KentSpanker
05-07-2019, 12:53 PM
Chapter One: The First Meeting
Prologue
This is a full account by David, a closet submissive mature bisexual male transvestite of the first meeting with a mature bisexual assertive male she met online via Skype video chat by the name of Geoff. By day David, 45, 5ft 8, shaven head, not fat, but not skinny, is a quiet unassuming post office worker, at night and weekends he transforms into a very classy Transvestite called ‘Jak’. The meeting is set for Friday evening, it is now Thursday evening.
Geoff, 64, 6ft, slim-ish build, salt ‘n pepper hair, is coolly excited and is already mulling over how the date will go. Jak, of course is very excited at the prospect of the meeting, but full of trepidation at her impending fate.
It all starts in Geoff's living room, where they are both chatting to each other via a cross dressers chat program.
###
Jak, sat in the Hotel bar awaiting her date she was a little early, but that was Jak to a tee. As she sat on the bar stool sipping her glass of wine, a party of males in the bar sat transfixed at her long shapely legs that run from her short black skirt down into the very stylish four-inch black high heels, her whole aura oozed, class ‘A’ T-Gurl, that knew how to dress to please but also how to attract attention.
At 8 o'clock that evening, precisely, Geoff entered the bar, a tall, suave, sophisticated person, they had chatted many times on an internet chat room message service and Jak had impressed him so much he wanted to meet at the earliest opportunity. Jak had sent many pictures of herself but refused to see any of him, as she liked the air of excitement not knowing what to expect.
He could tell it was Jak at the bar from her pictures, he walked up behind her then with her concentration on the wine glass he bent slightly forward and whispered close to her ear
'Hi Jak’ Geoff said ‘You look even more stunning than your pictures'
She knew it was Geoff and whispered back,
'Thank you' and nervously smiled.
Geoff placed his hands on her waist and kissed the right side of her neck it was as if they were lovers just meeting in a bar. Geoff ordered a bottle of champagne and they moved to a quiet secluded booth in the bar just far enough away from everyone and inquisitive eyes, so they could get to know each other better.
Geoff handed her a wrapped gift box that he had in his suit pocket, as she opened it he pulled her close to him. Inside was a gold anklet with an inscribed name on it, it just said SLAVE. She lifted her leg as he took it from the box and attached it around her right ankle Jak kissed him passionately on the lips, it was her turn to give him a gift, she opened her handbag and removed a small wrapped box and Geoff took it with a grin on his face.
'Is it what I think it is Jak', Geoff asked
'Yes' she whispered softly ‘and it's ready to go'. Geoff removed the small remote control from the box and smiled as he gently pushed the small slider up and watched as Jak’s face changed expression and her hands grasped his thigh
'Oh, baby not too high please, please' she pleaded, what she had handed Geoff was the remote control to the electronic balls she had placed deep inside her girly pussy earlier in her room.
Geoff rose and went to the bar to collect the champagne and glasses, upon his return he sat opposite her so that he could watch her more closely as he played with the control he had placed in his pocket. She never knew when it was going to go high or low, she just had to sit there as he played with her, but for her part, she also knew he had sat in that position for a reason. She kicked off the shoe where Geoff had just placed her new anklet and run her foot against his leg, then up to his knee and then along the inside of his thigh until she could feel his swelling cock beneath his trouser crotch.
She pushed her toes deeper into him as he turned up the power of the remote, it was just a question of who would cum first, and Geoff caressed her foot and knew that he needed to have this woman and have her soon, not even bothering to finish their drinks he said it was time to leave. She pulled on her heel and rose straightening her little black mini skirt, as she did. Geoff could see her curves and thought how fortunate he had been to happen upon such a sexy looking girl.
Geoff, instantly attracted by her smile, it was a look that would make you melt, such a happy go lucky face, so sweet and innocent but Geoff had learned more about Jak of the following weeks that told him otherwise. Jak picked up her bag and coat and walked towards the exit as she did so Geoff placed his hand on her lower back just on the edge of her cute bum and guided her to through the doors.
Outside it was just getting dusk and Geoff directed Jak over to his car in the car park, he unlocked the car remotely, opened the passenger door for Jak, as she crouched forwards, and backed in towards the seat. Geoff moved the slider up a touch and a bolt shot through Jak as she lost control and slumped back into the sports car seat gripping the sides as she did, the feeling was indescribable and Geoff laughed as he said
'I so wanted to do that inside but knew it would be to the public' he informed her 'you are mine tonight Jak and I intend to play with you how I like’.
Jak’s facial expression changed to the ‘knowing smile’ that he had fallen for, climbing into the driving seat he half turned and reached between her legs for the seat adjuster and moved her seat back as far as it would go. Reclining her seat so far that all she could see was the roof lining, her whole body was tingling with expectation as Geoff opened the glove box and removed some items she pulled her hands forwards and attached a pair of handcuffs to each wrist. As he did so, he leant over her, planted his lips upon hers, and with his probing tongue explored her soft lips and mouth.
Jak loved this attention and kissed him back very deeply their tongues playing games with each other, whilst his mouth was playing one game his hands were playing another. He put his right arm under Jak’s knees, lifted her legs up high exposing her soft smooth thighs to the cool night air, and with a break from her mouth lubricated a small buttplug he had removed from the glove box.
Jak knew what was expected and made her pussy more accessible as he pulled her thong to one side and put the tip on her outer lips.
Geoff smiled and mouth the words 'I love you' and she smiled back. He pushed the plug straight in and Jak winced and bucked slightly until her pussy had adjusted to the new plug. Which forced the balls still inside her deep up her tubes; Geoff lowered her legs and helped her adjust then attached the seat belt making her safe, gunning the engine he pulled out of the car park and onto the dark country road.
He had well-laid plans for that exploration.
###
It had only been just over two hours since Jak had arrived at the Hotel and checked in, once inside the room she runs a bath and opened her suitcase to examine the dilemma, what to wear. She carefully placed her choice on the bed and climbed into the bath. She needed to make sure her skin was soft and smooth for Geoff and although having just waxed days before she didn’t want to make a mistake so run the razor over her legs and body for good measure.
She climbed from the bath and dried her delicate skin applying just enough body lotion to soften even more but not too much as to make her body slippery besides she wanted Geoff to be able to hold onto her. Having painted her toe and fingernails Jak made up her face and hoped that he would like what he saw pulling on her wig and making that famous smile into the mirror.
Jak hoped he would be very pleased, with pearl earrings and necklace, she started to dress first putting on her white suspender belt and then rolling on tan seamed stockings, the stockings followed the contours of her leg and made her calves stand out. Teamed with a white bra, panties and a pair of falsies, Jak pulled on her white blouse and black mini skirt, to finish with, her black four-inch peep toed sling backs lifted her to almost 6 feet in height.
A match for any tall guy, and the final touch being a spray of Hermes perfume around her neck and on her wrists, she was just about to put the bottle down and thought, yes, a spray under her skirt and on her thighs, just in case.
Having finished her dressing and jewelry there was just one more thing to do before going down to the bar to await her date and that was to push her present deep into her pussy, and then wait for Geoff’s reaction at his present.
Maybe life would never be the same.
###
The dark country road passed easily the sleek bonnet of the car gliding through the night, Jak's gasps continued as he controlled the electrical impulse and he knew what he had to do. On the way to their meet, he had passed a busy woodland layby; he wondered how busy this would be now. Jak expected a dash to the hotel and was surprised when the car indicated and pulled into the graveled parking lot, her mind raced remembering much they had talked about, after two months, she wanted his dominance but perplexed by this distraction.
As the car drew to a halt, questions in her mind were about to reach her lips when the car stopped. Geoff leant across and gently caressed her lips with his, her questions disappeared as his hand slid over her leg and under her skirt, her response was immediate and she parted her legs for him. She was hoping her clitty would not divert his hands he as slowly touched the top of her thigh and moving her thong aside, slid out her plug. She awaited his fingers, but they did not come, questions in her mind grew again, this made no sense, he must know she was his, but why was he getting out of the car, the engine ran, what was happening?
As the electronic roof glided open, the night air surrounded her, the darkness engulfed her fear of blackness began to build up in her mind, surely Geoff remembered her anxiety in the dark, did he care so little for her that he wished only to scare her.
