Double Dare Ch. 05: THE DARK ROOM

Cindy was ready for her first trip into the dark room. She went for her assignment.

"This guy is from the US. He is not too old, but very rich. He has a particular fetish he likes. He will tie you up in original ways. Sometimes he won't even fuck you. Sometimes, he shares. We never know what he will do so we watch him closely."

Great. They must warn me about my first day in the dark room. This is going to be fun.

Meanwhile, Mindy got her first repeat customer. It was Niels, the old British gent. He had been requesting her ever since their first time. He was surprised when his request was granted for his next visit. He scheduled one as soon as he could. He wanted to see that sweet, little girl that was so kind to him again.

She was waiting for him when he arrived. He came into the room. This time the staff brought his bags in and put them in his room. He came in fuming about them ignoring him to do it.

"Niels, they did it because I insisted they do it. I don't need you having a heart attack carrying your own bags." Mindy kissed him and welcomed him back.

"I can't stay mad because I am so happy to see you again. I've been here a dozen times, and you were the most unforgettable lady I have ever been with. Thank you for seeing me again."

"It is a pleasure for me also. I never knew I could request repeats. When I discovered I could, I added your name to my preferred list. I am sure we will have a wonderful weekend." They sat down and talked about the weekend.

Cindy was in the room when the American arrived. His entourage brought everything in and put everything away. Cindy wondered why it was that the younger the man was, the bigger his entourage was. It seemed like as a man got older, he tired of all the noise and money to sustain a large crowd of hangers-on. She enjoyed a man who was comfortable in his own space without needing people around him to remind him he was special.

When everybody was gone, he introduced himself to Cindy. "My name is Walter Windom. Your name is..?"

Cindy wasn't about to give him her real name. "Mary, sir, thank you."

"Well, Mary, I will admit this will be a bit of a difficult weekend for you. I am sorry in advance, but this is the only way I can get off. I always have the resort add a substantial bonus for you on my bill. If you can't survive this, tell one of my people. I may be too far into it to notice, but one of them will." She thanked him for this consideration but was worried about what this man could do that would require a disclaimer in the very beginning. She soon found out.

He told her to go to the bathroom and eat something in the next hour. She could move around to get ready to be immobilized then.

In one hour, she was back in the living room. He had brought out loops of rope, binders, and other bondage items. He told her to lay on the table on her back. When she did, he tied a rope to her left ankle and pulled her leg across her stomach. He repeated the process with her right ankle. When he was done, her legs were crossed and tied tightly across her stomach. He then took her arms and pushed them under her legs and tied them in place. She was now a tight bundle that was no more than the size of a large suitcase. He picked her up and turned her over, so she was resting on her arms and legs. Her face was down on the table. He solved that problem by attaching a stand under her shoulders that made her lay level. He then took out a large handle and placed it on her back. He then strapped it around her waist and above her breasts. When he was finished, he had a handle that could carry her like a suitcase. He then tied her blonde hair into a bun and wove a string through it. He tied the string to the handle rope and pulled her head back until she was facing straight ahead. He then attached clips to her breasts that had bells on them. Every time she moved the bells rang. The clips hurt, but otherwise, so far it wasn't too bad. He put a mask over her eyes and ear plugs into her ears. The last thing he did was put an "O" ring in her mouth. She was now a portable fuck case. He could take her anywhere in the resort and fuck her anytime he wanted. He had his bodyguard, a huge man, along to carry her for him wherever he wanted to go. He had the man set her down on the floor. They were now ready to go to the party. He went to dinner and left her there.

They arrived at the dark room around 8 pm. Cindy could not see or hear anything. She just had to wait until someone stuck their dick in her mouth or pussy. Until then, everything was quiet.

