Dark Romance (sispuppet & LaBellaMia)

"Oh don't look so surprised." Alex says as he walks around her. "I did say that your body was mine to use." He shrugs his shoulders. "Honestly, you should be happy that I'm giving you some practice before hand." He points out. He walks back to the bag and pulls out a small bottle. "In fact, I'll be even more generous."As he says that, he undoes the cap. From the bottle he squirts out a small amount of lubricant, rubbing it along the toy. He turns Caitlin around, forcing her to get down on all fours as he climbs on the bed behind her.

Alex pulls the girl's panties down all the way, instucting her to kick them off. With the obstacle gone, he rests his hand on her tarnished ass and gives it a squeeze. He looks at the toy before coming to a different decision. He opens the bottle again, squirting a bit of it on his fingers. He begins to rub it along her, working his way to her final virgin hole. Alex's inex finger presses against the small opening, circling the entrance as though he's making a decision of whether push it in or not. With one thrust, his finger penetrates her asshole.

Cait did as he ordered. First getting on hands and knees and then getting rid of her panties. She felt the cool liquid on her skin, his circling finger and then feeling it sink into her with such a suddenness that it made her whimper against the ball gag. She lowered her head, taking deep breaths, trying not to get worked up. Pain was his thing but he wouldn't put her in danger. She was apprehensive of course. She had never in her life contemplated anal sex before. Or anything pertaining to her ass being used. She glanced back at him then looked forward before lowering it. Hair brushed her cheek and she drew her hair to one side, taking deep breaths, feeling saliva covering the damn ball.

Alex starts working his finger slowly in and out of the girl’s ass. He looks over, seeing how she was handling him. “You’re enjoying this, aren’t you?” He asks her. “My little pet likes it here too.” He says as he pulls his finger out most of the way before throwing it back in. “Maybe I should find you a tail that fits right inside here.” He mutters as he continues finger fucking her. “A leash too. Then I can make you my bitch. You’d like that, wouldn’t you?”

Alex takes his finger out completely, delivering a hard smack to Caitlin’s ass before he picks up the toy once again. Alex pushes Caitlin forward, causing her face to be buried in the pillows as he presses the plug against her exposed butthole. With some twisting and pushing, Alex starts to get it through. Once it’s partially inside her though, he pushes, going the rest of the way and burying the plug to its hilt. He tugs at it a little, making sure he would still be able to take it out before letting go. He gives her ass one more smack before stepping back. “Get up.” He instructs her.

It hurt. The more he pressed, the more she felt stretched and it burned. Somehow by putting her complete trust in him, she was seeing the master. He was into it now, she could see it in his facial expression. As he tugged on the plug, she whimpered and then gave a sharp cry as he slapped her still sore ass but god help her, she was wet and ready between her thighs. At his instruction, she slowly moved off the bed. It felt weird having something shoved up her ass and she moved to stand by the bed, looking at him, hands at her side but she would kill to have the ball gag removed. Even so, she didn't touch it and just looked at him, awaiting instruction, her gaze full of trust.

Alex slowly circles around Caitlin, looking her up and down. He was surprised to look in her eyes and not see any signs of fear. She was actually putting faith in him. Alex falters for a bit, his expression changing to one of sincere happiness. He reaches out and brushes her hair behind her ear. He moves around to her back and walks up, pressing himself behind her. His hand circles around her waist, pushing the girl into him. He leans in and whispers. “You’re doing great so far pet.”

Alex returns to the bag and pulls out one last toy for now. Caitlin is still facing away from him, looking at the wall. There’s the sound of clinking metal. Then something clicks, and the sound of edges running against each other is her. Alex takes hold of Caitlin’s left hand, moving it behind her back. There’s a loud click as a metal ring closes around her wrist. Then a similar sound as the same is done to her right. Alex pulls Catilin’s arms apart, but the cuffs hold easily.

The praise was a bit of help. It eased her mind just a little but nothing showed on her face. She don't move, just listened then heard metal. Then he was handcuffing her hands behind her back. It was something she hadn't expected and now she was well and truly helpless. He could do anything he wanted to her. Not that he couldn't before. But now with her hands restrained behind her back, she was definitely at his mercy. Glancing at him, she looked forward again then closed her eyes. Part of her felt like an object to be put on display for him. At least in this environment. His to look at, to touch, to do with as he desired.

