5 comments/ 53552 views/ 21 favorites Coffee, Tea or Chastity By: stateofdenial She jostled the beverage cart down the isle of the aircraft. She moved with a slow deliberate purpose. Her first goal was to do her job and tend to the passengers. Her second served her own. This was the first flight of her new route and she needed someone at her destination. She had a gift. One that she had honed to perfection since discovering it as a teenager. She knew what boys were after and she was savvy enough at a young age to see how far they'd go to get it. Her ability to read people was uncanny. Now, within a minute of talking to someone she could accurately define someones personality, which went a long way to getting what she wanted. Being a flight attendant was a perfect line of work for her. A large, diverse group of people from across the country. Either passing through her fingers or falling into her grasp. After serving the passengers she went back down the aisle to narrow down the six potential candidates. Using her subtle charms she settled in on the accountant in 9C. Over the course of the flight she spun her verbal web around him. Gently guiding the conversation, using innuendos and body language. He was captivated by her. There was something about her. He way. Her mannerism. He was intrigued but more importantly, thanks to her, he was aroused. Aroused like never before. By the time they landed he asked her to get a bite to eat with him during her layover. 'Gotcha!' she thought as they made their way through the airport. After a short nervous ride to the restaurant they settled in to a quiet spot the back. She let him fumble awkwardly through pleasant conversation, before guiding the conversation to her objective. "So tell me. . . Now that you have me here. . . What do you look for in a woman?" He nervously cleared his throat. "I guess. . .Um. . . A . . . Someone a bit like yourself." "How so?" she interrupted him. "Confident, independent. Willing to take a risk." She knew he was referring to the fact he was trying to get her to go home with him, but now it was her turn. "I only take risks with men who are not afraid to live out their deepest fantasies, realize their darkest desires and accept them as their own. There's nothing I detest more than a man who cowers from his true feelings." He swallowed hard and took a drink of his whiskey. "All day. Every day. People always asking what to do. Where to invest? Should I do this or that? It gets tiring. You know?" "It must be frustrating for you. Telling people what to do with their money day in and day out. . . So much power." She paused to gauge his reaction. Once she was sure she knew, she spoke again. "Don't you ever wish you could give it all up? . . To let it go. . . The control." She put her fork down and sipped her wine. She watched as his shaking hand brought his whiskey to his lips and he finished his drink. "Yes." he whispered. His voice spoke volumes, like a weight had just been lifted off of his chest. "Yes, I do. It's just. . ." "But who do you trust." She said seductively as she ran her finger over the rim of her glass. "How do you find someone who'll understand what you truly want. . . What you need." She paused, leaned in and lowered her voice. "What you crave to satisfy that gnawing hunger in your tortured soul." Her eyes were locked on his, studying him. He swallowed hard at her piercing gaze. It cut right through to his soul. It felt as if she were in his head with him. He simply nodded as she spoke. His heart was pounding. His mind a jumble of thoughts. She took another sip of wine. He was hers for the taking and it was he who would commit to it. She waited until she could see he was almost writhing in his seat. Searching for the right words to say; so far outside of his comfort zone. Tracing her finger up and down her cleavage she broke the silence. "If you want we could take you on a journey you'll never forget. If not you can take me back to the airport now." She stood up. "I'm going to freshen up. Pay the bill and I guess I'll know your answer by where your car ends up." She smiled to herself as the car drove off in the opposite direction of the airport. They rode in silence as his nervous energy filled the car. To him the fifteen minute ride seemed like forever, but before he knew it he was at his house. He went to get out and she held his arm. "Give me the house key and get my bags." He nervously did as she asked and watched as she walked to his front door, turn the key, open the door and walk inside. Gathering up both of their bags he slowly walked to his front door. He stood frozen for a moment. Afraid to enter his own house, wondering what lay inside. However, his curiosity and his desire overrode his fear and apprehension. He carried their bags into the house and found her seated in his living room. He stood there awkwardly starring at her. "Leave your bags here and take mine to your bedroom. While you're in there change the linens on your bed and get completely undressed. There is an item on the bed that I'd like you to put on and then come stand right here when you're finished." She pointed to the floor right next to her. Her voice was calm and casual, as if she were explaining to him how to bake a cake. He turned and walked away. She listened quietly as he did just as she asked. Moments later his bare feet on the wood floors sounded his return. He rounded there corner and walked to where she asked him to. Naked except for the cock harness that separated his balls from each other and his cock . He found her there sipping a glass of wine. She reached out with her free hand and gently petted each of his balls with her