Cassandra Buying Some Love

Jessica sat in the passenger seat, texting with a few others about things while she had Gerald drive to the address she had provided him. She was a little worried that his wild streak might cause him to complicate things but it seemed like he was going to be a good boy for now. For his part Gerald found it only too easy to go where Jessica directed him. She had been hyping up this meeting all weekend and, knowing her wingwoman attribute was at level 4, made him think it had to involve pussy. While staying behind to fuck Melinda/Beth again would have been great, or spending some time with Megan or Andrea for that matter, he also assumed that this would be someone he hadn't fucked before or Jessica wouldn't have felt the need to be so secretive. With that in mind not only did he want to go to the address provided, his biggest problem was driving safely to get there. Part of him just wanted to put the pedal down and drive like he didn't give a shit to get where he was going. Fortunately for him his rational mind hadn't been totally overpowered by instinctual needs to rut and he knew that was probably a bad idea. In the end he drove a little faster than usual and didn't completely stop for a few stop signs, but that was as reckless as he got.

Gerald's driving was different enough that Jessica noticed it but it wasn't enough that she felt the need to say anything as she texted back and forth with Melinda about how to best to finish up some of the current trees that are close to level 4 while dealing with the 11 new individuals that Gerald, Asuka, and Melinda added. She lamented the lack of a tracking feature as being able to seek out this many people with so many different class schedules and lifestyles seemed rather daunting. There was an awkwardly long silence from Melinda after she mentioned it. When she eventually got a response, it was just a praying hands emoji. Jessica was confused about it and after a little bit of thought asked her if the remote had a tracking thing. The response was almost immediate.

"OH THANK YOU FOR ASKING!" A few seconds later some more texts came in. "You have no idea how annoying it has been to remain quiet but the Random Remote wouldn't let me tell you unless you asked directly. Press both buttons down at the same time, and hold them for 10 seconds. It's a hidden feature."

Jessica pulled the remote out, did as instructed, and eventually there was a bright purple flash of light before every person who had been targeted by the remote was listed. Along with the name of their tree and a location. For most it was just an address but for herself and Gerald, it said 'Central avenue in blue sedan, between 35th and 36th Avenue. While a part of her was troubled by the notion of being magically tracked at all times, she was thrilled to see this. A tracking feature could make her life so much easier and at this point simply knowing where a person was seemed on the very low end of things it could do to its targets. Maybe getting upset with being tracked herself was a little superfluous at this point. Regardless, it was just one more reason to keep a tight hold on the remote. She thanked Melinda for the information and within a few minutes she said goodbye to as they pulled into the parking lot of a tall apartment building.

Both siblings got out of the car and when Jessica pressed the button to call up to the proper apartment, she just smiled and looked at Gerald before covering the name plate with one hand and holding the intercom button with the other. "Don't say anything, it's me and Gerald. I want you to be a surprise." There was a moment of silence and about five seconds later they both heard the door click indicating it had unlocked. A quick elevator ride up a few stories and Jessica was about to knock on the door but held up for a moment as she thought about something. She did want to bring Gerald in a little bit more when it came to the Random Remote. Especially if that might help keep his wild tendencies more in control.

Before Jessica knocked on the door she smiled and spoke, “You know what’s a really useful trick I’ve found when I want to zap someone with the Random Remote without anyone seeing? Saying you need to use the bathroom. It lets me be alone, I can shoot the remote through walls, it’s common and normal enough that nobody gives it a second thought. It’s also kind of seen as a personal thing so nobody asks questions. It’s one hell of an awesome standby move when you just want to check someone with the remote discreetly.” Gerald just nodded at what she said, thinking it made a lot of sense. Then she held her bag out to him and asked him to hold it for a while. As he grabbed it and she turned to knock on the front door, he understood what she was hinting at and smiled. At least for a few seconds until the door was opened and the familiar face of a beautiful black woman appeared once it was opened. She was wearing a golden necklace with a long, gorgeous white dress that perfectly hugged her body.

Gerald’s smile disappeared as it was replaced by a look of surprise as his mouth actually began to hang open slightly. Of all the things that he had been expecting, one of their teachers was not anything he had even considered. As Professor Brown leaned in to give Jessica a quick but passionate kiss on the lips, he just watched. When he finally found his voice all he could say was, “B-but that’s Professor Brown.”

Both Jessica and Cassandra saw the stunned reaction and reached an arm behind each other’s back with big smiles. Cassandra was the one who spoke, “Only on weekdays, during normal business hours. Outside of that I go by the name Cassandra. I hope you’re not disappointed by little ol' me.”

