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Introduction:

Tegan arrives at her ex-boyfriend’s house to fulfil her challenge of total sexual servitude for 48 hours
Tegan arrived at Jackson’s apartment shortly before 6pm Friday evening and buzzed the intercom. It was formerly the apartment she shared with him until their breakup and she didn’t have the fondest memories of leaving here. She was carrying only a small overnight bag which contained little else than her phone, wallet, keys, and a change of clothes that she expected to wear when she left Sunday night. In their text conversations planning for the weekend Jackson had assured her she wouldn’t be requiring clothing, and if he expected the crudity of his suggestive language to shock her, then he would probably be far more shocked to learn about what she had been up to since their split. His vague allusions to what had planned to do with their two days together rolled in over a series of texts that sporadically appeared on her phone at random intervals, apparently whenever he thought of something and she imagined him playing with himself when he sent them. The most daring adventure she’d had with him was the time she’d blown him in the car and he’d sent her in to buy some cigarettes with his spunk on her face without telling her that she was too drunk to notice her shirt wasn’t covering her tits. That had been the catalyst for him wanting to get her naked in front of his friends all the time, which had sent their relationship into a downward spiral as she fought against his exhibitionism by proxy. She felt she knew what his appetites were, and what to expect from the weekend. She’d also stashed her small collection of sex toys that she’d accumulated as gifts and from her trip to the sex shop in case Jackson wanted to get creative – handcuffs, blindfold, gag, lube, and the large dildo. She hadn’t used the dildo since the first time the guys had used it on her, but she doubted Jackson had one of his own lying around and wanted to ensure he had options.

“Hello?” crackled Jackson’s voice from the intercom.

“It’s me.” Tegan said. The door buzzed and she pushed it open, making her way to the elevator. Their apartment had been in a fairly modern building in a new development. The fact that all the blocks and houses had been developed by the one company made the neighbourhood boring and generic but at least it was affordable for the quality. She stood anxiously in the lift clutching her bag in her hands as she rode up to the second floor then along the hall to the end. The door opened as she approached and Jackson greeted her with an awkward smile, standing aside to let her in, the heavy door thudding shut behind her. Just inside the door there was a small storage room. The hallway hooked to the left into the main living area with its kitchenette, with doors leading to the bedroom and laundry on the right.

She stood in the middle of the living room which made up about half the overall square footage and set her bag down, doing a slow twirl as she refamiliarised herself with her former home. None of the furniture was different. The blinds were retracted giving floor to ceiling views of the corner-wrapping balcony and the neighbouring building. Contrary to her expectations it was very clean and tidy, and she wondered if Jackson had become a better housekeeper or if he’d made a special effort for her visit. There was one notable difference, a digital camcorder on a tripod in the corner that presumably captured the whole room. She regarded it impassively for a moment noting it didn’t currently appear to be switched on, then turned to Jackson who was watching her with an air of expectation. Jackson had hardly changed. He was slender and muscular, the sun-bleached hair and tan of a surfer, wearing a pair of long shorts and a faded loose fitting beach singlet.

“So. Here I am.” She said.

“I wasn’t sure if you’d actually show.” Jackson noted.

There was a lengthy awkward silence.

“Can I get you a coffee?” Jackson suggested. “I just made a fresh pot.”

“Sure.” Tegan said, moving to the dining table just in front of the kitchen bench and taking a seat as Jackson poured two mugs. He gave her a little milk and one sugar without needing to ask and placed the mug down, sitting down across from her as she took a sip.

“So this is super awkward.” Jackson said in an attempt to break the ice.

“I’m not sure why. We both know why I’m here.” Tegan took another sip of coffee. “To be honest I’m surprised I still have clothes on.”

“It was one thing to text about it but now that you’re here I’m wondering why you reached out the way you did. I mean that pic you sent me… I’m guessing all that didn’t come from one dude.”

“It did not.” Tegan said casually. “Don’t worry, everyone is properly screened. I’m clean.”

“How many guys have you been with? Since we split up?” Jackson asked.

“You really wanna know?” Tegan challenged.

Jackson silently appraised the question, apparently unable to decide.

“I’ll make you a deal.” Tegan continued, trying to move things along. “Once this weekend is over, if you still want to know, I will tell you everything. Suffice it to say, I have experimented a lot. When we broke up, it was because I felt like you were pushing me to do things I wasn’t comfortable with, and I was tired of having to explain that to you. I’ve changed a lot since then. To be clear I’m not proposing we get back together – I plan to stay unattached for the foreseeable future – but I do think that if I had been able to discover myself a year ago, things might have been different. So… here I am. I don’t want you to treat me like the girlfriend you had, I want you to treat me like the whore you wished I was.”