fingertips and nails. His breathing picked up as his cock began to swell. He looked down at her as she continued, her eyes studying his genitals. "Why didn't you take me back to the airport?" "Wha. .?" his mind was racing. "What do you expect tonight?" "I don't. . ." he choked out as his cock continued to swell and now strain against the straps. "I'm not. . ." She ran her nails up the underside of his rigid shaft. "Oh, yes." Her head didn't move but her eyes looked up. "But you do. You are. You've waited your whole life for this moment. For me." "It's just that. . ." He knew she was right. He wanted this more than anything. The release of control. He wanted to give in to his secrets. She was like a dream come true. His eyes were locked on hers. She turned her attention back to his shaft, which was, along with his balls, turning purplish-red and shiny. "Don't tell me otherwise. It serves no purpose now. Your excuses. Now I need you to be absolutely honest with me." "OK." He tried to think clearly, but it was all too much for him. He'd never seen his dick so hard, so big. The straps actually didn't hurt, but rather excited him further. Her calm dominant disposition was intoxicating. Her nails lightly raked over the tip of his dick. "Now when was the last time this cock has had sex?" "About three weeks ago." "And when did you masturbate last?" He blushed with embarrassment. "This morning." "Tsk, tsk and before that?" "Yesterday." His heart was pounding and his face felt hot and flush. "Twice." "My, my. That just wont do." She slid her hand all the way down his shaft and back up very slowly. "Not if you're going to be my new pleasure attendant. You do want to be my new pleasure attendant don't you?" "A what?" His eyes fluttered as her silky smooth hand caressed him. "It's like a flight attendant. . . For me!" She circled her thumb over his head, using a drop of his pre-cum as lube. "You want that; don't you?" "Yesss" he hissed. "Mmm. Of course you do." His dick strained as she stroked him more. "You will provide me with what I ask of you and in return you may be rewarded. . . First things first though. No cumming without my permission. OK?" "OK." "Good. Now what I want is to ride this cock to a sweet orgasm. Can I do that without you cumming?" she stroked him faster and firmer, knowing he could not. "No. I'm. . . It's too. . . I. . ." "Too bad. I'm very disappointed. I can help keep you from cumming. Would you like that?" "Please. Keep me from cumming. I want to please you." "I'm sure you do, but you have give me possession of your cock and balls. Are you willing?" "I am." "Tell me." She pulled his cock faster and faster. "Please. Yes. Take them. Oh! Possess them. My cock and balls, take them. Please. Please!" She stopped and stood up suddenly. Her face right in front of his. "I'm going take you into the bedroom and have my way with you. Take you if you will. Tonight is to be a life changing event for you. Are you ready?" She could see a mix of fear and curiosity in his eyes. She knew he couldn't resist. This one was too easy, so ready. "Take me." He didn't know what she meant. Nor did he care. He didn't know why. He was the moth to her flame right now. "Are you sure?" "Yes." "Follow me and be mine." He sheepishly followed her to his bedroom where she had him lay down on his bed and stretch out his arms. She opened her luggage and took out two restraints and secured his hands to the headboard. She then, without a word, took out a pair of rubber gloves and a tube out of her bag. She worked clinically, as if he wasn't even there. Squirting a bit of the cream on to his stiff rod and then rubbing it in with her hands. When she finished she flicked off the gloves, pulled a condom out of her bag and rolled it down his shaft. She leaned in with one knee on the bed, her head just above his. Softly messaging his shiny reddish purple balls, which were pulled tight and separate by the harness, she smiled at him. "That should help keep you from cumming." He had no idea what she meant, but her teasing hand on his balls was driving him mad. "Please. . . Take me." "Shhh! Anticipation." Her gaze was hypnotic. "When I'm done tonight you'll think of me as the key to your pleasure. Now, how's that feel." An evil grin spread across her face as she turned her head towards his crotch. He lifted his head to she what she was looking at. Her hand slid up and down his sheathed shaft, yet he felt nothing. Their eyes met again. He now had a confused and pleading look in his. She stood up and began to undress. Slowly and sensually. He thought it to be bordering on an erotic dance. "What is your function?" she asked in an alluring and sultry tone. "Pleasure Attendant." He felt his cum churning in his balls. His desire radiated though his torso and thighs. "Whose?" "Yours." He was fixated on her. His legs tingled and his body surged with an erotic heat. "What of your pleasure?" She twirled away from him as she took off her blouse and flipped it over her back. The last thing he saw before it landed on his face was her thumbs reaching into the waistband of her panties. He cleared his throat. "Your pleasure is my pleasure." "I'm glad you feel that way." she purred as she rolled his nipple in her fingers. She chuckled to herself at how easy it was sometimes. He was all too willing to accept his fate. She watched with fascination as he lay there writhing on the sheets, moaning. His well numbed cock desperately searching for some friction. She mounted the bed and straddled him. Her nails teasing his torso, causing his skin to goose bump. She then pushed his legs apart and knelt in between them. "This is where I take you." she cooed. He