Cindy\'s Night Out

Chapter 3

 

Cindy was only partly aware of being carried and placed in a car. She just could not seem to stop crying. When she felt herself being picked up again and then placed onto a soft surface, she did not protest.  It was only when she felt a glass being placed at her lips and felt the warmth of the liquid moving through her body, did she became aware of her surroundings.  “Charles?  Where am I?  How did I get here?” 

 

Charles was relieved to hear her voice, having been worried about how she had sobbed all the way to his house.  “Cindy, you are at my house.  I didn’t know where you lived and did not want to leave you alone while you were so upset.  How are you feeling now?”

 

Cindy thought about his question and realised that although she was still a little bit shaken, she was feeling much better.  “I am feeling ok. Whatever this drink is, it certainly woke me up.”  She took another sip, again feeling the warmth spread all through her.  She knew she should be concerned that she was in Charles home with him, but at the moment she just felt so safe.  “Charles, I don’t think I said thank you.  I know it was a silly thing to do, but I didn’t think about it at the time.”

 

“Do you think you can tell me why you ran off? Tina was beside herself thinking she had upset you.” Cindy thought back on what had set her off, and wondered if she had enough nerve to tell him.  “I’m not sure. I think I was just feeling overwhelmed by the whole night and talking to Lisa just made things more real.  Do you think I will be able to tell her sometime that it wasn’t her that upset?” Charles could tell that she was not telling him everything, but knew that now was not the time to press her for more detail.  “I can contact Simon and ask him if he could tell his slave.” He saw her look up again at the reminder that Lisa belonged to Simon and wondered if that was the root of her problem.  “Cindy, does the idea of someone being submissive to another person bother you? Is that why you ran off?” Cindy decided that since he had been so good to her, he deserved some honesty.

 

“Charles, before I stumbled into the club tonight, I never even realised that people lived this way.  I mean, I liked Lisa and even though I was not sure about Simon, it didn’t worry me too much that she was his slave.  In fact, what she told me was somewhat interesting.  However, when Lisa mentioned that you used to have a girl, a sub I think she said, well I just felt strange.”

 

He could see that this time she was being honest and tried to be honest with her as well. “ Cindy, it is true that I used to have a girl, a sub or submissive, who used to like to play on the weekends.  Cleo didn’t want to be a slave full time, like Tina is to Simon, but she liked to let me take over on the weekends. She left to take a new job and I have not really been looking for a replacement, but when I met you tonight, it just seemed to feel right. I suppose it is up to you whether you would like to explore what bondage is all about.” 

 

“I don’t know how I feel about everything I have seen and heard tonight. As you no doubt have noticed, I have not had much experience with men and I have certainly never been made to feel as sexy and wanted as you have made me feel.  If you are not sick of me, then I would like to stay and learn some more.” 

 

Cindy could not believe that she had actually told him she wanted to stay the night. She began to worry what he would expect of her, but stopped herself and decided she had to trust him. Charles looked at her, amazed that after all that had happened she still wanted to stay with him.  He knew that he would have to take things slow.

 

“Cindy, I won’t expect you to submit fully on our first night, but I would like to introduce you to some of the things I like. I might be a bit rougher then I was earlier, but I need you to know that you can stop whatever is happening at anytime. If you need me to stop, you either say the word tropical or you show me a thumbs down signal.  If you are unable to do either of these two signals, then you grunt in the SOS pattern. I need you to tell me you understand.”

 

Cindy had felt as if she was in another reality as she listened to Charles tell her the signals.  She hoped she would not need to use one, but was pleased she had an out if she needed it.  She could see he was waiting for her response. “Yes, I understand that I need to use one of the safe signals if I need to stop.  Will you be upset if I have to stop?” Charles could hear the worry in her voice and wanted to put her at ease.

 

“No love, I will not be angry, disappointed maybe, but not angry.  One of the most important things about setting off on any new relationship is communication, but it is even more important in this kind of relationship. I never want you to think you can not be honest with me.” He could see the serious look on her face and decided it would be a good idea to start before she changed her mind. “Ok then, let’s get started. Come with me into my room.”

 

Cindy heard the dominant tone in his voice and found herself following without any hesitation. Once in his room, he told her to undress while he did the same thing. She had seen only one man naked before and that had been when she had walked in on her brother in the bathroom.  She couldn’t help but stare at Charles’s cock, it seeming to be very large to her.  Charles saw her looking and told her to kneel down on the ground in front of him. He saw her hesitate and hoped he hadn’t blown it already, but then she moved and gracefully knelt down before him.

