Fantasy Escort Service

[mike1978]

Was a little bored last night so I decided to try my hand at writting another story. Didn't quite come out the way I wanted it to, but I thought I'd share it anyway. I didn't spent too much time editting it so I apologize for any spelling or grammar errors. Had fun writting it though and am looking forward to writting some more. Comments are always welcome and since I always have a hard time comming up with new ideas for stories, or even web-teases, if anyone has any ideas for scenarios they'd like to see turned into a story feel free to PM me with them. Hope you enjoy.

Mike


Fantasy Escort Service


He sat on the edge of the bed and was extremely nervous. He was in a hotel room that he had rented for the night and he had never done anything like this before. He had been alone and single, for a long time, and over the last couple years he had found a comfort in it. There was something about being alone that he enjoyed, but recently he had begun to miss the more intimate parts of being in a relationship. Tonight he was presented with an opportunity to alleviate that a bit.

He was on vacation and had decided to visit a nearby city where he had rented himself a hotel room for a night that he hoped he would enjoy. He had found out about an escort service online, and from the website and the reviews posted on it, it sounded perfect. It was called The Fantasy Escort Service and from what he read it guaranteed that his deepest and wildest fantasies would be made real. He wasn’t even sure what his fantasies, other then simply making love to a woman again were, but he figured it was worth a shot. It had been twenty minutes since he had placed the call and a woman was on her way over. The website stated that when the woman got there she would sit down with him and talk to him about just what he was expecting and what he wanted. He was more nervous sitting waiting for her then he had been when he picked up the phone to place the call.

He hated the idea of paying for sex, but he didn’t want a relationship. He enjoyed being single, but he missed sex. He missed the thrill of spending an hour or two in bed with a woman. He was surprised at the price of this escort service too. If it proved to be as good as all the reviews he had read he assumed that it would have been more then it was and he agreed to two hours when he called. It might turn out to be more then he needed, but he wanted to make sure that he had enough time to truly enjoy himself.

He heard a knock at the door and felt his heart race a bit faster. He was nervous, but excited at the same time. He rose from the bed and moved to the door. When he opened it he was stunned by the beauty that stood on the other side of the door. He was asked a few questions when he called about what type of woman he wanted, but she was more then he could have imagined. She was about his height and had long deep colored red hair that went about half way down her back. She was wearing a black dress that was slit up the side and showed off her amazing legs which she wore stockings over. He always loved lingerie and had requested that the woman be wearing stockings with a garter belt as well as a sexy pair of panties and a bra that would show off the woman’s cleavage nicely. Her breasts were perfect as well. They weren’t too large, but were a nice good size and he couldn’t wait to see them.

She smiled at him as he stood there staring at her.

“May I come in?” She asked him in a polite sexy voice. He realized just how long he had been standing there staring at her.

“Of… of course.” He motioned her into the room and she entered and turned to watch him as he closed the door.

“My name is Kyra.” She told him as she held out her hand. He took it in his own and shook her hand.

“Mike.” He stuttered. “My name is Mike.” She smiled at him and kept hold of his hand. She pulled him towards a table in the corner of the room and the two of them sat down. She had a large purse with her and she placed it on the floor after taking her seat.

“You seem rather nervous Mike?” She asked him. He stared at her, not sure what to say.

“Is this the first time you’ve placed a call with our service?” She asked him. He nodded his head.

“Don’t worry,” She told him. “I’ll take good care of you. I’ve had my share of first timers and you have nothing to worry about. In fact just about every one of my first timers has become a regular.” He felt a little better hearing her talk and he smiled at her.

“Would you like something to drink?” He asked her. She smiled at him knowing that he needed the drink more then she did.

“I’d love one.” She told him. He rose from his seat and poured each of them a drink before returning to his chair. He placed her glass in front of her and took a big sip out of his own once he was back in his seat. She took a small sip and then stared at him.

“Now before we get down to the fun part of the evening we need to talk about a few things.” She told him. This part made him even more nervous. The website told him that he would be talking to her first. That he would have to tell her his fantasies and desires, but in truth he wasn’t sure what he was going to say. He wanted sex plain and simple. There were things that he wanted to try, things that he had seen on the internet that looked interesting, but they were things that he figured he would be more comfortable doing with someone in a relationship, not someone that he had just meet. Someone that he was paying for company.

“I know.” He told her. “The truth is though, I’m not really sure what I want. I guess I just wanted to have some company for a short time. Someone who could make me feel good.” She smiled at him and took another sip of her drink.