suddenly felt so very vulnerable, exposed as her hands continued push his legs apart. He tried to figure out what was happening, but he was short circuiting mentally. She maneuvered herself on top of him and worked his numbed yet rock hard cock inside of her. "Do you like that? Being taken." she whispered in his ear as her legs pushed his further apart and she began grinding herself into him. His cock buried inside of her. "Look at how willing you are to spread your legs for me. To give yourself to me. To have. . . To use. . . To possess." "Yes." It felt so erotic to him. So good. She was fucking him. Or was it the other way around. He didn't know. His legs were spread wide and his feet in the air as she rocked herself back and forth on top of him. Pleasuring herself with his numbed cock. He was here and part of it, but without his dick he was detached from it all. Yet as odd as all of it seemed what was even stranger to him was that this felt so natural to him. Like an empty void in his life had now been filled. "Yes. Take me. Fuck me." he hissed as he wrapped his legs around her and matched her grinding movements. It was surreal. Her paced quickened. It made him feel weak, feminine and submissive. However, it felt all so good. She was grinding into him furiously as she felt her orgasm welling up inside of her. "Oh yes. Fuck yes. Take it. Oh fuck yeah. Yes!! Yes!!! YES!!!!" she yelled as her body tensed and shook. Her nails dug into his shoulders as she was seized by her climax. As her orgasm subsided, she slumped down on top of him and he unlocked his legs, also relaxing. Petting him gently she purred with contentment before rising up off of his still hard cock. "I'll be right back." He listened as she left him there. Arms bound, head covered and his tethered cock and balls aching for release. She wasn't gone long, but then again he wasn't sure how long it actually was. She set a chair next to the bed and sat down. "So what do you think so far? . . Is this everything you've dreamed of?" He voice was soft and inquisitive. She reached her hand in and gently stroked his stretched and separated balls. He writhed in place as he tried to get some sensation for his cock. She would have none of it as she lightly and gingerly touched his balls, thighs, chest and belly. Everywhere but his swollen shaft. "What is it that you want? Your darkest desires. Your deepest fantasies. . . Tell me." His mind struggled for an answer. All of his thoughts jumbled in his head. Every fantasy that he ever wished for could come true. If only he could explain them to her. If only he could summon the courage to let go. "Well I guess you need a little time to get back to me. How about I have my way with you again?" she cooed. He felt her fondling his cock. A good sign the cream she applied was wearing off, but what he didn't know was that she was now applying a second condom. Once again she moved between his legs and spread them apart. She caressed him softly. "Yes, spread them for me. Give yourself to me. . . Again." Her hands moved past his legs and up his body as she positioned herself over him.This time he spread his legs wider and lifted his hips to help get her inside of him. "Mm, yes. So willing. So eager to give yourself. . . Completely." The last word rolled off of her tongue in a sultry hiss. As she impaled herself on his shaft. He moaned, not in ecstasy, but in frustration. Her soft, warm body was rocking and shifted on top of him in the throws of passion. His legs forced apart, hands bound and face covered. Even though his cock was missing from this event his body still reacted. However his building sexual energy found no release. He could only feel a fraction of the sensation on his mummified dick. She however felt it all as she used him for another orgasm. Another very vocal, very physical orgasm. Once composed she once again left him there. Left him think. And think he did. His mind was whirling with a mix of excitement and fear. Although his cock had been left out of the nights events and he had jerked off three times in the last twenty four hours he was very horny. More so than he could ever remember. It seemed as if time had stopped. Suddenly, her blouse was pulled from his face and he watched as she plopped herself down on the chair next to the bed, wearing nothing but his thick terry cloth robe. She crossed her legs and sipped on a glass of wine. A coy and sexy smile flashed across her face. "So tell me. Now that you've had so time to think. What is it you want?" "I. . . Uh. . . I'm. . ." "Please don't tell me you're now getting cold feet. Are your feelings repressed. . . No wait. Suppressed would be better. Are your feelings that suppressed that you can't even tell the woman who has tied you up, had her way with you; in the most perverse manner mind you; and is now asking you what you want." Her gaze cut right through him. She wanted. . . No. She demanded an answer he thought. An honest answer. Anything else would invite something he was not prepared to deal with. He was sure of this. "I want. . . My desire, fantasy is to be forced into embarrassing situations." He was flush, hot and his breathing was a bit erratic. "You're talking about blackmail." This was too easy she thought. Out of all she'd ever had she never once had one with a blackmail fantasy. "No. . . It's. . . I. . ." "No that's exactly what it is, but if that's what your fantasy is then we'll need something that I could use to do that. Am I right?" She paused and sipped her wine. "Perhaps a compromising photo? Maybe even a short video?" "Yes. That would be good." He wondered what he was doing, but it was his fantasy; sort of. Happening