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Chapter 39 by newfrickinshow1 newfrickinshow1

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How Wild Have Things Become?

Jessica took several minutes to decide as she couldn't deny how attractive she found the concept of a strong woman taking charge and controlling everything was but she couldn't bring herself to give Cassandra the top position. Despite just finishing the cam show and cumming several times, she found herself tempted to masturbate as she thought about the possibilities that a more authoritative, horny teacher could provide. But there was no denying that her times taking charge with Andrea in the locker room and making Megan walk through the cafeteria with permanent marker on her body made her pussy just a little bit hotter than the times Megan and Jade took charge of her. While Jessica had learned that she was a bit of a switch, or at least the Random Remote had made her that way, she definitely favored the dom side of the equation just a little bit more.

CASSANDRA BROWN, SUGAR MOMMA

LEVEL 2: SWEETENING UP

LEVEL 3: WHAT YOU DID NOT CHOOSE: SUGAR ON TOP

Target will begin to offer increasingly extravagant and expensive gifts to user. In exchange, they will seek sexual favors and require user to earn them through public displays of affection and submission. Targets sex drive will rise dramatically.

Jessica couldn’t deny that a lot of that actually sounded like it would be amazing and incredibly fun, but the part about parading her around in public could be an issue so long as their teacher-student relationship still existed. So far there was nothing in her path that made others accepting of relationships so that could get Cassandra fired which wasn’t something that Jessica was inclined to do as Miss Brown was a fine teacher. At least in the short term, this was probably a good choice to avoid.

WHAT YOU DID CHOOSE: SUGAR ON THE BOTTOM

Target will begin to offer more gifts in exchange for attention and sexual relationship and their desire to engage in sex with user will increase drastically. They will consider user’s other sexual partners as rivals and the more user has sex with them and the more promiscuous user acts, the more they will feel need to buy user’s affection. All other targets of Random Remote will desire to establish a firmer and more consistent sexual relationship with user.

Jessica looked at that last line and stared at it for several seconds as that was one of the best things she had read in any of the Random Remote adjustments so far. Every target of the remote would be interested in a ‘consistent sexual relationship’ with her. And the more she had sex with them, the more Cassandra would want to fuck her too, and the more she would be willing to pay Jessica for the opportunity in an attempt to win her approval. It wasn’t hard to imagine the ways in which Jessica could exploit something like that. She didn’t want to be cruel or even all that mean to her teacher, but she definitely thought taking advantage of it a little bit would be extremely fun.

But she wouldn’t be able to really do that until their meeting tomorrow. In the meantime, there were apparently a whole bunch of women even more ready and willing to have some sexual fun with Jessica so it was time to take advantage of that. When she stepped out of the bathroom it was to see that Tanya was laying nude, face down on the bed while Homer was on top of her, thrusting into the whore’s pussy while his wife and Candi watched on, the latter of which had her hands down her pants and did nothing to hide the fact that she was masturbating while watching.

When Jessica entered the room it didn’t take long before the two women not being fucked both offered to have some fun with Jessica. She was tempted to go for it but felt like encouraging Homer’s exhibitionism was a slight priority at the moment since he was still at level 1 and indicated she preferred to watch that show. On the other hand, she thought to herself, there was no reason that they couldn’t do a little bit of both. Jessica asked the two on the bed if they would be willing to take their fucking into the living room because she had an idea. Both Homer and Tanya said that they didn’t mind and Jessica was now very glad that they had left the large furniture in the apartment as she threw a blanket on the couch to prevent it from getting too dirty as she sat down naked in the middle of the couch and signaled for Melinda and Candi to sit on either side of her.

Soon Jessica had one hand working in each of the other women’s cunts while each of them had a hand fingering her own as they sat on the couch watching while Tanya was bent over, her hands on the coffee table, and Homer continued pounding her from behind. It was obvious that the sight of three women, including his wife and Jessica, sitting and jilling themselves to his activities was turning Homer on and Melinda was in a similar state as she got to watch Jessica manipulating the two in front of them. Since her fetish involved taking advantage of Random Remote alterations, this moment had her incredibly horny as well. The fact that she now had a stronger desire simply to be with Jessica sexually didn’t exactly hurt either.

All five just fucked and rubbed, came, leaked, and sprayed for quite a while before Jessica got an idea and decided it was time to start another phase of her hooker-to-be’s training. “You know Tanya, some of your Johns will probably want to do some butt stuff. Maybe you need to let Homer give you a little action back there so you can get an idea how that feels.”

Tanya just looked at Jessica and smiled, “You know, I think you’re right. How about it? Do you want to put it in my ass?” She looked over her shoulder at Homer who was grinning at the idea. With a nod of his head he pulled out and walked over to the couch and offered his cock to the audience first though, “Anybody want to clean me up first? There’s a lot of cum from me and Tanya on it and it seems a shame to let it go to waste.”