“With clients that I see more then once I know what they like, what they want, but with new clients it’s always a little more difficult. Especially with someone as shy as you seem to be. I imagine you’re not even really sure what you want?” He turned a little red as she said this.
“After all our time here is about you. About you getting what you want and having a good time. Don’t worry. This talking won’t count towards the time you’re paying me for. I find it’s better for both of us if we find out just what you are expecting and want from me.” He took another sip of his drink and just stared at her.

“My, you are a shy one, aren’t you?” He laughed a little and stared at her again.

“Sorry.” He told her. “I guess I am just a little nervous.” She reached forward and touched his hand.

“I understand you being nervous, and I want to try to alleviate that a little. To put you at ease and make sure you enjoy your time with me as much as you can.” He looked right into her eyes and could tell that she was being sincere. It wasn’t just a speech, wasn’t a sales pitch, she truly wanted him to enjoy himself and he hoped that she would enjoy herself too. He smiled at her and took another sip of his drink.

“Now one thing that we need to find out is just what you’re expecting from me? What type of playmate you want me to be? What kind of woman do you enjoy being with?” He stared at her for a few seconds not sure quite how to answer her.

“Do you prefer the quiet submissive type? A woman who will stare up at you from her knees and follow your every command? The type of woman who will focus her every move and thought on your pleasure, and your pleasure alone in mind? Or do you prefer the strong dominate type? A woman who will take control of you? A woman who will make you serve her and be a slave to her whims?” He looked at her and thought about it.

“I don’t think I’d know what to do with someone who was submissive. I think I’d be embarrassed to give someone orders in the bed room. Not that I want to be completely submissive myself, but I guess I would prefer a more dominate woman. Someone who could take control, but…” She cut him off and rose from her seat, then moved her chair next to his. She sat down next to him and placed her hand on his shoulder.

“I can see by how shy, by how timid and nervous you are that you want me to lead the way? That you want me to take control in the bedroom?” Her left hand was still on his shoulder and she ran it across the back of his neck now. She placed her right hand on his thigh and ran it up and down his leg.

“You won’t say it, but I’m guessing that you do want to be completely controlled? That you want to service me and let me control each and every moment of your pleasure?” She ran her hand up his leg closer to his groin. She looked down and could see a bulge beginning to grow in the front of his pants.

“I can always tell the submissive ones. I bet deep down you don’t even truly realize just how submissive you are. How much you need to give up control to someone.”

“No… I…” He tried to speak.

“Shhh.” She whispered in his ear. “It’s ok. Trust me. You’re going to have a truly enjoyable evening. I love playing with the submissive ones. I always have the most fun with men like you. And I know you want this. I can see by how tight the front of your pants are getting that you’re turned on by this.” She moved her hand right over his crotch now and felt his erection continuing to grow. He turned a little red again and closed his eyes as she continued to rub the front of her pants. He didn’t really care how she acted, but part of him admitted to himself that she was right. He wanted her to take control. To lead him in the bedroom and to make him feel as good as he could.

She continued rubbing the front of his pants for a short time and letting her other hand rub the back of his neck and up through his hair. She kissed his cheek and his neck a few times before stopping. She let her hand that was on his crotch move to his belt. Se undid it and then began to unzip his pants.

“So?” She asked him. He opened his eyes and looked at her, unsure what she was asking.

“We have strict rules about this. The client must tell me what he wants. Must consent to how we spend our time together. I need to hear you tell me. To say that you want me to take control.” She reached into his pants and began rubbing him through his boxer shorts. He was almost completely hard now and was having a hard time concentrating.

“Of… Of course.” He told her. She pushed her hand down into his boxers now and grabbed hold of him. She positioned her hand so that he could get as hard as he could and began slowly stroking his cock.

“Not good enough.” She told him. “I need you to tell me that you want me to take control of you. To control each and every second we’re together. You must agree to service me however I wish for our time together.” She leaned closer to him and whispered into his ear as she began stroking him a little faster.

“Tell me. Moan into my ear what you want me to do to you.” He was breathing a little heavier now and was having a hard time paying attention to her. It was the first time in a long time that anyone’s hand other then his own had been on his cock and it felt fantastic. He would have agreed to anything at that moment.

“Yes…” He finally let out. “Control me. I want you to control everything. I’ll do whatever you want.” She stroked him faster now. Harder.

“You promise to do everything I say? Everything I ask you to do?” She stroked him even faster now and could sense that he was nearing the edge of orgasm.

