10 comments/ 216689 views/ 11 favorites A Bad Penny Ch. 01 By: TheDarkCloud John was pretty content with his life, he was 29 and office manager of a busy sales office. He was tall, dark and relatively handsome with a pretty easy going manner. All the people he worked with were hard working and got on really well and there was a good work atmosphere. In fact he got on really well with one of the ladies in the office. He and Julie were having a hot and sexy fling. Which was OK as neither was married or seeing anyone else, but they tended to keep it a secret as they worried what the gossips in the office would say and his bosses frowned on that sort of thing. Things changed when Penny arrived in the office one fateful Monday morning. Penny had worked in one of the other departments and everyone had heard stories about her and were surprised when she showed up at John's desk and announced she had been transferred to the sales office. John was put out and checked with his boss who shiftily answered that it was correct and he would just have to deal with it. It wasn't a problem was it? There wasn't much John could do other than try to make the best of it. The gossip that surrounded Penny was on the whole not that pleasant. She was a stunningly beautiful young woman, 27 with short dark brown hair and a terrific figure. It was how she flaunted that figure that got most of the men and women talking (in very different terms!). She tended to wear very tight tops and blouses, designed to display her ample cleavage to maximum effect, she also had a collection of the tiniest of skirts that more resembled belts than skirts. But it wasn't just her clothing, her attitude was completely selfish and she didn't make any female friends and the only men she gave time to were those above her that she could gain from being nice to. To those below her or on the same level she could barely disguise her disdain for and rarely gave them the time of day. She was very good at her work and was obviously very ambitious and had made a rapid ascension through the company but John couldn't understand how she had made it into the sales team. It was a bigger shock to him when he learned her salary, which was not far below his own and was much more than the other girls doing her level of work in the sales office were on. Foolishly he let it slip to Julie as they lay together one night and she, not surprisingly, went on a verbal tirade. "That Slut! I bet she slept her way to that." Julie hated Penny with a passion from the first. She snubbed her and made no attempt to welcome her to the office– she saw her as a threat and a loner and someone who worked to her own agenda, but no-one could find out what that agenda was. The others in the office were hardly friendlier to Penny but it didn't seem to bother her and she did her work fine. It bothered John though why she had been put into his dept. and it bothered him even more when his boss instructed him to work with Penny on the implementation of a new computer system in the office. Julie was pissed off about that and let John know all about it, which annoyed John because there was little he could do about it. Working so close with Penny John could hardly fail to realise how sexy and gorgeous she actually was. Not a trace of fat on her body, and how exquisitely she was always dressed– she obviously had plenty of money. She wasn't married though, John knew that much and as meeting grew into meeting John became inexorably attracted to Penny. It was subtle stuff at first, licking of lip, leaving a hand lingering a second longer than it should, stuff like that. Penny had obviously done this before and within two weeks John was putty in her hands. Julie didn't realise but was not happy at the time they were spending together. Then one morning Penny made the move. "John, aah?" "Yes, Penny?" "I've seen the way you look at me, would you like to do more than just look, " she, very brazenly rubbed her breasts as she said this, sure he could not resist. And he couldn't, almost falling over himself to agree to invent a reason for him to go out that evening and visit Penny at her home. John told Julie that he was going down to the pub with his mates that night and arrived at the address Penny had given him a full fifteen minutes early. Nervously, like a schoolboy, he approached the front door and rang the bell. It was large house with a big garden in the affluent area of town. He waited a full minute and was contemplating ringing it again when the black door swung inwards. There stood Penny, wearing a cream dressing gown made of expensive silk. She smiled coquettishly at John and beckoned him in wordlessly by crooking her index finger and motioning him inside. He followed like a little puppy dog. Once inside he took a turn into a large and lavishly decorated lounge and took a seat on a white leather sofa, Penny standing before him. Slinkily, she undid the belt of her gown and shrugged it off to reveal her trim figure covered only by a matching set of lacy bra and panties in orange. This showed up beautifully against her glowing, tanned skin. John was enraptured by the sight and positively drooled at the thought of fucking this woman. "Like what you see John?" she purred. "Oh yes, absolutely." She turned her back and gave him a full view from behind and wiggled her way to a drinks table on the far side of the room. She poured two drinks and brought them back, giving John his alongside a kiss to his cheek. John was so intoxicated by her beauty, her scent, her voice that he drank the wine greedily. Penny smiled and shrugged her gown back on, John lay back and felt the rush to his head from the drink. Suddenly he felt disorientated, his head spinning, the room spinning as well, three Penny's before him, laughing as he struggled on the sofa then fell to his side, his eyelids too heavy to keep up and then darkness. He awoke ten minute later (though he didn't know that), his eyes springing open and being dazzled by light. Slowly he moved his head to take in his surroundings. He quickly realised that he couldn't move his limbs and soon felt the ropes binding him. He lay flat on a large double bed, he had been striped naked his clothes lying in a pile by the bedroom door. His ankles were bound by rope tightly knotted to them as were his wrists behind his back. Stopping him making any noise above grunts was a rubber ball gag shoved well into his mouth then attached by straps around his head. He had a black leather collar around his neck and from the metal ring at the front a leather leash connected to the bed frame preventing him moving other than rolling side to side. He lay there helpless for a few minutes and Penny showed up at the door. She had changed considerably since he had seen her last, gone were the winsome smile and soft lingerie to be replaced by a hard sneer and an outfit all in black leather of tight basque, shorts and knee high boots. She looked every inch a Dominatrix from a porn magazine. "Enjoy your sleep Bitch?" questioned Penny and John realised he had been drugged. Penny stalked around the bed slowly, all the while sneering at John. She really looked nasty and totally changed from the woman he has fallen for in the office. "Do you like giving me orders John? Do you like making me work?" her voice held a barely