She stood a little straighter, stealing a glance at him and then looking away again, unable to speak, and do anything except be his puppet.

Alex walks around her again. “Straighten up properly.” He instructs her, moving her so that she was standing at perfect attention. Alex lifts her chin as though examining her, staring into the girl’s emerald eyes. “No moving.” He warns her as he moves around to her back. Alex begins to bring his hands up the girl’s sides, running along the curves of her chest but not touching her nipples. He travels back down to her ass, giving each cheek a squeeze as he leans in. Alex breathes against her neck as one hand moves around to his pet’s front. Slowly it dips down, and a finger brushes against her clit. Caitlin flinches.

“What did I just tell you?” He says moving his hand off and delivering another hard smack to her ass. “Stay still now, or the belt comes next.” He warns her. He moves his right hand up her stomach, between the girl’s breasts. Cupping her right breast in his hand, he squeezes it gentle as he kisses the girl’s cheek. His other hand moves to her back, traveling down to her ass. His fingers dip inside, locating the plug and giving it a twist.

It was certainly difficult to not move. In fact it was nearly impossible but Caitlin remained as still as she could. As he started touching her, she realized it was a test that she would probably fail. Swallowing, she remained still but her breath hitched as he explore her body with her fingers and then he touched her naked pussy and clit. Cait couldn't help the flinch and whimpered more from shock than from pain as he slammed his palm against her aching backside. The threat of the belt nearly had her shudder but she didn't. Instead she just closed her eyes, feeling the touch on her breasts. His gentle touch was disconcerting. Then she felt his other hand move toward her ass and the plug. When he twisted it, she gasped but didn't dare move but the urge to was strong. The only sign of movement, was her toes seeming to tighten into the carpet but otherwise she was as still as a statue.

Alex has to admire how still Caitlin manages to remain. She doesn't move, even as he twists the object in her ass. "Very good I suppose. You listen to your master well." He tells her. Still, his goal is to make her break, and he will work hard to accomplish it. He steps back in front of the girl, watching her closely so he begins to strip out of his clothes. He doesn't count her breaths as movement, wanting to maintain some semblance of fairnes. "No letting your eyes wander." He tells her. "You must maintain focus." He walks closer, stripping off the t-shirt he had on. He keeps it in his hand as he watches her, looking up and down at Caitlin's body. Alex throws the shirt at the girl, seeing if she would catch it. "It must be hard fighting against your natural instincts just to please me." He tells her as he rests a finger on her nipple and begins trailing it down the curve of Caitlin's breast.

He was just being n fair now. At the tossed shirt she blinked and stood still then moaned against he ball gag as he touched her nipple. The damn thing was hard and pointed, aching with need just like the rest of her. As his hand movers lower, she sucked in a breath and then her body jerked and her eyes darted downers he brushed her sex. Realizing her mistake, she corrected her vision, hoping he hadn't noticed but she was sure he had and now he was going to go for the belt. Damn it. He wasn't playing fair. Her eyes refocused and she just hope he wouldn't be so harsh with it as he had been the night before on her backside. He'll it would hurt regardless and if he hit her ass with it she may well start crying from the pain of it. But she wouldn't stop him.

"A bet sensitive here, aren't we?" He asks when he sees her brief break in composure. Alex pushes his finger against her clit, rubbing the small button softly. Despite doing her best to remain calm, Caitlin's knees start to shake at his touch, and she begins to lose her balance. Shaking his head as though disappointment, Alex turns her around and pushes her front down onto the bed. "Stay." He commands as the unmistakable sound of his belt coming loose is heard.

Alex grabs the chain of the handcuffs, starting to pull her up right. As he does, the belt connects hard with Caitlin's ass, pushing her back forward against her restraints. The belt connects across both cheeks, leaving a bright red mark on her ass and pushing against her plug. He let's go of her, letting the girl fall back to the bed as he takes off the rest of his clothes.