“Yes…” He somehow managed to blurt out the words. “I promise.” As he finished saying the words she let go of his cock. He opened his eyes again and stared at her.

“Don’t stop.” He told her. “That feels so good.” She smiled at him and kissed him on the lips. It was a deep kiss and she slid her tongue in and out of his mouth. She held the kiss for about a minute before pulling her lips away from his.

“Now…” She told him. “I want you to take all your cloths off. I want you completely naked for me.” He stared up at her not sure what to do.

“Stand up and take all your cloths off. You did say you wanted me to take control? Would you rather I leave now, or will you obey?” His eyes widened slightly with the realization of what he had done. Just what sort of promise that he had given to her. He sat where he was, uncertain with what to do. He made the promise, agreed to her terms, but how he was hesitating. She moved to where her bag was and picked it up off the floor.

“I came here to give you want you wanted. You may not believe this, but deep down I know what you want more then you do. You want to submit to me, but if you’re unwilling then I guess my time here is over.” She turned and headed to the door. He realized that she was about to leave and rose to his feet to chase after her.

“Wait.” He cried out to her. “Please don’t go. I’m sorry.” She turned and faced him and as she did he started to take his cloths off for her. He pulled his shirt over his head and tossed it to the side then pushed his pants down to the floor and pulled his socks off. He was completely naked now and stood there hoping that she would stay. That she wouldn’t leave him.

She moved towards him and then placed the bag she was carrying on the floor.

“Good boy.” She told him. She reached down between his legs and grabbed hold of his cock again. He let out a moan as she touched him. His fear of her leaving had caused him to grow a little soft and it only took seconds for him to become rock hard again. She stroked him nice and slowly teasing his cock.

“Are you sure you want me to stay?” She asked him. Her voice had a hint of teasing in it and he found it aroused him even more.

“Yes. Yes I do.” He told her. She stroked him even faster now and moved her head next to his.

“Yes I do… Mistress.” She told him. She said it in a commanding voice letting him know that she was in complete control of him.

“Yes… Mistress.” He repeated the words back to her. He was under her thumb now, and he realized that she was right. He did want to be controlled. To be dominated. He had always thought about it before and believed it was something that he wouldn’t want, but now he figured it could be fun to try. To spend a couple hours under the complete control of a woman as beautiful and sexy as her. He looked forward to it.

She let go of his cock now and smiled at him. She pointed at the bag she had placed on the floor and told him to pick it up. He did as she told him too and then she led him into the bedroom. She told him to place the bag on the floor next to the bed and to then take a seat on the edge of the bed. He sat down and she stood in front of him and slowly began to unzip her dress. She allowed it to fall to the floor and revealed just what she was wearing underneath it. She had on a black garter belt with matching stockings, and a pair of black silk panties and a matching bra that seemed like it was a size to small for her. It pushed her breasts together and showed off her cleavage nicely. Her bra, panties and garter belt also had a bit of red trim on it and he found that she looked incredible sexy in them. He reached for his cock and began stocking himself slowly. She looked down at his hand on his himself and leaned in closer to him.

“Did I give you permission to do that?” She said it teasingly. Playfully. He shook his head and let go of himself.

“Answer me when I ask you a question.” She told him. She still sounded playful, but there was a hint of dominance in her voice.

“No Mistress.” He answered quickly. “I’m sorry mistress.” She smiled at him again and leaned in even further to give him a kiss. It was a quick kiss that left him wanting more. She pulled away from him and then stood straight up again.

“Do you like what I’m wearing?” She asked him. He nodded his head.

“Yes Mistress. You look incredibly sexy.” She smiled as he said this and then ran her hands down her body. She started at her breasts and let her hands slowly move down her body until she reached her panties. She ran her hand over the soft material that covered her pussy and ran it up and down a few times before tuning around so that he could see her from behind. The panties she was wearing didn’t completely cover her ass and it was as perfect as the rest of her. She ran her hands up and down her ass cheeks a few times and then turned to face him. She looked down at his cock and saw that it was still rock hard.

“This outfit must really be turning you on?” She asked him. He nodded his head and answered her. She smiled at his answer and then leaned closer to him again and took hold of his cock. She began stroking him nice and slowly for a few seconds before letting go of his cock.

“You may stroke yourself for me now.” She told him. He reached for his cock to grab hold of it, but she caught his hand and stopped him.

“You should thank me for letting you play with yourself.” He looked up at her and felt a little ashamed that she had to remind him.