Windom had the big man put her down on a table and sat beside her. People were moving around in strange arrangements. Cindy knew none of this. The first Windom liked was a girl hanging by her feet with her mouth opened and her arms tied behind her back. She was swinging in the breeze. Every once in a while, someone would push her, and she would swing in bigger loop. He wanted to fuck her, and her master made a deal. Yours for mine. The other man decided to fuck her in her pussy, so he pushed in. He didn't bother to see if she was ready or not. She knew how it would be, so she had tried to gin up a little heat. It wasn't enough, but it was better than nothing. While he was enjoying Cindy, Windom was enjoying the mouth on the swinging girl. He would hold her head against him and fuck her hard. He fucked her like a hole in the wall, not someone's mouth. He was very rough. When the other man saw that, he yelled at him to be careful, and he pumped Cindy even harder. They both finished around the same time, and the other man pushed Windom away from the girl. Windom's bodyguard started to come forward, but two very large red staff members stepped between them. They stared at each other for a minute, then went their separate ways. The night continued like that. Every time Windom saw a woman he wanted to fuck, he bargained with Cindy. She lost count of how many men used her, but she eventually became numb. She didn't know where she was, or what was happening to her. She had swallowed so much cum her stomach was revolting against the steady flow of cum. She would throw it up and more would replace it. It was a very tough night. By the time they left the club, she was unconscious. When they got back to the room, he put her in the bathroom and turned the handheld shower jet on her. She came around when she felt the warm water covering her. Windom removed the earplugs and mask and continued to spray water on her until she started shaking the water off. He took the ring out of her mouth and left her on the bathroom floor. She immediately peed onto the floor. She had been fucked by half the resort, but he hadn't touched her yet. Weird little man. She dozed off to sleep right where they left her.

After dinner, Niels and Mindy walked around the stores and shops for a while. It was nice to just talk to a young, beautiful woman and be seen in public with her. Niels thought this was as good as sex sometimes, to be admired for the woman on your arm.

They finally got to the room. He told her to take a hot shower. She suggested he take one first. He agreed and went into his bathroom. When he was in the shower, she opened the door and stepped inside. He was lathering up his hair, and she took over the job. She then washed his entire body, with a special emphasis on certain areas. When he was clean, she knelt and took him into her mouth. Standing with the warm water flowing over the two of them while she serviced him was more than he could take. He came and had to put his hand on the shower wall to steady himself. She stopped and held him up until he was steady again.

"I'm sorry, Niels. I didn't mean to make you lose your balance like that."

"Are you kidding. If I had a picture of this, I would have it framed for my bedroom." She smiled and ran to his bedroom. She returned with his phone and had him take a picture of her sucking him of in the shower. She had him take more than one, just to be sure. The excitement almost did him in again.

They got out of the shower, and each toweled the other off until they were dry. They went into the bedroom and cuddled for a while. When she thought he was ready for one more try that night, she asked him how he would like to do it.

"You know, I've always wanted to fuck a girl from behind. I have never been able to do that." She smiled and hopped up on her knees. She slapped her ass.

"Here it is, big boy. Take it if you want it." She shook her ass until he got up behind her. He was able to get into her and pump her a few times. He slapped her ass and shook it hard with his hands. This was even better than the shower. When he came, he just laid over her back and enjoyed her smell and softness for several minutes. She let him lay there as long as he wanted. When he finally rolled over on his back, she put his arm around her shoulders and snuggled up against him. They went to sleep just like that.

Cindy woke up when the big man picked her from the floor of the bathroom and put her in the living room. She had taken a long time to dry, and she was afraid she would catch a cold. They had never dried her off. Now, she was dry, but cold. They didn't seem to care.

When Windom came out of his room, he saw her on the table shivering. "What is this? Why is she shivering?" He grabbed a blanket from one of the rooms and threw it over her. He tucked it in so she would be warmer. She felt much better and hoped they would just leave her like this for most of the day.

Around noon, Windom took the blanket off her and asked her if she wanted something to eat. She did, so he got a bowl of oatmeal and fed it to her. She was so hungry she didn't mind how ridiculous it looked. Feeding a woman who was tied into a ball. They could let her out and let her stretch her legs, but she didn't think anyone would do that. Now she knew what he meant by telling someone if she had to. She was too stubborn to give up that easily. She asked for the blanket and when he threw it over her, she went to sleep.