Jessica was going to ask him to give it to her but she was beaten to it. When he approached them he walked in front of Candi and she jumped forward in her seat and sank her mouth onto his dick before Jessica even got a chance to say anything. For about a minute everybody in the room just watched as Candi went down on Homer until she ended her quick, wet, sloppy blowjob with several particularly wet, long, and slow licks that left the dick glistening in saliva and would be about as lubed up as possible for what was about to happen. Leaning back on the couch, Candi put her hand back into Jessica’s cunt and looked up at the man with a smile and told him to get back to work.

Homer didn’t need to be told twice as he returned to where he was previously behind Tanya and slowly pressed his cock against her anus. “Is this your first time then?”

Tanya had her mouth closed tightly and eyes closed a bit as she prepared for something she had very little context for. With her previously sheltered life she had very little idea how this was going to feel but knew she needed to learn and decided that this was as good a time as any. And with Jessica there to guide and direct her hooker training, if she said now was the right time to try it, then now was probably the time to try it. Tanya nodded her head and breathed a small sigh of relief as Homer promised to go easy on her then. After giving the woman a moment to mentally prepare herself, he began to slowly push himself into her anus, stopping once his head was fully inside of her. By the time half of his head had gotten inside, Tanya’s eyes had done from tightly shut to wide open and her mouth was wide open in shock at the weird stretching feeling of her anus. It was odd and bizarre to her as she felt that the penetration was somehow unpleasant, but in a good way. She wanted more but at the same time felt that was enough and wanted to just remain like this for a bit as she got used to the feeling. At least until she noticed the intense degree to which Jessica was rubbing the other women next to her with a perverted, enraptured expression on her face. That was all the encouragement she needed to continue.

Once the head was in, Homer stopped and leaned down, making sure she was still ready for more and when he asked, Tanya just nodded and said she wanted it. Now that she was beginning to have an idea of how anal felt, at least the first time, Tanya decided to brace herself a little better and moved her arms a bit so that her hands could grasp firmly onto the edge of the table and soon enough, as Homer got about half way in, he stopped there before slowly thrusting in and out, deciding that the girl didn’t appear ready to take his whole cock yet. As Homer began his slow rhythm, Tanya was silently thankful as she kind of agreed. She just breathed deeply in and out as she tried to maintain her composure as she was slowly being split open in ways she had never imagined before. Though she didn’t realize it, Homer was having similar issues as he tried his best to hold off his orgasm. Being watched by the small crowd and having his cock squeezed this tightly by such a hot, tight opening was making it very difficult to keep his testicles from letting loose.

He had just started and had already cum several times in the past few hours so it might take a while to recharge after his next blast, which meant he needed to give Tanya a bit more work and loosen her up a bit more before he let it go. While his hands were grasping firmly onto the woman’s waist to hold her in place, inside his head he began trying to use all the tricks men had to delay orgasm. Thinking about nonsexual or even sexually repulsive things in an attempt to bring his arousal down. So while slowly humping the woman, his mind was thinking about things like being locked up in prison and sharing a cell with Dick Cheney.

Even that couldn’t delay the inevitable for all that long. Once Tanya became a little more accustomed to the tight, stretchy, full feeling that Homer’s prick gave her, she was slowly able to start enjoying it a little bit and even began to thrust along with him and started giving out lustful moans that told Homer it was time to start going a little deeper and harder. He never bottomed out and it didn’t take very long after Tanya joined in that he lost the battle of willpower and began firing several large shots of hot, white, sticky fluid into Tanya and he just remained still as that happened, letting her enjoy the experience that came with being filled up. As it happened he noticed Tanya began to wiggle her butt from side to side a tiny bit, almost as if she was trying to coax a little extra sperm out of him. It seemed like the woman’s ability to become an anal-available whore was beginning.

When he felt it had all been released, he pulled out and leaned over next to her, giving her a kiss on the cheek and asking if it was good for her. Tanya just smiled and remained in her position as she was still a little sore down there and wanted to rest, “I have wasted my life. I should have done this years ago.”

As her and Homer finished their warm moment of mutual appreciation, each of the women on the couch one-by-one were able to get off with Melinda being last (as she was being pleasured by Jessica’s left hand which wasn’t quite as nimble as her right). But after they all reached completion, everyone went to whatever room they had left their clothes in and got dressed. As they did, Melinda made it a point to discuss aspects of Jessica’s channel and future planned porn company. Apparently Homer’s law degree and primary field of legal practice involved copyright law so she began talking about trying to figure out a company logo and perhaps using the name of their streaming channel as the name of their company. This is where Jessica had to blush as she realized that she had been so horny and and enthused about the porn and camming, the fucking and being fucked, that she didn’t even know the name of her own channel. In response Melinda brought Jessica back into the bedroom where the computer was set up and showed her the actual account. “Random Relations.”

