her out and aroused her at the same time. Maybe she had been alone too long. No matter, though, as her impending imprisonment would soon deny her the comfort of clothes. Tonight, Chrissy decided, she would be naked, as a proper prisoner really should be. What jailer would offer criminals such pleasures as covering while enduring confinement? Surely she would not be spared. A little flush ran through her. Then her gaze dropped to take in the details of the full, supple breasts she viewed in the mirror. She looked at them as if perhaps she had stolen a glance at some other woman's breasts and admired them lustily. She reached her arms over head and crossed her wrists behind her head, and with a sultry move, gave her hips a little twist. The movement of her body gave her gorgeous soft tits a little sway from side to side. Again the idea of her plans came front and center into her mind, and she fought off the butterflies. She took one more quick glance at her breasts, her nipples starting to harden, thinking of the special plans she has for those beauties. She reached down and gave each nipple a tweak, first a soft one and then knowing what she was about to do, a hard pull.

From a deep, dark corner of the closet came her private toy chest, a vault of naughty delights she enjoyed when the time was right. Her bondage would be complex, it would be restrictive, and if she wanted to escape, she would have to endure a self-imposed torture. Without a moment’s hesitation, the silver leg shackles with the 12" chain came out of the box and were instinctively sXXXXped around both of her delicate ankles. In fact, it was only after the second bracelet had ratcheted shut as tightly as it would go did Chrissy even consider where the keys were. After a quick rummage, she plucked the handful of keys from the box and started distributing them around the house. She returned to the bedroom and admired her shackled feet in the cold steel, alternately pointing her toes in a hard arch and then throwing her legs as wide as she could to relish the feeling of the restrictive chain. She wondered to herself why didn't she wear these more often? Around the house, while watching TV or cleaning? Note to self for later; keep the shackles handy. After the initial rush of the ankle bondage started to wear off, she plucked a neatly wound coil of thin rope from the box. As Chrissy unwound the loops then doubled the rope over evenly then wrapped the doubled rope around the top of her chest, pulling the long ends through the bend, twisting the loop around her body and cinching the rope until two tight cords of rope encircled her chest just above her breasts and the two long ends pulled against the bend behind her back. Keeping the tension strong, she wrapped the rope in the opposite direction, running the ends through the new loop in the middle of her back and taking up the slack until two tight cords bit slightly into her skin under her breasts. Her breathing accentuated the grip of the rope-work, and she used this a gauge to keep the tightness even while she threaded the remainder of the long ends through the solid loops in the middle of her back and brought the long ends to the back of her head where she split them, one over each shoulder, and then brought them back together as she ran them under the two pairs of taught rope compressing her chest. Carefully keeping the tension, she wrapped the long ends around the two pairs and when she made one full wrap around them, Chrissy pulled the rope tight. The high and low rope came together between her tits in a firm cinch that quickly made her breasts compress and engorge. Her tits were suddenly very full feeling and her nipples showed their approval. Soon enough my lovelies, she thought. The jailer was feeling particularly cruel tonight.

