4 comments/ 255970 views/ 70 favorites Just Bad Luck Ch. 01 By: Goldeniangel It was just bad luck and timing that Chuck, the meanest prison guard working at the maximum security prison, had brought his 19 year old daughter to work with him on the day of the prison break. He'd caught her smoking pot recently and he'd wanted to give her a view of what life could be like if it had been someone other than her father catching her engaging in activities like that. When the alarms started clanging, Paula panicked, shrieking and clinging to her father... just part of an unfortunate set of events that meant he was hampered when three of the criminals came barging into the office. They were quickly overpowered Chuck and Paula as she clung to her father, limiting his ability to fight back... it took less then two minutes for the three men to get Chuck handcuffed and gagged in a chair. They were brutal looking, and Paula was terrified to the point of silence, one of them holding her arms behind her back as the other two secured her father. "Well, well," sneered Reed, glaring down at the bound Chuck, "Looks like Officer Chuck here has a bit of a problem... seeing as we know we aren't gonna get out of here anytime soon. Might as well have a bit of fun." Chuck grunted as Devin, the other inmate standing over him, punched him in the stomach, saying, "That's for putting me in solitary last month!" "STOP!" cried out Paula, "Don't hurt my father!" Immediately, all attention was on her... Zack's already had been since he'd been holding her and was well aware that she was an attractive young thing, but his need for revenge on Chuck had been as great as Devin and Reed's. Now all three men were starting to get an idea as to how to get revenge as well as have some fun in this situation. "So you don't want us to hurt Daddy huh, sweetie?" Reed asked, walking towards Paula with a new light in his eyes. For the first time he was really taking in the sight of the pretty teen, his eyes lingering over her curves, especially the swell of her breasts as Zack forced her arms back further, "Does that mean that you're willing to be reeeaaaaal nice to us to make sure we don't?" Devin was right behind Reed as the two advanced on her, Paula's mouth was dry with fear as the three men surrounded her. "Just don't hurt us," she begged. All three men laughed. "Of course we won't," said Devin, "As long as you cooperate." With that, he reached out a hand and squeezed her boob through her sweater, making Paula shriek. She shrieked again as Reed's hand immediately followed, and all three men pressed in on her, Zack's half erect cock pressing against her ass cheeks. Off to the side was the muffled protests of the gagged Officer Chase as he saw the three convicts converging on his daughter. "Stop, please don't!" Paula cried out, her futile struggles making all three men laugh as they got their hands on their first piece of female flesh in years. Zack had let go of her arms and already had his hands under her skirt, squeezing her ass. Paula sobbed, her hands trying to push at all three of them and having absolutely no effect whatsoever. "Be a good girl and we won't hurt your dad," Reed told her, holding her wrist away from his body as he started to pull her sweater up her body, "Resist and we'll hurt your daddy and still have our fun with you." Paula moaned with fear as the men got her sweater over her head and Zack swiftly undid her bra from the back. Devin went down, tugging at her skirt and panties, so that she was standing naked. His finger wiggled in her dry slit. "Ah... pussy." He said with satisfaction. Reed and Zack both laughed as they pinched and pulled at her nipples, entranced by her breasts. Putting his hand on her neck, Reed forced Paula's face towards his, giving her a rough kiss as he kneaded her breast flesh. Zack leaned over and started sucking on her nipple, squeezing the breast he was mouthing as he did so, his other hand playing with her tender ass cheek. "Ooo, keep that up guys," said Devin, running his finger along Paula's folds, "She's starting to get wet!" He pushed Paula's thighs apart a little more so that he could get his tongue against her clit, tasting the sweetness of her little pussy as she moaned in embarrassment against Reed's lips. She couldn't believe that she was actually starting to get wet, she was terrified, her father was watching, and these three brutes were disgusting. But, they were playing with her body in a way that felt incredibly good, and even though they were scary, they weren't hurting her. It felt strange to have so many hands and mouths touching her, but it also stirred entirely new sensations, stimulating her in so many places all at once. Zack bit down on her