“That’s quite a speech.” Jackson responded wryly.

“I was practising on the drive over.” Tegan took another sip of her coffee to fill the following pause in the conversation. After thinking it over for a minute Jackson went over to the camcorder and switched it on then beckoned to Tegan to join him in the middle of the room. She set down her almost empty mug and walked over to him and he took her hand and stood facing the camera.

“Since you’re recording, can I get a copy?” Tegan asked.

“Sure.” Jackson said, a note of surprise in his voice. Making a sex tape was one of his many bedroom suggestions to which Tegan had repeatedly objected. “Are you going to ask that I not let anyone see it?”

“No.”

“You don’t care?” Jackson said, challengingly.

“I encourage it.” Tegan countered.

“You really have changed. Let’s see how much.” Jackson gripped her by the throat and squeezed gently and Tegan instinctively took a deep breath. “You’ve been a busy little whore haven’t you?”

“Yes.”

“Yes what?” Jackson demanded, squeezing her throat a little harder.

“Yes Sir.” Tegan said, her voice strained.

“Master.” Jackson commanded.

“Yes Master.” Tegan complied.

“Take off your clothes.” Jackson said, shoving her slightly as he released her throat, turning away he stalked over to the camera and removed it from the tripod, watching her through the screen as he moved closer and took a sweeping shot of her from her feet to her head.

Tegan held the skirt of the dress and coyly did a half twirl letting it playfully billow out for a moment before reaching behind her neck and untied the knot keeping the straps covering her chest in place and as soon as she released them the dress fell to the floor, sliding down her slender frame and puddling around her feet.

“Not even wearing any panties.” Jackson commented from his gonzo cameraman point of view as he zoomed in on her tits and reached out with one hand to pinch one of her nipples, keeping her face in the shot as she placidly accepted his touch.

“Sit on the couch and spread your legs. Start playing with yourself.”

Tegan obeyed, sitting on his couch and spreading her thighs, tucking her heels up on the couch under her ass as she gently stroked her pussy lips with her fingers, gradually teasing herself for the camera as Jackson filmed. She knew that this was more about showing herself to the camera than about genuinely pleasuring herself, but she dipped the tip of a finger into herself to gather some of her moisture and use it to massage into her clit, finding herself excited by the circumstances even without needing to manually stimulate herself. Jackson slowly panned the camera back up over her body, focusing on her face and she obligingly moved her hands up, using her fingertips to lightly caress her nipples, circling the outer edge of her areolae, giving him her best attempt at seductive ‘bedroom eyes’.

“You’ve become a little porn star.” Jackson commented as he reached out to caress her face with his free hand, sticking his thumb in her mouth which she obligingly sucked on, keeping eye contact with the lens. “Never seen this girl so hot for it before. This pussy miss me?” Jackson asked as he pushed a finger into her slit and found her wet opening, slipping inside.

“Mmhmm.” Tegan answered, playfully biting her lip as Jackson kept the camera focused on her face.

“Yeah, I bet it did… that’s why you’ve come crawling back. On your knees.” Jackson wiped his finger off on her lips then backed up a step as Tegan slid off the couch and knelt on the floor.

There was no chance of mistaking what he expected from her now and she immediately reached for the drawstring of his board shorts, eyefucking the camera as she slowly pulled one of the dangling ends to undo the slipknot, and slowly eased them down. Not wearing underwear either, his semi-erect cock immediately popped free and she let his shorts fall to the floor as she wrapped her hands around the base. Jackson was a good size – certainly not huge, but definitely above average. She wrapped both hands around the base, her fingers and thumbs overlapping as she gently massaged his crotch, teasing more life into his slowly stiffening rod. Jackson was using one hand to hold back his singlet and the other keeping the camera trained on her, watching through the viewscreen to ensure he wasn’t missing a detail.