The jailer felt a crotch rope was in order. Why not watch the prisoner squirm? She's probably in prison for prostitution, or adultery, why give her any satisfaction? A long chain was pulled from the box and wrapped around her waist. She didn't get to see as much of her ass as her sexy breasts, but she admired its fullness just the same and gave herself a firm whack on the ass. She was rewarded with a little delayed sting in her cheek and the pleasure of a titillating jiggle that gave her pussy just a little play. No more of that if I want to get this going, she thought. She reached between her legs and pulled the chain up between her pussy lips. An involuntary little gasp erupted from Chrissy's throat. Time to fix that, she thought. She locks the crotch rope chain tightly into place and another reach into the box produced a thick leather strap with a large penis gag centered in it. As if ordered, Chrissy slipped the penis between her lips and XXXX it between her teeth. As her jaw relaxed into position, she felt how the gag filled her mouth and she slowly shoved it back until it touched the back of her throat. She buckled the strap at the back of her head and reached down into the box to pull out the padlock. She slowly put the padlock in place and sXXXXped it shut. She groaned into the gag, as if ordering it to leave, but little more than a grunt at the back of her throat could be heard. A pair of handcuffs emerged from the box, a matched set to the restraints clinking on her ankles, and Chrissy carefully took a small piece of rope and tied them to the intersection the crotch rope chain made over her ass. She sidled her hips from side to side, the crotch rope digging and stroking with each twist. Next a leather collar emerged from the box. It too had an accompanying padlock. The collar was an old friend. They had spent many a night together languishing in her self-imposed bondage.. Chrissy added a length of silver chain this time and padlocked it to the large D-ring on the collar. The end of the long chain also held an open padlock. Soon my little prisoner, soon she thought. The two final items she plucked from the box were a small Velcro cable strap and a special little jewel that she had forsaken for quite some time. Chrissy had experimented with and enjoyed, to varying degrees, all sorts of nipple clamps, but hands down the clover clamps were her favorite, and tonight she would reintroduce herself to them in grand style. They were to be the centerpiece of her bondage, the linchpin from which, if she could not escape, she would be helpless for a long time. She had, during previous self-imposed predicaments, fastened her limbs to various immovable anchor points. But tonight, the jailer had prepared a special cell for her.

As she entered her cell the chain of her shackles clacked loudly against the hard steel bars. The sound was a constant reminder of her restraints, and the thought that others outside of her cell might hear the noise unsettled her. Not that there was anyhing she could do about it. What if a fellow apartment dweller came to investigate the sound? What would they find? Chrissy suddenly wished she knew her neighbors a little better. She padlocks the chain from her collar to the bottom on the cell then pulled the doors closed, padlocking them into place as well. Her breath was long and heavy and the tight coils around her chest continued to constrict. Chrissy took the short velcro cable strap and caught the chain of the clamps within it and then wrapped it around one of the bars of her jail cell. The strap ran through the plastic loop on one end and then doubled over on itself to form a strong, tight ring around the bar. She gave the clamps a firm tug and realized how strong Velcro was, the strap did not move. She attached the handcuff key to the clamps and centered them between the strap. After taking a moment to work up a little courage she leaned in and with a trembling hand slipped her right nipple between the open jaw of the clamp. She gently released the mechanism and the clamp went from closing around her nipple to squeezing to trying to make the two halves of the jaw touch. Damn these things are tight, she thought. She made quick work of her left nipple before she chickened out, and with a gentle hand, gave both short chains a quick pull to seal the deal. The clamps dug in and the direct connection she imagined she had from her nipples to her clit kicked in. The prisoner was nearly fully restrained and ready for her stay. Chrissy's wrists were swung behind her back and the cold steel cuffs were clasped shut around them. She gave the cuffs a test and considered what she just did. The key to those cuffs were attached to her nipple clamps and well out of reach and all of the other keys were spread around the house. She knew all she had to do was free herself from the clamps but the continuous pressure on her nipples seemed to grow more intense every second. A little wave of fear ran through and a gasp tried to escape through her gag. No one would hear her cries. No one was coming to rescue her. If she was going to escape, she was going to have endure the torture she engineered for herself. She would have to pull her nipples out of the clamps that tightened the more she pulled or else she would remain trapped; naked, bound and helpless. Five minutes went by as Chrissy continued to survey her predicament, what she could have sworn was an hour. Her tits, bound and cinched by her simple yet sturdy rope work, seemed to swell even harder as the dull ache of her bondage settled in. She had only a few inches of space between the clamps and the bar they were connected to and this proved little leeway as she struggles to maintain balance. Her stomach began to rise and fall with the long breaths she was drawing and the excited butterflies she experienced just before her incarceration had returned in the form of a queasy feeling. What the hell had she done to herself? How was she supposed to pull free of the clamps when even the subtlest movement caused her to recoil and relent to her bondage? After a moment of complete panic, Chrissy found a small bubble of courage and with every ounce of strength and control she could muster she leaned away from the wall in an attempt to test the resolve of clamps. Their response was certain and steadfast, and the electric shocks she felt in her delicate nips was proof that she was clearly outclassed in will and staying power. A groan of agony tried to slip out but again only a pathetic ‘mmmpphhh’ emerged. Her breath quickened as she fought to maintain her composure. The clink of the clamps' chain against the cell mocked Chrissy as she redistributed her weight gingerly, daring her to pull away again. After a few motionless moments, fairly sure she was solid, Chrissy lowered her gaze to her breasts to survey the situation. The clamps were still in their original position, unmoved from any of the pulling. She wasn't too concerned about nerve damage, her nerves were reminding her every second they were there. She gave her shoulders a gentle twist, moving her tied tits left and right just enough to take up the slack in the chain and gauge how secure the metal antagonizers were. The clamps felt and looked as if they were screwed on right through her nipples, and the sudden lack of options sank in.