nipple, gently, making Paula shudder and moan. Pulling his tongue away from her slit, Devin announced, "She's wet, let's fuck her." "Please no!" cried out Paula as both Reed and Zack eagerly pulled away from her and started pushing her down to the ground. Her pleas were ignored, Reed putting a hand over her mouth as they held her down so that they could talk. "Who's gonna go first?" Reed asked. "Let's be fair, rock paper scissors," suggested Zack. The three men agreed and Paula felt tears coming to her eyes as they stuck their fists out over her body to decide who was going to take her first. Out of the corner of her eye she could still see her father, struggling against the cuffs keeping him restrained on the chair. Reed won the first round, and Devin the second. Zack grumbled a little, but since he'd been the one to suggest rock paper scissors he couldn't exactly claim it was unfair. Eagerly, Reed got between Paula's thighs, Devin and Zack holding her arms down – not necessarily because they needed to, but because it gave them the best position to keep fondling her breasts. Reed was in no way concerned with anything but her sweet pussy, the first he'd seen in years... young, fresh, pretty and pink. And still wet enough that he felt no compunction about pulling up her thighs and pressing his dick right against her hole immediately. Paula cried out, and Devin stuffed her panties into her open mouth, gagging her, as Reed began to push into her pussy. "Holy shit," he groaned, "She's fucking tight..." Wriggling and struggling, Paula could do nothing as Reed's hips moved and he forced himself deeper and deeper into her body, his dick rubbing against the inner walls of her pussy. It was infuriating that as much as she didn't want it, as disgusting as it was to have him inside of her, in some ways it felt good. The hands on her breasts were relentless, tweaking and squeezing, sending tingles down to her pussy, and now there was a cock inside of her, pushing deeper and deeper. Reed was rock hard, breathing heavily with the thrill of fucking a pussy again. Holding onto her slender young thighs, Reed started pumping in earnest, groaning with satisfaction as her pussy tightened and clenched around him, getting a little wetter as he fucked her. "Oh god that's good," he groaned happily, looking over at Chuck he announced, "Your daughter's got a fucking sweet pussy man!" Enraged, Chuck struggled harder to get out of his predicament and rescue his daughter, but to no avail. It had been so long that Reed knew he wasn't going to last long, he tried to slow his humping a little, but it just felt too damn good. What the hell, he thought, it's not like he couldn't take another turn later. Outside the alarms were still blaring, the other prisoners were probably rioting, they'd be in here awhile. And he let loose, shoving in and out of Paula's pussy with force, grunting with the ecstatic exertion, his hands tightening on her thighs as he impaled her on his cock. Paula gurgled behind her gag, her body bouncing with the force of Reed's thrusts. With a bellow, Reed arched his back and thrust deep and hard, his dick pulsing inside of Paula as he let loose a stream of cum. The teenager groaned behind her gag, still trying to struggle a little, but her squirms only intensified the pleasure for Reed, and he made a few more little thrusts as he unloaded into her pussy. "My turn!" said Devin eagerly as Reed pulled out. Just Bad Luck Ch. 02 "Hold her down for him," Reed told Zack, who scooted behind Paula so that she was partly propped up against him, giving him complete access to both her breasts. Devin spread her legs and immediately pushed into her wet, slightly sloppy pussy, grunting with approval. "She's still pretty tight," he grinned at Zack, feeling his dick wrapped in warm wetness, soft womanly parts pressing against his groin, "Feels good." Zack grimaced at him, impatient for his own turn. As Devin started thrusting in and out of Paula's ready hole, Reed went over and wiped his mess dick on Chuck's sleeve, grinning down at the irate prison guard. "Bet you wish you hadn't been such a dick to us now, huh?" he sneered, "Maybe if you hadn't been we wouldn't have decided to come to your office instead of joining in the riots. Really," he swept his hands towards where Paula was getting pounded into the floor by Devin's enthusiastic thrusts, "This is all your fault." Chuck groaned at the sound of his daughter's muffled whimpers, her legs spread wide as Devin got a grip on each ankle and held them up and apart, looking down at the fantastic visual of his cock splitting open her pink little pussy. "Looks nice," He said, grinning. Zack laughed, his fingers twisting Paula's nipples back and forth, making her jerk