Old 01-09-2015, 03:28 PM   #91
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Chapter 35


“Are you okay?” Ruby asked Kate as they got back out in the hallway.
  “I’m fine now.” Kate answered as she wiped the tears that was left in her eyes away. “He was just so rough.”
  Ruby moved closer to Kate to give her a comforting hug. But before she got close enough, Kate stopped her.
  “Not now.” Kate said. “Let’s just get the second key so that we can move on to the finals. Okay?”
  “You’re right. Sorry.” Ruby said. “I’ll take the next challenge, whatever it is. I promise."
  
Ruby then took charge and picked a new door and opened it, Kate following right behind her. The first thing that met them was an open room with a table in the center that had a note on it, along the walls where several stands that looked like changing rooms, each with a curtain covering the entrance to it. She walked over to the note and read it out loud, so that Kate could hear it aswell.

"In one of these stalls you will find your key. You can either be lucky and get it on your first tries, or be unlucky and open all ten before you find it. Behind each curtain, inside the stalls, you will find a man with a challenge or a key. Once you enter a stall, you can not leave until you either finish the task, or get the key. Only one of you can enter a stall at any time."

Ruby put down the note and looked back at Kate. "I promised you i'd do this one, no matter how many stalls i have to do before i get the key. Wish me luck." Ruby said and ended with a fake smile before going over to her first stall.
  Kate nodded back. "Good luck." Was all she said before she lifted herself up in a sitting position on top of the table in the center of the room.
  
Ruby pulled back the curtain of the first stall and was met by a big naked and hairy man sitting on a chair inside, she turned around and gave a nod back to Kate before closing the curtain again behind her. Now facing the naked man who didn't say a word, looked like he was quite old, overweight and had a raging erection poking up from his lap as he sat in his chair, she asked him the only thing she could think of. "Hi... So, do you maybe have the key for me? Or a challenge?" She felt herself getting nervous, which was weird after all the things she had been through up until now, but something about this man not saying anything and just staring at her body made her uncomfortable.
  The man pulled his right hand out from behind the chair, holding an envelope.
  Ruby took the envelope and opened it up, reading the content inside of it.
  
"You did not choose the right stall for the key. Please finish this task before leaving.
- Blowjob until orgasm, finish with swallowing."

Ruby felt a chill going down her spine. She put the note down and went down on her knees close to him. She could smell the stench of sweat coming from the man in front of her, he was clearly nervous aswell and he avoided all eye contact with her. But on the positive side, he couldn't possibly last long in the state he was in. Ruby then leaned forward and placed her left hand on his thigh and use her right hand to get a hold of his cock, guiding it into her mouth. The size of his cock was quite small as she had no problem taking it all inside of her mouth. After getting it all wet, she pulled her head back up a bit and used her right hand to help stroking it, while still sucking on the tip.

Not long after she started doing this she could feel him move a lot more in his chair. A beam of warm liquid then suddenly hit the back of her mouth in several short bursts. A lot of it came out, and the pressure of it hitting the back of her throat made her swallow most of it instantly, which might have been for the best. Ruby pulled her head back and looked back up at him. He gave a nod back at her and she didn't hesitate to leave the stall.
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Old 01-13-2015, 07:05 AM   #92
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hmm verry verrrry verrrrrry hot!
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Old 01-14-2015, 12:03 PM   #93
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Again, sorry about the long break, i had a little bit of a writers block to how i would do the next part. But i've gotten most of it planned out for now so i don't expect any long delays between chapters from this point until the finish line.

The next chapter should be out within an hour or two.
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Old 01-14-2015, 01:26 PM   #94
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Chapter 36

When Ruby got back out from the stall, she shook her head to Kate signaling that she didn't get the key. Ruby didn't stop to take a break, but instead rushed over and entered the next one. Again it was a naked man in a chair, only this man was much better looking than the last guy. He looked like he was in his twenties, a slim but muscular body and with a soft cock hanging between his legs as he sat there with his legs slightly spread.