“Yes Mistress. Thank you Mistress.” He told her. She let go of his hand and he took hold of his cock and began stroking himself at a nice slow pace. She stood back up straight and let her hands explore her body while he watched. She fondled her breasts, rubbed the front of her panties and every so often she turned around to let him see her ass again. He watched her caressing her body while stroking his cock and it didn’t take long before he was near orgasm. She could tell by the increase in his rate of breathing and how much faster he was stroking his cock that he was close and she knelt down on the floor in front of him.

“Are you almost ready to cum?” She asked him. Her mouth was very close to his cock and he felt her warm breath on it as she asked him the question.

“Yes Mistress.” He told her. He was stroking good and fast now.

“Stop.” She told him. He kept stroking and she slapped his hand away from his cock.

“I said stop. You’re going to need to learn to do as I say when I say it.” She told him. There was a bit of anger in her voice.

“I’m sorry Mistress.” He told her. She reached for his cock now and took hold of it. She began stroking him nice and slowly keeping him near the edge, but she wasn’t stroking nearly fast enough to push him over it. She continued to stroke him nice and slow taking her time to tease his cock and to keep him as close to an orgasm as she could.

“Does this feel good?” She asked him. She stroked him just a little faster as she asked him the question in an attempt to distract him a little.

“Yes… Yes Mistress.” He managed to moan out to her. She resumed her teasingly slow stroking again and then brought her mouth as close to his cock as she could. His eyes were closed as he enjoyed what she was doing to him and he had no idea what she was about to do until her mouth was on the swollen tip of his cock. He opened his eyes as she lightly sucked on the tip and continued to slowly stroke his shaft with her hand. She continued this for a few minutes enjoying how thick and swollen his cock was getting in her mouth. He was extremely close to an orgasm now and he wanted nothing more then to cum in her mouth. She could sense that he was close as well, but continued on, only a little slower then she had been going.

“Oh god that feels good.” He let out. He had leaned back slightly and had his arms at an angle behind him. As he finished speaking she removed her mouth from his cock and let go of him. He looked down at her and his eyes alone were enough to show her that he didn’t want her to stop. She moved her head closer to his and allowed her lips to just barely brush over his before moving her mouth to his ear.

“You forgot to call me Mistress.” She told him. “If you don’t start learning how to behave I’m going to have to punish you.” She said it in a teasing voice, but he could tell that she was being serious.

“I’m sorry Mistress.” He told her. “It won’t happen again Mistress.” She smiled at him and then moved her lips back to her mouth and kissed him. It was a deep kiss and she slipped her tongue in and out of his mouth a few times before backing away from him and standing once again. She took a few steps away from him and stared at him.

“Come closer to me and get on your knees.” He moved from the bed and knelt down in front of her like she had asked. She slowly, very slowly, pushed her panties down off her hips until they had almost uncovered her pussy.

“Would you like to see what’s under these?” She asked him. He nodded his head.

“Well then, why don’t you finish pulling them off me?” She was smiling at him now and he moved his hands to her thighs. He reached for her panties and then began pulling them down again as slowly as she had been doing. When they were down around her ankles she lifted one leg out of them first and then the other. He could see her pussy now and stared at it for a few seconds before looking up at her face. She moved around him and went to the bed. He stayed where he was figuring he should wait for her to tell him to move.

“Come here.” She told him after a short time. He rose to his feet and joined her beside the bed. She told him to lay down face up and he did as she told him to. She moved around the bed and stared down at him smiling as she did so. After circling the bed once she climbed onto it. She moved over him facing his feet and lowered her pussy down near his eager face.

“I have a feeling that you know what to do?” She playfully asked him. She didn’t wait for an answer though before pushing herself all the way down. He stuck out his tongue and went to work on her straight away. He didn’t have a lot of experience going down on women, but he did his best to try and please her. After a short time she began moaning and even grinded her hips pushing herself down even more onto his face. She reached for his cock and took hold of him. He was still hard, but she could tell that he was no longer as close to an orgasm as he was before.

“Now I’m going to play with you for a bit, but I want you to keep your mind on what you’re doing. If I feel your attention waiver from my pussy and pleasing me then I will stop stroking your cock. If you can continue doing as good a job as you’re doing now then I’ll even take you into my mouth again and I know that you’d like that.” He tried to moan out a ‘Yes Mistress.’, but continued his focus on what he was doing.
She remained in this position for what felt like forever to him. She expertly stroked his cock nice and slowly keeping him not only aroused, but on the verge of orgasm for longer then he thought was possible. As aching as he was to cum though he continued to lick her pussy and push his tongue in and out of her. Every so often she lowered her head and took him in her mouth. Each time she would slide her lips all the way down then back up, concentrating on the tip of his cock with her tongue before raising her head and only stroking him. Each time she did this it felt incredible. So soft and teasing, but as good as it felt he tried his best to concentrate on pleasing her. Tried to ignore how good it felt and continued trying to bring her to an orgasm with his tongue.