Keeping her hands around the base of his cock Tegan nuzzled it with her cheek before parting her lips to caress the underside as she looked up at the camera, using her tongue to stroke the underside. While she was here because she had been challenged to be there was no deluding herself that she would not have come if she didn’t want to, and playing up to the camera was a new and exciting prospect for her. She wondered who would ultimately see it – would he keep it in his private collection to enjoy in the lonely nights ahead once the weekend was over, or share it with friends? She felt a thrill as she earnestly hoped he would share it and show it to people she used to know, the same people he always tried to show her off to. Given her recent experience she was already beginning to feel disappointed that she didn’t have a live audience for her weekend of voluntary sexual enslavement, even as she took him in her mouth and began to slowly work his shaft with her lips, and one hand, idly caressing his thigh and lower belly with her other hand with roamed casually, gliding over and tickling him whenever it roamed. When she glanced up at Jackson the lens of the camera met her gaze and she pulled off him for a moment to lewdly waggle the tip of her tongue against his frenulum before continuing her efforts. She was more than happy to take her time and make it last, in no hurry to get him to finish and for his part, Jackson seemed to be so preoccupied with filming her at work that he wasn’t urging her along either, casually resting his hand on the back of her head.

After a few minutes or slowly easing him in and out he abruptly pulled her head to his groin, forcing himself into her throat and making her gag as he caught her off guard before easing off enabling her to pull back a little and take in some air, only to again force himself into her throat again. She let out a strangled gagging noise and tried to brace her hands against his thighs as an instinctive defensive response, but realised that this was what he wanted. The camera hovered in her peripheral vision and she could feel herself going red in the face, her eyes watering slightly as Jackson began to vigorously facefuck her and she simply let it happen, feeling her saliva get smeared around her lips and all over her chin. She obligingly let him roughly use her mouth for as long as possible but when air became an issue she frantically tapped out on his thigh and he pushed her head back, leaving her gasping against the couch.

“Lie back” he commanded, gesturing at the couch she was leaning against. She pulled herself up onto the deep cushion and lay back against the backrest with her ass on the edge. There was no mistaking what he wanted next.

“Spread your legs.” Jackson instructed, though Tegan was already complying. She parted her thighs and balanced her heels on the edge of the couch either side of her, putting her little slit on display for him again. Jackson held the camera close to her, capturing every detail of her hairless, slightly puffy lips, evidence of her excitement glistening on her inner folds.

“Spread it” Jackson repeated and Tegan slid her hands under her thighs and used her fingers to peel back her labia, better exposing her soft pink ladyparts, her swollen clit. After filming her spread pussy for a minute he was finally unable to resist the siren call of her wet hole and moved himself into position, guiding his erection with one hand and trying to keep the camera steady with the other. Tegan obligingly held herself open and ready as she felt the flared head of his cock press against her and find her entrance. She let out a satisfied sigh and tilted her head back as she felt him push into her slippery tunnel and easily slide in until he was buried up to the hilt inside her.

When she looked back at him she found herself staring into the camera lens again and shyly bit her lip in embarrassment, though this was more out of reflex than any real feeling of shyness. She moaned as Jackson began to move, again taking his time slowly as he adjusted to the warm grip, panning the camera down her slowly undulating body to show himself moving in and out.

“Miss this dick, baby?” Jackson taunted her. She wasn’t sure if it was rhetorical or not so she responded with a vaguely affirmative “mmhmm” for the benefit of the recording.

“I admit, I missed this pussy, this tight little body.” Jackson crooned. He pointed the camera at her chest and filmed himself roughly tugging on one of her nipples making her gasp, then releasing it, watching her little tit snap back. “I know you’ve been out slutting it up all over town but me, I haven’t been laid since you walked out on me, so I’ve got a lot of catching up to do.”

With that Jackson began to move faster, doing his best to keep the camera trained on their groins as he repeatedly slid into her, but this seemed to present some difficulties. Wordlessly Tegan reached out and took the camera in her hands. Jackson released his grip on it and Tegan turned it so she could see the viewfinder screen, trying to keep it focused on the action even as Jackson braced himself against the back of the couch and began to pound her as fast as he could. It was a determined, rough pounding that he threw his entire body weight into, with one purpose – getting as deep inside her as he could. A deliberate piledriving motion that gave no consideration to anything but a hard fucking. Tegan panted as Jackson drilled her, her arms shaking as she struggled to keep the action in frame. Her body was tingling but it didn’t seem likely she was going to come before Jackson did as he steadily worked towards it. With one final thrust he took her by the hips to force himself as deep as he could get and she could feel him twitching deep inside several times before the hot sensation of his seed pulsing up against her cervix, Jackson groaning in relief as his load spilled inside her. They stayed locked together as he continued to twitch, then he slowly drew out of her, his softening member caked with a mix of their fluids.

Jackson took the camera back from her and put one foot up on the couch, standing over her to present himself to her face.