disguised hatred. John could not answer, so Penny continued, "Well I've got something for you, something I don't think you'll like "with that Penny bent down and reached to the foot of the bed and stepped into something, John couldn't quite see what. His eyes opened in horror as she drew the item up her legs and it came within eyeshot – it was a long, thick, veined, black, plastic, strap-on dildo. Penny very deliberately tightened the harness around her crotch and goaded John with it by wiggling it against his distraught face. She moved behind him and attached a spreader bar to one of his ankles then quickly undid the bonds around his legs and attached the other side so his legs were stretched nicely apart, a little lever in the bar that would allow her to further open the gap or reduce it at her will. Penny moved around to John's upturned face again and spoke with a fake sweetness "Well lover you came here to fuck me but it looks like that's not going to happen, doesn't it. But you will get fucked. Ever been fucked in the ass before?" John shook his head violently, a desperate action. Penny smiled "Don't fret too much Bitch, tell you what I'll even let you get the tip of my dildo nice and wet so it won't hurt quite as much." She eased off the ball gag and before he could say anything thrust the head of the plastic cock into John's mouth... With little other option John tried his best to lubricate the thing in his mouth, terrified at the thought of it invading into him elsewhere. Penny held the back of his head to ensure he couldn't pull his mouth away and started to rock her hips backwards and forwards fucking his mouth and obviously getting very turned on while doing it. "Yeah Bitch take it all, suck it like the slut you are!" and with that she thrust the dildo right down his throat and he unwillingly deep-throated the phallic object in his mouth. Having never done this before he quickly gagged but Penny allowed him no respite and held his head firmly in place. The unfortunate thing was that he was not wetting the tip very much and when she withdrew the cock from his mouth there were only a couple of saliva trails to lubricate it. Then Penny rammed the ball gag back into his mouth and moved to his ass. She stopped saying she had forgotten something and knelt by the side of the bed. She came up holding two metal crocodile clips which she managed to attached to John's nipples, they bit into his flesh hard and he screamed into his gag, Penny smiled. She then produced a shoelace which she had tied a slipknot into and looped it around John's balls, pulling it nice and tight and leaving the end loose between his legs on the bed. Of course, by this time what wetness had existed on the plastic cock had all but gone, just as Penny had planned. As Penny manoeuvred herself between John's legs she whispered forward into his ear "This is going to hurt you an awful lot more than me Bitch!" and with that she thrust forward brutally and right into his arsehole. Penny thrust forward with all her strength, driving the dildo right into John's dry ass. He screamed in pain into his gag and this drove Penny on further as she got at least eight inches inside him. Then she started to develop a rhythm and began pounding into him relentlessly. She reached forward and in her left hand took as firm grip of John's black hair and pulled back so his body reared up and she levered her fake cock further into him, each millimetre causing further pain to him. With her right hand she reached down and took up the lace end and pulled with all her might, tightening the knot around John's aching balls to extreme degrees. Penny showed no mercy to her victim fucking him and torturing him like that for nearly thirty minutes, obviously orgasming herself multiple times at the havoc she was wreaking on her boss. When finally she pulled the strap-on from John's wrecked asshole he was a broken man. He was weeping at the pain he was in and his mind had lost focus (the remnant of the drug fogging it further). When Penny came round before him, her fake cock bobbing in front of her and removed the gag from his mouth he could say nothing. And when Penny ordered him to lick the messy dildo clean he obeyed immediately, his tongue moving over every groove on the object cleaning the mess left from his own backside. Penny produced a video camera and captured John sucking this black, plastic cock around her waist, being careful that her features didn't show. When John had licked the dick clean and lay on his chest with a glazed look on his face, Penny paused the tape and spoke to him. "Well done Bitch. You took that fucking like the Bitch you are and I think you'll be useful to me in the future, but I need to make sure. Come on, look into camera and tell me you like sucking this (waving the strap on before his eyes), tell me how much you enjoy sucking big cocks!" John was a beaten man and he would do anything to escape this hell he had found himself in and he looked up and admitted into the camera that he "Liked to suck big dicks." Penny smiled and paused the tape again as she called out "Boys! He's ready." John's eyes moved around the room and he was stunned to see three well built, muscular, young men come into the bedroom. All were completely naked and had huge cocks – all over 9 inches. Penny smiled evilly again at John's consternation and spoke to him again. "So you like to suck big cocks do you Bitch? Well in that case you'll really enjoy what I've got arranged for you now. This is Clyde, this is Eric and this is Manny and they just love gang-fucking a filthy man-bitch like you." Penny stood back and prepared to film what was about to happen, the unnatural appendage still strapped around her. John lay desperately trying to escape his bonds, panic suddenly clearing his mind as he clearly realised what was about to happen. He pleaded with the men first and when they just smiled at him and continued to advance he pleaded with Penny, she just laughed and told him to 'enjoy' it. The men actually undid all his bonds and once free John tried to escape but the three of them were each stronger than he and they easily forced him down onto the bed, their hands all over his body. They played roughly with the clips on his nipples and the lace around his balls, their gigantic penis's becoming more aroused with every second that passed. The one called Clyde broke off and positioned himself in front of John and tauntingly bounced his firm dick off John's face a few times, before warning him of the severe consequences if he were to feel John use any of his teeth. He then shoved his big cock into John's waiting mouth, filling it with man-meat until Clyde's bristling pubic hair roamed over John's nostrils, the massive member buried deep in John's throat. "Come on Bitch suck it off, I'm gonna paint your face white with my cum!" From behind he heard one of the other guys laughing about his ass and felt a sharp sting as a hand descended onto his ass and spanked him. "Yeah baby, shake that ass Bitch" was shouted to much laughter. Penny zoomed in to fully capture the young man's balls bouncing off John's chin and the wide-eyed look on his face as this young stud mouth fucked him. John felt his arse cheeks being pulled apart and the two men behind him discuss the work the strap-on had done earlier. He