"Hi." Ruby said once she had closed the curtain behind her. "Do you have a key or a challenge for me?" Expecting the same routine, she waited for him to take out the envelope from behind the chair. Looking down where his hands where, Ruby could also see his cock growing ever larger and harder as he had his eyes locked onto her naked body, this guy didn’t say anything either.
  He did as she thought and held out an envelope for her.
  Ruby reached out for it, but it was a lot heavier that the old one so she accidentally dropped it from her hand and it fell to the floor. She quickly bent over to pick it up and opened it. To her big surprise she could see a key inside of it. "Thank you! Thank you so much!" She screamed at the man in the chair before rushing back out to Kate. "I got it! I got the key!"
  Kate jumped down from the table she was sitting on and held the other key up, now with a big smile on her face. "Good fucking job!” She shouted back. "Let's hurry the fuck back, and see if we still got a chance for the final!"
  
They returned to the room they started in, and was met by the guard waiting inside. Ruby handed over the keys and waited to hear their results as the guard checked in over her radio.
  "It seems the two of you are the first to deliver your keys, congratulations for reaching the finals! Now come with me so that we can get you ready for the finals." The guard didn't give them any time to celebrate together before escorting them out of the room.
  
They arrived back at the main stage and both of them got told to stand to the right side of the host until the other team arrived.

Around ten minutes later, the second team arrived. Caitlyn and Chelsea walked into the room behind their guard, happy and cheerful, just like Ruby and Kate for reaching the final round. They lined up on the other side of the host and the lights turned off all around the room, except for the light that shone on the host on his podium.

The host gave a quick cough before adjusting the microphone closer to himself. “Welcome back everyone! We are finally ready to begin the final round of the twenty-fifth edition of Path to Freedom. To my right, we have our first finalists. You have already voted them as your favorite team on our online poll. Please welcome, Ruby and Kate!”
  The lights suddenly turned on again and hit both of them head on. They had to squint their eyes to get used to the lights again. The host came down before them and handed them both a necklace with a key hanging from it. They both put it on while the host got back up on his podium.
  “And to my left side, as the third place winners of the fan favorite poll, we have the second finalists. Please welcome, Caitlyn and Chelsea!”
  The host gave the two of them a necklace aswell, and once he got back up on the podium again he continued his speech. “Now, please let me introduce the the final round of this tournament!”
  
The lights went out again, before turning on all the way at the back of the stage. The wall started to rise up, and a set of four doors was revealed behind it.

“For this final round, each contestant will choose her own door, and each team will have two doors to choose from. Both of the doors for each team will have the same challenges, so that there is no difference in difficulty. The first door will have the slowest tasks, but they will also be the easiest. The second door will be a lot faster, but only if you manage to complete the much harder tasks.” He took a pause to let everyone understand the rules before continuing.

“Once a contestant have entered a door, she will have to do three tasks. Once those are completed, she will end up in a final room with a door with two locks. This is where their keys will come into play. Once both members of a team reaches this room, they can unlock the final door and finish the competition. The first team to exit this final door will be the winners of this tournament!” He paused again and pointed both his arms towards the two teams. “Now i want both teams to go to your own sets of doors and decide between yourself, which member that will go through which door.”

Ruby and Kate got to their doors and Ruby didn’t hesitate to volunteer for the hardest door. “I’ll do the hard door Kate, unless you want it?”
  “Sure, i'll do the easy one, just make sure you manage to do your tasks, i’ll do mine as quickly as i can. I just want to get out of this fucking place.” Kate said and reached out her hand. "See you on the other side!"
  Ruby accepted the handshake. “Let’s win this!”
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Old 01-15-2015, 12:56 AM   #95
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Ahh I'm at the edge of my seat to see how this plays out!
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Old 01-16-2015, 04:49 PM   #96
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Awesome!and just so u know I'm not off getdare just a dare to change my sig
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Old 01-18-2015, 12:39 PM   #97
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Quote:
Originally Posted by Luffy90 View Post
i don't expect any long delays between chapters from this point until the finish line.
I suck at making promises, sorry. Next chapter will be up within an hour from this post, i won't make any estimates anymore, but i'll try to get them out as fast as i can. ^^
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Old 01-18-2015, 01:20 PM   #98
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Chapter 37


“Get ready!” The host said. He looked at both teams to see that they were ready to start. “Three. Two. One. Go!” As soon as he finished, both of the teams opened up their doors.