The disappointment in someone she had grown to feel so fond of drifted into her mind as the passenger door opened, she could see him crouched before her, He lifted her legs out of the foot well, her heels crunching the gravel, his hand took a long time guiding her legs out and she knew he enjoyed the touch. She heard him whisper but over the idle of the engine and the buzz of the roof struggled for clarity, as she was about to ask a question. Her ankles, opened as she, pulled roughly forward, her skirt had risen at the move, perched on the side of the seat she suddenly became aware of how exposed she was. Geoff pushed back, his hand entered her, a fist so soon, his inexperience in this concerned her. A fist and balls? had he no respect for her limitations, but as his fingers gently entered her and removed the balls, slowly one by one, she felt his ring against her inside, shuddered at what that meant, at how he had disregarded everything, in order to spend time with her.
With the balls moist in his hand, he quickly grabbed her by the handcuff chain and stood her erect, her beauty that had engulfed him from the start was clear and his desire for her grew with every second, his hardness was unlike anything he could recall for a long time. These feelings of wanton desire had been in him for several months and he wanted her so badly.
The purr of the engine and the sound of gravel beneath their feet seemed to add to the excitement of the scenario that had played out earlier in his mind. He pushed her against the car door and pressed his hardness and his tongue against her, her cuffed hands made for his zipper, as she quickly found his release he had quickly leant forward and produced a dog lead from the car, which looked worn and seemed much more than it should be. Holding him in her hand, she felt his wetness on her palm, she so wanted Geoff's cock as much as he so clearly wanted her.
As she thought ahead, she knew he longed to feel her mouth on him, so as she began to crouch down, she quickly felt cold metal being pulled over her head, she looked up puzzled as he said 'collared and leashed'.
The rough, cold choker chain was about her neck and she could feel him pull on her, why so cruel? When it was clear he so wanted her, but a thrill of excitement raced through her, she knew that cruelty and passion lay within him, but felt so close to him, her trust was total. However, this in her mind seemed a pointless distraction. His pace was at least one ahead of her before the choker bit and she had to walk.
He walked her slowly around the purring car and the thrill of being on a dog leash in such a public way began to take over her, the balls, the plug, his fingers seemed so recent, she could still feel their imprint in her. He walked her round and round, the choker had settled nicely, she had his pace and as the night air engulfed them, she enjoyed the front, the headlamps were lovely to her eyes, the side was dark but thrilling, and she had lost herself in the situation and was happy to let Geoff take her wherever this went.
Geoff knew using his own dog collar and the lead would add to her excitement, the power he felt from parading this beautiful creature was unsurpassed and he wondered at what stage to take the bitch. When to own this T-Girl Jak, who had so captured his mind, his cock stood to erect her touch still there, leaving a lasting impression, three, four times they circled the car.
Until on the fifth passing, he pushed her quickly onto the long sleek, warm hood of the car, he heard her gasp as he pulled the dog lead over the windshield and tied it to the wooden steering wheel.
Her body, as a result, of his actions lay straight on the hood, her neck and head back against the wipers. He stood back and watched the sexiest bonnet mascot ever; he noted her toes struggling to touch the ground, her moans of pleasure and anticipation echoing across the quiet parkland he slackened the chain and her body slid slightly down the hood.
He stood between her legs and looked at this beautiful creature before him, he noticed her clitty had become exposed, with his warm hands he covered her dignity, and lifted her calves in his hands, his rough manly hands, the warmth of her stockinged legs excited him. Her legs straightened against his shoulders, his cock was hard and entered her with ease, she gasped at this, the first feel of his cock, she so wanted him as she knew he wanted her, but he stopped and they both looked at one another before his slow rhythm started. The collar cold around her neck made it difficult for her to look down and see what he was doing. Her cuffed hands, because of his body's closeness against her, meant she could not slide her hands between them; all she could feel was his cock.
Geoff did not want Jak to take his entire length of cock that was for another time, but he wanted her to know what it felt like and he wanted to feel the silky warmth of her pussy before he would totally abuse it. The warm soft silky eel was too engrossing and Geoff was lost for a second in heaven, but he must stick to his plan, a plan that had taken careful organising and preparation.
Geoff leaned forwards over Jak, her legs high in the air, the cold air against her thighs and he whispered very gently 'Jak my darling you will not be receiving me cum now; that is for later I have other plans for you and any form of disapproval will be dealt with severely’ she nodded I knowingly,
She relaxed as Geoff pulled his cock out of her pussy slowly and affectionately, releasing the leash he helped her stand but turned her to face the car bonnet then pushed the small of her back towards the car, she knew what he wanted and obeyed immediately lying face down on the car.
Geoff reached into the rear of the car and pulled out a medium sized suitcase on wheels, which he unzipped; he pulled out a ball gag and proceeded to attach it to her mouth and head. He undid the cuffs that held her hands at the front and re-snapped then so her arms were around the back. The dog lead was arranged so the leash trailed down the back and tied to the cuffs keeping her in complete trust of him, any weight in her hands was felt around her neck so she had to concentrate on holding her arms up,
Geoff then snapped a leg cuff around each of her slim ankles careful not to damage the anklet he had given her earlier. The chair between was about two and a half feet long which was good for him as he put a foot on the inside of each of her feet and then spread her legs wide. She wondered what else could she be in for, she did not have to wait long as Geoff lifted her skirt up and over her pert bottom cheeks then he pulled the tiny thong strip that run over her pussy out and over the side of her left cheek.
Was he going to fuck her again? no, he put a small amount of lube on his fingers and then pushed in his index finger working it slowly back and forth and rotating as he did, with this motion going so well he slide another alongside and for a few moments stretched her pussy a bit more.
She knew that it would not stop there and she was not disappointed as the third then fourth fingers pushed her soft pussy lips farther and farther apart, but was he going to complete the feat and push his whole fist in just as she had asked him to do so many times when they chatted on-line.
Geoff kept up the rhythmic motion of pushing in and out, as he applied a little more lube and as he did, her body moved with his hand, she wanted him to be inside her. She wanted to be his toy to use; she needed him to have his pleasure.
Geoff took the small bottle of poppers from his pocket and with one hand undid the lid then held it forwards to her nose, had he made her take a very, very large hit. Her mind started to rush as the poppers hit the spot her heart started to race faster her mind whizzing along she felt her pussy relaxing as the force and motion became so much easier, it was time.
Geoff placed his thumb alongside his four fingers and with one good push stretched her pussy lips nice and wide enough to get Geoff’s fist inside her wonderful warm silky pussy. He had done it.
His excitement was beyond any he had had before and he almost missed the whimpers and sighs that she let out from behind the ball gag in her mouth, he gave her another hit of poppers and waited the few seconds to let them take hold then pushed in even deeper up and past his wrist he had made it. Weeks earlier in an online chat, Geoff had told her that his first fisting of her was to be a deep one that he wanted her on his hand up and past the wrist and that’s what he had accomplished.
Jak’s head was rolling her body trembling and riding his hand as he pushed deeper in then withdrew almost to the knuckles then ploughed back in she was his and he knew it. Geoff fucked Jak’s pussy for a few minutes but knew he had to pull out as he had much more pressing engagements with her and needed to move his location
Geoff pushed the bottle of poppers under her nose once again and whispered for her to take a long hit as he was going to pull out of her pussy. She used her teeth to grip the ball gag as she took down one last hit of poppers and readied herself for him. She was there; Geoff knew it was time to slide his hand out. As he withdrew from her, her pussy lips run along his wrist until they reached his widest point this was going to be the part that she loved, the sensation of her pussy stretched to its maximum. His knuckles past the outer ring and then his slender fingers slipped from her tight hole, it was as though her pussy almost winked at him as the fingers left her and with a very slight Glisson of lube on his hand, he knew he had released from her.
No time to reflect on his triumph, he wiped his hands over her bum cheeks and straightened her panties then pulling her skirt hem down he pulled her from her position on the bonnet and around to the passenger door. Opening it, he turned her, helped her into the seat, and attached the seat belt.
Geoff did not worry about the discomfort it might cause her sitting against her arms, nor did he care that the cuffs might be too tight or pulling the choker chain around her neck, but he did get his bag and retrieve another item from it, which was a blindfold. Geoff, put the blindfold over her eyes to complete his entrapment.
Geoff moved the car with care at first to make sure she had settled and then sped off to the next part of his master plan.
It was a quiet place, the slip road, which turned down off the road before the tunnel. Geoff pulled up and undid the padlock he had changed a few weeks beforehand, moving the barrier he went back and locked it after him. No one would know he was there, he put the car in the little parking slip, which made it invisible to all, then getting out of the car Geoff went to the boot and removed the large leather holdall and slammed it shut.
All that Jak could do was listen trying to pick out little noises and sounds to help her orientate herself but there was not time. Geoff opened the door to her side and unclipped her seatbelt then lifting her cuffed ankles out over the sill he put his hands under her arms and helped her free from the car. He moved her slightly away from the car and closed her door then reached into his bag and produced another dog leash, which he snapped onto the chain around her collar and started to lead her away.