now. With this beautiful angel. His mind screamed no, but his desires had the last word. "I know just the thing. I'll be right back. " She rose up, pulled off the two condoms and the harness from his now flaccid member before leaving the room. After a few minutes she return with a piece of paper, which she put on his dresser. She then rummaged around in her bag, took out a small box and put it on the paper. He watched as she unlocked his wrists and sat back down with a tablet she took out of her bag. "Follow the instructions on the paper and I'll record your confession when your ready." She talked without looking up. "Don't worry as soon as we're done I'll give you the video." He stood up and read the paper silently, swallowing hard. He closed his eyes for a moment and when he opened them he simply stated "Ready." She ran her fingers over the tablet and as she held it up to him she nodded. His naked image filled her screen. "I am chronic masturbator. I masturbate everyday. When I am not masturbating I am thinking about masturbating. I'd rather masturbate than fuck. That's why I decided to control my urges with this." He picked up the box and took out a clear plastic chastity device. Working quickly to put it on before his now hardening shaft got too big he fit the tube into the pins and locked it in place. He held up the key and looked at her. "Now I need to lock this key away and deny myself long enough to take interest in women again." She hit the stop button and put the tablet down. "I'll take that." He handed her the key and stood before her. Awkwardly. Naked. Save for the device that now caged his manhood. His cock was starting to swell inside its new confines. "Well, it looks like somebody is enjoying its new home. Now to you. You've got some work to do. Errands if you will. Now listen carefully. . . You need to get dressed, no underwear though." She helped him pick out a pair of slacks and shirt. "Your first stop is to a lingerie store . You will find a sales lady to help you pick out a matching bra, panties and stockings. Then you next trip is to an adult store. There you will buy two DVDs dealing with submissive sissy maids. Lastly you will buy a thank you card for me. After all I am the one who is helping you realize your darkest fantasy. Inside of it you will put a generic gift card and then seal the envelope." It all seemed very simple. Too simple, but his straining cock reminded him of how excited she was making him. "OK." He turned and walked through the house to the front door. She followed right behind him and stopped him right as he was leaving. "Oh! One last thing. When you buy the lingerie you will ask to use the dressing room so you can wear them out. Once inside you will video yourself as you put on your new undies. Then you will have somebody take a picture of you at the adult store holding the videos." She held out a smart phone, but as he went to take it she still held it. "Now listen, I want to see your face in the picture and I want to see you face in the video; talking about how good it feels to be wearing something sexy. Put on a good show, don't rush, enjoy it and you'll be rewarded." Coffee, Tea or Chastity Ch. 02 He looked a the message on his phone as he made his way through the airport. 'Hello 26. My flight lands in three hours. Be at the bar in concourse A.' He was a half an hour early and was not going to miss out again. It had been three weeks since she last texted him. Three weeks since he could not make it. Three weeks of waiting. Waiting for release. Three more weeks of wondering if he'd be granted relief along with release. His excitement quickly morphed into apprehension as he rounded the corner and seen that she was already seated in the bar. He swallowed hard as he had to force his body to start walking again. His eyes locked in on her gaze as he walked up to her table. "Mistress, I thought you said three hours." he stammered out, his voice almost quaking. "Calm down counselor. My flight was early. Besides I don't have much time so we'll have to set things straight right here." She motioned to the chair next to him. "Sit!" He hoisted himself up onto the tall seat that was just inside the entrance. Although the airport itself was well lit, as were most, the inside of the bar was not. "Please let me explain. . ." "Shh!" she put her finger to her lips. "I texted you where and when right?" "Yes, but. . ." "But nothing counselor. You knew the rules, right?" "Yes." "Was I not clear?" "No, You were very clear, but I was in court. . . The judge. . . I just couldn't. . ." "No, of course not. So you chose to wait." He demeanor was calm and reassuring. "Three long weeks. Never knowing when I would call again. . . Tsk, tsk, tsk. . . Well, I'm here now." "I wanted to. . ." "Counselor, please. Stop. You're going to talk yourself out of your orgasm if you don't stop." She watched as he tried to calmed himself down. Actually he was more quiet than calm, fighting the anticipation of relief. "Now. You missed our last meeting, but you should have had something to give me, no?" "Oh, yes. Right." He flipped his briefcase up onto the table and pulled out a small envelope. He slid it across the table to her. She placed it in her purse and sipped her drink. "Now this meeting." He had expected this and slid the second envelope across the table. Without opening that one either she put it away. "Now there's the matter of my time. Pain and suffering. Damages, right. As a lawyer you can understand that compensation is in order. Five minutes you owe me." "I understand." He didn't, but he wasn't in a position to question her. Not now. "I hope you do. My time is valuable and when