Not disappointed would be a massive understatement. Truth be told that since starting school and before the Random Remote came into his life, when Gerald was still a chubby and lonely kid too scared of rejection to even ask a woman out, thoughts of Professor Brown had been part of at least a couple of late night stress release sessions in bed. As if she wasn’t beautiful to begin with, from their limited interactions and the way she carried herself in the classroom, Gerald liked her for more than just her body. She was kind, friendly, and incredibly thoughtful at least from the way she seemed to be in class. Gerald didn’t think his sister was aware of it, but he actually had a crush on her. It actually took him a little while to remember why he was here and when he did, he actually blushed. This was a hookup that Jessica had set up for him. Which meant he was going to have sex with her. For the first time in a while, his confidence was a little shaken.

Gerald didn’t take long to recover and he stepped forward and did his best to not look like a total idiot. His best idea was to replicate the stuff he had seen in old movies when a ‘proper gentlemen’ met a beautiful woman. He bowed and then took her hand into his and kissed it. “Not a disappointment at all. In fact you have no idea how happy I am to see that you were the person that Jessica brought me to meet.”

Cassandra smiled at Gerald and placed a hand on his cheek smiling, “Such a sweetie you are. But I’m not sure how much Jessica told you about our plans but as you may notice I am a little dressed up. I kind of thought before we, you know, I would like to treat the two of you to a nice dinner. If that’s alright.” Gerald and Jessica both thought that sounded like a good idea as breakfast had been a while ago. Cassandra pointed out that the restaurant she had picked out was a very nice, kind of expensive place and they weren’t really dressed appropriately for it. “Don’t worry though, I know it might seem a bit forward, but I bought you both a little gift. Nothing too much, just a bit more formal of an outfit just in case. We can just go into my apartment and change real quick if that’s alright?” Both again agreed.

Cassandra opened the door and as they walked in, they heard the clatter of clawed feet on tile. “Oh, you two don’t have any problems with dogs do you?”

Jessica shook her head no and Gerald simply kneeled down and put his hand out for the approaching golden doodle. It seemed friendly and after sniffing both of the new visitors, Gerald actually sat down on the kitchen floor and began scratching the dog behind the ear who seemed very pleased by having a friendly guest willing to give her attention. Cassandra and Jessica watched, the former talking, “Well, it seems Marigold has found a new friend.”

Jessica explained, “We never had a dog growing up and it has always been a sore spot between Gerald and our parents. You get him around a friendly g’boy and he gets like this every time. Usually not this quickly, I hope you don’t mind.”

Cassandra just laughed, “absolutely not. My brother got me the little girl as a puppy a few years ago as a Christmas present saying he was worried about me spending too much time alone and not having any companionship around the house. Sometimes I feel bad that she only has me to give her company and she could use another friend or two. Gerald is free to give her all the love he wants so she doesn’t need to settle for just me all the time.”

Gerald didn’t look away from the dog and didn’t stop petting it but he replied to Cassandra, “Bah, stop with that. There’s no such thing as settling for just you. You’re a beautiful and magnificent woman. Anyone would be lucky to live with you.”

Both Jessica and Cassandra exchanged meaningful looks when Gerald said that and he realized what he inferred a moment later. Rather than be embarrassed he shrugged his shoulders and doubled down as he lightly pushed Marigold to the side and stood up. “I guess we haven’t spent a good amount of time really getting to know each other but from what I’ve seen in class, you are a wonderful person. You have no idea how pleased I am that Jessica arranged for us to get to know each other better. So you said something about a change of clothes to go to this restaurant? It has been a while since breakfast so I wouldn’t mind getting something.”

“Oh right,” Cassandra said as she walked over to the corner of the living room and lifted a large paper bag off of her desk and brought it over. “I don’t know your sizes exactly but I think I got it close enough. I hope you like them. I only have one bedroom in my apartment though so you’ll need to take turns changing.”

Gerald thought back to what Jessica said before they came in and decided this was his opportunity to steal her idea. “Nah, if you have an extra bathroom I can just use that.” He grabbed Jessica’s bag, “I need to use the facilities anyways.”

Jessica and Gerald were both escorted to some place where they could get changed but Gerald didn’t start getting dressed right away. He was pretty sure what Jessica had been hinting at before she knocked on Cassandra’s door and fished the Random Remote out of the bag. After a few empty clicks, he was able to lock on and read Cassandra’s three previous adjustments. She wasn’t ready to move up to level 4 yet but Gerald was now at least able to read what Professor Brown was into now at the very least. It seemed straight forward for the most part. She would try to basically buy Jessica’s love and affection. The sluttier and hornier Jessica acts with others, the harder professor Brown would try to become Jessica's favorite.

The last line of the third change got Gerald thinking though. All targets of the Random Remote would seek do develop a closer and more consistent sexual relationship with Jessica. Which might explain some of the thoughts he had about her during the gangbang of Andrea last night. He also noticed that it didn’t say it only applied to targets of the Random Remote that she was responsible for. So could that mean that all the girls he and Asuka targeted in the TAX Shelter would also gain a desire to hook up with Jessica as well? There was a way to see if he could get some idea about that. He put the remote back in Jessica’s bag and after emptying his pockets before taking his pants off, sent a text to his **** in training Danielle. “Hey, remember my sister? You met her last night. One of these days when you’re not at work and have some free time, would you be interested in hooking up with her?”