a little. She couldn't believe it but she was starting to feel like she might actually cum while these assholes raped her. Her pussy was burning with the need to, and because she'd taken a load of Reed's cum, she was wet and slick. Just right for the sensation of Devin's dick sliding in and out of her to feel good. Zack's constant administrations to her sensitive nipples weren't helping either. She tried to hide her arousal, continuing to struggle, even as her movements made her pussy rub even more against Devin's groin while he fucked her. Something about what she was doing turned him on even more though, and he leaned forward, his body really rubbing against her clit, and Paula jerked at the contact as his thrusts now hit the engorged nub directly. "Haha," Devin crowed, "I think she likes it!" Reed came over to watch the show as Paula writhed a little under Devin's body, trying not to move with his thrusts. Her face was started to get flushed with the effort of not orgasming, the fear that she might showing clearly on her face. It just pushed both Devin and Zack to new efforts as they manipulated her body's responses. Paula moaned as Zack's fingers covered her breasts, only his thumb and index finger still on her nipples, Devin leaned forward further, every thrust ending in a circular motion as he ground against her splayed pussy. Shaking her head, Paula tried to deny her body as it shuddered against the men, her hips lifting to meet Devin's thrusts against her will. Tears filled her eyes as her back arched, she cried out into her gag, Zack's fingers pinching down brutally on her nipples as she started to cum. Devin groaned as her elastic pussy started spasming around him and began humping her hard and fast, making her writhe and thrash as ecstasy overtook her. "Fuck yeah," he grunted, feeling the cum boiling in his balls, "Cream yourself all over my cock!" Her pussy clamping down, Paula obliged, and Devin let out a bellow of satisfaction as he pumped her hard, his dick started to spurt inside her as he continued thrusting throughout his orgasm. Paula moaned and thrashed, her pussy tingling and squeezing hard as she milked him. Ashamed, she turned her face away from her father as Devin pulled out of her pussy. Neither he nor Reed stayed to hold her down, her resistance was completely gone as Zack got out from behind her... not to mention that any one of them could've easily overpowered her just because they were that much bigger and stronger. Turning her over, Zack got her onto all fours, her curvy ass pointing at him as he pressed his dick against her sloppy pussy. "Press your legs together," he told her, and sighed with happiness as her wet sheathe got a little more snug around his cock. He could feel her quivers as he started to fuck her from behind, the little after shocks that followed her orgasm. Reaching around her body, he grabbed onto her breasts that he'd been paying so much attention to this entire time, now using them for leverage to garner his own pleasure in her body. Off to the side, Devin was now wiping his cock on Chuck's sleeve, grinning as he watched Zack taking Paula doggy style. "That's hot," said Reed, his dick hardening as he stepped in front of the copulating pair. Getting on his knees he placed his dick in front of Paula's face, and lifted her chin up to look at him, "Suck on it. And if you bite down, we'll fuck you till you can't stand and then throw you in the hall without your clothes for the rest of those fuckers out there." Shuddering a little, Paula obligingly opened her mouth, and he removed her panties before pushing her mouth onto his cock. She made a small face at the taste of her remaining juices on it. With every thrust that Zack made he forced her mouth down on Reed's hardening dick, so that she was getting it at both ends. Paula moaned, her body feeling weak and shaky from both her orgasm and the sexual ordeal. Reed played with her hair, watching her lips as they moved up and down his cock, her facial expression changing with each of Zack's thrusts. He liked it when Zack would thrust particularly hard, forcing Paula forward so that she gagged on his dick a little. Devin sat off to the side, next to Chuck, just watching the show. Although her pussy was still fairly tight, Zack wasn't getting what he wanted... she was just too sloppy and wet for his tastes. Looking down at her curvy ass, he could see her little brown hole winking at him... sure he could get ass in prison, but this was woman's ass. No hair on these smooth cheeks, and probably a virgin hole. Grinning, Zack pulled out of Paula's pussy, making her feel confused as she was pretty sure he hadn't cum. Then she panicked as he pressed his dick against her tight anus, struggling