it's wasted then there is less time to care for my pets. Less time for my pets means that I am now neglecting them." She paused to gauge his reaction, which was on the surface blank, but she could smell his fear. "Neglecting them because of you. Now I'm sure this was not premeditated. . . At least I hope it wasn't. . ." He shook his head quickly. "So the charge is 33 counts of neglecting pets, plus" She held up a finger. "33 counts of obstructing chastity administration." "33!" "Yes, counselor 33. Is that a problem?" "No! I. . . It's. . . Uh. . ." "I should hope not. Now, that's 66 counts that each carry a sentence of one month of sexual solitary confinement without the possibility of release and one session of corrective reeducation." His head was spinning. Five years of chastity. He knew better than to wonder if she was serious. He let out a deep breath as he thought about corrective reeducation, which was simply code for corporal punishment. "Mistress, please. I'm begging you." "You should beg. You need to understand how important my time is." "I do, really I do. There was no way to contact you." "So it's my fault?" "NO! Please. I'm sorry!" They both paused. She could tell he was scared. really scared at what she had planned. "Would you be willing to plea bargain?" "What?" "Plea bargain counselor. Yes or no?" 'Anything had to be better than five years of chastity. Or could it.' he thought. "Yes." "How do you plead?" His heart was pounding. "Guilty." She slapped her hand on the table so hard it caused him to jump. "Guilty! Now to sentencing. Punishment is one month of sexual solitary confinement for every minute of my time that you wasted. At the end of each month you will be provided a five minute release for sexual relief. Failure to satisfy your probation will cause me to reimpose your 66 month sentence." "What?" "Really counselor?" she quipped mockingly. "Over the next five months I am only going to release you once a month for only five minutes. During that five minutes you follow my instructions and you need to be locked back up at the end of that five minutes. . . Or else!" It didn't seem that bad he thought. It could be worse, a lot worse. "I understand." A wicked smile spread across her face. "Good. Lets get started then." She slid his key across the table. "Unlock yourself." "Uh?" "I said lets get started. Unless of course you'd rather stay locked up. . . For a very long time. Again." He words struck home. "Here?" "Oh, come on. You love the thrill of jerking off in public. . . Don't you?!" He did. To a fault. It was an uncontrollable desire before she came along. And that's how they met. She had did a friend a favor and ended up on his red eye flight. After everyone had gone to sleep, or so he thought, he went to the back of the plane, sat on one of the crew jump seats and proceeded to masturbate. He loved to do it, for what ever reason, he really didn't know. The risk, the thrill, the chance or perhaps all of it. However this time he was not alone. She was on the other side of the plane with a curtain drawn. Planning her next move when she heard him groaning. She quickly filmed the event and when he went to the bathroom to clean up she quickly went to his seat and took his tablet. He returned to his seat and in the frantic few minutes he spent looking for it she had found out everything she needed to know about him and how to control him. His smart phone buzzed with a new text. "Loved your little show. You can pick up your tablet at lost and found when we land. In the meantime I'd like to see you jack-off again." So it began for him. He recorded himself in the bathroom before they landed. Then at home. At the gym. Restaurants. She even had him sneak into judges chambers and jack off on the desks. All this without ever seeing her, but always granting her requests. Yet he did it, every time. Occasionally she would send him a pic of her well manicured feet, which she knew was his weakness. Soon after that she sent him a video of her feet 'jerking off' a lifelike dildo. "Soon this could be you." she said. That was all she needed. He willingly carried out her next video requests of opening up his coworkers lunches and masturbating over them. Telling her how good his jizz was going to taste on their food. He never actually came on their food, the clip always ended right before he came. After almost 20 clips of masturbating over his coworkers food she made him film himself cumming into his own lunch one day and wrapping it back up. After the last video she finally let him meet his sexual tormentor. Over a simple dinner at his place she spun her web. Slowly and carefully she gained his obedience and compliance. Soon he was naked, laying down on the floor in front of her as she sat on his couch. Her stocking clad feet caressing his body. Soon he was begging her to stroke him with her feet, but her calm and cool demeanor held him in check. "I will pleasure you when I am ready. Or rather when I feel you are ready." "Please I'm ready." She leaned over and smiled. "You're not even close to being ready." "Please, I am." "OK, Let's find out how ready you are!" She messaged his balls with one foot and then tugged down on them causing his cock to stand straight up. With her other foot she swirled her big toe around his head. Soaking up the thick beads of pre-cum. She then slowly moved that foot over his mouth like a crane and held it over his mouth. He watched as her foot with a large drop of precum hanging from her toe move lower towards his mouth. He pursed his lips and shook his head no quickly. "Aw! My pet doesn't like his cock juice. . . That's too bad!" she cooed mockingly. "Well I guess you're