Jessica smiled and loved it. Not only was it a subtle tribute to the source of her inspiration and recruiting mechanism, but it also was fitting as the plan was to have a rotating cast of people involved with the streams. As they were alone for a moment in the bedroom, Melinda thanked Jessica for unlocking the Random Remote as quickly as she did and commended her choices when it came to choosing who she did with her three bonus upgrades after unlocking it but did express a little disappointment that she wasn’t one of them but understood her decisions. Gerald was one of her top priorities and Sue’s ultimate path was probably the most intense and over-the-top options on the entire remote so being unable to resist them made sense. Jessica confessed that the third choice was determined randomly and Melinda only smiled as she said that was a fitting tribute to the nature of the remote itself so she approved of that as well.

While alone with Jessica, Melinda also pointed out that in a few hours her ability to advance the status of one previous Random Remote target by a stage would refresh and now that it was unlocked, she would be able to pick anybody. She asked Jessica if she had any preferences this time but Jessica said that Megan was a good enough choice that after her experience last night, she was willing to defer to Melinda’s judgment and thought another surprise might be fun. As they returned to the rest of the group that was hanging out in the kitchen, the two women changed their topic of conversation to business and Jessica said she could mention the company name and talk to Jade about trying to come up with a fitting logo since graphic design was part of her college program.

As everyone began to leave, Jessica placed a hand on Tanya’s shoulder in a friendly attempt to keep her there once she headed for the door. “Nah, nah, nah. I don’t think so. You won’t be rude to spend all that time having sex with me and my friends, only to run off and go back to your life as soon as we’re done will you? I think it’s only polite if we have a little dinner together and hangout for a bit, don’t you?”

Tanya made some comments about needing to study and having another open shift tomorrow morning but as politely as possible, Jessica brushed that aside. She remembered what Sue had said about Tanya’s problem sleeping and just relaxing in general and if being around Jessica helped alleviate some of her stress, she wanted to make sure the girl got a little bit of a break. “A couple hours won’t kill you. Just come back home with me and we can have something to eat, and maybe you and Gerald can spend a little bit of time helping you train for that hooker job. Maybe by the time he’s done with you tonight, you won’t need to even bother with that morning shift tomorrow.”

To be honest Tanya didn’t need much convincing and had decided to spend some time with Jessica and her crew the moment she pushed back even slightly. The rest of her sales pitch was just icing on the cake. Not very long after, Jessica pulled up to Jade’s house with Candi in the car with her and Tanya pulling up to the curb behind them. While those two got out of the car, Jessica stayed back for a moment to check her phone. While driving home, Candi had mentioned that her first paycheck had been posted to her checking account and wanted to let Jessica know that everything on that end had worked out fine. Jessica saw nothing removed from her own account so she texted Melinda to ask her if she knew where the money was coming from.

After a little bit, Melinda replied. “One of the nice things about modern finance is so much of it is electronic. With a little magic inhibitor to encourage people not to think about it too hard, just making a few numbers appear in the system was extremely easy. So the Random Remote is basically the one paying her actual salary so long as you remain her technical employer.”

Jessica got out of the car feeling rather happy about that, knowing that the Random Remote wasn’t just giving her all of the amazing sexual opportunities, but it was also apparently paying her employee for her which was one hell of a sweet little bonus. And it seemed like Professor Brown’s need for attention and desire to please Jessica was beginning to be noticeably higher if the text message that she sent a couple of minutes ago was any indication. It included a photograph and the words, “Do you think this would be an appropriate outfit for our meeting tomorrow?”

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Jessica thought for a few moments how to reply but sent a winking eye emoji, a heart-eye emoji, and then a bit of text. “Oh naughty girl, sending that to one of your students? I think someone may need a spanking tomorrow.”

With that done, Jessica put her phone away and got out of her car, joining Candi and Tanya who were chatting over future plans and school until Jessica led the way back into the house. When she did so, the three girls immediately heard noises that were distinct and obvious. They couldn’t see who was involved but the grunts and sounds of flesh-on-flesh that came from sex were all too obvious. When Jessica went to go see what was going on, even with the Random Remote showing her what it had before, this was still shocking for her. Jade was on all fours, this time though her eyes showed no signs of being glossed over and she seemed totally aware and it didn’t appear her intelligence was diminished at all as she was having sex which was a first from their brief time together. Behind Jade though, ramming her cock into Jade’s pussy was Lily. Behind Lily and from the way it looked, ramming his cock into Lily’s ass, was Gerald.