After a time her breathing became heavier and he could tell that she was nearing an orgasm. He wanted one himself, wanted nothing more then to beg and plead with her to let him cum, but he kept his position and continued what he was doing. When she was getting closer she let go of his cock and allowed herself to focus and enjoy what he was doing to her. With her no longer teasing his cock he was able to focus his mind even more on what he was doing and within a few minutes she told him she was cumming. She began moaning more and more loudly and her hips were grinding his face in a steady rhythm. Before he knew it she had let out her last moan and allowed herself to lie across his body. He closed his mouth now and allowed himself to take in the smell of her pussy. He was pleased that he had made her cum. Happy that he was able to give her that pleasure, but now he wanted that same pleasure for himself. He didn’t speak however, and instead just let her lay on top of him. She didn’t lie there for long though. Once she had recovered from her orgasm she sat back up and moved beside him. She brought her face to his and kissed him.

“Good boy.” She told him as she pulled her lips away from his. He smiled at her, happy with what he had been able to do. Happy that she seemed pleased with him. She was sitting beside him now and took hold of his cock once again. She began stroking him slowly at first, but eventually she picked up speed. It didn’t take long before he could feel himself getting close to an orgasm. She moved her head beside his and whispered into his ear.

“I’m going to suck your cock again now.” She told him. “But you’re not allowed to cum yet. I have a great deal more planned for us and you only get to cum when I tell you. When you feel yourself getting close I want you to tell me to stop. Do you understand?” She looked him in the eyes now.

“Yes Mistress. I understand.” She moved to the edge of the bed between his legs and knelt down to his cock. He was rock hard and he could tell that he had been leaking a great deal of pre-cum. He wanted to cum so badly right now, but he liked the idea that she still had a few other things planned for them. For him. When she took him into her mouth he felt like he could cum within a few seconds. He fought the urge to cum so that she could work him with her mouth for as long as possible. She went slow at first, sliding her lips up and down his shaft each time teasing the tip of his cock with her tongue. He fought the urge to cum for as long as he could, but after about ten minutes he knew he could take anymore.

“Stop Mistress. I’m going to cum very soon.” She pulled her mouth away and let go of his cock. She sat there and stared down at it watching as a large stream of pre-cum pushed its way out of the tip. He was breathing deeply now and she ran her hand up and down his inner thigh letting him rest. Letting his cock cool down. After a few minutes she reached out and grabbed hold of his cock once again. As she lowered her lips to it she spoke to him.

“Don’t forget to tell me to stop before you cum.” She teased him before taking him into her mouth once again.

She repeated this process on him nearly a dozen times and he felt like he was going crazy. Each time she brought him right to the edge of orgasm and then stopped she gave him a bit of a rest before going to work on him again. The desire, the need to cum, had built up so strongly within him that he felt like he couldn’t take anymore. Each time she started the process she reminded him that he was to tell her when he was going to cum. He hoped that she would eventually let him cum, but each time when he warned her how close to an orgasm he was she stopped all stimulation. As frustrating as it was for him though, he had to admit that he was enjoying it. The way she worked his cock with both her hands and her mouth felt truly amazing. Part of him almost didn’t want her to stop and wouldn’t have minded if she did this to him another dozen times, but she didn’t. When she stopped this time she moved from the bed and took a seat in a chair that was next to the bed. He lay there and watched her, unsure what to do.
She smiled at him from the chair and he smiled back at her. He was still breathing heavily and part of him didn’t want to move.

“I hope you enjoyed that?” She asked him.

“Yes Mistress.” He told her. “Am I allowed to cum for you now Mistress?” He asked her. He wasn’t sure if he should ask or not, but he wanted to cum so badly that he risked it. She made a little pouty face at him and then smiled.

“I’ll let you decide that.” She told him. “You can grab hold of your cock and stroke yourself to an orgasm, or I can fuck you first. Would you like me to fuck you?” He wanted to cum, but knew that he would enjoy having her pussy slide up and down his cock. He didn’t have to think about it very long.