then felt one of them slide the helmet of his dick inside his arsehole and slowly thrust up and inside him. Penny moved back to capture the scene in it's full glory as her boss was being used like a spit roast between these two big, young guys while a third (with the biggest erection of the three awaited his turn). John could hardly believe what was being done to him and he struggled as the two men invading him got rougher and rougher with their thrusts, one pushing him backwards while the other pushed forwards. The man in his mouth tensed up and John knew what was about to happen but was powerless to prevent it. He slipped his cock out of John's gasping mouth and for a split second the large dick pulsed before John's horrified eyes before pumping a wad of thick, creamy cum over his face. He pumped it five, six times and the cum got all over John's face, in his eyes, up his nose and in his hair and mouth. Penny zoomed in to capture John's cum-covered face. Without allowing John time to get this breath back Manny now stepped forward and guided his 13 inch monster cock into John's coughing mouth, straight away deep throating him. "Heh, heh Bitch you'll take it all" he sneered. John was really struggling to breathe now and with an evil grin Manny reached down and pinched John's nose to make his plight even worse, especially as every half second or so his backside was being fucked forward with considerable force. As John gasped and gagged on the thick cock that was raping his mouth and throat he became aware that Eric, who was in his ass was starting to jerk rapidly and sickeningly he realised that he was about to cum in his ass. He prayed that he would pull out but no luck and he felt the warm liquid shoot out and into his bum. Eric laughed and moved to the front again and as Manny continued his oral assault Eric mockingly wiped his spent dick clean with John's dark hair. "You like that Bitch?" asked Eric, "You like having my thick cock up your ass?" Manny manipulated his long hard penis in John's mouth to nod it up nod down. That movement seemed to set Manny off and within seconds he exploded, sending a literal torrent of cum down John's throat, the salty taste raising the gorge in his throat. With all three men having ejaculated Penny stopped filming. She kissed and congratulated them and then moved over to speak to John who was laying, in a daze on cum splattered bedcovers. "Well John you came here for sex and you certainly got it didn't you? You now have two choices. You can either be taken by my three friends again, and this time all three get a chance to ride your arse, or you can put these on (she threw him a small pile of clothing), kneel in the centre of the floor and beg them to cum all over your face. Your choice. You have one minute to decide." John looked at the garments; they were a pair of pink lacy knickers, pink bra and pink suspenders. John started to cry at the thought of having his poor, sore backside abused any more but........ "OK, I'll do it" he finally admitted. Penny smiled and said "Well hurry up Bitch we haven't got all night." So John pulled on the sexy woman's clothing and got down on his knees and looked pleadingly at the three men and begged them to spunk over his face, which they proceeded to do, three big, hard dicks bouncing over his face until one by one the came again coating his face a creamy white. Penny filmed this whole scene from one side. Once finished Penny asked the men to leave the room but to be ready to come back if she needed them. She wouldn't though, John was a broken man. "From now on John you will be my Bitch. You will do what I say and when I say it. Understand? (a faint nod in response). Good. I'll tell you now if you fail to comply in any way at all I will make sure that everyone at the office, your family and friends all get a nice, edited copy of this video. I'm sure they'll be surprised at you." "What is it you want?" "You'll find out soon enough. I have a lot of plans.First though I want to teach that stuck slut of a girlfriend of yours a lesson that she won't forget. And you're going to help me." From that point on John was totally under Penny's control, it wasn't just the threat of showing the tape either (although John couldn't imagine his friends and colleagues reactions upon seeing it), it was something more than that. That day Penny had broken his spirit and weakened him as a person and in his eyes she had demonstrated her terrible power and in equal measures he feared and loathed her but he could not stand up to her or disobey her. Of course Julie noticed the difference in her boyfriend and boss straight away but was at a loss to explain it. She thought perhaps that Penny was screwing one of John's superiors and he was exerting pressure on John. But he wouldn't say and avoided the subject like the plague. He did treat Penny differently than before in public, not massively so but he was more polite and always made sure she got included, even when everyone else didn't want her. "Do you fancy her or something?" accused Julie on one evening. In private things were much different, when Penny was alone with John she bossed him cruelly making him do embarrassing and humiliating things. More worrying than that Penny was starting to obsess on Julie, how she hated her and her plans to 'get' her. Anytime John tried to talk to her about it and try to calm her down he ended up being threatened and Penny made no secret that she had very powerful "friends "much more than just Eric, Clyde and Manny", which always shut John up quickly. A Bad Penny Ch. 01 Julie became more and more antagonistic towards Penny and as they were at a similar level got away with it. John tried to talk to Julie about it but what could he say? One Monday evening Penny stopped by John's office when everyone had gone home. "Bitch get on your knees" she barked at him. He got down obediently and she ordered him to lick the soles of her shoes as she took pleasure informing him of what she had trod in outside the office. She then handed him a note with an address on it. The address was in a poor area of town and told him that at eleven o'clock on Friday night he and Julie would have to outside in their car and that Julie would need to go into the nearby bar. He started to argue but she cut him off, " I don't care how you do it just make sure she's there and comes in." "What are you going to do?" "Nothing much, just take Miss high and mighty down a peg or two" he didn't believe her but he managed to convince himself she wouldn't go too far. And Julie had treated Penny like shit since she arrived. To Be Continued... A Bad Penny Ch. 02 (Author's note: Like the first part of this story this chapter contains significant male on male reluctant sex so if that is not your thing please do not read on.) * John sat paralysed as the clock in his office ticked past five o'clock. His girlfriend Julie, who also worked in the office, had already gone home being fortunate enough to finish up at three on a Friday. Normally John would be desperate to get out and start the weekend himself but this Friday he had been dreading it and was finding himself almost unwilling to get up from behind his desk to retrieve his coat when the door to the office banged open and in came Penny. Penny, the sexy office slut who had finally, after