 

“Take my cock in your hands so you can feel it.”  He saw her reach out and he almost came on the spot as he felt her first tentative touches. Cindy was surprised at how heavy and warm it was as her hands slide up the length of his cock.  “Now, reach down lower and feel my balls. Let them lie in your hand.” Cindy did as he said, her curiosity overriding any fears she was feeling. “Good girl, now I need you to take just the head of my penis into your mouth and just let it sit on your tongue. I promise I won’t move until you are ready.”

 

He saw her open her mouth and moved to put his penis onto her tongue. He was grateful that he had learnt to control his orgasms over the years or he would have been spurting into her already.  He loved the way she was looking up at him as she held him in her mouth.  “Good Cindy, you are doing very well. Now I am going to move my cock further into your mouth.  You will need to open up wide and breath evenly through your nose. Nod you head when you are ready.”

 

Cindy nodded and then felt his cock move further into her mouth.  She felt her lips spreading wide around him and gagged when he hit the entrance to her throat. He moved back and rested the head on her tongue again. “Cindy, you noticed that you gagged when I reached the entrance to your throat. Another time, if you want, I will teach you how to take all of my cock into your throat, but now I just want you to move up and down with my cock in your mouth.

 

Charles let her work his cock in her mouth for a few minutes before taking her by the shoulders and bringing her to her feet.  “Now, I am going to tie your hands behind your back. Remember you can stop at anytime.” He hoped she would not need to but knew it was important to keep on reminding her every so often.  Cindy felt a bit nervous about having her hands tied but was not ready to stop yet.  She felt Charles turn her around and tie her wrists using what felt like rope.  When he was done, she tested the bonds, feeling some movement but knowing she would not be able to get loose either.

 

“Anytime you are tied and you feel that your circulation has been cut off, let me know.  It is normal to feel a tingling but numb is not normal. How does that feel?”

“It is strange but not too tight.”  Cindy felt his hands come around from behind to pinch her nipples, her fingers coming into contact with his cock.  He took one nipple into his fingers and began to squeeze. “I need to check your pain levels, just so I know how far I can go without hurting you too much.  I am going to squeeze and you need to tell me when it is too much for you to take.”

 

Cindy gasped as he pinched her nipple tighter until she had to tell him to stop. He repeated the same process on her other nipple, reaching about the same level until she again said stop.  He then rubbed her nipples gently, making her forget the pain. After a few minutes, he began to pinch again and pull her nipples out, though not enough that she couldn’t take it. Charles was pleased; she seemed to have a fairly high pain threshold for a beginner.  He moved away from her and reached into the bag he kept behind the couch for his pegs. He was not too sure if she would be able to take them yet, but he thought he might as well try.  Cindy saw him get something from a bag he placed on the couch, but it was not until he was holding the peg up to her nipple that she saw what it was.

 

“I am going to put these pegs on your nipples. Now let me know if they are too much and I will remove them.”  Cindy felt him pull on her nipples a few more times then watched as he held the open peg over her left nipple. He pushed the peg down onto her nipple and she was surprised that it didn’t hurt as much as she thought it would have.   He repeated the same thing with her other nipple. “How do they feel? Remember I need you to be honest with me.”  

 

“They feel OK, I mean, I know they are there but there is no real pain.  Is that how they are supposed to feel?”  “They would feel different to everyone, I am glad you don’t mind them as they look really good on you.”  Cindy looked down, thinking how strange it was to see pegs attached to her nipples. Charles stepped back to look at her, and then reached into his bag for a ball gag.  He saw her look at the gag and take a step back. 

 

“Cindy, I just want to see how you look with a gag, I promise that if you don’t like it, I will remove it before we go on. Would you let me try it?’  Cindy had been thinking about the girl on the stage back at the club and the way the straps of the gag had looked so tight on her checks.  She had been about to say that she didn’t want it in her mouth, but after his promise, she decided to at least try it. 

 

“Ok, I am a bit worried about how it will feel, but if you really will take it out if I want you to, than I’ll try it.”  She saw Charles smile and come closer with the gag in his hand.  He stroked her hair. “Cindy, I am so glad you are willing to trust me. Now, I need you to open up wide and let me check the size of the gag.”  She felt him try to push the ball into her mouth and then go back to the bag to pull out a slightly smaller one. 

 

“Ok, let’s try this on.”  He pushed the ball against her lips and this time the ball slipped into her mouth.  She was surprised that the ball was not too uncomfortable, but then she felt him pulling on the straps. The ball moved further back into her mouth and she did not feel quite so comfortable anymore. 

 

“Cindy, I need you to try to push the ball out with your tongue.” Cindy tried but couldn’t move the ball, it being well and truly lodged in her mouth. She found her breathing getting shallow.  Charles came around to look at her, noticing the look of panic that had come into her eyes. 