It was dark, but the moon lit night helped him see his way through to the small opening that led to the tunnel, now was the tricky part a two hundred meter walk with a T-Gurl cuffed and chained, gagged and blindfolded along a dark tunnel with the possibility of cars speeding through at any time. This was an 110kph road and not much went slowly but this was Geoff’s gamble to get her to a place no one would know or hear her screams.
He set off as quick as possible his heart racing as he did, she struggled to keep up but knew she had to, Geoff reached the small doorway on the side of the tunnel on the inside bend unnoticeable to cars speeding past. He unlocked the old padlock the one he had taken from his garden shed that wouldn’t arouse suspicions and pushed open the door and moved inside pulling her along with him but keeping her slightly crouched as he did so, so as not to bang her head on the low ceiling.
Jak could not tell what was happening, just noises, but as she went inside she felt the colder air rush around her. With his torch light on Geoff went in down the small tunnel 10 meters then turned right for another five meters then left and into the chamber he had cleared. It was an old chamber used by the construction workers many years ago when the tunnels were being constructed, it was a store and rest area, but now it was her dungeon, her place of captivity.
Geoff switched on the small set of lights he had installed in preparation and removed her blindfold, it took a minute for her eyes to adjust but she could she the rock wall all around her and realised she was somewhere very, very alone with just Geoff to use her. Geoff clipped the new lead to a small hook he had painstakingly put into the ceiling a week beforehand, this made her stand on slight tiptoes, and then he released the leash to her cuffs behind her back and secured that as well. Her arms felt heavy but she knew it was useless to complain as Geoff went to the wall and took a spreader bar he had placed there ready. He attached this to her ankles; this stretched her legs wide and pulled on the neck chain.
Geoff then removed his coat, laid that on the floor, and prepared to get her ready for her next ordeal, from his holdall Geoff pulled out pair scissors and started to cut her clothing off until all she had on was her bra, panties, garter belt, stockings, and heels. Geoff stepped back and admired his work he had her captive now and could do, as he liked. Best of all, NO ONE WOULD HEAR HER SCREAM.
Planning is everything, as a couple Geoff and Jak had shared many thoughts and feelings, hers initially surprised him, the glint in her eye from his first sighting of her picture gave nothing away. As the weeks passed, she shared more and more, her background the cruelty that led to desire, her experiences, which made her a girl who had uncertainty in what she liked. Geoff’s initial desire for her turned to curiosity and then to a need to own such a pretty thing and fulfil her needs as well as his own.
The tunnel had been an obvious place, Geoff recalled how some 26 years ago as a beat officer he had found this small cubby hole used by various no marks and pond life, many was the day a local prossie had disappeared down the tunnel and would be found and scared off by this young cop.
The older shift members had told him how as a hideout they themselves would use some of the whores for fun and how in return, blind eyes were turned as the girls strutted on the streets, therefore for to take Jak he had found the perfect place.
The needles, the condoms the smell of life's scum took hours to clean away but the preparation was everything. Jak's required submission would be aided by various toys and once cleaned with the stench removed he went to work, drilling holes and sinking hooks deep into the wall, putting stark white tiling on the floor, the low lighting to provide Jak with enough fear to make her tremble but also enough to make her entirely excited.
Her willingness to submit so easily to him in the car park had been a hint of the ease that this would happen, his pleasure at her total trust in him excited Geoff and made his confidence grow. Despite the effort to clean the place the smell of damp remained, the walls oozed slowly with the drips of moistness causing puddles around the floor. The eerie silence and smell were perfect, Jak had talked so often of rape scenario, shackled, and left for men’s pleasure that he knew as a first date this would set him above the rest. He longed for this and watched Jak's chest move rapidly, her excitement clear by her eyes, he saw no fear, he saw anxiety but complete trust. His penis hardened and he could feel the moistness in his pants as his cock dribbled slowly, the pre-cum oozing from him like a fine wine into a welcoming glass.
He watched her, her arms shackled and manacled to the wall, her legs openly divided, the lead anchored tightly to one of the many hooks placed about the place. He watched her head rise and look at him, not part of the plan he walked to her, lifted her head in his hand and placed a small kiss on her lips, she smiled and leaning to her ear he whispered,
'I love you Jak, but the kindness stops now'
Jak watched, as using the scissors he slid the cold metal between her body and her panties, the flimsy material separating from the slice of the steel, the same on both sides her panties fell.
He turned her to face the wall, her clitty moist in excitement her pussy still wet from the virgin visiting by her new lover. Putting his arm around her waist he pulled her away from the wall, her arms now straight ached against the metal and Jak groaned at the pleasure of the cold steel against her wrist. Geoff looked at her gaping pussy before him and with his fingers, lathered in lotion his fingers opened her, the electronic plug placed, the wire hanging like a tail between her legs. The small box in his hand poised to hurt. She knew the feeling but the smell of this place, the dank the depravity caused a rhythm of excitement which made her want Geoff so much, she thought of darker times, of times to cum and the trust she put in this 'Dr of the mind', what did his mind plan.
He watched and smiled as he hit her with a jolt which seen her leg calves stiffen her head jolt the chain grip deeper into her wrist. She could hear his heels as he paced on the tiles and she swore she heard a laugh, the second, the third, the fourth, the jolts seemed regular. Too frequent for her body to prepare, she fought to gather her thoughts and suddenly felt his arms around her and the familiar smell of the drug, which stretched her mind, and her pussy intoxicated her fully, she immediately relaxed and felt prepared for whatever. Again, the jolts kept coming and the sound of her gasps and the laughter echoed the room.
Then all seemed quiet, trying to turn her head to see why the pleasure had ceased. She was met with a loud command to look forward as the chain around her neck gripped tight, she wanted to see as she loved to see how her body excited him.
She tried to turn but, and met with the swift sound of air, air parting swiftly and the crop struck her bottom for the first time, this time the pain was clear she cried out, strained against the chains. Looking straight ahead and suddenly the effect of the dank damp walls struck her; it looked like a stage but the idea of domination and submission, maybe the writing on the walls.
Geoff smiled, her pussy was red from the attention he had given it her bottom seemed to be going the same way, her clitty lay hopelessly bare and he watched the moistness drip from her, his confidence was complete, months of worrying how Jak would find him seemed to disappear, in her he was right, he had chosen well.
Her bottom tingled, a small tear welled in her eye, he had hit the right level she prayed he knew how far to go, the thwack on her bottom made her rigid, her mind buzzed on the drug and she knew she had to stop him and he did. He undid her wrists to the chain and around her neck so she could turn and meet his smile. She smiled back as the cat o’ nine tails appeared from behind him and struck her buttocks, unprepared she screamed but purely in anticipation rather than at the pain, which was warm but soft. He was using the tails to tease not only her bottom but lightly smack her clitty. She enjoyed the fact that he was paying attention to all of her, but then the cat bit deep. No clitty this time his aim hit the mark and she cried out, her cry echoing in the chamber. She had to place her hands against the wall and she struggled for grip, unable to support herself she found herself falling against the cold wall, the spreaders keeping her upright, she knew she was panting heavily, her face feeling red and hot as her bottom stung.
Face and body against the wall she awaited the next lick, it never came, instead, something warm began to enter her pussy, she knew it was not his cock but the feeling was so sexually gratifying that she didn’t care. It slid deeper and deeper into her and settled her pussy, stretched and with her legs split wide, she could only stay open, the familiar smell again, brought to her nose and Geoff allowed her mind be filled with pleasure as he manipulated the warm water filled glass dildo to relax and excite her. She pushed herself off the cold wall, pushed onto the dildo, and moved her hips to accommodate its thrusts as she did this, she felt his hand rubbing something cold and creamy on her bum, the smell was sweet, but her pussies’ needs controlled her mind.
The dildos hot thrusts were swift and deep but his control meant it never struck the top, always just short, she pushed so he would hit the target but again he teased her pussy that so wanted her Geoff within her. She cried out as her orgasm racked through her body, her legs shook and she lost her grip, quickly the dildo slipped out and he grabbed her, turned her and held her against his warm chest. The stark difference from the coldness of the wall comforted her and she relaxed against his chest and enjoyed the warmth of him.