As she continued to study her chains, a warm stream of drool slipped from her mouth and a thin river trickled it's way over her breasts and down her stomach, joining the wetness below. She couldn't believe it, but through her agony and agonizing, she was still very aroused. She was tied up, helpless, and in real trouble. She briefly imagined her jailer laughing, asking if she was comfortable, and pouring his warm sticky beer down her chest. Chrissy gave her hips a grind and her clit rewarded her with an excited wave of anticipation. The erotic sensations flowing through her helped to ease the burn in her nipples. If she could maintain her state of arousal, maybe she could get through this. With effort Chrissy managed to grind out about 15 or so pelvic thrusts against the chain. The sting in her nipples was unforgiving, yet as the thrusts mounted, without realizing, she pulled quite hard on the clamps. She let the predicament of the moment wash over her. Alone... sealed in her cell... chained to the bar by her nipples...her wrists and ankles securely shackled... naked and humiliated... the jailer watched in silent pleasure as the slut who earlier protested her innocence gave into her lust and desire and indulged herself in her torment... thriving on the pain and torture. Right at this moment, Chrissy's regrets evaporated. The stress of a week at work vanished. All of the anxiety, fear and anticipation of this evening culminated in these few minutes where every inch of her skin tingled, her trembling muscles were fluid and loose. The sound of her breathing were gasps of pleasure, muffled and enticing. This is how she wanted to feel all day, and right now, she wished she could stayed tied up like this forever. The dam of her orgasm broke and waves of warmth and pleasure filled her body and mind. As the waves subsided Chrissy slumped forward against the cell doors, mashing her bound breasts against the bars, her nipples still throbbing. She had often masturbated right before bed and found a quick rub to be just the thing to get her off to dreamland. The exhaustion that was setting in was overwhelming. Her knees began to tremble and the power to hold herself up was quickly flowing away. She knew she had to act. She instinctively attempted to bring her arms to the front again and slip the cursed things off, but her wrists, now overly sensitive as they pressed against their snug metal cuffs, reminded her that there was a specific order to be followed here. Chrissy glanced down again and fresh warm saliva spilled onto her tits; the lusty rush the drooling gave her earlier quickly becoming a humiliating mess she wished she could stop. The clamps stared back at her, unmoved at all from their starting position. Any remnant of the pleasure she felt a few minutes before was gone, and the real pain she was feeling in her limbs and her stomach capped with the sight and agony of her nipples inextricably sealed in the clamps came to a head. She leaned forward resting against the cell wall. What was she going to do? Even if Chrissy had any courage left to pull against her restraints, which was long gone, it didn't matter if they would not budge.