not ready." She stood up and left him there. He lay there for quite sometime wondering what was next. Only after his erection had disappeared did she come back. "Get up!" As he stood up she tossed something at him. "That goes on. . . and stays on until you're ready!" He looked down at the chastity device and began to put it on. Once on she snapped the lock in place she giggled mischievously "Mm! Let's see how long it takes before you're really ready." She gave his balls a gentle massage before squeezing them as she stepped closer and let the smile slide from her face. "Trust me it will be a while." And it was. The messages. The waiting. The teasing and torment. The gifts, or blackmail, depending on how you looked at it. It was just like the others he didn't really know about. The tapping of the key on the table shook him to the present. "Unlock yourself." He fumbled with himself as discreetly as possible and given his location privacy was next to impossible. The bar to one side, smoked glass looking out to the terminal on the other. The wide and spacious opening to his front and a room full of patrons to his back. He gave her back the key when he was done. She slid a plastic cup across the table. "I'll be back in five minutes. This will be full and the lock will be back on. . . Or else." She stood up and walked to the ladies room at the back of the bar. He slid off the tube as he looked around him to see if anyone was watching. He closed his eyes and let out a sigh of relief as his cock instantly responded to its new found freedom. He thought of all the times she unlocked him, teased him with her feet and denied him. All because she said he was not ready. He also thought of the three times over the last year that she ruined his orgasm with her beautiful stocking clad feet. All because she said he was not ready. He hadn't even realized his hand was already under the table, sliding across his shaft. He fought the urge to stroke as fast as he could, not wanting to draw any attention to himself. He struggled to keep his eyes open and watch his surroundings, wanting to close his eyes and imagine her finally finishing off all of the foot jobs she had tortured him with. His fingers soon found that sensitive spot just under his head. A wave a heat surged through his body as his legs began to quiver and tingle. He didn't know how long he'd been stroking and at this point he didn't care. His cum boiled and churned inside his aching balls. His cock stiffened and swelled as it prepared for the immanent eruption of pent up cum. He grabbed the cup and held it in front of his cock. 'Yes. Yes. Fuck yes.' he thought to himself. His eyes fluttered as his climax began to consume him. "Another drink for the lady sir?" He shuddered as his dick spurt its load, then he froze as he was ripped out of his state of bliss by the waitress who had walked up on him. He knew she had to know. Mistress had sent her he thought. Now here he was awkwardly leaning in over the table with both is arms under it. Caught with a stupid look on his face. "Uh, yes, please." He watched as she walked off. His orgasm ruined. The mood lost. His excitement turned to fear and apprehension as his felt his raging hard-on wither in his hand. He felt his heart skip a beat as he looked down at the table and seen the tube sitting there right in front of him. His mind began to cloud with panicked thoughts as he knew time was ticking away. He put the cup down on her chair and struggled to re-cage himself before the waitress or mistress came back. The lock went back on, but it was almost impossible to put it back in his pants without standing up. He picked up the cup just as mistress returned, followed closely by the waitress who delivered her drink and moved on. "Show me." The implication was understood. He rose up and faced her, his caged cock sticking out of his suit. She jiggled the lock and chuckled softly. "Bye, bye." she said mockingly. She then looked up at him. "Close up." He tucked everything back in and sat down. She then slid his cup across the table to him. "Now lets see if your ready to reduce your sentence with some good behavior." He looked at the cup and knew excatly what she meant. She held up her glass. "Shall we?" He held up his cup. She tapped her glass to his cup. "Here's to being ready. Bottoms up." She was grinning devilishly as he brought his cup up to his lips. "To being ready." he mumbled. He flung his head back as if doing a shot of liquor. However the milky viscous juice slowly took its time sliding into his parted lips. It was an agonizing wait for the cup to empty. His briny cum coating his tongue and filling his mouth. He coughed as he put the empty cup dawn and looked around. Nothing. He had nothing to drink. He had now realized she had not ordered for him, nor did the waitress ask him if he wanted something. Her movements caught his attention. She was standing and gathering her things. "Very good counselor. You keep this up and you'll earn yourself something very special. Now I've got a flight to catch, so if you could take care of my tab I'd appreciate it." She stepped in and brushed her hand on his cheek. "You should be very, very generous with the tip. I wouldn't want the waitress calling airport security about you masturbating in front of her." He stood there, frozen in place as she walked past him. "I'll call you." He smacked his lips at the taste of his own cum still lingering in his mouth and took out his wallet as the waitress approached. She chuckled to herself as she made her way back to her terminal. She had one more flight to catch. Her flight home. Not just to rest, but to plan. Coffee, Tea or Chastity