She gasped softly as he moved her to the bed and then she heard the belt. Damn it. The sorry bastard. When he pulled her up, she screamed against the gag when he hits her with the belt, squeezing her eyes shut, trying hard to not tear up. And then she was falling back to the bed, listening to him strip. She got the feeling his idea of foreplay was over. Of course she could be wrong but he'd gotte her to orgasm and despite the pain, she was ready to orgasm again. Surely by now he was as hard as a rock by this point. Glancing back, she couldn't see anything but didn't try to move either. She closed her eyes and took a deep breath, relaxing. It was easier that way.

Alex pushes her hard against the bed, pulling her head up by her hair to make sure she would still be able to breath. There's no warning this time as Alex aligns his cook with her young wet pushy and thrusts forward. Her body is rocked with the thrust as he enters her all the way. Taking his hand away from her hair, he grabs the chains of the cuffs instead, and begins to pull her to him as they're fucking. With his other hand, he pushes against the plug, making the girl shake from the double penetration. "You still like this?" He asks as he starts working the toy out of her ass a bit before pushing it back in. "Do you think you can cut from an ass fucking alone? It won't be long before we find out, you know." He tells as he starts thrusting faster. He knows he won't be lasting much longer now.

Caitlin moaned loudly against the ball gag as he pushed into her and winced when he lifted her by her hair. Then he was fucking her. Anything they did in bed she would probably never construe as making love. There is a difference this time though. With her ass full and her pussy, Caitlin found herself stretched to the limit, her lower body on fire and the friction of his slamming into her over and over again almost unbearable. His pushing against the plug only makes it worse and she whimpered in pleasure.

The questions throw her off and her mind is so spaced she can't even think of a coherent response. Her wrists hurt from how he is holding her up and when he starts playing with the plug, moving it, she squeaked. Cait was sure she was going mad and could only moan and cry out behind the ball gag, feeling her body close to orgasm. The double penetration only adding to the friction on her g-spot. And within a few minutes, she was crying out, writhing and her inner muscles spasming around him and the anal plug as she reached her peak.

Alex doesn’t hold back now, knowing that the girl could take whatever he dishes out at her. He continues with the animalistic fucking, burying himself to the hilt with each thrust of his hips. His eyes widen in surprise when Caitlin pushes back against him. He watches without stopping at the unmistakable signs of an orgasm coming over her. Feeling her pussy tightening against his cock as she cums, Alex thrusts in hard. Once again showing no worry about her revelation the day before concerning the lack of birth control, Alex unloads every last drop of his seed inside her, not pulling out until the last throb of his cock.

He stops himself from falling forward. Instead he sits on the bed, wiping the sweat from his face before pulling Caitlin to his lap. She jumps and shifts uncomfortably, leading to him remembering the toy still lodged inside her. “Just be patient.” He tells her, reaching down and pushing against it again before pulling the bag over. After a bit of rummaging and some minor panic that he might have lost it, Alex pulls out the key to her handcuffs and undoes them. He sets the two items next to each other before taking off her ball gag next.

“You had fun.” He says, not bothering to ask. It was obvious to the both of them she wasn’t simply going along with it to fulfill her part of the contract. He chuckles as he starts to run his finger along the butt plug. “Might be you have more in common with me than a love of greasy food and good music.” He starts sliding the toy out, pressing his lips to hers at the same time. He breaks the kiss once it’s out and sets it aside to clean it.

Alex lays Caitlin down on the bed to let her rest while he goes into the bathroom and cleans up quickly. After washing himself and the toy off he comes back in to see if she needs help getting there herself. “The restroom’s all yours if you need it.” He says as he circles around to the other side of the bed and lays down on his back.

She could feel his seed enter her and once again felt that panic. Teenagers got pregnant more easily than any other group and she knew with almost certainty that she was going to get pregnant. There was no way that she wouldn't if he kept loosing his load inside of her. When he pulled out of her, she moaned and then settled against him as he took off her handcuffs and the ball gag.

"I had fun," Caitlin agreed and then closed her eyes, laying against him, feeling perfectly exhausted. She groaned as he pulls the plug out and kisses him and it feels weird as the sphincter started to close but it still felt strange, almost empty now. Laying down on the bed, she closed her eyes, trying to regain the sense to move. She was still a bundle of nerves, sensitive to every touch and the sheets were rubbing against her, making her feel warm and relaxed.

