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Kinky Upgrades

Chapter 22 by legolus

Caroline woke up to an unfamiliar sensation. It was one she had felt before, but not in a very long time. Two arms were wrapped around her, with the hands of each resting on a different breast. She could tell Zachary was still asleep, as there was light snoring coming from behind her. She tried her best to ignore the hand placement at the moment and go over all that happened yesterday first.

It went… okay, I guess. He probably likes me less now, even if he did say he could see us together under different circumstances. He’s also aware of the issues with Lynn, even if he doesn’t fully believe they are as bad as I do. I really wish I could figure out what Lynn did to Zachary. It would probably open his eyes if I could present proof. Caroline had to stifle a gasp as he squeezed down on one breast. I should probably get up. Caroline tried to slip out of bed without waking him, but she just couldn’t manage it.

Zachary groggily said, “Hmm, Caroline? What time is it?” Zachary turned to look at the alarm clock on his nightstand, and it read six o’clock. “Why are you up so early?”

Caroline looked over at him. “I would normally be up at this hour. I’ve only been sleeping in later because my pod doesn’t open earlier in the morning. I think I’m going to head out unless you want me to stay for something.”

Zachary tried to shake off some of the sleepiness he felt but wasn’t very successful. “That’s fine; I wouldn’t want to keep you and make you uncomfortable.” There was a knock at his door, causing Zachary to groan in annoyance. I bet it’s Heather again.

Caroline went and got the door and was surprised to see not only Heather at the door but Piper too. Both looked like they had just taken a shower, still with soaking wet hair. Caroline gestured for both to come in. “We just got up. You might need to give Zachary a few minutes to get ready. Why did the two of you come up here together?” Caroline sat down at the table across from Piper. She had expected Heather to join them, but instead Heather went directly to the kitchen.

Piper answered first, seeing that Zach was already grumpy and figured that he’d be more amenable to what she was here for instead of what Heather was here for. “I’m up here for a few reasons. First, congrats, Mom. I’m happy you finally branched out and found someone, even if this situation is bizarre as hell.”

Caroline went scarlet, “PIPER… we didn’t… It’s not like that.”

Piper held up a hand. “Relax, I was teasing. Though can tell that you definitely did something sexual with him based on your point total. Now, teasing aside…” Heather brought out three mugs of piping hot coffee. She then returned to the kitchen to work on breakfast. Piper sipped her coffee, then continued as Zachary sat down across from her and next to her mom. “Zach, Delilah messaged me and told me that she ‘forgot,’” Piper emphasized the word sarcastically, “To apply the first-time bonus to one of my activities, giving me another VP. Meaning you have five more points to invest into me. On that matter…” She glanced at her mom next to Zach and then back to him. “I was wondering if I might have some of your time this morning, before your date night with Lynn.”

“That’s fine with me.” He replied as Heather brought in breakfast, which consisted of toasted bagels and cream cheese. Zach swiped a blueberry bagel and started putting on the cream cheese as he looked sourly at Heather. “And why did you come? I doubt it was just to make me coffee and breakfast.”

“It was not. Thankfully, I don’t feel the need to come here and do that unless you place an order using the menu system, but since I’m here, I do feel like I have to do it. I’m here because I once again need your help.”

Zach bit into his bagel, annoyed. “What is it this time?”

“I’d like you to give me another command today that in some way would allow me to climax. I’ve tried, and I can’t climax currently. I’ve tried using this remote.” Heather put it on the table. “I tried using the trigger you gave me yesterday, and in both cases it didn’t work.”

Zach picked up the vibrator’s remote and put it in his pocket. “So it worked? What about when I changed the words?”

Heather nodded, “Yes and yes.”

Caroline was frowning. “You gave her a trigger?”

Piper interrupted, coming to Zach’s defense. “Mom, drop it. He and Heather have an agreement. She’s agreed to the commands already. So drop it.”

Caroline could see Piper was clearly concerned, so she acquiesced, but she did angrily take a bagel and start preparing it.

Zach said, “Why can’t you orgasm?”

Both women across from him looked a little uncomfortable. Heather replied, “Yesterday, Lynn was exploring the hotel like we were. The difference is she found something sort of interesting, in a terrible way. It resulted in all of us who were not with you having to play a game of sorts. I ended up being the loser. I think the punishment for that is some sort of denial thing, as Pita immediately activated my trigger, rapidly leaving me frustrated. Could you specifically give me a command that has something that specifically forces me to climax so I can get this slime out of my system?”

Caroline was frowning as she chewed on her food and watched the two intently. Zach noticed and rolled his eyes, knowing that nothing he came up with would make Caroline happy. Zach asked, “Did you have something in mind?”