It didn’t take Danielle long to respond but Gerald finished getting dressed before looking to see what her response was. In the past he hadn’t really been a fan of dressing but a big part of that was largely because of his old physique. As he looked at himself in the mirror he smiled at how professional and strong he looked. The choice for a white suit was a decision he approved of as, at least from his perspective, it looked rather nice on him. His only problem was the tie. Blain brown was a bit boring and if he had the option, he may have gone for something a little more fun. Something with the periodic tables or Mario Bros just to add a little personality to everything. At the same time though the tie did match his hair and the belt that Cassandra had provided so at least it worked as part of the ensemble. Pulling the jacket to make it sit, ‘just right’ on his frame while looking in the mirror he smiled. It looked good and it it was surprisingly comfortable. In the end that’s all he cared about and he realized he was going to need to give his teacher something to show his appreciation.

Now that he was fully dressed, he looked at the phone he saw Danielle’s reply. “If it is acceptable to you sir, I would prefer to do so more than once. I am a lesbian and confess that I found your sister to be incredibly attractive. Do you think she would be interested?”

This gave Gerald ideas and decided Jessica wasn’t the only person capable of surprising someone. Jessica’s wingperson thing made sex better if she was getting laid too and it had become obvious at this point that his sister was fine with women. And to help him out, he looked through the contacts on his cellphone and found Cassandra’s number. She had included that in the syllabus in case a student needed to contact her for an emergency or something. He hadn’t used the number but he had programmed it into his phone since if there was an emergency in which he needed to contact her, he was more likely to be carrying his phone on him than the course syllabus.

He texted Cassandra saying he wanted to give Jessica a little extra surprise after arranging tonight and got the address to the restaurant while asking Danielle if she was free right now. A couple of texts later to each woman, he walked out of the bathroom smiling as his little side plan had come together perfectly. Danielle would soon be on her way to meet him, Cassandra, and Jessica for an impromptu double date. And after seeing the dress that Cassandra had picked out for Jessica, he couldn’t help but be extra excited. He was certain Danielle would approve.

As the three left the apartment and gathered into Cassandra’s car, arrived at the restaurant, and sat down, the three decided to spend some time talking about their lives and getting to know one another a little deeper. Cassandra was living in the relatively small and cheap apartment simply because she had been saving up for her late 40’s and early 50’s. She didn’t make a tremendous amount of money working at the college but she made enough that she was able to squirrel away a little every year.

Once she had “enough saved up,” and was still young and fit enough to enjoy it, she planned to start spending a few weeks during every summer abroad. Going to visit historical sites, visit museums, and take in cultures throughout the world with a particular interest in Africa. She said that was largely inspired by her late grandfather who was a big supporter of the spirit of people like Malcolm X and Muhammad Ali during the Civil Rights era. It’s in fact how she would up with the surname of Brown. He had been born with the last name that had been given to his ancestors as slaves when brought to America. Just as those two had abandoned their ‘****’ names and chosen one of their own, so did he. As a Christian though he preferred to avoid a stereotypical Islamic name and eventually found the story of John Brown, a radical Christian abolitionist that in many ways was credited with kickstarting the Civil War and eventual end of slavery. So he changed his last name to Brown in tribute.

Jessica listened and enjoyed the story. What surprised both women though was as she was wrapping up that part of her personal history, Gerald began to quietly sing.

He captured Harper's Ferry with his nineteen men so true

He frightened old Virginia till she trembled through and through

They hung him for a traitor, they themselves the traitor crew

But his soul goes marching on.

Glory, Glory, Hallelujah

Glory, Glory, Hallelujah

Glory, Glory, Hallelujah

His soul goes marching on

When he finished he noticed both of the other women staring and he smiled. “Don’t think too much of me, I barely know anything about John Brown to be honest. I only know that song because a friend of mine from high school used to recommend a history channel on YouTube called Oversimplified and I poked around a little bit afterwards because I was curious. Business man and hardcore Christian that went beyond just being opposed to slavery. 1860's and the guy was on board with full racial equality. But his businesses kept going belly up, had a lot of children and a wife that died from different. As time went on he became more convinced that slavery could only be ended through **** so he decided to seize a bunch of weapons from a fort in Virginia so he could establish a guerilla **** and hide in the mountains to continue the fight. But he didn't have enough people and things just didn't work out.”

Cassandra smiled and gave him a fond pat of the hand, “You have most people beat so I will still give you at least some credit to know that much. You have the basics of the story at least.”

The three continued to chat and it was a little while later that Jessica and Cassandra found out the reason that Gerald had insisted on not ordering their food yet as Danielle approached in a black dress.