weeks of trying, seduced John only to drug him and set him up to be ass and mouth fucked not only by herself with a strap on but by three guys, all filmed and used to keep him firmly under her thumb (see my first ever story on Literotica 'A Bad Penny'). She closed the door behind her and stared at John rather like how a cruel cat does to a terrified mouse that it has cornered. She looked too good to be so fiendish, sultry in her smart business jacket and loose cream blouse and a tiny business skirt that barely hid the tops of her expensive stocking tops. She was a stunningly beautiful young woman, 27 with short dark brown hair and a terrific figure. But for John she was hell on heels and he literally cowered behind his desk as she confidently crossed the floor and stood beside him. She looked down at her shoes and gave an almost imperceptible nod. John dropped obediently to his hands and knees and began to reluctantly clean the scuffed top of her patent leather shoes with his tongue, just how she liked. "Good boy John, I see that bitch of a girlfriend of yours had headed home, I take it you have everything organised as I instructed for tonight?" John broke off his grovelling duties to look up at her and plead once again not to do this, even though he knew by now Penny had no mercy and especially where her rival Julie was concerned. "Please Penny, don't make me do this! I'm begging you, anything but this, I know she doesn't treat you like she should but she's not a bad person, she doesn't deserve whatever you've got planned, I do, It's my fault, take it out on me, not her. Please!" Penny kicked out her right foot and sent John sprawling on his ass on the floor below her. "Pathetic! You really are pathetic. You will make sure you and that cunt are exactly where I told you to be at exactly when I told you to be there or else, well you know what I'll do, don't you bitch?" Indeed he did, though whether it was the thought of the film of him servicing three extremely well hung black guys while dressed in women's underwear or whether it was the ever present threat that Penny would unleash them on him again he was not quite sure. He blinked and twitched nervously and to all intents and purposes this six foot man cowered and nodded his understanding and apology to this much slighter woman. "Good, I knew there wouldn't be a problem bitch. You seem nervous about tonight, I don't know why all I'm going to do is show Julie a good time, that's all -- give her a Friday night to remember. Anyway, forget her for just now, right now you look like you need to relax, get rid of some of that tension from your body." John just lay there perplexed as Penny reached into her pocket and plugged a memory stick into his computer. "Right, get up wimp and get undressed." Her last few weeks of domination really showed as her boss stripped naked almost without protest and at her strict direction stood up beside her despite the horrible prospect of one of the cleaners or another late afternoon worker bursting in on them. Still for all his protestations it was clear from the hardness of his cock that on some level he found the situation arousing so Penny knew he was little more than putty in her calculating hands to play with. "Take that pathetic thing in your hand and start masturbating, you are going to get rid of some of that pent up frustration right here in your office." She clicked the mouse to open a file from the memory and suddenly the screen was filled with the action from Penny's house all those weeks ago. John was onscreen with a big, black cock deep in his mouth as the other two guys were slapping their dicks all over his face. "Nice action, eh? Now get wanking bitch!" What a bizarre situation John was in and he did the only thing he could do -- obey the woman who held such power over him. To begin with he looked at Penny and imagined it was her hand gripped along his rigid penis, slowly jerking his foreskin back and forward as some wetness came onto his hand but she soon put a stop to that and ordered him to keep his eyes on the screen, to watch his own rape at the hands of her and her friends as he got himself off. It was sick and humiliating but he did it and felt very aroused as he pumped himself harder and faster with every second that passed. He had to bite his own lip to make sure he did not give himself away to anyone in the outside offices as he grunted and moaned his way towards orgasm. And when he came it was in a rush and he fired his sticky seed in thick bursts all across his desk and even one splattered onto his keyboard. Penny stood over him regarding him like he was a piece of shit on her shoe. She leered at the traces of his seed now splattered across his desk and her beautiful lips curled once more into a contemptuous sneer. "What a mess you've made bitch, it wouldn't be fair to ask the cleaners to clean that up would it? No. So you can fucking lick it all up, and you won't get your clothes back until you do, and we'll leave that film running on your computer too." John was a weak willed man at heart, he had found that out the hard way over the past few weeks and Penny had broken his pride. Part of him wanted to disobey and strike her down but he didn't, he just bent over his desk and began to lick his own cum off it and then from his keyboard, his cheeks burned with shame. He tasted the sour taste of his cum and swallowed it down, knowing his only option was to obey this bitch to the letter. Penny laughed lightly as John degraded himself like this and as she headed for the door she turned around to give one last humiliation to him. "That's it bitch lick up your mess. Here I want you wearing these tonight, no arguing you just remember to be there at eleven and wear those, that's not hard, even a dickhead like you could manage that!" As she exited his office leaving him to scramble for his clothes and to get dressed he only managed to catch the pair of bright pink frilly knickers she had thrown at him. * Wearing those self-same panties John had taken Julie out as planned for a slap up meal at an expensive restaurant across town. Partly he had gone there to give her a treat, his guilt over whatever it was he was delivering her into (and given what Penny had arranged for him and her hatred for Julie he genuinely did not want to think what it could be) and partly because it was the perfect place to go to and then 'accidentally' get lost on their way back to arrive where Penny had instructed him to be. He risked a glance across at his beautiful girlfriend, and god she was looking beautiful tonight, like an absolute Princess. John had been struck by how glamorous she looked all night, obviously wanting to look her best for their date at this restaurant. Her honey-coloured hair was being worn up and John thought it was magnificent the way it was neatly piled and layered to great effect. She was wearing a strapless scarlet coloured dress that seemed to be held up by her breasts and nothing else and it was short too, showing a nice amount of her tanned, athletic thighs. Her high heeled designer shoes, handbag and expensive diamond jewellery completed her look and John had received some pretty envious looks from guys in the restaurant when he entered with this gorgeous babe on his arm. Julie sensed John looking at her and gave a