 

“Cindy, nod if the gag is too tight.” Cindy nodded, and he loosened the ball a bit more, so that she could move it a little bit but not push it out altogether. She felt her breathing return to a more normal pace. Charles came back around and was pleased to see her looking far more relaxed. “Good, that seems to be better.  You will have to let me know if things are too tight. Are you ok to leave the gag in for a while?”

 

Cindy thought for a moment, and decided that now he had loosened the straps she thought she could stand it for a while.  She nodded and he again stroked her hair. 

“Now, I am going to stand behind you and I want you to use your hands to rub my penis.  If you succeed in making me cum, I will remove the pegs but if you fail, they will stay there for longer.”  He walked around behind her and felt her reach for him. He felt her rub her hands up and down his cock, as much as her tied hands would allow.

 

Cindy could feel his cock harden as she rubbed. She had found that if she bent her knees she could reach it better.  His hands come around and rubbed her, one hand on her clit and one on her breasts.  She thought back to the last time he had held her like this, when she was in the club, and hoped he would not leave her waiting like he had then. 

 

Charles knew that he was about to cum and rubbed her clit harder.  He heard her gasps and knew she was close too.  Cindy felt her orgasm rising again and rubbed Charles even harder, wanting to make sure he came before she did. It felt strange to try and breath through her nose with the gag in.  Drool ran down her chin and onto her chest.  She heard him moaning and then felt a sticky substance on her hands. Once he had cum, she concentrated on her own orgasm and it wasn’t long before she was cumming too. 

 

Struggling to hold onto her, Charles turned Cindy around and sat her down on the bed.  He then sat down beside her, breathing hard.   Neither spoke for a few minutes, as they got their breathing under control.  Once Charles could speak again, he turned her around so they were sitting facing each other on the bed. “Cindy, I am very pleased with you. Now I promised to remove the pegs, but I think I might take off your gag first.” Cindy was pleased he was removing the gag. It had not been too bad, but she didn’t like the drool, and her jaw was starting to hurt.  She felt him reach around behind her head and undo the straps.  As the ball came out, she could feel the relief in her jaw.

 

“Now, about these pegs.  Tell me what your nipples feel like now.” Cindy realised she was not really feeling too much. “They aren’t really sore at all.”  Charles smiled at her in a way that told her there was something she didn’t know yet.  “Cindy, let me tell you what will happen when I remove the pegs. At the moment, the pegs have stopped the blood flow from getting to your nipples, but when I remove a peg, the blood will flow back.  You have not had these on for too long, so it won’t be too intense, but you will feel some pain. Are you ready?”

 

Cindy nodded again, knowing now that the longer they stayed on, the more they would hurt.  She braced herself as he took one peg in his fingers and opened it.  The feeling of the blood coming back into her nipple was like nothing she had ever felt before.  She gasped as he rubbed her nipple firmly in his fingers.  She looked up at him and saw a gleam in his eyes that she hadn’t noticed before.  When he went to touch the other peg, she pulled back. 

 

“Honey, I have to take it off. Now just take a deep breath and it will be off before you know it. Ready?”  She took his advice and took a deep breath at the same time as he took off the peg.  Though she still felt pain as the blood came back, it did not seem to be as bad as before.  She wasn’t sure how she felt about what had just happened, the feeling of pain mixed with pleasure a new one to her. 

 

Charles reflected on what had happened and decided that he would not push her too far tonight, not that he wouldn’t have loved to continue.  “Cindy, turn around so I can untie your hands.  I think we might leave it there for tonight, unless you want to continue.”  Cindy turned around slowly, part of her wanting to continue while the more sensible part wanted to stop. When Charles had untied her wrists, she turned back around to face him.

 

“Cindy, what are you thinking?  I could tell that you found it hard when I took the pegs off. Was it something you never want to do again or have I managed to spark your interest?” Charles held his breath, waiting for her answer.  Cindy was considering how to answer him, her mind a jumble of emotions. 

 

“Charles, I am not so sure how I am feeling, but I still trust you and think that maybe I would still like to explore more with you, but not tonight.  It was strange how I just found myself wanting to do as you said, even though it was all new to me.  Is that how I should have felt?”

 

“Darling, it is different for every one, but I certainly would like to think that any girl I am with, wants to do whatever we do together.  I am not into forcing someone to do something against their will, which doesn’t mean I won’t push a few limits.” He could see her looking at him with some confusion, but choose to wait for another time to give her a more detailed explanation.  “Ok, I don’t know about you, but I am feeling quite hungry. Come into the kitchen and I’ll whip us up something to eat.” 