Gerald stood up to greet her with a huge smile. He leaned in to give her a quick hug and thanked her for coming before turning around. “Well, I thought it was a bit unfair that I have a date with Cassandra later tonight and Jessica didn’t have anyone to keep her company so I asked my recent acquaintance Danielle here if she would be interested. It turns out that she thinks my sister is kind of cute so I asked her to join us. I know it might be a bit rude but I hope you’re not too upset Cassandra.”

Cassandra did her best to smile and act friendly but in all honesty, she did not like this development at all. While she thought Gerald was nice, friendly, a great guy, and all of that she had agreed to this date largely as a way to ingratiate herself with Jessica. Having another woman there serving as Jessica’s date, knowing how promiscuous Jessica was lately, fueled a little bit of jealousy in her. After greetings were done, Cassandra began trying to figure out a way to try and make sure she could keep Jessica interested in her after tonight while they talked. Whatever her and this Danielle woman wound up doing, she needed her to figure out a way to keep Jessica interested. No, not just interested. She needed to ensure that Jessica saw sex with her as being preferable to sex with Danielle. So she did her best to move the conversation away from herself and her personal history and asked her and Gerald what they had going on in their lives.

She already know about their fields of study so it didn’t take long before their personal lives was all they had to talk about and of course when it came to their last couple of weeks, a lot of that involved talking about which women they had fucked. Or what they had done with those women. With that as the topic of conversation two things started to happen with both of the dates. As Jessica described and talked about her sex life, Cassandra felt both happy that she was someone Jessica was willing to confide in but worried that she wouldn’t be able to measure up to the competition. There seemed to be quite a lot of it.

Danielle on the other hand began to feel rather pleased. She was extremely surprised when Gerald texted her about a date with Jessica out of the blue and the notion that she would be down to fuck some random security guard she just met last night seemed a bit far fetched. But a date at least was a chance to hang out and move things in the right direction. The more her and Gerald spoke, the more she realized that was not something to be concerned about at all. She spent so much of her professional life being well, totally professional. A lot of her personal life was spent at the gym keeping herself fit. Or sparring to keep her fighting skills sharp. As a result her sex life wasn’t that great so the idea that a woman as gorgeous as Jessica was just a tramp willing to hook up pretty much any time was actually a pleasing thought. While part of her admittedly looked down on sluts, she also found the idea of having someone around to just meet up with, fuck, and then go on about your day afterwards as being useful. Though she wasn't wild about the extent to which Jessica seemed to be into group sex. She tended to be a bit more of a romantic and even if it was just a random hookup, doing so with her lover's brother in the room having sex with someone else might be a little too much for her. But she could just stay and see how things went at the very least.

Cassandra meanwhile was able to pick up on two things. Jessica’s face lit up just a little bit brighter and her voice became a little more enthusiastic when she talked about sex involving Gerald, Megan, and her mother Lily. In fact she seemed to be a bit more enthusiastic talking about their sex lives than her own. Which meant it was something else she could offer. When she was able to get Jessica to begin talking about her parents having a more ‘open’ relationship it got her head turning on possibilities. She got the impression that Jessica would be very pleased if Cassandra could be a part of a threesome involving her parents. Megan’s sex often seemed to involve competition so she thought about challenging her to something and seeing how that worked out. Unfortunately waiting until class wasn’t an option. School would be closed Wednesday through Friday for Thanksgiving vacation which meant there would be no philosophy classes at all this week. It would be 10 days until their next class together and if she was going to establish herself as a sexual tool in Jessica's box, waiting that long seemed a bit much. Maybe she could ask Jessica to arrange something She seemed to find the arranging part of the relationships to be particularly appealing.

The other thing she noted was Jessica talking about their current living arrangements. Herself, Gerald, Jade, Asuka, and Candi were living in one house. Five adults to begin with and add in four of five other women as frequent guests, in addition to at least Lily seeming to be a frequent visitor made her think. In a manner as offhanded as she could manage, Cassandra tried to mention that she thought the house sounded like it must be crowded and that started Jessica saying it was and after that Jessica and Gerald started talking about the forthcoming renovations to the basement with Lily kind of in charge of the operation. That’s where Cassandra’s mind felt like she had struck gold. The perfect opportunity. She just had to coax a few details out of Jessica and Gerald to make everything perfect. Once that was done they just had to go back to Cassandra’s place where she would fuck Gerald’s brains out. If getting Gerald good sex was one of Jessica's goals, and her pussy was something she could offer to win Jessica’s heart, she was going to give everything she had to do just that.

When they made it back to her apartment and both siblings made it clear that they intended to have sex in the same room, Danielle was the only one that had any reservations. At the beginning of the night Cassandra may have taken issue with a group sex session after Danielle showed up, but it didn't last long. She wanted to impress upon Jessica her willingness to do just about anything and letting Jessica watch her fuck Gerald while doing it with another woman needed to be something she was willing to do. Group sex seemed to be standard so Cassandra made it clear she was game as she dropped her dress and underwear without hesitation. She would sink to her knees and take Gerald into her mouth, making it clear that this was something she wanted. Scratch that, sucking Gerald's cock was something she needed.