Gerald had both of his hands firmly buried in his mother’s breasts and was squeezing her tits with a serious, determined smile. As Jessica got closer, Lily didn’t show any signs of stopping and instead just gave her daughter a happy smile as she approached, “Oh my goodness sweetie, do you believe how much of my life I have wasted? All those man-years being too scared and macho to take anything up my butt? It feels so, so good. Have you ever tried it? If I still have any energy after Jade’s done, I can let you take her place and do it to you. Trust me, you’ll love it!”

Jessica smiled with a growing sense of arousal as she watched the three going at it and the hornier she got, the more she noticed Gerald seemed to be getting distracted from pounding his mother’s ass and focusing a little more on her. It reached a point where he slowed down, licked his lips and asked if she wanted his dick too.

If this was what level three of Gerald’s path created, she was almost mad at the remote for holding it back for so long. She shook her head and said she wanted to wait for Andrea to get back from the game and that mini-orgy they had planned when she got back. Just curious as to what was going through her brother’s mind as he fucked Lily, she couldn’t help but ask how this happened.

Gerald just kept smiling and thrusting, kneading Lily’s breasts at the same time he looked at his sister, “I don’t know really, it was kind of weird. I was just doing some studying while Lily was hanging around waiting for you and Andrea, thinking about getting to work in the basement, looking over the, mmmmph, plans. And about an hour ago, something happened. I don’t know I, oh fuck, it was like my nose cleared up or something and, I could smell how horny she was. I don’t know how I knew what that smell was, but I just did and it was really f-fucking distracting. It just got, too distracting and I asked, asked her if she wanted some relief.”

Gerald took his hands off of Lily’s tits for a moment and grabbed his mother’s chin, slowing down for a little bit as he pulled her in for a kiss that she enthusiastically reciprocated. After that he grabbed her chest again and went back to full **** anal and continued his story, “She seemed **** at first but after a couple minutes she came back. Apparently Sarah had actually encouraged her to do it with a few more people and she couldn’t hold it in anymore, doing chores for you made her horny and she’d been leaking from her cock since she got here.”

Asuka stretched out and looked over lovingly at Jessica, one hand stroking her sex while the other toyed with the collar around her neck, “Then me and Jade walked in on them and found Lily was on her knees, that pretty pink hair of hers flying all around as her head bobbed up and down on her son’s cock. Watching it kind of got the two of us turned on too and Gerald seemed to notice and, being the gentleman that he is, asked if we wanted to join in. Jade said yes, I told them that I was feeling kind of tired and lazy and would rather just lay down and watch the show.”

Jessica just shrugged her shoulders and looked at her brother feeling slightly bewildered but also very pleased, “So apparently you can smell when people are horny?”

“Not just that, I can smell so much more. I didn’t know which was which but when you came in, I could smell that there were three people entering the house. And when Asuka got up on the table and spread her legs, I could smell that there were three people on the table. I think she’s going to have twins!” He actually gave Jessica a huge smile as he mentioned that. “Lily got Sarah pregnant 20 years ago and that resulted in us. Now all these years later she’s done it again with Asuka. I get to be a big brother!”

Lily reached back and gave her son an affectionate stroking of his chin before doing the same to Jessica, “Hey, I did such a good job the first time that I decided to see if I could repeat the performance.” A few moments after she said that, Lily seized up and began pumping her semen into Jade who gave out a loud moo of appreciation. She wasn’t in full on cow mode but apparently she still liked to belt one out when she was excited. Jade’s arms gave out as she came shortly afterwards and said she was good for now and slowly climbed out from under the other two while thanking Lily.

Jessica helped Jade to her feet and her and the other women sat around the kitchen table with Asuka still jilling on top of it as she watched Gerald fucking his transmom, seeming somewhat transfixed watching Lily’s now free penis bobbing up and down as she was fucked from behind. While they continued their love-making, Jessica mentioned the idea of coming up with a logo for the company and streaming site and was a bit surprised with how quick Jade came out of her post-cum high in favor of the business at hand. Jessica initially only mentioned it as a ‘we can talk about this later’ kind of thing but once broached, it seemed that Jade’s desire to do artsy things and help Jessica took over so Jessica talked about the few ideas she had so far.

NOTE: ONCE AGAIN, A BIG THANKS TO EVERYONE WHO VOTED AND A CURSE TO EVERYONE THAT MADE THE RESULSTS SO CLOSE. I NOW FEEL BAD THAT I COULD ONLY CHOOSE ONE. MAYBE IF I DO THE LOYAL STEED OPTION IN THE FUTURE I'LL NEED TO SWAP THIS ONE AS WELL. WE'LL SEE HOW THINGS GO BUT STILL, THANKS FOR PARTICIPATING.

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