 

Hearing him use the word whip made Cindy think back to the scene in the club, but he seemed not to have noticed he had even said it.  She was still amazed that this handsome, sexy man wanted her, the girl that she knew others at work called the mouse.  She had never been sure if it was because of her mousy brown hair or the way she never said anything much while at work.  She did know that they had laughed at her modest clothes and her lack of social life.  What would they think if they could see her now?  

 

“Cindy, do you want to eat?”  “Charles, I am a bit  hungry, but you don’t have to go to any fuss over me.”  Her words fell on deaf ears as he was already heading down the hall and she had to almost run to keep up with him.  On the way, she noticed the expensive paintings on the wall and the nice thick carpet on the floor.  As she entered into a large, open kitchen area, he had already started to pull out some things from the fridge.  “Can I help?”  “No, I have this under control, though you can pour us both a glass of wine.” 

 

Again Cindy found herself doing as he asked and soon she had two glasses of wine ready for them both. Sitting down on a stool near the bench, she watched as he prepared a simple omelette.  As he sliced up some mushrooms, she watched his hands, thinking of how they had felt on her body.  Taking a sip of her wine, Cindy thought over what had to be the most amazing night of her life.  The smell of the omelette cooking made her feel hungry and when he placed a plate in front of her, she could hardly wait to take a bite. 

 

“Eat up, don’t let it get cold.” Charles saw her take a mouthful and then smile as him. “That is wonderful, you must teach me how to make this some time.” He smiled back, pleased that she was planning at least one other visit.  When they had both finished, he asked her something he had been curious about all night. “Cindy, you can tell me this is none of my business but how have you managed to remain a virgin?”  Her blush was bright on her face and I thought she was not going to answer me. She busied herself with putting the dishes in the sink, before she came back and sat down again, this time looking at me with a serious look on her face.

 

“Charles, I am not usually like this. I can’t tell you how many nights I have sat at home and dreamed of meeting a man like you. I have never been popular and before tonight, no one had ever said I was beautiful or sexy. I guess what I am trying to say is that as I didn’t get asked out, and I wasn’t really the type to go out and find someone, I never really had the opportunity.” She wasn’t looking at him and he could see that telling him had been hard.

 

Reaching out, he lifted her face and gently kissed her. When he pulled back, he could see she had tears in her eyes. “Cindy, I didn’t mean to upset you, I was just curious. I suppose the big question is do you want to do something about changing it.” 

 

Cindy had dreamed of the man who would take her virginity and although Charles was more than she could have hoped for, the knowledge of his love of bondage made her pause.  She knew that if she had sex with him, she would want to stay and as yet, she had not made up her mind if she wanted to find out more about his lifestyle. Standing up, she walked over to the sink and poured herself a glass of water. She was confused, wanting so much to experience sex, especially with a man such as Charles. 

 

Knowing he was waiting for an answer, she made her way back to where Charles was sitting.  He held out his arms to her and she just fell into them. “Cindy, as much as I want to make love to you, you do know it is your choice.”  Being held in his arms, Cindy did feel safe and wanted, but she could not get all she had seen and heard tonight out of her head. It was just such a new world and she felt like a child trying to find their way around a new school.  She decided she had to be brave and talk to him about it, or else he might just think she didn’t want him.

 

Unhooking herself from his arms, Cindy moved to sit back on her chair. Taking a deep breath, she began to try to explain what she was feeling. “Charles, I want so much for you to teach me all the things I have been missing but there is something worrying me.” She paused and could see him looking with concern at her.  “What is it love, you know you can tell me anything.”  “Charles, even though I have just met you, I can tell you are an honest and caring man, however I am not sure if I am ready to submit myself to you. I mean with the bondage and stuff. It is just all so new and a bit scary too.” 

 

Charles replaced a strand of hair that had fallen down across her face.  “Cindy, listen to me.  Though I love bondage and I certainly like my girls to like it too, I would never make you submit to me if you didn’t want to.  However, I would love to be the one to show you the joys of sex.”  He could see she was thinking hard and decided to give her some time to think about things.  “Cindy, how about you go and have a bath, and think about this.  I have a few phone calls to make anyway, so you can have some time to yourself. Would you like that?” 

 

Nodding, Cindy followed Charles into a beautiful bathroom and watched as he filled the bath with bath oils.  By the time the bath was full, the room was filled with the aroma of lavender.  Charles left the room and she sighed as she stepped into the bath. She relaxed back onto the pillow that was stuck to the bath and let the water soothe her body.  Charles’ offer to take her virginity kept going through her mind and by the time she heard him outside the door, she knew she had made up her mind.