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.***

The next morning Kailani wakes up so cold she feels like her bones are frozen. She forgot that she isn’t in Sulani anymore where it was always so warm. She decided to start a fire to warm up and the haystack next to it catches on fire. She is so happy that she took a good inventory of what was on the grounds because she had found a working fire extinguisher and made sure it was nearby, otherwise this morning might have turned out quite differently. But not only was she still cold, she smelled of smoke and was filthy with ash. She needed a good shower. Kailani decided it was time to go venture into the towns to find a place she could shower and maybe even make some money.

Before leaving Sulani, Kailani did a lot of research about the towns inland and where she could find things. She had read about a pretty popular gym in Oasis Springs just a town over that had several showers and she figured even if they required a membership she could probably sweet talk her way into the place. When she got there, however, there was no one at the front desk and she was able to just walk in. She made a bee-line to the showers and changed into her outfit she intended to wear when she was “working”. She decided to play it casual and act like she was there for some exercise. She hopped on a treadmill and scanned the area. There were so many people there and her heart raced with the adrenaline of the activity as well as the potential for finding someone.

She saw someone checking her out from the corner of her eye. He was tall, pale and had tattoos. He also seemed pretty fit. When he approached her he said very little but Kailani could see the desire in his eyes even through the dark shades.

“I want you” he said.

Kailani leaned over and whispered in his ear “You can have me, but I really need some money.”

“Deal” he said.

And that was that.

He led Kailani back into a bathroom stall and sat her on one of the toilets. She expected that he would just whip out his dick and shove it at her - something that she was so used to - but instead, he pulled her shorts down and buried his head deep into her. Kailani, despite her best effort, shivered. It was unexpected and quite pleasant. This man knew what he was doing and seemed to quite enjoy it. While he brought Kailani to several orgasms he rubbed himself through his shorts until he came.

Afterwards he paid her $462 and said “My name is Roy and you will be hearing from me again.”

Roy then walked away.

Kailani walked down the street to the Rattlesnake Juice Bar and ordered a drink. Roy shook her a little. She didn’t know what to expect really but she didn’t expect this. He was gentle and he took care of her needs instead of his own. Why would he do that? Maybe it was a fluke? Or what if she just experienced all the crap in Sulani and it would all be different now inland? Kailani dared not really think that way. It was too enticing of a thought and that thought ultimately could get her hurt in the long run. She just needs to enjoy this moment. She is her own woman, with money in her pocket, and feeling quite high and disoriented from a few good orgasms.

After a few drinks Kailani starts dancing. She is in her own world and while she is actually growing quite tired she can’t stand the idea of ending this night yet. She has had a few people make glances at her but she has rebuffed them. She just wants to cherish this for tonight - this feeling. She’s never had it before and it has a feeling of comfort over power she has never known. She almost felt bad about taking the money but she, of course, needed it so desperately that she couldn’t say no. As her body swayed to her now favorite music - "backyard barbecue" - her jeans lightly rubbing on her tender parts reminding her of Roy bringing her to orgasm over and over. Kailani, not even realizing it, orgasmed again.

Kailani was utterly exhausted by the time she got back to Brindleton Bay and her little spot. While it was cold out, her body was still rather warm from the alcohol and excitement. She slept well and the dark dreams that typically plagued her were silent.