But to her surprise, that wasn’t what happened. She took off her clothes and stood naked in front of Gerald to give him a good look at her, but before she could kneel down, he leaned in and pressed his lips to hers. The kiss Gerald gave her was intense and passionate, but it wasn’t a horny and lustful one. It almost felt more loving and romantic the way he held her softly, wrapped his arms around her body, and held her. He didn’t even reach down to grab her ass or her pussy. He just hugged her warmly and tightly, pulling her closer but that was all. And when he let go, he was the one to go to his knees. He hadn’t even taken his clothes off but he leaned in and began to lightly tease the folds of Cassandra’s pussy with his tongue.

Jessica and Danielle were in the living room with them, the latter of which watching a little stunned at the suddenness with which the other lady had stripped and the suddenness with which their sexual adventure had started even with two other people in the room. It was true that she heard the stories at the restaurant so she shouldn't have been surprised. But seeing it happening first hand was still amazing to see. She was so enraptured by their show that she failed to notice that Jessica was just as naked as Cassandra was by the time she had finished her kiss with Gerald. Jessica took advantage of her spellbound stare by leaning her nude body up against the woman’s back, making sure her breasts were pressing firmly into her body. “I know they’re hot and I enjoy a little voyeurism as much as the next pervert, but I hope watching those two go at it isn’t enough to satisfy you.”

Danielle slowly turned around with a bit of a shocked face and for a moment Jessica worried she may have pushed the woman a bit too fast. She was still stuck at level 1 after all and Gerald was still technically the ‘user’ that zapped her. If Danielle wasn’t ready for this Jessica wasn’t going to push it. The truth was Danielle still wasn't sure if this was too much for her. She was going to ask Jessica to at least try to find a different room so they could have some privacy until she saw Jessica’s naked form. Part of her was screaming at her that the Thompson siblings were a couple of perverts and she would continue to work for Gerald but not necessarily involve herself in their sexual shenanigans. Another part of her just really, really wanted to have sex with Jessica even if it did mean testing some of her boundaries.

When she saw that, Jessica's nude form in all of its glory, Danielle just stared up and down at the other woman’s naked body while she felt her mind coming to a conclusion. And while she was a lesbian and often wasn't attracted to men, Gerald's ministrations and the smile on his face as her worked Cassandra's body had calmed her down as well. “You and your brother, you’re rather forward and shameless I see.”

“Yes, I apologize. I guess he didn’t tell you exactly how bold we can get at times before inviting you to dinner. If this is too much for you, I totally understand and we won’t hold it against you if you want to leave. Gerald won’t either. We may be a couple of horny degenerates but we understand that not everybody else is quite as bad as we are. So you know, no pressure.”

Danielle sighed and looked back at Gerald and Cassandra who now had her hands on Gerald’s head as he continued to softly and gently lick and tease his teacher’s pussy. He pulled his face away and looked up at Cassandra to ask if he was doing a good job and that was oddly what convinced the woman to stay. She saw more than just horny and depraved lust in Gerald’s eyes and it somehow comforted her. While a quick fuck with someone as hot as Jessica was appealing, when Danielle got herself off in the past it was often to porn that involved just what she was looking at. Slow, meaningful caresses between two people who care about each other. There was a dedicated, devoted look in Gerald’s eyes that she recognized from some of her most frequently viewed lesbian porn videos. It was a look of your own pleasure becoming tertiary to your desire to please the one you care about. “You two aren’t as purely perverted as you think. At least your brother isn’t. He loves her.”

Jessica was a bit shocked by that but when she looked back at Gerald, she noticed he was being much more gentle, tender, and for lack of a better term romantic, than she had seen with any of their other trysts. Knowing Gerald was taken care of and involved, Jessica had moved her focus towards Danielle so she hadn't noticed until it was pointed out. All Jessica could do was give out a loud, “huh,” as she watched. Once again Jessica realized that she had gotten a little too caught up in the sex and horniness to miss the obvious. But Gerald and Cassandra did have a lot in common from the surface level discussions and classroom persona she had presented in the past. She seemed to have many of the traits that Gerald found laudable in a person and so far they hadn’t discovered any that Gerald might find distasteful. Love might be a bit strong since they didn’t know each other very well but the idea that Gerald would have a big crush on her made a lot of sense all things considered. Up until now she had thought she had given her brother a little bit of the student-teacher taboo relationship thing. But for him, she now realized it was much more than that. Much deeper and much more meaningful. She just watched with a feeling of pride and happiness as she saw watched them. If the crush was real then this could be a low-level dream-coming-true kind of moment for her brother and the fact that she was the enabler of it gave Jessica a level of intense, personal satisfaction.