Jak felt Geoff's hardness against her, she reached down to undo him and he pushed her to her knees. She slumped down finding her smooth heels struggling for grip on the tiles, he pulled her head against his groin this stopped her fall, and she was able to push her feet against the wall and push on him he felt hard. As she quickly unbuttoned his trousers and Geoff allowed her hands to quickly push in and pull him out, his cock felt the cold air bite, then her warm breath and moist tongue engulf him. He saw her head bob against him and with a wicked smile place the leather belt in his hand around the back of her head and pulled her onto him, he felt his cock hit the back of her throat and then slide down, her teeth gripped against him as she, forced against his body. He held her there and heard the familiar gasps, turn to gagging. Jak attempting to cough, she felt the belt slacken, she pulled back for release then was pulled against him again and the process was repeated her head shook.
She attempted to cry out but the belt held her head firmly against him, her head moved from side to side and suddenly the belt fell to the floor. She slid off his hard-smooth cock as he pulled away quickly, then felt his hand against her cheek, she moved her head to the side as the surprise of this punishment puzzled her, this time his other hand rocked her back again, the slaps gentle but stinging seemed unfair as he said
'You disappoint and will pay' she dropped her head, she had done nothing wrong, had she not given herself to him and allowed herself to be his plaything, she said
'No Geoff, I have pleased you' and the dog collar was her response, it yanked her head back as he went behind her and undid the restraints on her ankles.
She felt the lead tug on her neck and Geoff helped her to her feet, he pushed against her, kissed her, and whispered how he adored her, Jak, taken aback by this kindness and replied ‘I am all yours’ she purred.
Then the two lovers fell to their knees, the cold floor seemed to make no difference, she was on all fours. Her pussy facing him as his tongue ran over her buttocks, licking the cream he had earlier put there, his hand held the lead but it was relaxed and she looked down and closed her eyes as his soft tongue glided over her cheeks, it seemed so nice, so loving and she understood how much he really liked her. His words had jumped from the computer often enough but to hear him say it, was divine.
After what felt like an age, the lead tightened, his tongue entered her moist stretched cunt his tongue seemed smooth and hot as his nose pressed against her. She pushed down as his tongue began to fuck her, she enjoyed his touch and felt a sheer thrill of expectation as the lead tightened and her head pulled upward like the dog he could have been walking. His cock entered her, not like earlier, this time his complete cock was deep within her and he was fucking her, as she gasped, she smiled, she despite all his dominance, owned the pussy he craved so who controlled who? Inwardly she smiled as her body responded to his thrusts and she felt him swell within her, her desire and panic were in unison if he came what would that mean she wanted so much more if he didn’t cum what was next? His written words came to the fore 'I am a long stayer' and she knew there was more to follow. Geoff’s smile filled the room, he finally had her his, the desire was being fulfilled and he looked down at the beautiful woman against him, he knew the night; their life had much more to offer!
As the head of Geoff’s cock bottomed out deep inside Jak’s pussy she knew that her life would never be the same, this wonderful man had what he craved and would not let it go easy.
Geoff drove deep and hard into her she wondered how long she would be able to take his cock before she begged for him to stop, and as the fucking progressed the fluids slowly evaporated, she needed lubricating, and very deep at that.
Geoff was well aware of the forthcoming dilemma and had already made provision for such events with his cock forced deep to the hilt and her back arching upwards Geoff’s hands made contact with her cheeks. Half a dozen good hard slaps brought, her mind back on track, had she thought the punishment was over, a tear welled in her eyes and Geoff pulled his cock from deep in her pussy in one complete fast move. It was if her whole insides were being ripped out and made her immobile for a few seconds but this was enough for, Geoff to rise and bring taunt the leash attached to the collar he moved forwards towards a hook on the wall about 5 feet up.
Out of the reach of her on her knees, her arms, once again pulled behind her back and cuffed her legs spread wide. Once again and from within his bag, two lengths of cotton rope with loops at one end were looped over each ankle. The ends then attached to a ring over the far side of the cave, spread very wide now and completely at his mercy, what was Geoff going to do now? The leash held her body from touching the floor if she concentrated her legs stretched wide and her knees taking the pressure of her position. Jak knew she dared not move as she heard him moving about behind her,
'WHACK', 'WHACK', 'WHACK' her soft round cheeks became on fire as Geoff once again began to treat her bottom as a punishing pad. The pain seared through her and she knew she would have to scream and beg for his mercy, but before she could do so Geoff reached around from behind and opened her mouth, she felt the cotton forced into her mouth, and as her tongue filtered through it, she knew that taste, that taste that she had tasted before.
Geoff had removed his underpants and pissed onto the little then opening. Her mouth forced them in as a gag he then tied an old stocking around over her mouth to keep them firmly in. She felt the cold liquid drop into the top of the crack were her pussy ran and slowly it slipped down and over the very spot, which Geoff yearned for. Geoff pushed his first finger into the slightly sticky lube and then into her pussy working quickly too, not allow her to think. First one then two then another and another until four fingers were working her pussy widening it and lubricating it. More lube, more working the pussy, stinging smacks on each cheek but not necessarily in order, then as if from nowhere the bottle of poppers was under her nose and as she took large intakes a piece of her mind knew what was to come.
Jak was not disappointed as the taste of Geoff’s pee ridden pants sent her mind wandering the poppers took over and she relaxed to an almost limp state. Then six ferocious whacks on her bottom made her pussy a point of pain, then came what she had expected. Geoff’s fingers shaped as a wedge entered her pussy lips and started to spread them as he went deeper and deeper, she knew to push back onto his hand to get the pain to subside quicker. Geoff held her at bay she was not going to get away with it that easily, in further and farther and as she tried to scream Geoff saw from her body language and slapped her cheeks some more.
It is the widest point of the hand across the knuckles but even in the pointed form it has a great circumference, Jak’s pussy had stretched this far before and did so again, with more lube was applied.
More force and then the point that was like heaven as the knuckles finally entered her pussy and began to relax around his wrist. He was in but did not give her time to recollect the first ordeal; he made a fist and started to pump in and out of her pussy. Pulling out to almost the point of the knuckles coming out, and then straight back in, out, in, out with no escape for her.
With no let up as more whacks on her cheeks rained down, Geoff kept feeding her poppers, smacking her bottom and frantically fisting her pussy. After ten minutes of intense fisting, Geoff paused and she could hear the movement of items, what was going on? More lube applied and Geoff leaned forward and whispered in her ear to gently push back as he was going to remove his fist and go for goal, what did he mean? Her mind raced, 'go for goal'? Nevertheless, she would soon find out as he gave her the biggest hit of poppers, no it could not be, but it was. As fast as Geoff pulled his hand from her pussy, she felt the cold smooth lubed feeling of the large beer bottle she had had so much difficulty in getting into her pussy. If inside it would be the widest stretching and Geoff knew he was the one to do it.
The force and pressure brought tears to her eyes and she bit down on the piss soaked pants forced into her mouth, but Geoff was not giving up as he poured more lube onto her beautiful pussy, pushing and working the bottle end. As blunt as it was against her lips gradually forcing them apart and stretching to accept what she had never done so before, with four more of the hardest smacks on her bum that he had ever given her. The poppers working her mind she felt the pain and sensation as Geoff’s force on the bottle finally succeeded and her pussy lips began to envelope the mighty bottle into her stretched wide pussy. The victory was his and she knew he was elated.
The session was now complete, Geoff untied Jak and let her gently slide to the floor onto his coat, he pulled a single inflatable bed from the large holdall and the pump to inflate it, that done he laid Jak on it to let her rest, covered her with an aluminium survival blanket. He then produced a hip flask from the end pocket of the holdall and offered it to Jak, she took a good swig of the brandy, which gave her an inner warm feeling.
They had been in the tunnel for about three hours when Geoff deemed that Jak was rested enough to put on the clothes, jeans, jumper with trainers, once Jak was dressed they both set off for Geoff’s car. On reaching his car they both got in and Geoff said
‘Okay, back to the hotel, you have booked a room for the night, yes?’
‘I have’ Jak replied.
‘Okay, I’ll drop you there and you can rest properly’ he smiled. This was good news for Jak, she was still high on adrenalin and would welcome the nights rest.
‘I can drive home later today’ Jak informed Geoff.
With that, Geoff started the car and headed to the hotel. On arrival, Geoff collected Jak’s handbag from the boot, the reception and bar were empty now, they both made their way to the room Jak had booked. Geoff hands Jak her handbag and she retrieved the electronic key card and opened the door, they both entered, it was a single room.
‘Coffee?’ Jak said as she filled the small kettle on the dressing table.
‘Not for me thanks’ replied Geoff, ‘But I would love to see you again’ he informed her.
‘I would love that Geoff’ Jak purred, feeling elated, ‘What did you have in mind and when?’ Jak inquired.
Geoff just smiled, tapped the side of his nose, winked and left.