The next evening went much like the first. She had no idea what was going on, just when another dick would arrive. She started spitting out as much of the cum as she could. It made her feel better, but it made her look like a real cum slut, cum dripping off her face and chin into a mess on the floor and table. She was able to stay conscious longer this night. She practiced her meditation and thanked Eleanor for having taught her. She missed another almost fight between Windom and another man. The other man wanted to fuck Cindy, and Windom didn't want to let him. Windom wasn't impressed with the girl tied to a swing. She would hang upside down and the object was to pin her against the padded back wall. Windom didn't want to chase her and declined. The man insisted, and Windom told him to find someone interested in chasing his girl and maybe that man would have a woman Windom was interested in. He didn't bring anyone interesting to Windom, and he told him to leave him alone. The man made the mistake of putting his hands on Windom. His bodyguard bounced the man off the same padded wall before he could blink. That brought the red boys again. This time they told Windom he was done for the night. He started to object, but one of them dropped his bodyguard with one punch. When they revived him, they decided to leave. All Cindy knew was she was still awake and aware. She thought it was either early or she was getting better at this.

When they got back to the room, the bodyguard put her down on the table in the living room. He then went to tend to his swollen jaw. Windom was very unhappy. He took the mask and earplugs off Cindy to tell her what happened.

Cindy could tell he was angry, and it was early. At least she had survived the dark room this weekend. She just had to survive until the morning to have this crazy man gone.

"I am going to put the earplugs and mask back on you. I just wanted you to know we are home before I fucked you tonight. This will all be over in the morning." He replaced the mask and earplugs and carried her into the bedroom. He put her on the bed with her head sticking out. He took a hot shower and came back to bed. He patted her face and pushed his dick into her mouth. He wanted to fuck her at least twice tonight to keep the trip from being a complete waste. He fucked her angrily, thinking of all the insults he suffered at the hands of this resort. The angrier he got, the harder he got. He was deep into her throat and stayed there until she started trying to shake him out of his stupor. He finally realized what he was doing when she began to turn blue. He pulled out and she started gagging.

"I am sorry. I wasn't thinking. Would you like a drink of water?" He had to take the earplugs out for her to hear him. She nodded as much as she could. He gave her a drink of water carefully. When he was done, he told her he would put her in the living room and put the blanket over her.

She woke up the next morning when he began to remove the restraints. When she was free, he began to rub her legs and arms to help her get the feeling back into them. It had been nearly 48 hours that she was bound like that.

His entourage packed everything up and he was gone. The red staff was there in minutes. She didn't look very good. She couldn't walk and could barely stand. They carried her to the infirmary.

Mindy woke up under Niel's arm. She laid there while he was still sleeping, to enjoy the moment. She knew she had truly made this old man happy with memories he would never forget. She decided to add one more. She crawled down under the covers and got between his legs. When she took him in her mouth, he woke up with a start. He pulled the covers up to see her winking at him as she sucked his dick. He put the covers down and watched the covers bob up and down as she worked him over. He came quickly, as he does these days. She crawled out and lay down beside him.

"You missed a great photo op there. "He held on to her as hard as he could.

The rest of that day continued like the day before. She made sure he had a wonderful time. By the time he left, he had fucked her four more times. He had not been able to do that in one day for years.

Mindy got back home to see Cindy coming back from the infirmary. She was walking very slowly. Mindy helped her into her room and got her in bed. She looked awful. 'Are you sure this dark room is worth it?"

Cindy shook her head and laid down to sleep.

The next month went quickly. Mindy had a couple of guests during the month. Cindy recovered and waited for her second trip into the dark room. She was kind of thankful for how Windom had done the first one. She didn't hear or see anything there. It was still a complete mystery to her. She knew this time would be much harder.

When she went for her assignment, they asked her if she still wanted to do this. She was sure she could survive two more trips into there. This time she would see what is there.