“Yes Mistress. I would like you to fuck me first.” She smiled and then used her index finger to motion him towards her. He rose from the bed and moved in front of her. She reached out and moved her finger in that same come here motion under his cock right on the sweet spot under the tip. He let out a moan as she touched him. She ran her finger back and forth a few times, teasing his cock and watched as another large drop of pre-cum emerged from it.

“Go and bring me my bag. There’s something in it that we’re going to need.” She told him. He did as she asked and went and got her bag from where she had left it beside the bed. He brought it to her and placed it on the floor in front of her.

“Kneel.” She told him. He did as she asked and then watched as she opened the bag. The first thing that she pulled out was a strap-on dildo. He was a little shocked to see it and she could see the look of surprise in his eyes.

“You did say you wanted me to fuck you.” She told him. He wanted to say something, but she must have sensed that he was about to speak. She reached forward and put her index finger to his lips.

“You said you wanted me to fuck you and this is how it’s going to happen.” She smiled at him again and then reached into the bag and pulled out a bottle of lube. She placed it on the table beside the chair she was sitting in, then handed him the strap-on.

“Now, you’re going to put this on me.” She told him as she handed it to him. He took it from her and looked at it. He wasn’t sure if he wanted this or not, but he figured it was best not to refuse her. She stood up and looked down at him. He was still holding onto the strap-on and staring down at it in his own hands.

“I said, put it on me!” She was even more demanding now then she had been and he did as she told him to. It took him a little time to figure out how to put in on her, but it wasn’t long before it was in place. He was still on his knees and he stared up at her. She looked down at him and made sure that he had put the strap-on on her properly. Confident that he had she picked up the bottle of lube and poured a generous amount onto the dildo. She began rubbing it in with her right hand and was stroking the dildo now just inches away from his face.

“Have you ever had something in your ass before?” She asked him. He was a little embarrassed to answer the question as the answer was yes. He had a girlfriend that once used to stick a finger in his ass while she was giving him blowjobs, and once she had used her dildo on him. He couldn’t really say that he liked it, but he didn’t hate it either.

“I asked you a question.” She told him. “Don’t be embarrassed. This will be a while lot easier if you have.” He had been watching her stroke the dildo, rubbing the lube onto it, and he looked up at her now.

“Yes Mistress, I have.” She smiled at him as he answered the question and then told him to get on the bed on his hands and knees. He did as she told and looked down at the bed as he heard her move behind him and get on the bed herself. She was still carrying the bottle of lube and he felt it as she poured some into the crack of his ass. He could feel it against his skin and then felt her fingers rub it into his tight hole. He was nervous and she could tell it.

“Try to relax.” She told him as she pushed the tip of her finger against him. “You’ll get looser and this will be a whole lot easier for you.” He tried to relax as best he could even when he felt her finger slowly being pushed into him. She went slowly, working her finger in and out of him. She poured more lube onto him and then he felt her trying to push a second finger into him.

“Do you like this?” She asked him. Before he could even answer her she reached under him and felt his cock. It was still hard.

“I’m guessing you do.” She joked. She pushed both fingers into him now and began working them in and out of him at a good pace. He couldn’t help but let out a small moan. She made sure that she had gotten him a little loose and that he was ready for her dildo. She pulled her fingers out of him and then poured some more lube onto his ass before he felt the tip of the dildo slip between his ass cheeks. She pressed it right against his tight hole and held it there.

“Do you want me to fuck your ass?” She asked him. Without hesitating he answered her straight away.

“Yes Mistress.” He told her. Her fingers had felt good inside him and even though he had been nervous about this he was now looking forward to it.

“Tell me.” She told him. “Tell me you want me to fuck your ass. Beg me to fuck your ass.” She moved the tip of the dildo up and down now trying to tease him with it.

“Please Mistress.” He asked her. “Please fuck my ass.” She gave him a light slap on the ass and let out a small teasing laugh.

“Good boy.” She told him. She pushed the dildo slowly into him. He had managed to relax a little and he was surprised at how easily it slipped into him. She took her time and worked it in and out, slowly pushing it deeper and deeper into him, until eventually she had the whole thing inside him. She fucked him slowly at first giving him time to adjust to it, before going faster and faster. Within a few minutes she was fucking him at a nice steady pace.

“Does this feel good?” She asked him.

“Yes Mistress.” He answered her. And it did too. He was surprised at how much he was enjoying it. How good it felt to have her fucking him like this. She reached under him again and grabbed his still hard cock. She began stroking him at the same speed she was fucking his ass, but she knew she wouldn’t be able to stroke him too long without making him cum.