and trying to protest. Reed laughed, holding her head down on his crotch, reminding her not to bite, and watching as Zack started forcing his wet cock into her tight ass. "Hot damn," Zack groaned, "That's a tight virgin ass..." Paula sobbed around the cock in her mouth as her last dignity was taken from her, the large piece of meat making her insides cramp. She'd never had anything bigger than a finger in her ass before, and she couldn't get away from the invader without choking herself on another cock. It pushed deeper and deeper, Zack moving back and forth a little, unused to having such a tight hole to work into... "Feels like she's rubbing the skin off my cock," he laughed, his fingers digging into her hips as he thrust forward hard, making Paula shriek around Reed's cock as her ass cramped and burned. Tears leaked down her cheeks, wetting Reed's balls. Off to the side, Devin laughed at the look on Chuck's face as his daughter was violated anally. "Learning your lesson yet, about treating the inmates nice?" Devin asked, grinning and caressing his slowly hardening member, "Your daughter sure is getting a lesson on treating us nice." Chuck wilted in his chair, a beaten man as Zack finally buried himself completely in Paula's ass. Grabbing a hold of her hair with one hand, he started riding her like a pony, using her hair as reins, shoving her head back and forth on Reed's cock. Reaching underneath her body, Reed started tweaking her nipples again... Paula almost wanted to moan in gratitude as the sensation took some of her attention away from the burning rod that was impaling her ass. Riding her steady and hard, Zack reveled in the feel of a woman's ass, her smooth curvy cheeks pressing against his groin. With one hand wound in her hair, and the other on her hip, he had the perfect leverage to really, brutally, tear into her ass. Paula wriggled and moaned, her body naturally falling into the rhythm of the fucking she was receiving, becoming more compliant. It ended up helping her, because when she had a new sensation to concentrate on she started to relax, and as her body relaxed, her ass stopped cramping and hurting as much. Feeling her movements, Zack redoubled his efforts, enjoying the sensation of the slick glide of his dick in and out of her tight hole, feeling the eyes of her father watching, indulging in Paula's submission. To Paula, everything was starting to feel dreamlike... the two pieces of meat taking her from either end, the way her ass would clamp down as the cock thrust into it, the fingers on her nipples pinching and twisting idly. The smell of sex filled her nostrils, and she could feel herself become dazed, her eyes starting to glaze over as she became mentally numbed, only the sensations coursing through her body felt real. She moved erotically between Reed and Zack, Devin's eyes widened and he fisted his dick as it hardened, watching the titillating scene before him. Zack groaned as her tight ass rippled around him, clenching and unclenching as he violated it, massaging his cock with every thrust. It felt fantastic. Letting go of her hair, he put both hands on her hips to really give him the leverage as he leaned forward and filled her ass with hard strokes. Paula groaned and wriggled, her ass tightening as he assaulted her. "Oh FUCK..." Zack cried out as his balls tightened and he thrust fully into her, defiling her ass with spurt after spurt of cum, finishing the defloration of her ass. Paula shuddered, feeling the strange sensation of liquid spilling into her ass, her muscles milking his cock for all it was worth. She didn't even notice that in the midst of everything, she was now actively sucking on Reed's cock. Just Bad Luck Ch. 03 Reed noticed that Paula was actually sucking on his dick, but he still wanted back at her pussy... he could have a mouth anytime that he wanted. As Zack pulled out of her deflowered ass with a sigh of contentment, Reed grabbed Paula's shirt from off to the side. Tossing her shirt to Zack he said, "Here, clean her up back there." Zack gave Paula's nether regions a quick swipe with her shirt, soaking up the juices that had leaked from her, and making her shudder as the cloth touched her sensitive and abused parts. Lifting Paula's face from his crotch, Reed pulled her on top of him as he lay down, her legs straddling his side. She moaned a little, through her haze she realized that he was going to put her through the indignity of actively fucking him by putting her on top, making her an actual participant in her own rape. Devin came and stood behind Paula, helping get her in position above Reed's dick. She was so wet from two loads of cum, even after having been cleaned off by her shirt, that she slid right down on Reed's