cute smile, she had so enjoyed this evening it was unreal. She reached her hand down and clasped it over his on the gear stick and gave it a squeeze. "It's been wonderful darling, thank you so much. You must really love me to take me some place like that." The words broke John's heart and he had to fight off the notion to take a turn up ahead and avoid where Penny was expecting them. But Penny's voice rose up in his head and the threat of exposure came with it and, as much as he hated himself for doing it, he kept on forward at the crossroad and into the darkness that lay ahead of them. * Five minutes later. "Are you sure this is the right way. I could have sworn we should have taken a left turn some way back!" "Yes I'm sure, do you think I don't know my way around town?" "Of course not darling but, well, I don't recognise this place and it looks kind of creepy and sleazy." Julie was right there, reflected John, this area that Penny had set him as a destination was right in the wrong end of town. They were passing some pretty dirty looking bars and barricaded up shops and as they went along his smart BMW and their dinner attire was looking more and more out of place amongst the pimps, hookers and sluts that were peppered on the pavements in the dark night. Then his stomach lurched as he spotted the "NIGHTSPOT" , the bar Penny had told him to come to. Initially she had told him to get Julie to go inside it but then she had altered the plan somewhat and told him just to be in his car outside the place at eleven. Very deliberately he stopped accelerating. "What's wrong? Why are we slowing down!" "I don't know babe. Calm down, I'll pull in here and have a look and if it's bad I can call for assistance." That hardly re-assured Julie who was looking around at the rough types outside the nearby bars nervously. John carefully came to a halt right at the small alleyway to the right of the run down bar. Looking around he got out of the car and popped the hood to peer into the engine. As he did he felt a hard shape pressed into his spine, it may or may not have been the tip of a gun. A harsh, rasping male voice whispered at him. "Right on time Mister, tell your slut to come up here to help you, quickly!" What happened next took less than a minute. John shakily asked Julie to come and help him and reluctantly she came forward. Just then a black transit van screeched to a halt beside them and both John and Julie were easily forced into the back of the van at gunpoint and they went flying into the night. John pretended to struggle and argue but a gun in his face quietened him while Julie fought for a moment until a sack was placed over her head and shoulders and she was bundled to the ground. Some five miles away in a long since abandoned warehouse Penny was sat in a leather chair in an impossibly tight black leather cat suit that clung to her sexy body like a second skin. She was surrounded by three more heavies (there were four in the van with Julie and John) and she knew well fine that these guys would like nothing more to take her, abuse her and fuck her every way imaginable. But they didn't. Much as they would like to wreck her asshole with their big cocks they knew she was in league with The Boss and messing with her while initially would no doubt be enjoyable would in the long term be a terrible mistake. Unbeknownst to all but a select few Penny was an extremely powerful, important young woman and when she said jump goons like these said how high. She licked her lips and twirled a pen in her fingers restlessly, she could not wait until her bitch and his whore arrived. Penny drummed her fingers impatiently, she was eager to start her evenings entertainment. Then she heard the throb of a waiting engine outside the warehouse roll up door and dismissed one of the men to admit the van and turned to their leader to remind him of what she wanted from this night. He had been told before but was a careless man and prone to forget if he got carried away with his 'work', especially around pretty females. "Boris. Remember not to hurt the girl. She must not be marked, not with what I've got lined up for her after. Ok" The bearded ex-Soviet tried to smile at Penny and grunted his ascent but he was hopeless at concealing his true feelings and Penny just knew he really wanted to have his way with not just Julie but herself as well. Penny picked up a leather, bondage style hood and pulled it onto her head and warned him a final time. "Just remember, or it'll be you in the crate next!" The hooded Penny lingered at the back of the group of men as the ones in the warehouse welcomed their colleagues in the van. The large roller shutter door crashed down and the van back doors were opened and the two prisoners were ushered out of the van and onto the cold on the bare concrete floor. Both Julie and John were scared (although both for very different reasons) and the sight of them all dressed up so smartly was a source of great amusement to Penny, though she stayed back and let her men carry out her instructions. Initially the men concentrated their efforts on John, he was dragged to a pole that stood by the wall to the office that Penny had briefed the men in and had his handcuffs moved so that they were looped over a high hook on the pole, meaning he had to stand on tip toes to keep his feet touching the ground. He put up minimal resistance and once he was hung up there Penny crossed over to him and with her body covering what she was doing from Julie's eyes she grabbed his balls through the cloth of his trousers and gave them a hard squeeze and whispered. "Fancy you hanging around here bitch!" The attention was now fully on the damsel in distress now as Julie knelt surrounded by the men and Boris addressed her in accented English. "Listen to me American slut." "Please what do you want? Please we've done nothi..." "Shut Up! You speak only when I say you can! You dress like slut so we think you can act like one too! You want to be released with you and your man in one piece then you do exactly what I say, understand?" Julie nodded frantically. "Good. You start by stripping off. You show me and the boys what you got. You show us your slutty body." Julie was mortified, although an extremely sexy young woman she was quite shy about showing off her body and the prospect of being naked before this group of kidnappers was abhorrent, plus she could not help but imagine what may happen once she was naked. But she was a smart girl and even as Boris moved menacingly towards John (she registered the hooded figure in black but barely) she knew that she had no real choice but to do what they wanted if they were both to get out of there in one piece. "Ok! Ok! I'll do it, just don't hurt him. I'll do it!" Reluctantly Julie started to peel off her elegant dress, she had hoped to top off her and John's special night with a special strip just for him and the thought of doing it for all these bastards to ogle her was almost too much to bear. With her dress went her modesty as she had no bra and nothing to cover her sweet, pert breasts, indeed as she stepped carefully from the dress all she had left on was a tiny pink thong. She stood there, half covering her naked boobs with her arms but not wanting to antagonise the men and felt the warm, hungry gaze of them and could