Heather nodded slowly, “Yes… I was thinking you could test the ability to allow others to make commands. Like you could allow Piper to put a command in place that results in me orgasming under some circumstances.” Caroline started to cough in surprise as she was eating. The three glanced at her to make sure she was alright, and seeing that she was, went back to the conversation.

Zach said, “I guess we can try that. Heather, today every other contestant can give you one command that you have to follow, with the only restrictions being the same ones my own commands have, plus that it has to allow you to earn an orgasm by doing it. Upon seeing each contestant, you will inform them that they have this ability.”

Heather immediately turned to Piper and Caroline, “You both heard him, so consider this you being informed.” She looked back at Zach, “Thank you, Zach.” Heather tried to keep a mostly neutral expression. I can’t believe I’m grateful for that. Fuck. I’m not a dog. “Umm… is there anything else I could do for you?” Heather asked hesitantly. He said I’d have to be the one to work on our relationship.

Zachary replied, “No, I’m good.”

The dismissal stung, but Heather just nodded, grabbed her empty plate and mug, and put them away in the kitchen. Afterwards, she left the room without a word.

Piper could see that her mom was ready to go on a tirade and attempted to prevent it. “So, Zach, I was wondering if I could get some of that dick.”

“PIPER LOUISA BROWN! I’ve taught you better than that.” Caroline exclaimed.

Piper stood up and moved around the table, and deliberately sat in Zach’s lap while making sure to rub her butt against his crotch. “Mom, if you don’t like what I’m planning on doing with Zach here, you can leave. You hardly have room to talk; you have more points than I do. I decided I’d like a couple more as a buffer. So if you wouldn’t mind?” Piper cocked her head towards the door.

Zachary was very unsure if it was wise to intervene between these two, so at least for the moment he kept his mouth shut. Caroline nearly started lecturing her daughter when she saw Piper’s pleading look that she leave for both of their sakes. Caroline was not happy as she left without another word.

As the door slowly shut behind the older woman, Zachary asked, “What the hell was that? I thought you still didn’t like doing anything physical with me.”

“Oh, I enjoy it plenty. I’m just incredibly frustrated by it too.”

“What was that with your mother?”

Piper sighed, “I’m assuming you got a taste of her… stubbornness?” Piper was clearly trying to be diplomatic about the description, but it was obvious she thought it was much worse than she said.

Zach nodded, “You could say that.”

“She’s always been this way to some degree. It got worse after my dad died. It’s not a big deal normally, but here… I’m afraid it’s going to get her royally fucked. Not in the fun way either. So I intervened to stop her from going on a tirade. Would you be willing to tell me what she went off on you about during your time with her yesterday? That way I might be able to talk her down?”

Zach looked at the woman sitting on his lap, confused. “You want to help me manage your mother?”

Piper nodded. “Hopefully more than that. I’m hoping you end up banging her eventually. She needs a good lay.”

“Where is this coming from?”

Piper sighed, “I’m… accepting reality. I’m adapting. A lot of this sucks, but I’ll try and get silver linings where I can right now. My mom has been alone for too long. I think she always worried I wouldn’t approve of whoever she brought home, but as long as it wasn’t someone truly horrible, I wouldn’t have cared if there were problems with him.” Piper leaned back into his chest and lowered her voice slightly, “Now, I’m offering myself to you. Just tell me what you’d like.”

Zach went erect, and Piper smirked, feeling it through his pants. Zach let his hands slip around her waist. He felt a strong desire to accept her offer and throw her on the bed right then and there and fuck her stupid. He resisted, though. He whispered into her ear, “And if I tell you what I’d like you to do, you’d actually comply?”

Piper nodded as she turned her head and her lips hovered near Zach’s. “Yes, as long as it isn’t something utterly crazy.”

“Then get down between my knees and beg to blow me. Beg me to claim you and use your stat points to alter you further to my liking.”

Piper went still for a moment, unsure if she could actually do that. She stared into his eyes and softly asked, “Is that what you really want? Or are you just testing me to see if I’m serious?” She leaned in and nibbled on his earlobe. “Because I’d blow you if that’s what you want, but I’m not going to beg you to change me.” Piper tensed for a moment and gently kissed his neck a few times.

Zach could hear her breath catch as she waited. He turned his head and slowly kissed her. Piper slid her arms around his shoulders as they continued to kiss.

Pulled away from his lips to ask, “So, what do you really want?”