The first thing Ruby could see as she got in was a table with handcuffs in all of it's four corners, a envelope was placed in the center of it. Nobody else was in the room. She went over to the table, picked up the envelope and opened it. Inside of it there was a blindfold and a note.

"Welcome to your first challenge. This challenge will test you in several different ways. All you need to know is that you have to place your hands and your feet at each corner of the table, then put your blindfold on and yell out that you are ready. If you want it to end before you complete it, just yell out the two words “I quit.” Best of luck.”

Not wanting to waste any time, Ruby placed herself on the table, she put the blindfold on before placing her hands and feet at each of the corners. "I'm ready!" She yelled out, not sure if anyone could hear her.

After a few seconds, Ruby could head a door opening and closing before someone started walking towards her. Not being able to see anything, she decided to just wait in silence for somehting to happen.
  "Hello Ruby." A man's voice said. "I was hoping you would be the one to enter my room. I've been cheering for you since the tournament started."
  Ruby didn't want to answer back, she felt nervous as she heard him walking in circles around her. Suddenly he grabbed her right hand and locked in into the cuffs, then right after he did the same with her left hand. Seconds later she felt her feet being locked up one by one aswell. Now she was stuck. Unable to move, or see, she was now completely under his control.
  "Let's begin." He said in a whisper, right next to her ear.
  Ruby felt shivers go down her spine as the breath from his whisper hit her directly in the ear. Again he started walking in circles around her. Once he got down to her feet, he started sliding his hand all the way from her toes, up her leg and across her stomach, before finally stopping at her chest. He stopped walking, and placed both of his hands on her boobs as he started to massage them softly. The feeling of not knowing who this guy was made it more exciting, and against her will, she started to enjoy it. One of his hands left her boob and before she knew it, she felt his hand laying flat across her pussy, completely covering it. His hand was warm to the touch and he held it there for a few seconds before he lifted it up again. Shortly after, she felt one of his fingers slowly slide across her slit before stopping at her clit, he started rubbing it, and Ruby could feel herself getting warmer and warmer inside. This didn't feel like a challenge anymore, she was very much enjoying herself.
  
Around a minute later, he pulled both his hands off of her. Being touched like that had made her extremely turned on, she was already breathing way faster than she realized before it had all stopped. She tried to control her breathing to get it back to normal, but before she got time to calm herself down, he started speaking again.
  "All warmed up?" He asked. "You're completely soaking wet down there."
  The reality then hit her. She was still in a competition, and this was some stranger who she had no idea who was, or what he even looked like, touching her and feeling her up, while hundreds or thousands of viewers was watching them on some creepy website. She felt embarrassed for enjoying herself. Not knowing how to answer his question, she just said the only thing she could think of. "Yes."
  "Let's finally begin then." He said, laughing.
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Old 01-18-2015, 01:40 PM   #99
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Very good, waiting for the next!
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Old 01-20-2015, 08:12 PM   #100
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I am also eagerly awaiting your next installment, you really have a talent for story writing.
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Old 01-25-2015, 06:08 AM   #101
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Will you continue?
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Old 01-25-2015, 11:57 AM   #102
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Please continue ill do anything to read this!
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Old 01-25-2015, 03:56 PM   #103
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Of course i'll continue Sorry that the wait has been this long. Will most likely get the next chapter ready for tomorrow.
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Old 01-26-2015, 08:41 AM   #104
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Chapter 38