not help but feel incredibly vulnerable. Boris stepped up to her and pointed to her thong. "That too slut, you do not need clothing where you are going." A comment that troubled her greatly as she stepped from the thong and revealed her freshly shaven pussy to her audience. Immediately Boris's rough hands were all over her, groping her breasts, fingering between her legs and grunting appreciatively. Penny looked on half enjoying her rivals discomfort, half hoping the pig remembered not to go too far. Julie recoiled to his touch but forced herself to stand there and endure this humiliating experience in the full expectation that things would only get worse from here on. But if she was expecting an immediate assault she was to be surprised, rather after he had controlled his groping hands Boris gave her some unexpected instructions. "You, slut. Go over there and remove your boyfriends clothing -- all of it, leave him as naked as you are!" Well it beat 'pull your ass cheeks apart and prepare to be royally fucked' for Julie so, surprised she did just that. Much to John's agitation. As she pulled off his tie and opened his shirt and pulled it back but not off to reveal his bare chest he tried to plead with her to stop but it was useless and he knew one of his dirty secrets was about to be cruelly exposed to his girlfriend. He looked toward Penny but all he got in return was a hard stare from her cold blue eyes in the hood. He made one last appeal to Julie but she knew he was being stupid and they would have to do what their captors demanded to escape this place in one piece but when she undid his belt and pulled his trousers to his ankles she saw immediately why he had complained so much, rather than his usual dark boxer shorts he was wearing those girly pink panties! Julie fell back in surprise as he tried to explain and the cavernous warehouse echoed to much laughing from the kidnappers. "It looks like we have two little sluts, not just one boys!" called Boris who had not really believed Penny when she had told him what the male was wearing under his trousers. If nothing else kneeling there and seeing her boyfriend standing there wearing those pink, frilly knickers had briefly distracted Julie from their plight. She stared at the pink underwear incredulously as Boris took them and roughly pushed them straight into John's mouth. "There that should keep you quiet while I explain to your whore what we are going to do to begin with. You see whore, we are not here to hurt you, oh no, we want you to enjoy yourselves. To that end, as your boyfriend likes to dress as a slut me and my men will treat him like one -- we will line up and fuck him in his ass. While this is happening you will play with yourself." "What? No, you're crazy, this is crazy! John, why..." Julie's frantic please were cut off by the back of Boris's hand (that brought a smile to Penny's face, she had wanted to do that herself in the office so many times). The big Russian bellowed at her. "Enough, we start now, you either play or you watch as your man is ass fucked by us all. And by the way, it is your mouth that will be cleaning our cocks when we are finished with him!" He did not hesitate further, instead he barged behind the hanging John and used his hands to part John's thighs. With his hands stretched up there was little he could have done to prevent it but he didn't even struggle with his legs, which Julie noticed half heatedly John bit down on the sweaty fabric of the pink knickers as the big bull of a man unzipped his trousers and shoved himself up and into his asshole. Of course, he had felt it before at the set up by Penny last time, but he had forgotten how humiliating and demeaning having another mans cock in his ass was to him and he also concentrated desperately on not being in any way aroused. He pleaded with his eyes to Julie to start doing what they had demanded and play with herself but she was understandably a little shell shocked and made no immediate move to finger her pussy. This could be a real hard time for John. The big man was enjoying ass fucking his prisoner in front of his woman and really got into it, to the extent that John's body was quickly rocking back and forth in the air with each firm thrust of the Russian's hips. This unnatural movement seemed, at last to break Julie's doleful reverie and she finally moved her fingers down to her own neatly shaven pussy. She was not in the least aroused but became increasingly aware that she had to get there both to save John further torment and to save herself the indignity of licking any of these beasts dicks. It was hard for her though, to get aroused, what with being surrounded by a gang of hairy, leering brutes while her boyfriend was fucked by one of them. She closed her eyes and tried to imagine another time and place something that would sexually excite her and flicked and rubbed furiously at her pussy lips and clit. Strangely enough, in this most stark of moments the image that seemed to turn her on more than any other at this point was one of wishing that it was not her who was here like this but her arch nemesis from the office Penny and that the smug bitch was servicing all these horrible men with her slutty body. She was appalled at herself but put it down to the extreme circumstances she was stuck in, little knowing it was Penny herself who had arranged this. A Bad Penny Ch. 02 But whatever arousal Julie was managing to achieve it was not going to be enough. Her eyes were brought open by a series of loud, guttural grunts from above her and she watched aghast as the bearded leader very obviously came deep inside John's ass. Julie stopped playing with herself to watch Boris slowly pull his dick from John and be replaced by another of their kidnappers and then Boris smiled at her and presented his spent, cum coated cock, fresh from John's ass to Julie's mouth. "Lick it clean whore and maybe you should continue to play with yourself, Marek there is not noted for his stamina! Ha, ha!" Oh god, this really was the absolute pits for Julie but she had grasped the concept of what they were doing and realised that these were not people to be reasoned with and her best option was to just do what they wanted to try and get her and John through this ordeal. So the sexy brunette accepted Boris's stained and stinking cock into her mouth and gave it the worst blow job she had ever performed in her life, fighting not to gag as she thought about what she was doing and tasting and all the while her right hand was rubbing her sex furiously in a desperate race to get off before the next guy in John's ass came. She was not to be successful, even as she drew her tongue back and forth over the slime on Boris's dick she heard the other man grunt and exclaim and knew he had just pumped his load of sperm in John's ass, which meant another one for her to taste. Cocks were soon replaced, Marek's pushed into Julie's mouth to clean, another guy's into John's by now well used asshole and the ceremony continued with Penny watching on and desperate to finger herself a this debauched scene as it unfolded. Finally, Julie managed to force an ejaculation from herself, gushing her juices onto the hard floor as Marek's cleaned dick slipped from her mouth. She looked up desperately to watch as the third man came inside