The man they gave him this time also liked bondage. Nothing like what Windom, but bondage just the same. She was waiting for him in his suite when he arrived. He had a large man with him. They took her with them to dinner. That was a surprise. Most of the time, she figured she would be locked in the room when she wasn't in the dark room. When they returned from dinner, he gave her a belt. It had hooks and rings around it. He put ankle restraints on her. He then put cuffs on her wrists. He hung a gag rink around her neck but didn't put it in her mouth.

"I'll put that up when we get there. There is no need for you to have that thing in now." She was really surprised. That was the second time he had been considerate. He put a collar around her neck and attached a leash to it. They headed for the room. They had a long coat on her until she got there. When they arrived, they took the coat off. He took her over to where the other girl was hanging last week. There was a large red staff individual waiting there.

The guest attached a chain to her ankle and wrapped it around both ankles. When he was finished with that, he put handcuffs on her wrists behind her back. He pulled the gag ring up and put it in her mouth. The staff member asked her to lay down on the pad on the floor. He had to put her down, she couldn't do it alone. He then attached the chain around her ankles to a large hook from the ceiling. He then began cranking her into the air. After a few minutes she was swinging freely in the air. The guest came up and put a mask over her eyes. She was ready.

The evening started slowly. She could hear what went on this time. After several minutes, she could hear her guest talking to another man. She then felt a man grab her by her arm and swing her around. He held her head as he pushed his dick into her mouth. He wasn't rough, just not gentle. She tried to get him off as soon as she could. He came within a couple of minutes. He left her swinging in the wind. She knew the red staff man was nearby, so she wasn't too worried. This began a string of dicks in her mouth. She lost count of how many. She had no idea of how long this was taking. She had one man reach up and put his finger into her pussy as he was fucking her mouth. That was different. She had no idea what the guest was getting in return for these men getting to use her like this, but she was sure it was something. After a while, she lost tract of everything. She just hung there, swinging. Men continued sticking their dick in her mouth long after she wasn't there any longer. She had spit out as much of the cum as she could, but when she lost consciousness the cum began flowing out of her mouth onto her face and hair. Her hair was matted with all the cum. The night finally ended. The red staff man took her down and wiped her face. She didn't feel anything by then. He took her pulse and listened to her breathing. He wouldn't let them leave until she regained consciousness. They had to wait nearly half an hour. Her guest wasn't happy, but he wasn't arguing with the large man standing over her. She finally woke up. She rolled over and threw up. When she was finally able to sit up, she smiled at the red staff man. She thanked him for watching out over her. He told her he though she should go to the infirmary. She said no, she would be okay after she had gotten a little water and something in her stomach. The guest handed her a bottle of water and she drank it down. A few minutes later she was on her feet. They put her coat on her and she walked out slowly under her own power. It took them a long time to get back to the room. They had to wait every so often to let her rest. The security man stayed with her until they arrived at the suite.

He finally let her go in, but he was unhappy about it. She was sure he was going to report this. She wouldn't be disappointed if they did stop this.

Once inside, the guest had her lay down on the couch. He got her a warm washcloth and put it on her forehead. As she lay there, he told her they would do something different the next night. When she was strong enough, he helped her into her bathroom. She took a hot shower and got to sleep in her bed that night.

The next day, he had ordered breakfast for them, and she felt better after she had eaten. While she was resting, he went looking through the shops. He came back in time for lunch. After lunch, he asked her to go into the bedroom with him. She thought it was about time.

He had her lay down and he got up on her. She let him have his way with her. This she was comfortable with. She understood this. She didn't understand all the bondage junk. What makes a man think he can treat a woman like that? If she survives this and the next one, she will never go in there again.

Afterwards he told her to go get a nap. When he got back from dinner, he checked on her. It was time to go again. He put the waist band on her. This time he put the ankle and wrist bracelets on her. He then attached the chains to each wrist and the waist belt and pulled them tight. He attached her ankles to the waist belt so she could barely walk. He had her put sandals on so she wouldn't be barefoot. He put a coat over her, and they headed for the room.