Zach was clearly aroused and wanted to do much more, but he was hesitating. “Piper… could you stop for a moment?” Piper nodded and pulled her arms out from around his shoulders. “I’m sorry. You’re right; I was essentially seeing how far you’d be willing to go. I should have been more careful, because if I had accidentally used my command on you, you’d have done it even if you didn’t want to.”

Piper tilted her head, and her lips quirked to one side in thought. “Thank you? I guess. It’s nice to know you won’t just force me to my knees and have me blow you.”

“Not without your consent at least. Even though I’m pretty sure you’d like it if there was some force involved.”

Piper went scarlet and moved to get off Zach’s lap, but Zach pulled her back down onto it as she raised her butt. She let out a gasp as his arms wrapped tightly around her waist.

Zach asked, “Now, I’d like to know what brought this on? Why the sudden change of heart? Just a couple of days ago you were complaining about me. Even if you want points, it feels like something has changed.”

“Yeah, I’m horny. I’ve also had two days to think about things.” Piper got real serious for a moment. “I’m still a bit bothered by you. I’m definitely scared of your power over me, especially with it being so much greater than with the others. I’ve thought about what you told me about back then. I’m sorry. I had an impression of you and acted on it. I should have tried talking to you about it at least once.”

Zach didn’t immediately reply and just took in her words. Piper waited for him to say something. “I’m curious about a few things, but most can wait for the moment. There is one thing I’d actually like to know now, though. Do you actually think what you did to me was wrong? I mean, say you talked to me and still thought I was a creep. Do you think what you did was appropriate?”

Piper nearly blurted out ‘Of course not’, but figured a reactionary denial wouldn’t be the most effective. “I think it is definitely understandable, and most of what I did or said regarding you… Yeah, I wouldn’t blame anyone for doing something similar towards a creep. There were a few things… that… I’d consider a bit too much, now, based upon what I actually knew at the time.”

“Such as?”

“Filing an official complaint with the Dean of Students about your behavior… and maybe… encouraging several other people to do so as well, to try and get you expelled.” Piper looked away guiltily. Damn that increase to my honesty! This was stupid. I shouldn’t have told him this yet.

“Ah, so it was you,” Zachary replied, clearly knowing what she was speaking about. “Besides that, though, you’re mostly sorry for not actually talking with me before doing what you did?”

Piper nodded, “Yeah.”

Zach was clearly not pleased with the response, but he didn’t move to do anything either. His arms also remained wrapped around her waist. He let his hand slide down and squeezed her butt as he lifted her to her feet. “Take off your jeans and go lie down on the bed.”

Piper bit her lip and complied. Zach slowly followed her. Zach took her in. She lay on her back with her arms folded in and hands up near her chin. She was wearing another video game t-shirt, though Zach didn’t recognize the game. She had on a pair of purple panties with a small amount of lace on the edges. Her legs were fidgeting. She clearly wants to cross them, but I think she doesn’t want to imply she’s closed off.

Zach climbed onto the bed. As he inched forward, he ran a hand along her bare leg. When he finally reached her panties, he hooked a finger through them and started to slowly pull them down. Piper pressed her eyes closed as he ran a hand up her leg again, resting it on her inner thigh. Zach leaned down next to her ear. “You haven’t climaxed this morning yet to get rid of the slime from your system, have you?” Piper shook her head. Zach tapped his fingers on her thigh a few times as if waiting for something.

“I… could you… would you… help me with that?”

Zach slid his hand higher until it found her wet slit. He smiled, seeing how wet she already was from what little they’d done so far. Zach just swirled his middle finger along her pussy for a while as he kissed her. His gentle teasing was causing her to want so much more. After several minutes of continuous teasing, Zach simply rested his finger on her slit as he broke the kiss. He had felt her try to get into his pants more than once while he was playing with her, but their positioning made it a bit difficult for her to do so. Zach said, “Now why don’t you ask for what you want?”

Mother fucker! Piper was so horny that she didn’t even register her own pun. I’m not begging. I won’t do it! “Just stick it in already! I’m so close.”

“Hmm… that sounded like a demand, not a request.” He lifted just his middle finger off her body. “Want to try and correct that?”

God damnit! He will definitely leave me frustrated. Piper glanced at the scoreboard over Zach’s shoulder and noticed she hadn’t actually gained anything quite yet. Fuck me! Fine. “Please, Zach. Please, I’m so close. Please shove your fingers deep inside of me.”

Zach placed his middle finger back on her pussy and curled it, but didn’t penetrate her yet. “I think you’re forgetting something there.”

“Zach, I’m begging you, please!” I’m not calling you Master if that’s what you’re going for. I’d rather take care of myself later.