After he exited the bathroom, Caitlin gets up, walking naked and then getting a quick shower and seeing to personal needs before coming back into the bedroom. Slowly, she laid down on the bed, laying down and curling up next to him. "Did it feel better for you? Embracing yourself. It was different tonight than before," she said gently then kissed his shoulder before closing her eyes and then curling into him once more, feeling utterly exhausted as she closed her eyes, falling asleep before he even heard his answer, her entire body exhausted from the night's activities.

Alex stares at the ceiling while he listens to the water running in the bathroom, and his teenage mistress moving around. She had fun. He heard the sincerity in her voice. That alone made him feel a lot better about everything that happened. He smiles and gets comfortable while waiting for her to return. He’d find other ways to keep it enjoyable for her. He was sure of that now.

Alex stares at the vision of beauty as she walks naked to their bed and climbs in. He turns to face her while she brings her legs up, scrunching up again like he had seen her do the previous nights. Even as she makes herself comfortable and asks him a question, he is wrapping his arms around her protectively and pulling her in close for a kiss. When he looks down, he sees that her eyes are slowly closing and she’s drifting off to sleep.

“It… did. It felt a lot better.” He admitted. The pleasure he got from the control and his sadistic actions still made him a little uncomfortable, but as he stares down at the sleeping form of his lover, he knows that no matter what, he would never push it too far. “I really do.” He whispers, thinking back to his admission of love to her. He makes a silent decision right then and there. If he ever made her say mercy, if it ever went too far, then he would still give her his full support, even as he let her go free from his bedroom. He gives her another kiss before lying back in the bed with her in his arms , and falls asleep.

Three Days Later

They had settled into a routine. She spent the day with her private tutor and exploring the house. She had even explored the courtyard and gardens. The food was so good and she could ask for anything and it be made up. It was weird being in the lap of luxury when she and her mom had always lived in rundown apartments on the wrong side of town. She wore her collar when he was home, figuring it was best to not tee the tutor off even though Caitlin was sure that the woman was paid for her silence and handsomely too. It was always after dinner that she became the mistress, the lover, the slave to her master and while she bore bruises, she didn't mind them. She was learning to enjoy it and he had been making sure she orgasmed at least once before he started to become the sadist and pleasure mixed with pain.

Humming softly to herself, she was in the library, her favorite haven, working on an essay with a Loretta Lynn album playing on the computer as she typed away. She had placed her collar back on and changed her outfit to a simple form fitting black tanktop and flowing white skirt, bruises on her wrists visible, as were a few fingerprints on her arms but she looked otherwise unscathed. At the sounds of movement from outside, she got up and then walked to the window, seeing the car pulling up with her lover and smiled then made her way downstairs just as the door opened.

"Hey!" she greeted, moving toward him and then kissing him, taking his briefcase and his jacket, hanging up the jacket and placing his briefcase to the side before kissing him again. "Did you have a good day at the office? Boring as usual?" she asked, drawing back, drawing her fingers through her long red hair.

Alex adjusted to his new home life quickly. Caitlin’s presence had a huge impact on him outside of just the bedroom. He looked forward to coming home more often, was eating more than he used to, and in general felt better about everything. The house seemed brighter and livelier than it used to, even though the number of occupants only went up by one. He’s become more impatient when working lately, his mind constantly drifting off to the girl waiting patiently for him at home. He wonders what she’s doing, what she’s wearing, how her studies are going. He knows that it’s just a few short hours before he will see her again, but he can’t stand the wait.

He arrives home and lets her take his things. He pulls her in on the second kiss, not breaking away until he needs to breathe. “Every minute away from you can’t possibly be a good one.” He tells her as they walk to the dining room. They sit next to each other now, even holding each other’s hands on occasion as they eat and talk about their day. Her studies seem to be going even better now that she has a personal tutor. She’s able to focus on each subject and receive the help she needs immediately. She’s catching up to where she should be quickly and may even finish earlier than originally planned.

Alex tells her a bit about life at the office. Things were going well without much change. No major deadlines, stocks in a good place, he gets bored just discussing it. “How is your essay going?” He asks, putting the subject back on her. He listens to her talk, running his hand up and down her arm, tracing the small circles on her skin. “What about your other assignment?” He asks, leaning in close and whispering low to her. He moves his hand down, giving her leg a squeeze. “Did you wear it all day like I told you to?” He grips her waist, kissing her neck as he waits for the answer.