THE END
© Hugo Trevelyan – July 2019.
Prologue
This is a full account by David, a closet submissive mature bisexual male transvestite of the first meeting with a mature bisexual assertive male she met online via Skype video chat by the name of Geoff. By day David, 45, 5ft 8, shaven head, not fat, but not skinny, is a quiet unassuming post office worker, at night and weekends he transforms into a very classy Transvestite called ‘Jak’. The meeting is set for Friday evening, it is now Thursday evening.
Geoff, 64, 6ft, slim-ish build, salt ‘n pepper hair, is coolly excited and is already mulling over how the date will go. Jak, of course is very excited at the prospect of the meeting, but full of trepidation at her impending fate.
It all starts in Geoff's living room, where they are both chatting to each other via a cross dressers chat program.
###
Jak, sat in the Hotel bar awaiting her date she was a little early, but that was Jak to a tee. As she sat on the bar stool sipping her glass of wine, a party of males in the bar sat transfixed at her long shapely legs that run from her short black skirt down into the very stylish four-inch black high heels, her whole aura oozed, class ‘A’ T-Gurl, that knew how to dress to please but also how to attract attention.
At 8 o'clock that evening, precisely, Geoff entered the bar, a tall, suave, sophisticated person, they had chatted many times on an internet chat room message service and Jak had impressed him so much he wanted to meet at the earliest opportunity. Jak had sent many pictures of herself but refused to see any of him, as she liked the air of excitement not knowing what to expect.
He could tell it was Jak at the bar from her pictures, he walked up behind her then with her concentration on the wine glass he bent slightly forward and whispered close to her ear
'Hi Jak’ Geoff said ‘You look even more stunning than your pictures'
She knew it was Geoff and whispered back,
'Thank you' and nervously smiled.
Geoff placed his hands on her waist and kissed the right side of her neck it was as if they were lovers just meeting in a bar. Geoff ordered a bottle of champagne and they moved to a quiet secluded booth in the bar just far enough away from everyone and inquisitive eyes, so they could get to know each other better.
Geoff handed her a wrapped gift box that he had in his suit pocket, as she opened it he pulled her close to him. Inside was a gold anklet with an inscribed name on it, it just said SLAVE. She lifted her leg as he took it from the box and attached it around her right ankle Jak kissed him passionately on the lips, it was her turn to give him a gift, she opened her handbag and removed a small wrapped box and Geoff took it with a grin on his face.
'Is it what I think it is Jak', Geoff asked
'Yes' she whispered softly ‘and it's ready to go'. Geoff removed the small remote control from the box and smiled as he gently pushed the small slider up and watched as Jak’s face changed expression and her hands grasped his thigh
'Oh, baby not too high please, please' she pleaded, what she had handed Geoff was the remote control to the electronic balls she had placed deep inside her girly pussy earlier in her room.
Geoff rose and went to the bar to collect the champagne and glasses, upon his return he sat opposite her so that he could watch her more closely as he played with the control he had placed in his pocket. She never knew when it was going to go high or low, she just had to sit there as he played with her, but for her part, she also knew he had sat in that position for a reason. She kicked off the shoe where Geoff had just placed her new anklet and run her foot against his leg, then up to his knee and then along the inside of his thigh until she could feel his swelling cock beneath his trouser crotch.
She pushed her toes deeper into him as he turned up the power of the remote, it was just a question of who would cum first, and Geoff caressed her foot and knew that he needed to have this woman and have her soon, not even bothering to finish their drinks he said it was time to leave. She pulled on her heel and rose straightening her little black mini skirt, as she did. Geoff could see her curves and thought how fortunate he had been to happen upon such a sexy looking girl.
Geoff, instantly attracted by her smile, it was a look that would make you melt, such a happy go lucky face, so sweet and innocent but Geoff had learned more about Jak of the following weeks that told him otherwise. Jak picked up her bag and coat and walked towards the exit as she did so Geoff placed his hand on her lower back just on the edge of her cute bum and guided her to through the doors.
Outside it was just getting dusk and Geoff directed Jak over to his car in the car park, he unlocked the car remotely, opened the passenger door for Jak, as she crouched forwards, and backed in towards the seat. Geoff moved the slider up a touch and a bolt shot through Jak as she lost control and slumped back into the sports car seat gripping the sides as she did, the feeling was indescribable and Geoff laughed as he said
'I so wanted to do that inside but knew it would be to the public' he informed her 'you are mine tonight Jak and I intend to play with you how I like’.
Jak’s facial expression changed to the ‘knowing smile’ that he had fallen for, climbing into the driving seat he half turned and reached between her legs for the seat adjuster and moved her seat back as far as it would go. Reclining her seat so far that all she could see was the roof lining, her whole body was tingling with expectation as Geoff opened the glove box and removed some items she pulled her hands forwards and attached a pair of handcuffs to each wrist. As he did so, he leant over her, planted his lips upon hers, and with his probing tongue explored her soft lips and mouth.
Jak loved this attention and kissed him back very deeply their tongues playing games with each other, whilst his mouth was playing one game his hands were playing another. He put his right arm under Jak’s knees, lifted her legs up high exposing her soft smooth thighs to the cool night air, and with a break from her mouth lubricated a small buttplug he had removed from the glove box.
Jak knew what was expected and made her pussy more accessible as he pulled her thong to one side and put the tip on her outer lips.
Geoff smiled and mouth the words 'I love you' and she smiled back. He pushed the plug straight in and Jak winced and bucked slightly until her pussy had adjusted to the new plug. Which forced the balls still inside her deep up her tubes; Geoff lowered her legs and helped her adjust then attached the seat belt making her safe, gunning the engine he pulled out of the car park and onto the dark country road.
He had well-laid plans for that exploration.
###
It had only been just over two hours since Jak had arrived at the Hotel and checked in, once inside the room she runs a bath and opened her suitcase to examine the dilemma, what to wear. She carefully placed her choice on the bed and climbed into the bath. She needed to make sure her skin was soft and smooth for Geoff and although having just waxed days before she didn’t want to make a mistake so run the razor over her legs and body for good measure.
She climbed from the bath and dried her delicate skin applying just enough body lotion to soften even more but not too much as to make her body slippery besides she wanted Geoff to be able to hold onto her. Having painted her toe and fingernails Jak made up her face and hoped that he would like what he saw pulling on her wig and making that famous smile into the mirror.
Jak hoped he would be very pleased, with pearl earrings and necklace, she started to dress first putting on her white suspender belt and then rolling on tan seamed stockings, the stockings followed the contours of her leg and made her calves stand out. Teamed with a white bra, panties and a pair of falsies, Jak pulled on her white blouse and black mini skirt, to finish with, her black four-inch peep toed sling backs lifted her to almost 6 feet in height.
A match for any tall guy, and the final touch being a spray of Hermes perfume around her neck and on her wrists, she was just about to put the bottle down and thought, yes, a spray under her skirt and on her thighs, just in case.
Having finished her dressing and jewelry there was just one more thing to do before going down to the bar to await her date and that was to push her present deep into her pussy, and then wait for Geoff’s reaction at his present.
Maybe life would never be the same.
###
The dark country road passed easily the sleek bonnet of the car gliding through the night, Jak's gasps continued as he controlled the electrical impulse and he knew what he had to do. On the way to their meet, he had passed a busy woodland layby; he wondered how busy this would be now. Jak expected a dash to the hotel and was surprised when the car indicated and pulled into the graveled parking lot, her mind raced remembering much they had talked about, after two months, she wanted his dominance but perplexed by this distraction.
As the car drew to a halt, questions in her mind were about to reach her lips when the car stopped. Geoff leant across and gently caressed her lips with his, her questions disappeared as his hand slid over her leg and under her skirt, her response was immediate and she parted her legs for him. She was hoping her clitty would not divert his hands he as slowly touched the top of her thigh and moving her thong aside, slid out her plug. She awaited his fingers, but they did not come, questions in her mind grew again, this made no sense, he must know she was his, but why was he getting out of the car, the engine ran, what was happening?
As the electronic roof glided open, the night air surrounded her, the darkness engulfed her fear of blackness began to build up in her mind, surely Geoff remembered her anxiety in the dark, did he care so little for her that he wished only to scare her.