“Clean it up.” Jackson said bluntly. It occurred to Tegan that she had never done for him while they were together – she had always been shy about wanting to taste herself, at least until her sexual experience – and appetites – had grown. Even with Bethany she was hesitant to kiss after receiving oral sex. But that reticence felt like a different life. She graciously opened her mouth and took him in her mouth, relishing the mix of flavours and texture of the sticky goo coating as she bathed his shaft clean with a generous application of saliva and tongue before giving him one long final suck, her cheeks drawn inwards as he was released from her mouth with an audible pop.

“Good girl.” Jackson complimented her as he stepped off the couch and moved the camera back to her pussy, presumably to capture that freshly-fucked look and the gooey mess seeping out of her ravaged gash. Apparently satisfied Jackson panned the camera back up her body to her face.

“Wave goodbye to your fans.” Jackson coaxed and Tegan playfully waved at the camera and blew a kiss.



----



Jackson shut off the camera and placed it back on the tripod, plugging it in to charge. Tegan remained slumped on the couch watching Jackson casually go about his business. She thought about the video, about watching herself in action. Sometimes in her more extreme encounters of late she had almost felt like she was outside herself observing as she performed acts she never believed she was capable of or had ever considered, but at some point she would actually do that and it excited her. Not so much seeing herself in action, but seeing what others saw, and even sharing it with them. She imagined Sam would be all too keen to watch her home made pornography, maybe even while fucking her. The thought made her chuckle.

“Something funny?” Jackson asked her, having finished with the camera.

“Just thinking about getting fucked while watching my own sex tape.” Tegan confessed, as casually as she might have asked for a glass of water.

“Already thinking ahead?” Jackson queried wryly. “We’ve barely started here.”

“I know, but I guess I’m still horny.” Tegan said with a shrug.

“Oh, you didn’t get to come.” Jackson said sympathetically as he walked over to her.

“No. But that doesn’t matter.”

“No.” Jackson suddenly reached out and took her jaw in his hand, tilting her head to look up at him as he loomed over her. “It doesn’t matter. You’re not here to come, are you? You’re here to please me.”

Tegan looked up at him, her eyes pleading submissively as he reminded her of her place.

“Do you understand, slut?” Jackson commanded.

“Yes Master.” Tegan mumbled.

“What?” Jackson demanded, releasing her jaw to enable her to speak clearly.

“Yes Master.” Tegan repeated.

“Good slut. Don’t forget again, I don’t want to waste time punishing you instead of fucking you.” Jackson said, pulling his shorts back on. He picked up her dress and threw it at her. “Get dressed, slut. We’re going out.”



Jackson didn’t tell her to clean herself up or put underwear on, so she didn’t – and didn’t ask permission to do so. She did use the bathroom to pee – a necessary part of the sex ritual if she wanted to avoid UTIs – but did nothing about the mess he put inside her that clung to the walls of her vagina and would probably seep out of her soon enough. She stepped back into her shoes and Jackson stepped into some thongs, putting an arm around her waist to escort her out of the apartment to the elevator. They descended to the ground floor in silence and strolled out of the building. Tegan was curious where they were going – because wherever it was it was in walking distance – but resisted the urge to ask. Jackson would probably just tell her it wasn’t her place to know. Unexpectedly, he began some idle chit-chat.

“So where are you living these days anyway?” He queried.

“A house a couple of suburbs over, Master.” Tegan responded, nodding her head to the east indicating a slightly nicer area of the greater metropolitan region. She wasn’t sure if she was expected to keep up the Master/slave routine while they weren’t having sex but figured it couldn’t help to massage his ego with it.

“Share house?”

“Yes Master.” Tegan nodded. The suburban village she was living in was known for being trendy with young people who couldn’t really afford to live there. Share housing was common. Of course he didn’t know she was living with three guys, and fucking them to live there for free. She would admit it if he asked but opted not to proffer it.

“You’ve been pretty quiet on social lately.” Jackson commented, admitting he was keeping an eye on her from afar.

“I guess the things I’ve been busy with aren’t really Facebook-friendly, Master.” Tegan suggested wryly. They were heading in the general direction of what passed for a commercial district in the area, near to a train station, a supermarket and casual dining.

“Guess not.” Jackson responded seemingly distractedly. He put his arm around her waist and pulled her close them let his hand rest on her ass as they sidled past a few people trickling along the sidewalk as they got into a busier area, late commuters headed home to start the weekend. Eventually they found themselves outside a small Mediterranean café and Jackson gestured towards one of the tables in the outdoor area.