Not too long ago Danielle had been so shocked by the brazenness of Gerald and Cassandra that she failed to notice Jessica stripping. And was again shocked to realize that Jessica had undressed behind her back and tried to seduce her. Now it was Jessica’s turn to feel a similar moment of surprise as a pair of firm, warm, hard nipples pressed into her back and a pair of slender but strong hands grabbed her by the waist.

Jessica smiled, “So you’re okay with sticking around after all?” They both continued to watch Cassandra and Gerald as they spoke.

“What can I say? I’m a sucker for a more slow and loving type of sex and seeing your brother doing that has made me a little less nervous. And very jealous. Do you think you can give me something similar?”

Jessica turned around and looked Danielle in the eyes, doing her best to give a sincere and loving look before leaning in to give her a slow and gentle kiss. Danielle didn’t expect it to be as genuine and heartfelt as the loving embrace that Gerald was providing to Cassandra, but there did seem to be a level of sincerity in Jessica’s embrace that the other woman didn’t expect. “I’m not sure where we should take this. Using the bedroom when Cassandra is on the floor just feels rude. The couch would be a decent alternative but it appears to be taken.”

Danielle glanced over to the couch and saw that was where the big, fluffy, yellow dog that greeted them when they came in had gone to. Once she realized that it would be a while before getting any attention, Marigold had decided to just lie there and watch what was going on. Danielle laughed lightly at that, “she does look comfortable doesn’t she? It would be rude to get her up.”

Apparently Cassandra didn’t worry about it too much though. Realizing that her plan to fuck Gerald’s brains out and be as dirty as possible wasn’t likely to be her best strategy to satisfy him and please Jessica, she did her best to change her plan on the fly. If a more romantic sentiment is where she needed to start, she would do the best she could with that. And though she wasn't happy about Jessica having sex with another woman, she knew it was going to happen with the way that girl behaved. And the last thing on Earth that she wanted was to have her apartment being the place where Jessica was denied. Even if it was somebody else that was responsible. She bent down to kiss Gerald on the lips before helping him up. He still was fully clothed so she asked him to undress himself while she took care of something else real quick. Cassandra lightly coaxed Marigold off of the couch, tossed the cushions aside, and within a moment had pulled out the hide-a-bed. She went into a nearby closet and pulled out a mattress that she placed on top before turning to Jessica and Danielle. There was a small bag in the same closet with some sheets and blankets so she tossed those on really quick to provide Jessica and Danielle with a more suitable place to enjoy one another. “I know this isn’t the best but I hope it’s good enough for you two while I take Gerald to my bed. He seems to be in a bit more amorous mood so just doing it on the floor didn’t feel appropriate.”

Jessica looked at Danielle who smiled and told Cassandra that this would be just fine. She preferred that each couple had their own rooms anyway as it felt more romantic that way. Even if one of the beds was a pull-out in the living room that they had to share with the dog (after the mattress had been laid down Marigold had laid down on one of the corners).

As Gerald and Cassandra retreated into her bedroom, Marigold got off the couch and followed Cassandra, laying on a bean bag that was on the floor of Cassandra's bedroom. For the next few hours, Gerald and Cassandra had sex with a growing intensity that, at Cassandra's request became harder and dirtier. While she was more than happy to continue what Gerald had started, she wanted to make it clear to both of her students that she was both willing and capable of acting like a horny slut too if that's what they wanted. She decided to show Gerald by removing his cock from herself once it was greased up thanks to an extended amount of time in her pussy, sliding down his body until she was able to wrap her soft, pillowy tits around it. Her own fluids as well as Gerald's previous orgasms providing the lubrication for the boob job she was giving him.

While she began to use her mounds to slowly stroke him, she did her best to talk dirty. While it was obvious that she was unaccustomed to it and her use of words like cunt seemed more **** and clumsy than anything, Gerald found it endearing. Seeing how hard she was trying to please him only made her heavy-handed attempts at being vulgar seem cute. And Gerald's opinion didn't change when he began to cum and she made sure to take as much of it on her face as she could. Rather than convince Gerald that she was dirty, it convinced him that a facial could be adorable.

But apparently Cassandra wasn't done trying to convince him that she could be just as dirty and horny as his other women. After happily taking his sperm onto her face, she crawled onto all fours and told Gerald it was time for him to teach her what anal sex felt like.

“Are you sure,” Gerald asked, smiling as he got up onto his knees and got into position. He was pretty sure he knew the answer and it wasn't as if he needed a great deal of convincing.

