Meet Kailani - Homeless Prostitute

 

TW - Potential discussions of sexual content including prostitution and forced, coerced, and violent scenes that may depict rape (with screenshots of The Sims 4 with mods and CC). (childhood trauma and mistreatment may also be discussed in the form of neglect, abuse, and molestation for backstory purposes only with no explicit details)

 

***This is a full gameplay of a homeless challenge that I am doing with a bit of a twist. There will likely be some rules I won't follow but for the most part I am not cheating in game unless something gets stuck or in dire circumstances. I am also mostly letting my character's whims and mood guide her. The stories you are reading are not just made up because I wanted them to go that way, I let the game and my sim do their thing and then created the story around it. Much of this is more than I could have imagined and has been a surprise for me. It's honestly made my game time so much more fun. There are times I will hope it will go one way and it will, and other times I will be surprised at the turn of events but never disappointed. I have been writing these for a while now and just now posting them publicly so you will most likely get content in large quantities when I can upload them until I am caught up.***

 

After her and Roy part ways, Kailani decided to go shopping. With over $3500 in her pocket and an express order to buy a new wardrobe, she didn’t need any other excuses. After several dressing room changes and many awkward looks from the sales people (Kailani really didn’t want to compare herself to that stupid movie in this moment but couldn’t really ignore some of the parallels) Kailani made her selections and went up to the register.

 

With all the money she had she didn’t pay much attention to how much everything was costing. Perhaps she should have. When the cashier said the total Kailani almost made an audible yelp but held her tongue. She casually got her wallet out and handed over the money as if nothing was wrong. As she left the store she counted what she had left. $889. That was one expensive shopping trip! She knew she was picking out expensive stuff but she also knew it had to impress Geoffrey and meet a billionaire’s standards. Oh, well. She should make it back up in no time, right?

 

Kailani went back to the gym at Oasis Springs to shower. Deep in thought she imagined a life of luxury with all the money that Geoffrey has. She couldn't wait to save up enough to get her own little apartment.  But for now, maybe she can just find someone to spend the night with on these cold nights. It was spring time and while it could get warm enough during the day, the nights could get pretty cold and she dreaded heading back to the plot of land she found. She may have a cot now, which she greatly appreciated, but it still wasn't under a roof and four walls.

 

Kailani was approached by a beautiful woman who seems very familiar. She wondered if she had seen her in Sulani. The woman introduced herself as Nalani and Kailani instantly knew she was an islander. In fact, not only did she know it, she remembered the name from a childhood friend she had growing up in one of her first foster homes. As far as she could tell, Nalani does not recognize Kailani and that might be for the best. Kailani does not want those worlds merging if she can help it. Nalani boldly solicited Kailani and guided her to a very public lobby area of the gym.

 

Nalani removed all of her clothing, sat on the couch and then ordered Kailani to remove her own clothing slowly. After undressing, Kailani is told to pose and touch herself so that Nalani can inspect every inch of her. Kailani does as she is told.

 

With the curious eyes of people walking in and out of the gym Kailani felt a little self-conscious. Nalani had her sit next to her, stroking her leg while she touched herself. Soon Kailani could feel the intensity of Nalani’s desire and the people around them began to fade away as well as the childhood memories that were making Kailani so nervous.

 

Nalani guided Kailani’s hand to her warm, tender slit and reached her other arm around her. Kailani could feel Nalani press against her fingers and then shiver. A light sigh would erupt from her mouth. It wasn’t long before Kailani was also rubbing herself in time with rubbing Nalani.

 

Nalani leaned in to kiss her and her neck, Kailani's fingers continued rubbing her wet flesh. Nalani was in the thralls of a mounting orgasm and Kailani smelled something so faint, so familiar. It smelled of the ocean. It smelled of Sulani.

 

With Kailani’s tongue deep inside Nalani she was struck with a memory from her childhood so powerful that she almost gasped. Mermaid! But it was just a fairytale! They didn’t exist, right? Just as she pondered the thought an orgasm shot through her and her mind was a whirlwind of textures and pleasures with no coherent thought. The ideas of mermaids was long lost.

 

Nalani, seemingly in an attempt to get the ultimate orgasm, mounted Kailani and pressed her clitoris firmly against Kailani’s. Nalani’s foot was pressed firmly on the side of Kailani's head holding her down. Kailani tried to move her but was not able to, she was deceptively strong for her size. Nalani, almost in a trancelike state, rocked back and forth on Kailani. flesh to flesh. Despite the discomfort Kailani felt another orgasm mounting and could tell this one was going to be even more explosive than the last.

 

Nalani kept her rhythm for a few minutes longer until there was a guttural moan Kailani had never heard before. Their bodies went into convulsions in unison and Nalani collapsed onto Kailani having each squirted all over the other. Nalani kissed Kailani deeply and whispered,

 

“I missed you, old friend.”

 

Kailani looked at her bewildered.

 

“Yes, of course, I recognized you. Don’t look so disappointed. I have longed for this for so long. If you are worried about it, I will not mention it to anyone back home where you are. Your secret is safe with me, just as I know mine is safe with you.”

 

Kailani pondered that last statement. What secret? She doesn’t remember a secret? Well, she guessed it’s safe if she doesn’t remember.