“I know this feels good, but remember to tell me before you cum. You’re still not allowed to cum until I tell you too.” She increased both the speed of her hand and the speed that she thrust her hips sending the dildo in and out of his ass.

“Yes Mistress.” He told her between moans. She spent a good long time fucking his ass and stroking his cock before he told her he was close to cumming. When he did she let go of his cock and slowed the speed that she fucked him. She knew that there was a chance that he might be able to cum from just having his ass fucked if he was too close to orgasm and she didn’t want that to happen. She gave her hips a few more thrusts and then pulled the dildo all the way out.

“Turn over and la on your back. On the edge of the bed.” She told him. She stepped off the bed and watched him as he got into the position she had told him too. She reached for the bottle of lube and applied more to both the dildo and to his ass. She moved between his legs and lowered herself so that she was almost on her knees. She slid the dildo back into his ass and began fucking him nice and slowly.
“Jerk off while I fuck you.” She told him. He reached for his cock and began stroking himself nice and slowly.

“But don’t you dare cum yet.” She warned him. He continued stroking nice and slow as she increased her speed.

“Yes Mistress.” He told her letting her know that she understood. She steadily increased the speed that she fucked him, but even though he wanted to he never increased the speed of his stroking. It felt so good to stroke his cock with her dildo in his ass that he didn’t want to stop. He wanted this to last as long as he could. It didn’t take long though before he was near the verge of orgasm. He stroked for as long as he could and then let go. When he did she slowed the speed she was fucking him once again.
“Going to cum soon?” She teased him. She was still thrusting the dildo in and out of him, but at a very slow pace now.

“Yes Mistress. May I please cum soon?” He asked her once again. He was growing more and more desperate to cum now and after the fucking he had just received he wanted to cum even more.

“No.” Was her answer. “You may not cum. I’m not done with you yet.” She smiled at him and told him to sit up. He was exhausted from what she had just done to him and with how badly he wanted to cum, but he did as she told him to. She moved her head to his and gave him another deep long kiss. He returned it which seemed to please her. They held the kiss for quite sometime until she pulled away from him and then stood up.

“Take this off me.” She told him. He undid the straps of the strap-on and pulled it off her. He placed it on the floor next to the bag which she moved towards and opened once again. She pulled out four straps, which soon became apparent to him were meant to attach to each corner of the bed. She ordered him to do so. He knew she was no doubt going to tie him to the bed in a spread eagle position and once again he found himself a little nervous about what she had planned, but he did as she told him too. Once the four of them were in place she ordered him to lie down on the bed and then began attaching them first to his ankles and then to his wrists. Once he was tied down securely she moved back to the bag once again and pulled something out. She moved onto the bed and lay down beside him before showing him what it was she had in her hands. It was a blindfold. He resisted a little as she tried to put it on him, but within moments it was over his eyes. He felt a little uncomfortable, but said nothing. At this point he didn’t think there was anything she could do to him that he would refuse. He was truly enjoying the level of control she had over him. The way she ordered him about and the way she took charge was more of a turn on to him then he thought possible. He felt her hand slide down his chest towards his cock. He let out a small moan as she touched him and began stroking him slowly.

“Have you been enjoying our time together?” She asked him as she stroked him just a bit faster now.

“Oh yes Mistress.” He let out. She stroked him even faster now and leaned towards him and began kissing his neck.

“Do you think you’d like to become one of my regulars? Do you think you’d like to see me again?” He let out another moan as she stroke him even faster now.

“Oh god yes Mistress.” He told her. “Most definitely.” She stroked him right to the edge of orgasm before letting go of his cock and then watched as a nice big drop of pre-cum pushed it’s way out of his cock.

“Oh please let me cum Mistress?” He begged her. She ran her hand up and down his chest and then kissed his neck making her way up to his ear.

“You really do want to cum, don’t you?” She asked him. He nodded his head quickly.

“Yes. Yes I do Mistress. Please let me cum? I need to so badly.” She moved away from him and rolled over so that she could reach the bottle of lube that was beside the bed. He couldn’t tell what she was doing, but he soon figured it out as he felt the lube hitting his cock. She poured a great deal of it onto his cock then closed the bottle and began rubbing it into him. She twisted her hand up and down his shaft making sure that his entire cock was covered in the slick liquid.