She looked back at him and waved her rear a little bit, “I have never been more sure about anything in my life.” As weird as it seemed even to Cassandra, she meant it. Making Gerald sexually satisfied was one of her first real chances to impress Jessica and earn her affection and for some reason, in this moment, she was determined to do just that. And with that gorgeous, tan, Amazonian of a woman currently in the living room making love to her, Cassandra felt the need to establish her dedication. It seemed like Jessica for whatever reason wanted her brother to get as much sex as possible. So to keep Jessica coming back, she needed to keep Gerald wanting to return. She needed to make it clear that she had no limits to her dedication and that there was no partner she wasn’t willing to sleep with to keep her slutty, hook-up providing student coming back. Taking a dick in her ass seemed like a small price to pay, especially compared to what she was planning to do after the siblings left. And she didn’t let him cum just once. He was still hard after the first time he came into her ass, even with the numerous orgasms she had taken already. Cassandra didn’t ask him to keep fucking her butt after he came the first time though, she insisted on it and she only stopped after his third because she had cum as well and no longer had the strength to continue. She had cum almost as many times as Gerald and his stamina seemed almost supernatural. Even for a 19 year old stud he seemed ridiculously tenacious.

She planned to wear Gerald out but that wasn't to be. When she couldn't go any longer, Gerald noticed and pulled out of her and lied down next to her. She just laid on her stomach cuddling Gerald for a while. He took a moment to clean any remaining cum from her cheek before giving her a kiss. “Thank you, you were magnificent.”

“Good enough that you would like to come back some day?”

Gerald smiled, “Armed guards won’t be able to keep me away the next time you want me.”

Cassandra moaned happily hearing that and decided she would take advantage of one other tool at her disposal. She picked her head up a little bit and asked Gerald for a favor. “I think I might be a little bit incapacitated for a little while after the amazing things you did to me and it’s been a bit since Marigold has gotten to go outside. Do you think you could get dressed and bring her out for a short walk?”

Just as she hoped, Gerald actually perked up at the idea. He was kind of shameless about how much he enjoyed being around her dog, literally since the moment that he saw her. If those two got along, and if Gerald liked spending time with her, that was just one more reason for him to come back to her house. While she loved her dog, taking her for walks to do her business was a chore for her. But Gerald seemed to be excited about the idea. “Leash is on a hook by the door and below that, if you look there’s a cheap bookshelf, on one of the shelves is a small roll of poo bags. They’re biodegradable so I prefer to use those. Usually I just walk around the block a couple times or one of the other blocks nearby.”

Gerald walked out of the bedroom and made sure to check on his sister and Danielle, who were both just as naked, lying together on their bed covered in sweat. Jessica was about to ask where he was going as he dressed but when he grabbed the leash the dog immediately ran to the door, barking excitedly. She was in the bedroom and didn’t even see Gerald grab it but Marigold knew what the sound of the leash being picked up meant and she quickly went to the source of the noise. “Cassandra needs a little rest so I said I’d do her a favor.”

As he left Jessica sighed and took that as her cue. If Gerald was out walking the dog and Cassandra was done for now, it was probably time to go home. She got up and walked up to go see how Cassandra was doing. From the angle she was laying, when she walked into her teacher’s room, Cassandra's ass was facing her with semen slowly oozing out of it. Jessica was no longer willing to pretend she had any hesitation or shyness about her brother’s dick or fluids so she snuck into the room with her eyes firmly resting on the site before her. Cassandra didn’t even realize that Jessica was there until she felt the bed sink behind her, right before a tongue licked along the crack of her ass taking a significant amount of the spilled semen with it.

“When we set up this date you said you wanted something in return. Judging by the smile on Gerald’s face when he was letting your dog out, you more than satisfied your end of the bargain. So, what would you like in return?”

‘Something similar to what you were just doing to my ass’ was the thought that popped into Cassandra’s mind at first. But she took a moment to think before saying anything. She considered the possibility that playing a slightly slower, more tactical game might be in order. One that would give her more chances to be close to Jessica and the people Jessica wanted to hook up. One that would perhaps endear her to the entire family. Now speaking with Jessica in her default horny, flirty voice she decided on seeing if her plan would work. “What are you and Gerald doing on Thursday?”

Jessica had to think for a second before remembering it was the Thanksgiving holiday coming up. They only had classes on Monday and Tuesday this week. “Probably head out and drive home Wednesday so we can spend time with our moms. Our grandma will be there too more than likely for Thanksgiving dinner. Why?”

“If that was what I wanted in exchange as my payback? To join you two and your parents for the holiday, would that be too much?”

Jessica was totally surprised by that request. “No, I need to run it by my parents first to make sure but I can't imagine it would be an issue. I will be honest though, I was kind of hoping for something a little more naughty.”

Cassandra rolled onto her back and stared up lovingly at the still naked Jessica, “Well, who said I wasn’t planning to do something naughty? If I’m at your house for a couple of days, where ever will I sleep? Maybe I could spend a night in bed with you. Or another night with Gerald. Or maybe I could talk your parents into a little bit of a threesome. No telling what could happen to me when surrounded by a bunch of kinky freaks like you and your family. Am I right?”