Caitlin smiled at him as they went to eat dinner, adjusting herself a bit as she sat down. "I'm nearly finished with it. Probably need another half hour but she gave me until Friday for it but I'll probably finish it in the morning..." she said simply then shrugged before blushing when he moved his hand onto her leg, heat surging through the thin fabric of her gauzy skirt. When he asked about IT, she felt her cheeks glow red before nodding. "Yes Sir," she murmured against him before looking back. "It hasn't exactly been comfortable but I haven't taken it out..." she promised then drew back, moving to finish her dinner, polishing it off with water before looking back at him.

"Alex," she said then blushed and looked down. "Are you going to um, well...are you going to use my...ass tonight? I mean, you've been using those things...since Saturday and...well...I'm sure you shouldn't have a problem. I'm more curious than anything else. I understand that my body is yours in any way you care to have it," she said. It was something she had grown used to in the near week she'd been here and while at first there had been apprehension, it was easily a mutual understanding and enjoyment. He was training her body to take pain but use it as pleasure. He'd spanked her the night before and her pussy had been so wet she'd orgasmed as soon as he entered her and he'd punished her for that. Orgasm control was one of the things he had introduced to her last night. Every night seemed to be a new discovery.

Alex gives her ass a squeeze and smiles before kissing her. “Good, I love how good you’ve gotten at following commands.” He tells her as he starts sliding the skirt up, eager to feel her naked flesh. He listens to her question and frowns at her, shaking his head. “Language, Caitlin.” He reminds the girl of the rule. Even the tamest of curses weren’t allowed out of her mouth. She knew her punishments for breaking the rule, as well. He’d moved on from simply using the belt. Yesterday night he had driven her to the very edge, so close that just one more touch would push her into her orgasm, then stopped and pulled away, leaving her begging for release.

He slowly nods his head as he grabs onto Caitlin and pulls her over to his lap. His hand clutches tight at the skirt, pushing it up while he kisses her neck. “Yes, I probably will. I think you should be more than ready for it now. I’m sure you must be so excited about that.” He tells her as his other hand starts to slide up her thigh. He rubs her legs gently, pushing her against his bulge as he bites at her neck. He slides the hand up over her skirt to her tank top and starts pushing that up to reveal her belly. He gives it a slap before squeezing the toned area, chuckling in her ear. “How much of my cum have I shot in you, do you know?” He asks her, grinding against her ass and pushing against the toy buried in it. “Do you think you’re pregnant yet? Are you carrying your master’s child?”

They were at the dinner table of all places and the staff, who normally would of come to gather the plates by now were being discreet. "I'm sorry..." she said then flushed. "I won't curse again," she said and then closed her eyes as his hands move over her skin. Cait found herself moaning softly as he kissed at her neck and bit her bottom lip while his hands move her skirt up and her shirt. She turned to glance and him and swallowed. "A lot of it Sir...and I don't know...I don't...I don't have a period for another couple of weeks..." she said, reverting to calling him Sir because it was no longer casual. It was sex. A lot of what they had between them was sex but the past few days, when he was finished, he would let her curl into him and even tend to her bruises like a doting lover. It was almost like he was sexually bipolar. Once he was done with the sadism, he would dote on her, comfort her, kiss her and be so tender.

As he ground against her ass, she closed her eyes, knowing her panties were soaked just from the little bit of stroking and rubbing he was doing, and knowing he was already hot and hard for her had her inner self thrilled. She liked to think she had power over him too. Sure he spoke the commands, but she had a body that nearly drove him mad with lust. Sometimes he would look at her as though he wanted to devour every inch of her. Groaning softly, she closed her eyes and then bit her bottom lip. "Would it please you? Me having a baby? My belly getting big and part of you growing inside of me?" she asked softly. Unless she was infertile, she could be pregnant now. And she highly doubted that she was infertile. "And then holding your son or daughter in my arms? Is that what you want?" she asked, feeling herself grow breathless. He hadn't put a speech restriction to her yet.