The disappointment in someone she had grown to feel so fond of drifted into her mind as the passenger door opened, she could see him crouched before her, He lifted her legs out of the foot well, her heels crunching the gravel, his hand took a long time guiding her legs out and she knew he enjoyed the touch. She heard him whisper but over the idle of the engine and the buzz of the roof struggled for clarity, as she was about to ask a question. Her ankles, opened as she, pulled roughly forward, her skirt had risen at the move, perched on the side of the seat she suddenly became aware of how exposed she was. Geoff pushed back, his hand entered her, a fist so soon, his inexperience in this concerned her. A fist and balls? had he no respect for her limitations, but as his fingers gently entered her and removed the balls, slowly one by one, she felt his ring against her inside, shuddered at what that meant, at how he had disregarded everything, in order to spend time with her.
With the balls moist in his hand, he quickly grabbed her by the handcuff chain and stood her erect, her beauty that had engulfed him from the start was clear and his desire for her grew with every second, his hardness was unlike anything he could recall for a long time. These feelings of wanton desire had been in him for several months and he wanted her so badly.
The purr of the engine and the sound of gravel beneath their feet seemed to add to the excitement of the scenario that had played out earlier in his mind. He pushed her against the car door and pressed his hardness and his tongue against her, her cuffed hands made for his zipper, as she quickly found his release he had quickly leant forward and produced a dog lead from the car, which looked worn and seemed much more than it should be. Holding him in her hand, she felt his wetness on her palm, she so wanted Geoff's cock as much as he so clearly wanted her.
As she thought ahead, she knew he longed to feel her mouth on him, so as she began to crouch down, she quickly felt cold metal being pulled over her head, she looked up puzzled as he said 'collared and leashed'.
The rough, cold choker chain was about her neck and she could feel him pull on her, why so cruel? When it was clear he so wanted her, but a thrill of excitement raced through her, she knew that cruelty and passion lay within him, but felt so close to him, her trust was total. However, this in her mind seemed a pointless distraction. His pace was at least one ahead of her before the choker bit and she had to walk.
He walked her slowly around the purring car and the thrill of being on a dog leash in such a public way began to take over her, the balls, the plug, his fingers seemed so recent, she could still feel their imprint in her. He walked her round and round, the choker had settled nicely, she had his pace and as the night air engulfed them, she enjoyed the front, the headlamps were lovely to her eyes, the side was dark but thrilling, and she had lost herself in the situation and was happy to let Geoff take her wherever this went.
Geoff knew using his own dog collar and the lead would add to her excitement, the power he felt from parading this beautiful creature was unsurpassed and he wondered at what stage to take the bitch. When to own this T-Girl Jak, who had so captured his mind, his cock stood to erect her touch still there, leaving a lasting impression, three, four times they circled the car.
Until on the fifth passing, he pushed her quickly onto the long sleek, warm hood of the car, he heard her gasp as he pulled the dog lead over the windshield and tied it to the wooden steering wheel.
Her body, as a result, of his actions lay straight on the hood, her neck and head back against the wipers. He stood back and watched the sexiest bonnet mascot ever; he noted her toes struggling to touch the ground, her moans of pleasure and anticipation echoing across the quiet parkland he slackened the chain and her body slid slightly down the hood.
He stood between her legs and looked at this beautiful creature before him, he noticed her clitty had become exposed, with his warm hands he covered her dignity, and lifted her calves in his hands, his rough manly hands, the warmth of her stockinged legs excited him. Her legs straightened against his shoulders, his cock was hard and entered her with ease, she gasped at this, the first feel of his cock, she so wanted him as she knew he wanted her, but he stopped and they both looked at one another before his slow rhythm started. The collar cold around her neck made it difficult for her to look down and see what he was doing. Her cuffed hands, because of his body's closeness against her, meant she could not slide her hands between them; all she could feel was his cock.
Geoff did not want Jak to take his entire length of cock that was for another time, but he wanted her to know what it felt like and he wanted to feel the silky warmth of her pussy before he would totally abuse it. The warm soft silky eel was too engrossing and Geoff was lost for a second in heaven, but he must stick to his plan, a plan that had taken careful organising and preparation.
Geoff leaned forwards over Jak, her legs high in the air, the cold air against her thighs and he whispered very gently 'Jak my darling you will not be receiving me cum now; that is for later I have other plans for you and any form of disapproval will be dealt with severely’ she nodded I knowingly,
She relaxed as Geoff pulled his cock out of her pussy slowly and affectionately, releasing the leash he helped her stand but turned her to face the car bonnet then pushed the small of her back towards the car, she knew what he wanted and obeyed immediately lying face down on the car.
Geoff reached into the rear of the car and pulled out a medium sized suitcase on wheels, which he unzipped; he pulled out a ball gag and proceeded to attach it to her mouth and head. He undid the cuffs that held her hands at the front and re-snapped then so her arms were around the back. The dog lead was arranged so the leash trailed down the back and tied to the cuffs keeping her in complete trust of him, any weight in her hands was felt around her neck so she had to concentrate on holding her arms up,
Geoff then snapped a leg cuff around each of her slim ankles careful not to damage the anklet he had given her earlier. The chair between was about two and a half feet long which was good for him as he put a foot on the inside of each of her feet and then spread her legs wide. She wondered what else could she be in for, she did not have to wait long as Geoff lifted her skirt up and over her pert bottom cheeks then he pulled the tiny thong strip that run over her pussy out and over the side of her left cheek.
Was he going to fuck her again? no, he put a small amount of lube on his fingers and then pushed in his index finger working it slowly back and forth and rotating as he did, with this motion going so well he slide another alongside and for a few moments stretched her pussy a bit more.
She knew that it would not stop there and she was not disappointed as the third then fourth fingers pushed her soft pussy lips farther and farther apart, but was he going to complete the feat and push his whole fist in just as she had asked him to do so many times when they chatted on-line.
Geoff kept up the rhythmic motion of pushing in and out, as he applied a little more lube and as he did, her body moved with his hand, she wanted him to be inside her. She wanted to be his toy to use; she needed him to have his pleasure.
Geoff took the small bottle of poppers from his pocket and with one hand undid the lid then held it forwards to her nose, had he made her take a very, very large hit. Her mind started to rush as the poppers hit the spot her heart started to race faster her mind whizzing along she felt her pussy relaxing as the force and motion became so much easier, it was time.
Geoff placed his thumb alongside his four fingers and with one good push stretched her pussy lips nice and wide enough to get Geoff’s fist inside her wonderful warm silky pussy. He had done it.
His excitement was beyond any he had had before and he almost missed the whimpers and sighs that she let out from behind the ball gag in her mouth, he gave her another hit of poppers and waited the few seconds to let them take hold then pushed in even deeper up and past his wrist he had made it. Weeks earlier in an online chat, Geoff had told her that his first fisting of her was to be a deep one that he wanted her on his hand up and past the wrist and that’s what he had accomplished.
Jak’s head was rolling her body trembling and riding his hand as he pushed deeper in then withdrew almost to the knuckles then ploughed back in she was his and he knew it. Geoff fucked Jak’s pussy for a few minutes but knew he had to pull out as he had much more pressing engagements with her and needed to move his location
Geoff pushed the bottle of poppers under her nose once again and whispered for her to take a long hit as he was going to pull out of her pussy. She used her teeth to grip the ball gag as she took down one last hit of poppers and readied herself for him. She was there; Geoff knew it was time to slide his hand out. As he withdrew from her, her pussy lips run along his wrist until they reached his widest point this was going to be the part that she loved, the sensation of her pussy stretched to its maximum. His knuckles past the outer ring and then his slender fingers slipped from her tight hole, it was as though her pussy almost winked at him as the fingers left her and with a very slight Glisson of lube on his hand, he knew he had released from her.
No time to reflect on his triumph, he wiped his hands over her bum cheeks and straightened her panties then pulling her skirt hem down he pulled her from her position on the bonnet and around to the passenger door. Opening it, he turned her, helped her into the seat, and attached the seat belt.
Geoff did not worry about the discomfort it might cause her sitting against her arms, nor did he care that the cuffs might be too tight or pulling the choker chain around her neck, but he did get his bag and retrieve another item from it, which was a blindfold. Geoff, put the blindfold over her eyes to complete his entrapment.
Geoff moved the car with care at first to make sure she had settled and then sped off to the next part of his master plan.
It was a quiet place, the slip road, which turned down off the road before the tunnel. Geoff pulled up and undid the padlock he had changed a few weeks beforehand, moving the barrier he went back and locked it after him. No one would know he was there, he put the car in the little parking slip, which made it invisible to all, then getting out of the car Geoff went to the boot and removed the large leather holdall and slammed it shut.
All that Jak could do was listen trying to pick out little noises and sounds to help her orientate herself but there was not time. Geoff opened the door to her side and unclipped her seatbelt then lifting her cuffed ankles out over the sill he put his hands under her arms and helped her free from the car. He moved her slightly away from the car and closed her door then reached into his bag and produced another dog leash, which he snapped onto the chain around her collar and started to lead her away.