 

“I wondered how long you would go on like you did not know me. I had you do so many things to test your patience. You are more patient now then when we were young” she said and kissed Kailani again.

 

“I want to see you again. Here is your due, plus hazard pay for the tests. Oh, my dear, sweet Kailani, how I have missed you!”

 

With that, Nalani got up, got dressed and walked back to the showers.

 

Wanting to make up the lost money she spent on clothing Kailani did not lose any time waiting on the next client. After showering, she got dressed up and found someone right away.

 

Darrel Charm believed himself to be a "big man on campus" in the magic community and with that he demanded that Kailani be subservient to him. Mainly, Darrel wanted Kailani to deepthroat his cock from all angles and positions and particularly enjoyed it when Kailani did not. At least that was how it seemed to Kailani.

 

Darrel enjoyed being in the busiest bathroom stall and leaving it unlocked. He encouraged people to come in and watch when they would "accidentally" walk in on them. When all was said and done, Darrel paid Kailani $462 for her torture and she hoped he did not enjoy himself enough to want to see her again. 

 

After showering again, and this time scrubbing herself nearly raw from feeling so dirty, Kailani decided maybe it was time to head out.

 

Before getting very far she is stopped by a young, shy redhead that she has seen at the gym before. Her name is Jenna, although Jenna doesn’t tell her that. Kailani has just learned it from passively hearing people talk.

 

Jenna says in a really soft voice,

 

“I saw you out front with that other girl.”

 

Oh, is she being chastised? Kailani blushes a bit and says, “That was a lot to take in I bet.”

 

Jenna blushes in return and leans in, “You’re so beautiful, I want to feel what it’s like to be with someone so beautiful, too.”

 

Jenna glances up into Kailani’s eyes. Kailani is flooded. This is the sweetest proposition she has ever gotten. She would almost do this for free if she didn’t need the money.

 

“You know I get paid for this, right?” Kailani whispered back.

 

“I will gladly pay you anything, literally anything. You are all that I desire.” she breathed. Kailani felt her hot breath on her neck and chest. She takes Jenna’s hand and they go into one of the training rooms.

 

It was a slow start. Kailani undressed Jenna and then Jenna bashfully undressed Kailani with Kailani’s help. Once naked, Jenna stared at Kailani’s body up close. She asked permission to touch her before nuzzling and suckling her breasts.

 

Kailani enticed Jenna to stand and they started dancing to the music playing. Kailani used the rhythm to start fingering her. She was so soft, body and nature.

 

It didn’t take long for her to have her first orgasm. Shuttering and coming, Jenna moaned with pleasure.

 

But Kailani was not finished. She made sure to hold Jenna securely as she continued to provide her with more and more orgasms. Jenna was like putty is her hands.

 

Jenna collapsed to the floor and when Kailani tried to help her up Jenna instead buried her head deep into her clitoris and vulva. She licked and sucked so vehemently that Kailani came quickly.

 

Kailani dropped to the floor and they both held each other for a while.

 

Jenna whispered, “this was even better than I had imagined, thank you. I will never forget how you taste, you are divine.”

 

Jenna got up with such care, her legs trembling and carefully put her clothes on. She handed Kailani $495 and walked gingerly out the door.

 

For once Kailani wondered if this was the right way to make money. While she understood what an impact that experience was for Jenna she also knew that accepting money for it cheapened it somehow. It was so intimate and special until the moment the money was exchanged and now, well now Kailani just feels a bit dirty and not the kind she can just wash off. Although wash off she did try in the gym shower but when that didn’t help her mood she decided to walk down to the saloon and have a drink.

 

Kailani got to the saloon in full swing of ghost night. While she was fully aware of ghosts and had had encounters with them briefly she had never been to a bar that served them. She felt a little out of her element and a little overdressed in her one of her new outfits meant to class up her wardrobe.

 

After having a few drinks she is approached by a ghost. Kailani is a little shocked to learn that he wants to solicit her. Can he even have sex? Can he pay her? Kailani is a few drinks in and feeling adventurous enough not to care. If she doesn’t get paid, so what? This will be an experience she will always remember!

 

With music already playing, Kailani was surprised to feel the ghost’s (whose name she now knew to be Laurant) firmness behind her. His gentle caress as they swayed to the music was intoxicating, or was that because she was already intoxicated? No matter, Kailani was just going to go with it. Laurant touched her in a way that felt like nothing she had ever felt. It was nearly electric. The longer they went on the more her body seemed to vibrate and tingle.

 

When Laurant took her arm and guided Kailani to kneel she did so easily. Drunk with a buzz in her head she handled his member like any other despite it being translucent. In her hand and mouth, aside from the electric current that seemed to be flowing through her, it felt just like any other; firm, warm, fleshy.

 

Laurant came quickly, perhaps it had been pent up for some time? Kailani felt his sweet, thick strands all over her face and legs. She nearly forgot to check on whether he would be able to pay her when he handed her a wad of cash and guided her out the door.

 

Kailani somehow found herself home where she crashed into her cot. She had not realized that she had been awake for two days straight and as soon as she was under the covers she fell fast asleep. Her dreams were chaotic and filled with the faces of those from her past as well as those she had recently met coming inland. Emotions filled her dreams too, sadness, anger, euphoria, and lust, so much lust.