cock, making him moan. Since she was on top she was tighter than if he'd been fucking her on her back... and her elastic pussy felt fantastic. "Should've put her on top," Reed grinned at Zack, "She's still decently tight like this even after two cocks!" Stroking his dick as he stared down at the slowly moving Paula, most of her movement being made by Reed's hands on her hips as she barely had any strength left in her legs, Devin grinned, "I think I know of a way to make her even tighter!" Kneeling between Reed's legs, Devin pressed his dick against Paula's ass, where a thin trickle of Zack's cum was leaking out. The poor girl couldn't produce more than a whimper as her newly-deflowered ass was forced to take its second cock in less than half an hour, and this time while her pussy was already filled with meat. But she no longer had the strength to fight, or even protest. Instead, she just lay between the two inmates as Devin fed his cock fully into her ass, giving her the strangest full feeling. It didn't even really hurt, since he was breaching her hole so quickly after Zack had vacated it. The two men started to pump in unison, making Paula shudder and groan between them, her oversexed organs feeling raw and sensitive. The position she was in forced her clit to rub against Reed's body, and she couldn't help but tighten down and feel a little jolt of pleasure every time the men thrust into her. She was even starting to feel some pleasure from having something moving in and out of her ass, it was a strangely erotic feeling, and all her little nerve endings there were starting to tingle as Devin profaned her. Feeling excessively full, Paula squirmed a bit in between the two men, her body moving against theirs as they sped up the rhythm of their thrusts. She moaned, arching her back a little as her body adjusted to the two cocks pushing into her body. It was like her mind had shut off, all she could feel the was growing pleasure... something in the back of her mind told her to fight it, but it was starting to overtake her senses. Reed and Devin had their hands all over her body as they fucked her, feeling her exhaustion and arousal, her holes squeezing them continuously. Moving harder and faster, they stoked their own gratification as well as hers; Paula buried her face in Reed's shoulder, her moans growing with their movements. "That's right, sweet thing," Devin grinned, squeezing her breasts as he ravished her anus, feeling Reed's dick moving in her pussy alongside his, "Feels good doesn't it?" The two men were so intent on their pleasure that they'd forgotten Chuck in the chair. Zack hadn't though and was sitting next to him... he chuckled as he glanced at the prison guard's pants and saw that he'd gotten a hard on. "Hey guys," Zack announced, "Daddy has a boner from watching his little girl get fucked, how's that for sick?" All three men laughed, Paula was so lost in her haze that the words didn't even penetrate... but really none of them were concerned with Chuck anymore. They had a hot nineteen year old girl to violate and pleasure, the revenge barely mattered anymore. Paula's moans and movements became more frenzied, and in her daze she could feeling the tingling pleasure that signaled an imminent orgasm... something inside her head told her this was bad... but it was too late. "Ohhhh nooooooo..." she moaned, shuddering and bucking as the euphoria hit her, the movement in her pussy and ass seeming to split her open and wrap her entire body in waves of rapture. It was the most intense orgasm of her life... and she couldn't stop it. Reed and Devin kept thrusting, hard and fast, feeling her body going into overload. "Fuck yeah, cum for us!" Reed grunted, his hips moving underneath her as he felt his own pleasure rising, "Cream for me while I fill you up with my junk!" Grunting, both men reached the finish line at about the same time, sending Paula into a state of complete ecstatic bliss, her body thrashing between them as her orgasm took complete control of her body. Their dicks pulsed inside of her, filling her with cum, and she sobbed between them with the intensity of her euphoria. When they pulled out of her, she was completely limp, her body still twitching and shuddering from the aftershocks of her orgasm. "My turn again," Zack grinned, moving towards the overwhelmed teenager. By the time the riot was over and other guards got to the room, Paula was almost completely unconscious on the floor, overcome by numerous orgasms and completely fucked out. Her mind was hazy, seeing everything as dream-like. In the chair sat her father Chuck, a completely beaten man, just staring at the floor. The three inmates sat contentedly against the wall, with raw but satisfied dicks.