It was dark, but the moon lit night helped him see his way through to the small opening that led to the tunnel, now was the tricky part a two hundred meter walk with a T-Gurl cuffed and chained, gagged and blindfolded along a dark tunnel with the possibility of cars speeding through at any time. This was an 110kph road and not much went slowly but this was Geoff’s gamble to get her to a place no one would know or hear her screams.
He set off as quick as possible his heart racing as he did, she struggled to keep up but knew she had to, Geoff reached the small doorway on the side of the tunnel on the inside bend unnoticeable to cars speeding past. He unlocked the old padlock the one he had taken from his garden shed that wouldn’t arouse suspicions and pushed open the door and moved inside pulling her along with him but keeping her slightly crouched as he did so, so as not to bang her head on the low ceiling.
Jak could not tell what was happening, just noises, but as she went inside she felt the colder air rush around her. With his torch light on Geoff went in down the small tunnel 10 meters then turned right for another five meters then left and into the chamber he had cleared. It was an old chamber used by the construction workers many years ago when the tunnels were being constructed, it was a store and rest area, but now it was her dungeon, her place of captivity.
Geoff switched on the small set of lights he had installed in preparation and removed her blindfold, it took a minute for her eyes to adjust but she could she the rock wall all around her and realised she was somewhere very, very alone with just Geoff to use her. Geoff clipped the new lead to a small hook he had painstakingly put into the ceiling a week beforehand, this made her stand on slight tiptoes, and then he released the leash to her cuffs behind her back and secured that as well. Her arms felt heavy but she knew it was useless to complain as Geoff went to the wall and took a spreader bar he had placed there ready. He attached this to her ankles; this stretched her legs wide and pulled on the neck chain.
Geoff then removed his coat, laid that on the floor, and prepared to get her ready for her next ordeal, from his holdall Geoff pulled out pair scissors and started to cut her clothing off until all she had on was her bra, panties, garter belt, stockings, and heels. Geoff stepped back and admired his work he had her captive now and could do, as he liked. Best of all, NO ONE WOULD HEAR HER SCREAM.
Planning is everything, as a couple Geoff and Jak had shared many thoughts and feelings, hers initially surprised him, the glint in her eye from his first sighting of her picture gave nothing away. As the weeks passed, she shared more and more, her background the cruelty that led to desire, her experiences, which made her a girl who had uncertainty in what she liked. Geoff’s initial desire for her turned to curiosity and then to a need to own such a pretty thing and fulfil her needs as well as his own.
The tunnel had been an obvious place, Geoff recalled how some 26 years ago as a beat officer he had found this small cubby hole used by various no marks and pond life, many was the day a local prossie had disappeared down the tunnel and would be found and scared off by this young cop.
The older shift members had told him how as a hideout they themselves would use some of the whores for fun and how in return, blind eyes were turned as the girls strutted on the streets, therefore for to take Jak he had found the perfect place.
The needles, the condoms the smell of life's scum took hours to clean away but the preparation was everything. Jak's required submission would be aided by various toys and once cleaned with the stench removed he went to work, drilling holes and sinking hooks deep into the wall, putting stark white tiling on the floor, the low lighting to provide Jak with enough fear to make her tremble but also enough to make her entirely excited.
Her willingness to submit so easily to him in the car park had been a hint of the ease that this would happen, his pleasure at her total trust in him excited Geoff and made his confidence grow. Despite the effort to clean the place the smell of damp remained, the walls oozed slowly with the drips of moistness causing puddles around the floor. The eerie silence and smell were perfect, Jak had talked so often of rape scenario, shackled, and left for men’s pleasure that he knew as a first date this would set him above the rest. He longed for this and watched Jak's chest move rapidly, her excitement clear by her eyes, he saw no fear, he saw anxiety but complete trust. His penis hardened and he could feel the moistness in his pants as his cock dribbled slowly, the pre-cum oozing from him like a fine wine into a welcoming glass.
He watched her, her arms shackled and manacled to the wall, her legs openly divided, the lead anchored tightly to one of the many hooks placed about the place. He watched her head rise and look at him, not part of the plan he walked to her, lifted her head in his hand and placed a small kiss on her lips, she smiled and leaning to her ear he whispered,
'I love you Jak, but the kindness stops now'
Jak watched, as using the scissors he slid the cold metal between her body and her panties, the flimsy material separating from the slice of the steel, the same on both sides her panties fell.
He turned her to face the wall, her clitty moist in excitement her pussy still wet from the virgin visiting by her new lover. Putting his arm around her waist he pulled her away from the wall, her arms now straight ached against the metal and Jak groaned at the pleasure of the cold steel against her wrist. Geoff looked at her gaping pussy before him and with his fingers, lathered in lotion his fingers opened her, the electronic plug placed, the wire hanging like a tail between her legs. The small box in his hand poised to hurt. She knew the feeling but the smell of this place, the dank the depravity caused a rhythm of excitement which made her want Geoff so much, she thought of darker times, of times to cum and the trust she put in this 'Dr of the mind', what did his mind plan.
He watched and smiled as he hit her with a jolt which seen her leg calves stiffen her head jolt the chain grip deeper into her wrist. She could hear his heels as he paced on the tiles and she swore she heard a laugh, the second, the third, the fourth, the jolts seemed regular. Too frequent for her body to prepare, she fought to gather her thoughts and suddenly felt his arms around her and the familiar smell of the drug, which stretched her mind, and her pussy intoxicated her fully, she immediately relaxed and felt prepared for whatever. Again, the jolts kept coming and the sound of her gasps and the laughter echoed the room.
Then all seemed quiet, trying to turn her head to see why the pleasure had ceased. She was met with a loud command to look forward as the chain around her neck gripped tight, she wanted to see as she loved to see how her body excited him.
She tried to turn but, and met with the swift sound of air, air parting swiftly and the crop struck her bottom for the first time, this time the pain was clear she cried out, strained against the chains. Looking straight ahead and suddenly the effect of the dank damp walls struck her; it looked like a stage but the idea of domination and submission, maybe the writing on the walls.
Geoff smiled, her pussy was red from the attention he had given it her bottom seemed to be going the same way, her clitty lay hopelessly bare and he watched the moistness drip from her, his confidence was complete, months of worrying how Jak would find him seemed to disappear, in her he was right, he had chosen well.
Her bottom tingled, a small tear welled in her eye, he had hit the right level she prayed he knew how far to go, the thwack on her bottom made her rigid, her mind buzzed on the drug and she knew she had to stop him and he did. He undid her wrists to the chain and around her neck so she could turn and meet his smile. She smiled back as the cat o’ nine tails appeared from behind him and struck her buttocks, unprepared she screamed but purely in anticipation rather than at the pain, which was warm but soft. He was using the tails to tease not only her bottom but lightly smack her clitty. She enjoyed the fact that he was paying attention to all of her, but then the cat bit deep. No clitty this time his aim hit the mark and she cried out, her cry echoing in the chamber. She had to place her hands against the wall and she struggled for grip, unable to support herself she found herself falling against the cold wall, the spreaders keeping her upright, she knew she was panting heavily, her face feeling red and hot as her bottom stung.
Face and body against the wall she awaited the next lick, it never came, instead, something warm began to enter her pussy, she knew it was not his cock but the feeling was so sexually gratifying that she didn’t care. It slid deeper and deeper into her and settled her pussy, stretched and with her legs split wide, she could only stay open, the familiar smell again, brought to her nose and Geoff allowed her mind be filled with pleasure as he manipulated the warm water filled glass dildo to relax and excite her. She pushed herself off the cold wall, pushed onto the dildo, and moved her hips to accommodate its thrusts as she did this, she felt his hand rubbing something cold and creamy on her bum, the smell was sweet, but her pussies’ needs controlled her mind.
The dildos hot thrusts were swift and deep but his control meant it never struck the top, always just short, she pushed so he would hit the target but again he teased her pussy that so wanted her Geoff within her. She cried out as her orgasm racked through her body, her legs shook and she lost her grip, quickly the dildo slipped out and he grabbed her, turned her and held her against his warm chest. The stark difference from the coldness of the wall comforted her and she relaxed against his chest and enjoyed the warmth of him.