Both Jessica and Cassandra exchanged a dirty smile after she said that. “That’s exactly the kind of answer I was hoping for. Like I said, I need to run it by my parents but I’m sure they’ll be happy to have you. In more ways than one.” Jessica bent down and kissed Cassandra on the lips once before getting out of bed. “But you seem to be in that post-fuck haze where you just want to stay in bed and enjoy the rapture for a little bit. So if you don’t mind me and Danielle are going to get dressed and when Gerald returns, we’re going to head out. I hope you don’t mind.” After promising to text her once she could get the Thanksgiving plans from her parents and agreeing to work everything out, Jessica left her teacher to rest. When Gerald returned they both thanked Danielle for coming by, who also thanked them for inviting her, and they each went to their own vehicles.

As they got into the car it was Jessica that was the first to speak and she looked at Gerald with an amused expression. “I didn’t realize you were that cold-blooded, bro.”

“What do you mean?”

Jessica gave him a knowing smile, “You read what Professor Brown had for her attributes right? Knowing that she sees everyone else I have sex with as a rival and making her jealous? The more she knows about, the more intense and **** her need to be number one will get. Knowing that you invite someone over for me to have sex with in her own house? And you hadn’t even considered that had you?”

Jessica noticed the way the smile had suddenly fallen off of her brother’s face. “Shit, I hadn’t even considered that. I was just so happy about getting a chance with her that I wanted to return the favor. I know you enjoy the group sex thing so I thought Danielle might be interested and I had to ask. Especially with the last part of Cassandra’s level 3.”

This time it was Jessica’s moment to not be sure what the other was talking about so Gerald clarified. “The last part of Cassandra’s last change said that all remote targets would desire a consistent sexual relationship with the user. Since you were the user as far as Professor Brown is concerned, that’d be you right? I was curious if that meant the women I scanned in the TAX Shelter would be included too. From the way Danielle acted, it seems as if that might be the case.”

Cassandra hadn’t considered that. This apparently meant that every woman in that building, as well as Melinda’s brother might now pursue a relationship with her. As well as Gerald as they had their roles advanced. She continued to drive in silence as she thought about how much more pussy opportunities that could mean down the road. Especially if she added herself as the role of ‘user’ for some of the newer ladies.

As they arrived home Jessica and Gerald walked into the living room and saw Jade and Asuka were hanging out at the table. Asuka apparently reviewing some of Jade’s older artwork and showing particular interest in any that involved whales and dolphins. As Jessica looked at them, she noticed something and handed her bag to Gerald while whispering. “Remote, ASUKA. Check.”

Gerald grabbed the bag pretending he was going to put it in his sister’s room but instead took a slight detour to the bathroom on the way. When he went into her bag and reached for the remote, he also pulled out a piece of paper. He picked it up off the floor and when he looked at it, it was a list of all the women and changes that he had been responsible for in the TAX Shelter. Since he was the one that scanned most of them, there was very little news here. He looked the list over real quick just out of curiosity though, noticing a name near the top appearing to be the name of a guy. And one he didn’t recognize. He was going to need to ask Jessica about that.

Anyway, after he stopped reading the list he was planning to start blind-clicking through the walls until he was able to select Asuka but that turned out to not be necessary as the woman was standing directly behind him. When he put the paper away and turned around, Gerald almost fell down as he was so surprised. She was there, standing extremely close, and from the way her body language looked, he got the impression that she had been there a while. “You know one of the things that I love about your sister is how often she totally forgets I’m a kitty girl and treats me like any other normal person. It’s so bad she might whisper to you when I'm in the same room and she totally forgets that my hearing is good enough to at least pick up the gist of what she’s saying. Anyway, go for it.” Asuka leaped up onto the side of the bathtub, balancing on the edge. She spread out her arms while looking away from Gerald and towards the wall. “Don’t tell me what it is though, I want to see if I can figure it out for myself.”

ASUKA MIYAMOTO, NEKOMUSUME

ADOPTED STRAY

LEVEL 3 UNLOCKED, PRESS BUTTON TO CLAIM

Gerald clicked the button and not only did he get to become her a user as far as Asuka was concerned, but he apparently also got to choose a path for her. FERAL FELINE was one option. The second was MAID TO ORDER. He looked that one over. Then he pulled out the list of TAX Shelter women. One of the girls Asuka zapped had a whole route called MAID TO ORDER. It sounded like that was meant to be a domestic servant kind of thing based on the name but if it happened, what would it mean for this Patricia girl? To be a maid’s maid? That would definitely be interesting to see. He had seen some hentai anime over the years and knew the catgirl maid-servant thing was kind of a low level trope when it came to some anime so that's where he guessed that was going. The other choice seemed relatively self explanatory. Feral Feline would probably make her a bit more wild and carefree. Like himself. Which could be fun. The question is which way should he go? Though of course since there was no actual description, to some extent this was all guesswork. His guesses as to what these attributes did could be totally wrong. But there was probably only one way to find out and that was to pick one.

NOTE: POLL FOR ASUKA IS CLOSED. IF YOU WANT TO SEE RESULTS, HERE IS THE LINK:

https://strawpoll.com/eNg697vL3nA