John as well. Boris stood behind her and ruffled her beautiful hair. "Well done whore, for that I will not ask you to clean Jan's dick, that this bitch (pointing at John) can do." He released John and he slumped exhausted to his knees and was immediately presented with Jan's cock straight from his ass. "However, whore you too have a hole here, you will get around behind your pathetic boyfriend and will clean his asshole out of all that cum, come on get moving slut!" John felt Julie's reluctant tongue lap at his sore ass and knew she was doing what she was told, as much as he hated himself for bringing her to this he could not deny that it was arousing and was mortified when his cock began to stiffen. How could he ever explain this to Julie? But his girlfriend had not even noticed he had stiffened, her eyes were screwed shut and she was trying hard not to vomit as she licked John's asshole of the slime therein. When she was finally finished she was led away to the far side of the dark warehouse and pushed down onto a dirty, smelly mattress and Penny finally came forward to speak to John, with the men occupied in standing in a circle around Julie on the bed he was the only one who could hear her. "It's going well isn't it bitch? Now we are going to find out exactly how much you care for that little whore across there. I wonder? Because those men would like nothing more than the instruction from me to fuck her up. They are not gentle men, as I'm sure you can attest. One word from me and they'll be jostling to see which of them can get their big, fat cock into her first. And I'm sure all her holes would get stretched to the absolute limit, their not shy about their bodies, they wouldn't mind having to fit a couple of cocks in her pussy or her asshole or even her mouth. Hmm, yes that would be quite the sight for me, don't you think?" "Penny, please stop this, you've had your fun, please don't hurt her, she doesn't deserve this." Penny's cold, hard eyes flashed for a moment and John was sure that he had sealed Julie's fate, that she would now march over there and unleash those perverted beasts upon her even more than they had been already, but little did he know that she could not, as much as Penny would have relished watching her office rival fucked and pounded by all those rough, tough men, reduced to nothing short of a fuck hole or cum receptacle, she could not. She had sold Julie on and while the short term buzz of watching Julie's fate would have been quite the thing what was actually planned for her was so much sweeter, if not as instant. Still John didn't know that, or what she had planned for him either Penny left John in no doubt that he either crawled over to the area where the men and Julie were and did whatever she and they demanded of him, no matter how humiliating it would be or that she would let the gang have their way with Julie. Weak willed wimp that he was turning into he still had enough about him to know that he could not allow Julie to pay for his own failings and with a heavy heart he crawled at the masked figures side until he was beside the others. When they stopped one of the gang moved aside to let him see that all of them had their dicks out and were goading an upset Julie with them, waving them at her and telling her exactly where they wanted to stick them and how many at a time. Penny signalled to Boris that John was primed and aware of his duties from now on. "Hey guys, before we continue does anyone need a piss? We got our own personal urinal right here!" As the apparent leader patted his head John winced as he saw most of the gang raise their hands and cheer. Julie looked at him with pity, but he hoped she would think he was doing this only to save her further anguish. If Penny wanted to humiliate John further then this certainly did the trick, having him kneel there, mouth open and be used as a toilet by a group of big men while his beautiful girlfriend watched broke whatever was left of John that was not submissive to Penny and she knew looking at his piss covered face that he was going to be his bitch forever from this day forth. But that point was going to be proved even more effectively to John and Julie. As John got his next set of orders his face fell further, no one else but him had heard Boris's instruction to crawl around at all the men's feet and beg them to let him suck their cocks and taste their cum. The thing was John actually was aroused as he did this, he tried not to be, tried to make his own cock not be stiff at what he was doing but it didn't work and as he crawled up to the first burly Russian and begged to suck his dick while coated in a thin sheen of piss it was impossible not to see his arousal. And even if Julie had missed it the guys were quick to point it out. "Hey look slut, your boyfriend is hard sucking our dicks, this is not a man is it? This is nothing more than a cocksucking bitch, how can you be with him." This all spoken as John's head was held firmly to the Russian's crotch, the thick dick stuffed right down John's throat with him gagging on it. He was eventually released from this in time to take a thick load of cum all over his face, which he was not even allowed to wipe away before being forced to suck the next in the seemingly never ending line of cocks needing his oral exertions. All the while Julie watched on incredulously. During one of his all too brief breaks from sucking hard Russian cock John noticed that the masked figure of Penny was now not only watching the action from much closer but almost standing right next to the kneeling aghast figure of Julie. It was Penny that finally called a halt to John's multi-blow job antics some time later, her high pitched feminine voice cutting through the large warehouse and bringing every one to a halt as she stepped right up to Julie and stood before her. Julie was totally thrown, she had not expected a woman's voice to be spoken in this place and even then it seemed vaguely familiaR, if a little distorted. With everyone's attention on her she spoke with the authority she commanded and from the start there was no doubt who was in charge here was. All the men stopped what they were doing (even John, his face covered in cum and saliva) to watch as she took control. She stood dominantly before them and without another word began to strip off her catsuit until she was left dressed in only her hood. What a body she had! John knew it was that figure that had reduced him and Julie to this but even so he couldn't help but stare in admiration at Penny's hard, tight, bronzed body, her perfect breasts, slim stomach and long legs that ended in the smallest of tuft of pubic hair at her pussy. The Russian gang were equally agog and if they had wanted to ravage her earlier then stripping off like this was hardly going to discourage that thought, yet she was so powerful and in control that they knew looking was as good as it would get with her, if they were to touch they might as well be signing their own death warrant. Julie too, looked up at her, still not realising who exactly she was just that here in fact was the leader of this assault on her and her boyfriend (and was he even that anymore? The revelation about him wearing women's underwear and the way he had begged for cock had rocked her to her very foundations), and