“I know you want to cum for me so badly, but we still have half an hour left. And I intend to tease you right until the last second.” She let her hand glide up and down his shaft now as slowly as she could. It felt incredible. He let out moan after moan as she ran her hand up and down as slowly as she could. She sat there silent listening to his moans of pleasure as she continued stroking him nice and slowly. Nice and teasingly. She could tell that he wanted her to go faster, wanted her to stroke him as quickly as she could to orgasm, but she instead continued with her slow teasing pace. He didn’t believe that she would continue to stroke him like that for the full half hour, but she proved him wrong. By the end on the 30 minutes he was going crazy with frustration. His desire to cum was almost completely replaced with the desire to simply stroke him faster and harder. When she finally took her hand off his cock he begged her to continue. To make him cum. He heard her move off the bed and go to the bag beside the bed. When she returned to the bed she lay back down beside him once again and kissed his neck again before whispering into his ear.

“I know that you and I are going to have lots of fun together. That you and I are going to see each other again and again. I told you that most of my first timers become regulars, and in a few minutes I’m going to show you just why they do.” She stood up from the bed and he heard her move away from it. She moved into the other room and he heard her pour herself a drink before moving back into the room with him. He heard her sit down in the chair beside the bed and place the glass on the table next to her. Then there was silence. He waited for her to come back to him. For her to touch him. He could still hear her breathing, but she did not speak to him. He wasn’t sure how long she sat there for. Ten, maybe fifteen minutes. His desire, his need to cum had subsided a bit and his erection had gone down. He thought that maybe she was teasing him. That she would any minute return to the bed and make him cum, but even when he asked her questions she refused to answer.

By the time she finally moved to the bed and lay back down beside her he had become completely annoyed by her actions, but believed that it was finally the time for him to have his orgasm. He felt her touch his cock, but her touch was strange. He felt her place something over him. With the blindfold on he couldn’t be sure what it was, but it soon encased his entire cock. He felt a tightness around him, a circle that went under his balls and above his cock, which at first he thought was a cock ring.

“What are you doing?” He asked her. “What are you putting on me?” She moved her hand up to his face and then pulled the blindfold off his eyes. He looked down at his cock and could tell that it was a chastity device. He was stunned. Even a little shocked. The only piece she had left to put on was the lock and as he watched she did just that and then snapped it shut. She then reached between her breasts and showed him the key that was hanging on the chain around her neck.

“What…” He started to ask, but she reached her finger up and put it over his lips.

“I told you that most of my first timers become regulars. This is what brings them back to me. Now I know you could find a way to cut it off, and free yourself, but I want you to imagine all the fun you’ll be giving up if you do that. What I’ve done with you today is only the beginning. Only a fraction of all the things I have planned for you and me. Now I’ll expect to see you back here in one week. I know what name you’re registered under so I’ll phone ahead to see if you’re here. I do hope to see you again.” She rose from the bed and he could see now that she had put her dress back on. She rounded up all her items and then placed them back into her bag. The only items she had left where the four straps that were attached to each of the four corners of the bed. She picked her panties up off the floor and then moved back to the bed. She ran them up over the chastity tube and then up his chest before dropping them under his chin.

“I’ll expect you to be wearing these when I see you again.” She undid the strap that held his right wrist in place.

“And I’ll leave these here for you to keep. Make sure you bring them and have them attached to the bed for our next visit.” She turned and walked away from the bed leaving him to free himself. He had a dozen things he wanted to say to her, but before he could pick one she was out the door and it was closed behind her. He undid all the straps that held him in place. He looked down at the chastity tube that was on him. He had one week to decide if he was going to return here or find a way to get this device off himself. It was going to be an interesting week.

[Griffyn]

That's how I would want my first escort experience to be like. Awesome work. Thank you :)

[cal]

This was a hot store, so hot that I should not have read I while at work. I love the huge build up through thee entire night. The escort is a strong but not in a in your face mean way. She is definitely cruel and devious which are probably the best attributes you can look for in a tease and denial mistress.

I really like that there is no "happy ending" to this encounter.

Cal

[state of denial]

Bravo, Mike, Bravo.

Great job. HOT, HOT story.

SoD

[mike1978]

Thanks for the comments everyone. Had fun writting it so I'm glad people enjoyed reading it. I'm working on another story now that should go up in a few days. Less about tease and denial though and more about a couple discovering things they enjoy together.

Again thank you for the comments. As anyone who has ever written a tease or a story knows it's always nice to get feedback.

Mike

[mullenjames]

Excellent story! Many thanks for all your efforts.

James

[Ready2Please36]

Shoot now I am having a hard time concentrating on anything while at work. Excellent story and I hope to hear more in the future.