Hearing him laugh only made Ruby feel worse. She thought she was well underway in the first challenge, but according to him, she had only just been warmed up. His laugh ended shortly after it began and Ruby could hear a bottle being opened, followed by something cold dripping down onto her stomach.
  "What is that?" Ruby asked.
  "Just a bottle with some lubricant." He answered back.
  Ruby could hear the man close the bottle back up and then he started using his hand to spread the liquid all over her pussy, before sliding two of his fingers deep inside of her, to make sure he got it everywhere. “My god, you're tight!” He said, again laughing to himself. "I guess they should have chosen someone with smaller hands for the next part then."
  Ruby just stayed quiet, not wanting to say anything to make him angry.
  Once he was done with her pussy, he moved his fingers further down, circling them around her ass hole to spread the lube all around it. Then suddenly and to Ruby’s surprise, he quickly slid one of his fingers inside.
  Ruby couldn't stop herself from releasing a gasp just as he stuck his finger inside of her. She was expecting him to go slowly, so this took her by surprise. She tried to move her arms to cover her mouth, but they where locked up tight.
  "Calm down. You won't get out of those cuff yet. Better not try and resist." He said, before slowly sliding his finger back out from her butt. "Let's see if we can get this thing to fit inside now."
  Ruby felt her heart beat faster, Just what did he want to put inside of her? How big was it? She could hear him opening the bottle again, but nothing hit her body this time.
  
After a bit of waiting for whatever came next, Ruby suddenly felt something pushing against her butt, and it felt quite big. He kept pushing it harder and she started to feel the pain of this object, trying to force itself inside of her. "That fucking hurts!" She screamed out. Her ass hole kept widening as the object slowly went in deeper.
  "Almost there, just try and relax. It’ll go easier that way." He answered back.
  Right after he said that he gave it one last hard push, and it was finally all the way inside of her. The end of it was a lot smaller, but there was still something sticking out. It had to be some sort of butt plug from the way the shape felt.
  
Before Ruby even got time to catch her breath, he surprised her and stuck two of his fingers inside of her pussy again.
  "Ah yes, i can feel the plug inside of you. But, this might become a problem for the next part, seeing how tight you already are." He said with a calm voice. "Time to see how much you can take inside of you.”
  Ruby felt a chill go down her spine just as he said that. "What? What do you mean?"
  Before she got to hear his answer, she felt him take the two fingers he had inside of her back out, before he started to push three fingers inside of her this time. Then four fingers, shortly after he took the three back out. She was really starting to hurt now, and he didn't even seem to care as he kept forcing his four fingers deeper inside of her. Ruby kept screaming out and trying to move her arms and legs, but to no success. She was completely locked down and under his control.
  "All you gotta do is say the words and i'll stop." He said with a sigh.
  Ruby refused to give up. Letting Kate down was not an option, they had come too far to quit at this point. How much more pain could he possible make her feel than what she was already going through? She bit her teeth together as she felt tears running down her face, out from underneath the blindfold. It was all or nothing now.
  "Not giving up? Alright then."

She could feel him move his four fingers inside of her, before he started to force his thumb in aswell. He barely had any of them inside of her now, but he slowly started pushing them all deeper inside of her again, stretching her more and more the deeper he went in. Ruby had never felt such pain before, it felt like she was going to rip open. She kept screaming and crying as he kept forcing his hand deeper inside of her.
  The man let out a deep sigh as he stopped moving his hand. "Doesn't look like it will fit any more than this, at least not without causing some injuries. If only you had had a bit more experience with bigger things before you came here, this might've been a lot easier for you."
  Ruby gave him no reply. And shortly after, she felt him withdrawing his hand back out from her, still hurting. Then the butt plug followed right after, at least that thing went out easier than when it came in.
  "Good job, i guess. You passed your first challenge. I'm going to unlock your cuffs now, but don't remove your blindfold, or get up, until you hear me leave the room."
  
The man left, and the door closed behind him. Ruby sat herself back up in a sitting position on the table, removed the blindfold and looked around her. Everything was the same as when she got in. The room was completely empty again. She still felt the aching pain that he had inflicted on her, but she got back on her feet and wiped her tears from her face. Taking a deep breath, Ruby walked over to the door leading to her second challenge, hoping that the next one was a lot less painful. Almost anything would be better than this.
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Old 01-26-2015, 10:37 AM   #105
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Keep going..! I really enjoy reading it.
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