Zach decided not to push her further and pushed his finger inside, causing Piper to let out a moan, “Ahhh! Mmmmm…” Zach started a come-hither motion inside of her, causing her to shake beneath him. When he slid his second finger inside, she couldn’t take it anymore and came, covering Zach’s hand in her juices and the tentacle slime. Zach kissed her a few times as she basked in the afterglow. Then he repositioned to lie next to her, while he wiped his hand clean on the sheet.

+3 VP Fingered, Oh who’s a little wet mess?

He waited there and just stared at her, looking over her form, especially appreciating her bust. She moved towards him to cuddle, and he wrapped an arm around her. After a few minutes, Piper moved into a sitting position. “That wasn’t exactly what I was expecting you to want, but it felt great, even if I would have preferred you not to have forced me to beg.”

“Hmm… maybe I need to up your honesty a bit more, since I know what your kinks are.”

“Please don’t. I’m pretty sure I can lie to and keep things from you if they are important to me, but the bump you already gave me feels significant. I’d like a measure of privacy, and I think you would prefer that I’m not always telling you anything that comes to mind.”

“You could always be quiet if you didn’t want to say something you’d regret.”

Piper shook her head. “No, I feel like I need to say the things I mean more now. Shutting up would still be hiding things. So please not that.”

“Fine, but you really should be more honest with me about what you want sexually.”

Piper laced her fingers through Zach’s. “Thanks, I appreciate this.” Zach just nodded and moved to get up, but Piper tightened her fingers around his. Piper asked, “Where do you think you’re going?”

“Um… Well, I was thinking of going to the gym after checking on Melinda.”

“Nuh uh. Get back here and take off your pants. I can see you still have a boner. I’m not losing more points because you got me off and I didn’t return the favor.” Piper tugged on his hand, pulling him back to the bed, and he let her. She then unbuttoned his pants and pulled them off with his underwear, tossing them to the floor. Holy fuck, that’s big. Piper was looking down at a completely normal and average erect penis; she just wasn’t used to seeing one. She started stroking it gently, afraid she might hurt him.

Seeing that Piper didn’t intend to put her mouth to use, Zach pulled her close and kissed her as she continued to stroke him. His hands started to slide up under her shirt, which he pulled up to expose her breasts. He was a little surprised Piper wasn’t wearing a bra, considering her new size. Her grip tightened as he fondled her. After a few moments of getting used to the sensation, she relaxed her grip and continued playing with his dick. Piper was having some rather intrusive thoughts as things continued. If I just stopped, would he just roll on top of me and fuck me until he cums? Piper tried to refocus, but her thoughts kept coming back to the fact that neither of them was wearing anything below the waist at the moment and she was still quite moist down there.

As she rubbed the tip of his dick with her thumb, she felt something sticky. I guess he’s pretty close. She started pumping his dick more vigorously, until he cummed all over her hand.

+3 VP Handjob, I suppose this will do, at least you didn’t leave him hanging this time.

She held her cum covered hand out in front of her. Would he be grossed out if I licked it off, or would he find that hot? I’d probably get points for it… Piper had seen in plenty of hentai that guys seemed to like that sort of thing, and she was curious how it tasted. Once she was sure Zach was watching her, she started seductively licking her hand clean of his cum, cleaning it off like a cat would clean their fur.

+1 VP Swallow Load, Now that’s some initiative; You’ll be addicted to the stuff soon enough.

+2 VP Degrade yourself, making sure he’s watching? You sure are a dirty little cumslut, aren’t you?

Piper watched her score tick up one and then two points as she licked her hand clean. I guess he does like it. Or at least Delilah likes it. That was more points than I meant to get… maybe he’ll be more generous with my stat points. I can at least hope.

Piper turned towards Zach. “I take it you enjoyed that?” He nodded, and he was enjoying the post-nut clarity. Piper let him rest as she got herself cleaned up and dressed. She also pulled up her character sheet as there was something really important she wanted to check. Oh, thank God. Piper let out a sigh of relief as she saw her handjob proficiency had increased. Not by a lot, but it was zero before. Now it was a two. So at least skills can increase on their own. My physical stats haven’t moved yet, but that should take time anyway.

Piper sat on the edge of the bed and looked at Zach. “Can we talk about what you’re going to spend those points on?”

Zach nodded. “Sure, but let me put on some pants first. That was great, by the way. You did a wonderful job.”

Piper wasn’t sure why, but his praise sent a tingle through her. “Thanks. So, I’ve figured out most of what you invested the prior points into, though I’m still missing a chunk. I’m thinking that it’s somewhere in the vast list of fetishes, and I missed the notation that you bumped it up. Would you mind telling me what it was?”