could not help but admire her amazing body. Julie's face was literally inches away from Penny's gorgeous bare ass and just before she gave the instruction John figured out what she was going to demand. He didn't really know how he knew just that Penny was such a kinky bitch and he figured it would appeal to her to humiliate Julie like that. "I'll tell you what Julie (the use of her name should have been a give away as John was sure it hadn't been used up to that point tonight), lets see how much you love your man shall we? You know he's taking all that cock to save you from doing it, don't you? Yes, of course you do. Well, if you want to save him from doing that, and believe me we can go on like this all night, you are going to have to kiss my ass!" As Julie knelt stunned looking at said ass Penny reached behind her and pulled her perfectly smooth ass cheeks as wide as she could. "Actually I'm lying, kissing it isn't going to get the job done, if you want your boy to be left alone you are going to have to lick it -- real deep too!" She cackled and the guys broke off from feeding their cocks into John to watch as Julie decided what to do. Julie looked at what John was doing, doing to save her she thought and knew she must do this if it would help him in any way. She gulped and looked at the arsehole in front of her before leaning in and closing her eyes as she began to tongue at Penny's ass. This was a great moment for Penny, although she had far bigger fish to fry and business concerns than her day job, to have the woman who hated her and who she despised as much on her knees licking her ass was a victory that Penny could not wait to share. As Julie continue to tongue fuck Penny's ass Penny undid the leather hood and pulled it off and took great pleasure in eventually turning around to let Julie see who it was that had arranged all this and whose ass it was she had just been licking. Julie was apoplectic with rage when she saw it was Penny standing before her and she put two and two together in her head but one of the Russians easily restrained her as Penny moved into the shadows and re-appeared pushing a large TV on a trolley. "Hi Julie, having a good night out with your 'boyfriend'? Wasn't that brave of you to lick my ass to save John but I wonder does he really deserve, or want, to be saved? Let's see." With that she turned on the TV and it came to life with the recording of Johns capitulation at Penny's house the week before. Julie watched from her knees disbelieving as the action unfolded on screen, as Penny fucked him with a strap on and he eventually appeared to enjoy it, as he submitted to the three big black guys and seemed to let them stick their cocks where ever they wanted as they came all over him while he knelt their in pink women's underwear. The worst of all Penny's demand that he set both himself and Julie up like this played on screen and his pathetic acceptance afterwards. Julie looked accusingly at John and showed anger and hurt in her eyes, as John could not bring himself to look at her, she knew that it was him that had brought her to this night of hell. But before either had any further chance to reflect upon his betrayal being exposed each had black, sack-like hoods drawn over their head and suddenly felt light headed and very sleepy. * John came too some 48 hours later (though he did not know that yet). His head throbbed and for a few minutes he was totally disorientated until, very slowly, through a thick fog the events of Friday night came back to him. He groaned and pushed himself to his feet off the narrow bed he was lying in. Even doing that hurt his head. What had happened? Where was Julie? Where was Penny? A glance at his surroundings told John that wherever he was, this was not good. Immediately in front of him were bars, thick looking dull grey bars. Behind him and to his sides were nothing but stone wall and his feet when he placed them down felt nothing but cold stone either. That he was trapped in a cell was in no doubt, he knew it before he even tried the door (which did not budge at all). He was stark naked and it was pretty cold so he sat back down on his thin mattress on the thin metal frame and hugged his knees to his chest and tried to piece together what on earth had happened. About an hour later a door opened around the corner in the room, out of John's sight and he heard the slow, tantalising approach of a pair of solid heels on the hard surface. Penny strutted into his vision looking every inch the ultimate Dominatrix -- dressed from neck to ankle in the tightest fitting PVC, shiny black catsuit imaginable, a heavy spiked collar affixed to her neck, her legs clad in six inch high heeled boots and her face wearing the cruellest smile as she looked at her captive. "Penny? What's going on? Where am I? Where's Julie? What's going on? Let me out of here!" His words flooded out but Penny just ignored then and tossed the item in her left hand between the bars towards him, it was a newspaper. "Read that bitch. It might not answer all of your pathetic questions but it'll be enough to be getting on with." She stood over him on the other side of the bars as John stooped to pick up the paper. The first thing he noticed was that it was dated a full four days since the Friday he had Julie had gone out for their evening meal and ambush. Then the front story of the national newspaper had both he and Julie's face on it. John's jaw dropped as he read the national tabloid story, it detailed how Julie had gone missing and was presumed dead (thanks to her flat being in a mess and blood stains being found at her flat) and how he was the prime (indeed only) suspect as he had gone missing since Julie's disappearance. It did not look good for him at all the way the article was worded. "Still want to leave bitch? I don't think so. In my dungeon is the only place you'll ever be safe again." "But Julie? Did you kill her?" Penny just increased her crocodile smile and strolled away from him without answering... * THE DAY PREVIOUSLY IN A MANSION ON THE OUTSKIRTS OF MOSCOW Julie came too slowly as well, the effects of the drug taking it's time coming out of her system. She had been unconscious throughout the entire time of her transhipment, sold as a slave into one of Penny's contacts in Russia. She had reached a good price too, which in some ways had disappointed Penny, as Julie would probably now end up in one of the higher end Brothels. Penny would have found it much funnier for her former office rival to have ended up in one of the far less salubrious brothels, where the customers were much further down the evolutionary scale. Julie yawned and stretched on the bed and it took her a moment or so to realise she was completely naked and lying atop the unfamiliar bed. The memories of last Friday night came back to her almost immediately and she clasped the sheet to her body defensively. She did not notice the small surveillance camera in the corner of the room and would be unaware that the operator watching her room was right then informing her supervisor that the whore in room 13 was now awake and ready to start work. "Very good Natalia, I will go and visit her immediately, let her know her working terms and conditions, hahahah! I'm sure it will not be quite the same as back in America!" To Be Continued...