“Fancy some dinner? I haven’t eaten yet.”

“Sure.” Tegan responded. She felt it was an opinion based query and didn’t warrant a more submissive response. She took a seat, tucking the skirt of her dress under her as Jackson pushed her chair in then sat opposite her. An efficient waitress came out to take their drink orders and leave them some menus to peruse. There was a terse silence while they both skimmed over the menus then Jackson set his down, folding his hands in front of him while he waited. Tegan set down her menu and mirrored his body language, though she sat upright wanting to appear alert, while Jackson was more hunched forward as if expectant.

“It’s hard to believe I’m sitting here with you.” Jackson said in a tone that concerned Tegan. If Jackson still had feelings for her – feelings she didn’t intent to reciprocate – this could get emotionally complicated. She supposed this was the true nature of the challenge presented, a test of her emotional resolve. It would have been easier if he had just tied her up and whipped her.

“You know why I am here, Master. We discussed it.” Tegan reminded him, trying to inject some formality. She had given him the basic gist during their text sessions – she had to complete this challenge, and it had to be with a former lover. She had left out the exact circumstances of how the challenge came about, which was easy given how much she didn’t really know. As far as he knew, she had gone to a sex party and ended up with a lot of semen on her. He didn’t know about the extent of the trials, or exactly how many men there were, details she felt were better left a mystery.

They were interrupted by their waitress returning with their drinks and they seized the moment to place their food orders. Tegan took a sip of her soda to buy a second while she composed her thoughts, hoping he wouldn’t press her for more details.

“If only my friends could see you now.” He said pointedly, referring to their previous disagreements.

“Isn’t that what the video is for?” Tegan chided him dismissively.

“I mean in person.” Jackson brushed the insinuation aside, making no attempt to deny it.

“What is it about showing me off that got you going, anyway?” Tegan asked, leaning forward to mirror Jackson’s body language. “Was it about your friends seeing what you got to have, or about humiliating me?”

“I dunno.” Jackson said, taking a sip of his drink. “The idea just seemed fun. It got me going to think about you flirting with other guys.”

“So there was no real thought process behind it? Or is this like, a cuckold thing?” Tegan suggested.

“I’m no cuck” Jackson said with a shrug. “I would be involved. I think I just liked the idea of making you do stuff – but not to humiliate you. I wanted you to be into it.”

“What if your buddies had gotten handsy? Gotten more than just an eyeful?”

“I didn’t really think about it that far, since you never wanted to go along with it.” Jackson said thoughtfully.

“Well, I did. Whenever I thought about letting myself be pressured into doing something like that I was always thinking ahead. What would be the next step? Was I going to wind up letting your friends touch me? Even fuck me, as things got out of control?” Tegan picked up her cola and took a long sip, adding a pause to give Jackson an opportunity to think. “Would you have let that happen?”

“No.” Jackson said, but Tegan wasn’t sure he was being truthful.

“Why not?” She countered.

“Because you were my girl. I didn’t really want them to have a piece of you. It was just for fun.”

“I see.” Tegan had to concede that he was probably telling the truth about not thinking it through and she didn’t want to put a damper on the weekend ahead by interrogating him to the point of frustration, but she did wonder how much he would have gone along with had she been willing to let him press the issue.

After an awkward pause their food arrived, the waitress deftly setting down their plates – Jackson had ordered some lamb kofta with tzatziki and Tegan had opted for some freshly made dolmades and pickled vegetables. The waitress seemed to pick up on the awkwardness of the silence that had fallen between them.

“Is everything uh… ok here?” She asked, taking her notepad out of her pocket distractedly.

“Can I get another diet coke, thanks.” Tegan said, flashing her a bright smile.

“Nothing for me.” Jackson said distractedly.

“Sure.” She left them alone again and Tegan started delicately picking at her dolmades with her fingers delicately biting into one.

“Mm, nothing beats fresh.” Tegan said, then directed her attention back to Jackson. “You’ve gone quiet.”

“Just thinking.”

“Must be about something good.”

“Oh, yeah, I think so.” Jackson speared one of his kofta with his fork and swiped it through the tzatziki on his plate, taking a bite as his eyes finally met hers again. Tegan wondered if their conversation had rattled him, but he seemed to have rallied as he grinned at her across the table. “Eat up, you’re going to need your energy.”
1 comments

Jaguar10Report 

2020-10-29 04:47:57
Again, great storytelling, enjoying the characters and how you draw out each of her experiences. A little frightened for Tegan with Jackson, he seems vengeful.

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