“Sure, I gave you a praise kink.”

“Oh…” That prick! Piper took a deep breath and let it out slowly. It’s fine… It’s fine… that means he wants to be able to praise me. It also means he is going to do the same shit he’s doing with Heather and get me to crave his approval. “Well… do you have anything else in mind? I’ve been exercising every day since our date, but it hasn’t made a difference yet. Not that I expected it to yet. I did just confirm that skills can improve at least.”

“That’s good to hear. I’ll be honest, I’m considering leaning more towards non-physical alterations for a bit. Some of the effects seemed to be greater on your mom than they have been on you.”

“I probably don’t want to know what you’re talking about, but I’ve also got the feeling I need to know. So what are you talking about?”

Zach moved over to sit at the table, and Piper sat across from him as he continued explaining. “Your libido, attraction to me, and your nipple sensitivity. Your reaction to their increases seems to be more mild. Caroline was having problems maintaining eye contact because she was so enamored with me.”

“You’re fucking with me right now.” Piper retorted, hearing that description of her mother.

“I’m not. I’d be interested in seeing if we can somehow get Caroline’s character page at least for her physical stats.”

“Oh, she’d LOVE that.” Piper’s sarcasm could not be clearer. “Okay, what are you thinking of ratcheting up then?”

“I was thinking a few more points in your sexual aggressiveness like you asked me to before.”

Piper immediately corrected him. “I didn’t ask you to do that. You use my honesty compulsion to ask what I most wanted but was afraid to ask you to increase. That doesn’t mean that I want it.” Piper’s tone got rather noncommittal towards the end.

Zach said, “And we’re back to you needing to be more honest about things.”

“Okay, okay, fine. I’ll admit, it wouldn’t be horrible if it went up slightly.” Piper put extreme emphasis on her final word.

“Okay, besides, I’m open to a few things. I could just invest them in mutual kinks we both have.”

“Uh, I don’t know about that. When you say I have a kink, what do you mean?”

“Well, anything above a three and a half. It goes up to ten, but your highest thing is a seven, and it’s only the one thing. I figure I can invest the points in things you’re already open to that I like. I’ll also not increase them past your current greatest fetish.”

“I guess that wouldn’t be too bad. Just don’t pick all the stuff about me being a good little submissive slave girl for you.”

Zach smirked at hearing that. “I noticed you phrased it such that it would be okay for me to pick some of those things.” Piper pouted at his response but didn’t deny it. Zach applied his upgrades to Piper.

  • Sexual Agressiveness 1.5/10 -> 2.5/10 (5pts)
  • Bondage Kink 4/10 -> 7/10 (21pts)
  • Wagering Kink 3.5/10 -> 6.5/10 (21pts)
  • Free points remaining: 3

Piper felt some kind of change come over her and asked, “So what did you pick?”

Zach decided to test out his new investment. “How about this instead: if you can tell me without looking at your own character sheet, I’ll let you pick how to invest the last three points I currently have. Anything you want. If you lose, I get to put these points into making me more your type mentally.

“When you say I can pick…” Piper seemed skeptical, but interested. “Do you mean any stat?”

“At least any stat that I’ve seen so far, yes. If there is some really obscure thing you find, I might say no if I really don’t like it, but for the most part, yes.”

That could be really useful… hmmm, the risk is also sort of fun… “Okay, I agree, but only if you confirm something for me. You only spent your points on kinks?”

Zach nodded, “Besides the slight bump to your sexual aggressiveness.”

“Okay, then last thing is you have to tell me how many different things you put points into. Because I’m not being baited into agreeing and there being twenty different kinks you’ve put a couple points in, and I miss one and lose the bet because of it.”

“Fine, I’ve only invested in two kinks. I’ll give you until the end of the round to give me your answer. If you look at your character page or get someone else to look at it for you before you give me your answer, you forfeit. Agreed?” Zach extended his hand across the table to shake on it.

Piper stared at it for a while. Fuck what’s the worst that can really happen here? I lose and become slightly more into the guy I’m being forced to be with for my survival? It isn’t like that’s a horrible punishment. Piper extended her hand and shook on it.

Zach smiled, “I’ll give you three chances to get them both right. If you get one correct but not the other, I’ll let you know you got one correct but not which one. Good luck. Now I’m going to the gym. You’re welcome to join me, but I will have to ask you to leave here, regardless of your choice.”

Piper said, “Sure, I feel the need to work out too, thanks to you. Let’s go.” Piper stood and the two headed for the elevator.

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