Jak felt Geoff's hardness against her, she reached down to undo him and he pushed her to her knees. She slumped down finding her smooth heels struggling for grip on the tiles, he pulled her head against his groin this stopped her fall, and she was able to push her feet against the wall and push on him he felt hard. As she quickly unbuttoned his trousers and Geoff allowed her hands to quickly push in and pull him out, his cock felt the cold air bite, then her warm breath and moist tongue engulf him. He saw her head bob against him and with a wicked smile place the leather belt in his hand around the back of her head and pulled her onto him, he felt his cock hit the back of her throat and then slide down, her teeth gripped against him as she, forced against his body. He held her there and heard the familiar gasps, turn to gagging. Jak attempting to cough, she felt the belt slacken, she pulled back for release then was pulled against him again and the process was repeated her head shook.
She attempted to cry out but the belt held her head firmly against him, her head moved from side to side and suddenly the belt fell to the floor. She slid off his hard-smooth cock as he pulled away quickly, then felt his hand against her cheek, she moved her head to the side as the surprise of this punishment puzzled her, this time his other hand rocked her back again, the slaps gentle but stinging seemed unfair as he said
'You disappoint and will pay' she dropped her head, she had done nothing wrong, had she not given herself to him and allowed herself to be his plaything, she said
'No Geoff, I have pleased you' and the dog collar was her response, it yanked her head back as he went behind her and undid the restraints on her ankles.
She felt the lead tug on her neck and Geoff helped her to her feet, he pushed against her, kissed her, and whispered how he adored her, Jak, taken aback by this kindness and replied ‘I am all yours’ she purred.
Then the two lovers fell to their knees, the cold floor seemed to make no difference, she was on all fours. Her pussy facing him as his tongue ran over her buttocks, licking the cream he had earlier put there, his hand held the lead but it was relaxed and she looked down and closed her eyes as his soft tongue glided over her cheeks, it seemed so nice, so loving and she understood how much he really liked her. His words had jumped from the computer often enough but to hear him say it, was divine.
After what felt like an age, the lead tightened, his tongue entered her moist stretched cunt his tongue seemed smooth and hot as his nose pressed against her. She pushed down as his tongue began to fuck her, she enjoyed his touch and felt a sheer thrill of expectation as the lead tightened and her head pulled upward like the dog he could have been walking. His cock entered her, not like earlier, this time his complete cock was deep within her and he was fucking her, as she gasped, she smiled, she despite all his dominance, owned the pussy he craved so who controlled who? Inwardly she smiled as her body responded to his thrusts and she felt him swell within her, her desire and panic were in unison if he came what would that mean she wanted so much more if he didn’t cum what was next? His written words came to the fore 'I am a long stayer' and she knew there was more to follow. Geoff’s smile filled the room, he finally had her his, the desire was being fulfilled and he looked down at the beautiful woman against him, he knew the night; their life had much more to offer!
As the head of Geoff’s cock bottomed out deep inside Jak’s pussy she knew that her life would never be the same, this wonderful man had what he craved and would not let it go easy.
Geoff drove deep and hard into her she wondered how long she would be able to take his cock before she begged for him to stop, and as the fucking progressed the fluids slowly evaporated, she needed lubricating, and very deep at that.
Geoff was well aware of the forthcoming dilemma and had already made provision for such events with his cock forced deep to the hilt and her back arching upwards Geoff’s hands made contact with her cheeks. Half a dozen good hard slaps brought, her mind back on track, had she thought the punishment was over, a tear welled in her eyes and Geoff pulled his cock from deep in her pussy in one complete fast move. It was if her whole insides were being ripped out and made her immobile for a few seconds but this was enough for, Geoff to rise and bring taunt the leash attached to the collar he moved forwards towards a hook on the wall about 5 feet up.
Out of the reach of her on her knees, her arms, once again pulled behind her back and cuffed her legs spread wide. Once again and from within his bag, two lengths of cotton rope with loops at one end were looped over each ankle. The ends then attached to a ring over the far side of the cave, spread very wide now and completely at his mercy, what was Geoff going to do now? The leash held her body from touching the floor if she concentrated her legs stretched wide and her knees taking the pressure of her position. Jak knew she dared not move as she heard him moving about behind her,
'WHACK', 'WHACK', 'WHACK' her soft round cheeks became on fire as Geoff once again began to treat her bottom as a punishing pad. The pain seared through her and she knew she would have to scream and beg for his mercy, but before she could do so Geoff reached around from behind and opened her mouth, she felt the cotton forced into her mouth, and as her tongue filtered through it, she knew that taste, that taste that she had tasted before.
Geoff had removed his underpants and pissed onto the little then opening. Her mouth forced them in as a gag he then tied an old stocking around over her mouth to keep them firmly in. She felt the cold liquid drop into the top of the crack were her pussy ran and slowly it slipped down and over the very spot, which Geoff yearned for. Geoff pushed his first finger into the slightly sticky lube and then into her pussy working quickly too, not allow her to think. First one then two then another and another until four fingers were working her pussy widening it and lubricating it. More lube, more working the pussy, stinging smacks on each cheek but not necessarily in order, then as if from nowhere the bottle of poppers was under her nose and as she took large intakes a piece of her mind knew what was to come.
Jak was not disappointed as the taste of Geoff’s pee ridden pants sent her mind wandering the poppers took over and she relaxed to an almost limp state. Then six ferocious whacks on her bottom made her pussy a point of pain, then came what she had expected. Geoff’s fingers shaped as a wedge entered her pussy lips and started to spread them as he went deeper and deeper, she knew to push back onto his hand to get the pain to subside quicker. Geoff held her at bay she was not going to get away with it that easily, in further and farther and as she tried to scream Geoff saw from her body language and slapped her cheeks some more.
It is the widest point of the hand across the knuckles but even in the pointed form it has a great circumference, Jak’s pussy had stretched this far before and did so again, with more lube was applied.
More force and then the point that was like heaven as the knuckles finally entered her pussy and began to relax around his wrist. He was in but did not give her time to recollect the first ordeal; he made a fist and started to pump in and out of her pussy. Pulling out to almost the point of the knuckles coming out, and then straight back in, out, in, out with no escape for her.
With no let up as more whacks on her cheeks rained down, Geoff kept feeding her poppers, smacking her bottom and frantically fisting her pussy. After ten minutes of intense fisting, Geoff paused and she could hear the movement of items, what was going on? More lube applied and Geoff leaned forward and whispered in her ear to gently push back as he was going to remove his fist and go for goal, what did he mean? Her mind raced, 'go for goal'? Nevertheless, she would soon find out as he gave her the biggest hit of poppers, no it could not be, but it was. As fast as Geoff pulled his hand from her pussy, she felt the cold smooth lubed feeling of the large beer bottle she had had so much difficulty in getting into her pussy. If inside it would be the widest stretching and Geoff knew he was the one to do it.
The force and pressure brought tears to her eyes and she bit down on the piss soaked pants forced into her mouth, but Geoff was not giving up as he poured more lube onto her beautiful pussy, pushing and working the bottle end. As blunt as it was against her lips gradually forcing them apart and stretching to accept what she had never done so before, with four more of the hardest smacks on her bum that he had ever given her. The poppers working her mind she felt the pain and sensation as Geoff’s force on the bottle finally succeeded and her pussy lips began to envelope the mighty bottle into her stretched wide pussy. The victory was his and she knew he was elated.
The session was now complete, Geoff untied Jak and let her gently slide to the floor onto his coat, he pulled a single inflatable bed from the large holdall and the pump to inflate it, that done he laid Jak on it to let her rest, covered her with an aluminium survival blanket. He then produced a hip flask from the end pocket of the holdall and offered it to Jak, she took a good swig of the brandy, which gave her an inner warm feeling.
They had been in the tunnel for about three hours when Geoff deemed that Jak was rested enough to put on the clothes, jeans, jumper with trainers, once Jak was dressed they both set off for Geoff’s car. On reaching his car they both got in and Geoff said
‘Okay, back to the hotel, you have booked a room for the night, yes?’
‘I have’ Jak replied.
‘Okay, I’ll drop you there and you can rest properly’ he smiled. This was good news for Jak, she was still high on adrenalin and would welcome the nights rest.
‘I can drive home later today’ Jak informed Geoff.
With that, Geoff started the car and headed to the hotel. On arrival, Geoff collected Jak’s handbag from the boot, the reception and bar were empty now, they both made their way to the room Jak had booked. Geoff hands Jak her handbag and she retrieved the electronic key card and opened the door, they both entered, it was a single room.
‘Coffee?’ Jak said as she filled the small kettle on the dressing table.
‘Not for me thanks’ replied Geoff, ‘But I would love to see you again’ he informed her.
‘I would love that Geoff’ Jak purred, feeling elated, ‘What did you have in mind and when?’ Jak inquired.
Geoff just smiled, tapped the side of his nose, winked and left.
THE END
© Hugo Trevelyan – July 2019.