Alex groans in response to her words. It definitely sounded like what he wanted from her. One hand slides under her tank top, finding her bra easily enough, he pushes it out of the way to grab hold of her breasts, and squeezes them hard. “That’s exactly what I want.” He tells her in an uncontrolled, undignified tone that was completely unlike him normally. Even during other times of sex, he always sounded noble and in charge, even if the tone carried a cold cruelty to it. Now he sounded like he was barely holding on, being driven wild by the thought of impregnating her, filling her belly with his seed and watching it grow over time, sucking on her swelling breasts, and then taking to bed the mother of his child.

Alex pushes Caitlin’s skirt up the rest of the way, revealing her panties. He wastes no time in grabbing hold of them and pulling the damp cloth down off her soaking pussy. He has her pull her legs up as he slides them through the holes of the fabric before setting the underwear down on the table in front of them. He hears a sound from Caitlin and looks up, seeing her eyes on the door. Alex just laughs it off, though it sounds more hysterical and wild than his usual laughter. “No one will come out here right now.” He tells her. His staff knows better than to interrupt, and their jobs were too good for them to risk by leaking information on Alex’s sex life.

He kisses her neck as he unzips his pants, working his cock out without stripping out of his clothes. “Besides, what would be so bad about it if they did? Maybe I should see who wants to be an the audience and my pet could put on a show.” He suggests as he presses a hand against the plug, pushing it harder. Caitlin moans out, but Alex quickly shushes her. He picks up her panties, rolling them up before handing it to her. Caitlin knows what to do, taking the ball of cloth and putting it in her mouth. “Perfect…” He mutters, turning her around to face and straddle him. He grips her waist, pushing Caitlin down to the hilt of his cock.

This was probably the closest she had ever come to exhibitionism. Was someone watching? There were security cameras somewhere in this part of the house, surely any guard watching would see what was going on. And anyone from the kitchen would hear what was going on. Blushing furiously, she couldn't help but moan when he pushed against that damn plug that had been inside of her for most of the day. Stuffing the panties in her mouth, she gasps against the fabirc and then closes her eyes, moaning as he pushes her body down on top of him. His cock fills her, stretches her and invades. It was definitely a well used weapon, claiming her for himself. Cait wanted to ask him if she could move of her own volition, wanting to squirm atop him until he was just as hot as she was. Her head tilted back, exposing her slender neck with the collar securely around it, her hair falling to brush against his legs and her exposed ass since her skirt was hiked up so much.

Biting down on the cloth in her mouth, Caitlin grunts when he slams himself up into her body and her head jerks up, her eyes watching his facial expression as she moves her hips against him. Was she allowed to cum if she was close to orgasm? He hadn't told her but she got the feeling he wouldn't mind punishing her for not keeping it at bay and orgasming without permission. He could be a jerk about it and punish her just for the punishment. Though admittedly, the small punishments she didn't mind so much. Giving another soft moan, she moved her hips against him, wanting to feel him moving, wanting to reach her pleasure and praying he didn't tell her to not cum. She didn't think she would be able to obey him.

Alex begins to slow down his movements, thrusting his hip upwards to bury half his cock inside her before pulling back out. He sees the look in her eyes and knows just how close she’s getting to cumming. “Hold it.” He warns her as he fills her pussy completely before pulling all the way out and rubbing his head along her slit. “Not from this. You aren’t allowed to yet.” He tells her as he pierces her sex once again. He watches as Caitlin’s eyes widen and knows that it would take every ounce of her effort to obey him. In the end, she still nods her head, knowing better than to disobey.

He feels her hands grip his clothes tightly as they start to shake, watches as she closes her eyes and breathes out her nose for some desperate attempt to control her own pleasure, and feels her pussy squeezing him tightly in defiance of his orders. “This must be so hard for you.” He whispers, pulling back out before slamming into her. Once again her eyes widen and she whimpers against the cloth. He begins teasing her more, running the length of his shaft against her clit. Caitlin begins to whimper and shudder and squirm, but still she manages to hold on, though barely.

Alex finally pulls out of her and looks down at her wetness running down her legs. He picks the girl up, but she’s barely able to stand from how her knees are shaking. “Go upstairs.” He tells her, knowing it would be hard for her to walk in this state. “Get yourself ready. I’ll be there soon.” He leans back in his seat, putting away his cock before wiping off his hands. He waits for a few minutes before getting up and slowly making his way to their bedroom. He takes hold of the door knob, turning it slowly before stepping inside.