Chrissy began to wonder if maybe she had made a flaw in her planning that just might give her a chance to escape and survive her own self torture. She eventually figured out that the rope connecting the cuffs to her crotch chain was the key! The loop she had tied in the back and threaded the handcuffs through…if she could reach that knot and untie it she would have some use of her cuffed hands from behind her. She might be able to reach around and release the clamps. The time of pain and pleasure was over, what she sought now was stamina. Carefully and methodically her almost numb fingers began to probe every inch of the rope until she found it. When she finally managed to work it loose she tried to reach her cuffed hands around to release the clamps but found she didn’t have enough mobility to reach the nipples. Or was it just the exhaustion sinking in. Not giving up Chrissy moved on to plan B and was able to reach the edge of the Velcro strap holding the clamps chain to the bar. With some effort she was able to rip it free and release her chained nipples from their self-inflicted torture. Elation soon turned to reality. Chrissy was far from free. Her self-bondage plan had several layers to it and exhausted as she was she had no choice but to follow the carefully laid out plan. She took in a deep breath and set about on her next challenge. She had clipped the handcuff key in the center of the chain on her nipple clamps. She manages to retrieve them, being extra careful not to put any extra tension on the clamps. Handcuffs are very difficult to unlock when your wrists are behind you, but Chrissy was no virgin at this kind of activity and after a few minutes was able to unlock the cuffs. Her hands dropped to her sides in exhaustion. After a moment they slowly went to her nipples and took hold of the clamps. She knew from experience that removing them would be far more painful than leaving them on and for a moment hesitated. Then with one swift motion she released both of them. The scream that came out of her lungs would have awakened the and for a brief moment she was glad she was wearing the big penis gag.

After the shock wore off Chrissy reached above on top of her cell to retrieve the key for the padlocks on the doors. Once free from the cell her eyes searched the room until she saw the another key on the counter and moved carefully toward it dragging her chain leash along the floor. Once in her possession she returned to release the padlock connecting her chain leash to her cage so that she could search for the rest of the keys. Chrissy tried to untie the breast harness but found her fingers too numb so she ventured into the kitchen to find a pair of safety scissors. The rattle of her chain leash and her leg shackles followed her every move. Finding the tool she needed she went to work on the breast ropes until they fell to the floor. She took time to examine the angry red marks on her breasts and took both hands to massage her swollen tits. Chrissy then dragged her chain leash into the living room. There under the television was another key. What would it open? Did she even remember? She first tries her gag but turns out it’s for the crotch chain, which by this time was so wet and had been pulled so deep into her swollen labia that Chrissy felt like she was pulling out roots. Somewhat dazed Chrissy wandered around the room looking for more keys and found one on the couch. She tried all 3 of the remaining locks and found it opened the lock holding the chain to the D ring on her collar but opened nothing else. She found another key back in the kitchen. It opened the padlock on the collar. Where in the world did she put the key to this damn penis gag? It had been so long ago her frazzled mind could not remember. Then she saw it on the refrigerator door attached to a magnet. Retrieving it she set to work quickly on the last padlock. Once removed she carefully pulled the penis gag from her mouth. Chrissy knew this giant plug was holding back a river of drool and was glad she had chosen to remove it in the kitchen. She stared down at the puddle of drool on the floor for a moment and then let out a laugh. Looking down she realized she was still wearing the leg shackles. “Oh well, they can just stay on for now” she said. She looked up and was facing the refrigerator and noticed the magnets, then looked down at her hand and for the first time realized she was still carrying around the nipple clamps. She once again looked at the magnets. “That gives me an idea” she said.

About an hour later, Chrissy emerged from the shower, wet and pink from the flow of hot water she let pummel her body until her skin started to wrinkle. She realized as she dried her hair that she had no idea how long she was in her cell. The XXXX of tonight's session mingled with the intense feelings she was still deciphering. Looking back, the desperation, the panic, the fear, these were elements she always wanted in her other predicaments but could never quite achieve. A little miscalculation nearly cost her everything. Would she ever do it again? She cupped her breasts, lined with rope impressions, and her nipples were warm and throbbing. She caught the image of a woman who looked just like her, rope marks around her body, strap lines on her face, fondling her tits in the mirror, and the wickedest thought crossed her mind. What intense sensations would she add the next time?

*This clip was a CUSTOM VIDEO commission