She let the phone go into his now shaking hand. "I . . . Uh . . . What if . . ." "If you don't?" She stifled a chuckle. "Well, I'll just have to send you last video to all of your female contacts and post it on your homepage." He was gripped by fear now. "Oh yes. I was busy when you were tied up. All your info is now mine. User ID's passwords. Mine to use as I see fit. As are you I'm afraid. Also, I'm sure you've figured out by now I really know your darkest secrets and deepest fantasies. All neatly tucked away in your well organized bookmarks of your laptop." He left his house with a nervous, yet sexual energy coursing though his veins. As his car made its way to the lingerie store he thought about all the things she was finding out about him. All the things she may have him do. Butterflies filled his stomach as he walked to the store, thinking of his dark angel waiting at his house for him. Him and his perverse video and pictures. As he navigated the store looking for what he needed a rather attractive sales lady stopped him. "Can I help you?" "NO!. . . I mean. . . Yes. I'm. . . I need. . ." She leaned in and smiled. "It's OK. Just tell me what you're looking for. I'm sure I can find everything you came for. I can help you." He went on to explain to her what he was looking for and she picked it all out for him as if this was completely normal. His apprehension turn to excitement as they made their way to the cash register. He held out his credit card to pay and she held out a pen and a form. "I'll need you information for our mailing list. Sorry. Store policy." Her smile eroded any resistance to what he knew he shouldn't do. However, he took the form from her and filled it out. "Excuse me. Do you mind if I can use your dressing room?" he asked as she gave him the bag. "Mm, can't wait to get that sexy girl feeling all over, eh?" She shot him a sexy flash of her eyes. "It's right there on the right." His heart was pounding as he made his way to the dressing rooms, which to his dismay were more of a dressing cubicle with a curtain. He picked one that had empty ones on either side and made his way in before anyone noticed. Once inside he set up the phone to face the mirror and began to undress. Once he was done he checked the phone to see if he recorded himself. Satisfied with it he set it down again and paused to look at his naked body in the mirror. Naked except for the clear cage encasing his dick. A cage that reminded him of the fact that he was now the sexual property of someone he had only met earlier that day. He picked up the sheer bright red hiphugger panties. He ran the fabric between his fingers and let out a soft moan. "Oh yes." Bending over as he lifted one foot, then the other into them. Running his thumbs back and forth as he pulled them up. "My God!" he groaned as he caressed his own waist. His eyes half shut. "So sexy." He dreamed of actually doing this, but never gathered up the nerve to see it through. He picked up the matching bra next and after fumbling with the clasps for a minute or two he spied himself again in the full length mirror. He moved his hips back and forth as he tweaked his nipples and bit his lip. "Mm, now this is heaven." His cock was straining in its confines as he thought of the way she took him tonight. So confident, strong and dominant. He wanted her to want him. To use him to pleasure herself again and again. He blinked and came back to the here and now. Looking down on the bench he picked up a stocking and rolled it down. He hiked one leg up on the bench and slowly rolled the stocking up his leg. He watched himself in the mirror as he did. "Ohh, you'll need to shave those sexy legs when you get home." After working up the second stocking he stood up and admired himself in the mirror. His hands exploring his body as if for the first time. "Oh, so good. So right. I wish I could touch myself." He stroked his cage that was under his new panties. Then he suddenly sighed as if he knew to think otherwise was futile. As he quickly got dressed he realized the shirt she picked out was just a bit small and all to white. The red bra showing clearly though it. He steeled himself as he opened the curtain only to see the saleslady right outside helping two other women and two other groups of women who were now waiting for an open booth. "It sounds like everything fits just fine." she said with a smile. The others reacted with a mix of shock, disgust and stifled laughter. "Yes. They did. Thank you." He was flush with embarrassment as he made his way out of the store as soon as fast as possible. His heart pounding and head spinning. As he drove to his next stop he thought of the beautiful dark angel that now possessed him. The grip of chastity cage, the binding sensation of the bra, panties and stockings all reminded him of her hold on him. Liberated by his enslavement. He tried to wrap his head around this thought. His car came to a stop in the parking lot of a rather busy adult store. With a deep breath he got out of the car and walked in. Although not crowded there were quite a lot of people in the store for his comfort. After finding the fetish video section and the videos he was supposed to buy he waited for someone to walk by and ask to take that picture she wanted. After about 15 or 20 uncomfortable minutes, praying no one he knew walked by, he asked an older couple if they could take his picture there. Explaining that he lost a bet with a friend. They chuckled and entertained his request. He then quickly made his way to the cashier. He was a bald, young, well built guy who took no interest in him until he looked at the videos and then him. A sly grin slid across his face as he leaned forward on the counter. "How would you feel about getting dressed up and cleaning my house?" "No, just the videos please." He was filled with weird sensation at the prospect of being alone with him. "OK, sure." he shrugged as he rang up and bagged the DVD's. "Enjoy." he said as he handed over the bag and winking at him. He fought the urge to run from the store after taking the bag. His heart was still pounding as he made his way to get a thank you card and gift. Only then did he fully realize what the guy behind the counter wanted. His mind was racing. So far from his comfort zone. Yet there was no turning back now. He was hers. He had willingly stepped into the abyss. After finishing up his last task he returned home to find her sitting in the living room, dressed in her work clothes. "Show me what you got and get undressed. We don't have a lot of time." Confused he gave her her phone back, the bag with the videos and the sealed envelope. He then began to strip off his clothes and show off his lingerie. She put the envelope in her purse and looked at the pictures and video on the phone. "Very nice. Fine job." She looked up to see him standing there in nothing but his new undies. "OH! Hold that pose!" She then snapped a couple of more pictures of him. She then picked up the videos. "Oh, this will do nicely. Just like the stuff you look at online." she remarked as she opened the cases. "Who's this?" she said as she held up a business card with a phone number on the back. "A secret admirer?" "The cashier wanted to take me home and clean his house." he replied, totally embarrassed. She put the card back in the case. "Get your shoes on and put my bags in your car. I'm running late and I'll explain everything on the way." He bent down and picked up his pants. "No, no, no!!! Just your shoes!" He cringed as he slipped on a pair of sneakers, picked up her bags and walked to the door. She picked up her purse and followed him out. She waited patiently by the car as he put her two bags in and locked up his house. He then opened her door and helped her in. She broke the silence shortly after leaving his driveway. "Sorry, but the airline called and I have to leave you early." "If. . . But. . . When? . . I mean. . ." "Shh. . . Don't worry I'll be back. How soon though depends on what's inside the card you got me. OK." He swallowed hard think if the gift card was enough. His mind was racing. "But what about. . ." "Will you please let me finish." The silence made him fidget in his seat. "Good. That stays on until I get back." She reached over and patted his cage. "Secondly, How much relief you get also depends on the contents of the card. I could be back in a day or two. Maybe a week. Perhaps a month, but I doubt that right?" she shot him a seductive gaze. She opened a small case about the size of a CD case as he pulled up to a stop light. "As you can see I've got quite a few people vying for my attention." He looked over to see each page had a number plastic pouches on each side. Each with a key and small card in them. She flipped to a blank spot and put in a key and a card with the city and his phone number and the number 33 on it. "Welcome to my rewards program Number 33." She reached over and pinched his cheek, then pointing to the road. "Green light. Anyway, if I'm going to be in town I'll call you with instructions as to where and when to pick me up. If you're late then I guess you'll have to wait until I call you again another day." "What if?. ." "Hold on. You'll also get instructions from me now and again to do things for me. Which you'll be more than happy to do for me. Right?" He nodded in silence. "Some will be videoed and photographed. You'll save it on an online storage account I created for you. Now should you fail to do something or upset me you'll be punished. Just remember I have access to all of your online accounts and all of you phone contacts. You get the point right?" "Yes, but what about my. . . I mean what if I want to date someone?" "I've dealt with that and in fact I'm going to deal with a situation like that in few days. So don't worry. We'll cross that bridge if we get there." The car pulled into the airport entrance and she directed him to her area. "Lastly, no cheating I'll find out. Also if you decide to back out and pretend that this was a cute little experiment on your part think again. . . I say when we're done. Understand?" He stopped the car and looked at her. "Yes. I understand." "Good now poop the trunk." She flipped his cell phone onto his lap as she got out of the car. He sat there mortified that someone would notice the man dressed in panties and bra behind the wheel. It seemed like forever as she got her bags out of the trunk. She walked into the terminal without turning around and he drove away his mind trying to sort out what had just happened to him today. His phone rang about five minutes after he left the airport. He glanced down. 'Restricted.' "Hello?" "Hi 33. It's me. Just wanted to know what you're going to tell the police if you should get pulled over on the way home with no licence plate on your car." "What?!?" "Don't worry I put it in the trunk. . . See you soon. Drive carefully." The line went dead. He drove for the next forty minutes in utter fear. He backed his car into his driveway and ran inside as fast as he could. Peeking out the window he saw that the plate was right where it should be. He collapsed into his chair and dropped his head into his hands thinking what had he done. Meanwhile on a plane at about 10,000 feet above him she was busy sending a text. "Hello 26. My flight lands in three hours. Be at the bar in concourse A."