5 comments/ 86689 views/ 11 favorites Dominating Ken Pt. 05-08 By: oneguy4fun PART V TEASED AND ENTRAPPED! Monday evening Kareena logged on and was delighted to see an e-mail from Ken. She had instructed him not to write until her present arrived and she knew that it had not arrived. She was curious as to what he had to say. She wasn't even halfway through the e-mail and her pussy was hot and beginning to dampen. It was obvious that Ken was excited and even proud at completing her assignment. His e-mail rambled on like a giddy girl. He seemed to be getting increasingly aroused from her assignments of dressing like a girl. The fact the he skipped work because he could not concentrate indicated to Kareena that his thoughts were being consumed by her and that he was losing control of reality. The fact the he almost lost control of his cock when he was dressed in pretty lingerie and staring at himself in the mirror, indicated that he was more accepting of being a girl. She knew this change in attitude was a direct result of her control and continued teasing and manipulation of his mind and body. He was willing to do anything for her and this power thrilled her and aroused her. Kareena unzipped her pants and snaked a finger into her needy pussy. Slowly she played with the folds of her pussy while she read Ken's e-mail. He described Jen as "young, brunette, and average height." He guessed her bra size to be a 36C. Kareena laughed out loud when she read how Jen called him a sissy boy when she figured out he was shopping for himself. Kareena was glad that Jen was a good sport and played along with the assignment. She imagined that Ken must have been totally humiliated at being caught red handed by a young girl. Her pussy gushed with excitement. Kareena imagined the scenario and pushed three fingers into her wet hole. Her fingers found her hard and swollen nub and she teased it. Soon she was humping her hand with deep thrusts. Her shirt was off and she was squeezing her nipples. She thought about how she was turning into a goddess to Ken and that he was her boy toy. She controlled his thoughts, emotions, and his cock. She could not wait for the weekend to come because that was when she planned to take stronger control of his life. She was carefully weaving a web that Ken would not be able to escape. By Friday night her prey would be entrapped and at her mercy. Kareena moaned in wild abandon as a powerful orgasm shook her body and mind. After a few minutes Kareena's mind cleared and she returned to her e-mail. There was plenty of toying she could do with Ken from the information he provided. Kareena couldn't wait to talk to him online but she did not want to waver from her original orders.. She sent an e-mail. "Hi sissy. I know you're checking your e-mail every 5 minutes awaiting my reply. I know your pulse quickened and your little cock twitched when you saw my name in your inbox. You are excited for me aren't you slut? Well listen up sissy. I said no e-mails until you receive my gift. Do you have problems with instructions??? Maybe I should punish you? I guess you were too excited from dressing up in all those pretty things and you just had to tell me about it. You are turning into quite a whore. I must see a picture. Send me a picture right away! No words, no messages. Just send me the picture. I'm waiting...." Within 10 minutes Kareena received Ken's pic. She smiled to herself at how well she knew Ken. She figured he was waiting to hear from her. Kareena viewed the pic and at first laughed at the sight of a grown man dressed like a pretty slut with glossy pink lipstick. His hard cock protruded obscenely from the red panties. As she stared at her slutboy her pussy tingled and she became overwhelmed with horniness. She realized that she had taken an ordinary guy and taken control of him to the point that he was willing to do anything for her. She had eased into his mind and controlled not only his thoughts, but also his wants and desires. Kareena had taken Ken's natural desires for sex and orgasm and played with them, teased them, and manipulated them to the point that Ken wanted to do anything to please her. Whatever Kareena desired, Ken wanted to do and that is why Ken wanted to dress like a girl. This was true power and domination. Kareena was surprised and delighted at how intensely aroused she became. This strange new arousal took a hold of Kareena and fueled her need for more control. It took all her strength to hold back from playing with him. She had to be strong and let him know that he must follow orders. She decided to end the conversation, but not without a little fun. "Well darling, I did say no e-mails until my present arrived and I did mean that. I will forgive you since you did such a great job at buying the lingerie. Tonight I want you to sleep in your new whore outfit. I want you to feel like a cheap whore when you wake up tomorrow. I bet your pussy will be swollen and needy in the morning. You may remove the bra for work but you must wear the garter belt, stocking and panties, got it? Are you sorry that you e-mailed me now slut? Can you handle it? Don't answer whore....just do it! Go to bed now and e-mail when my present arrives. Ken's cock twitched at the thought of being a cheap whore. He was disappointed that Miss Kareena did not want to talk but he did not dare to reply. Ken logged off and went to bed as ordered. He did not sleep much because he was extremely aroused from the lingerie he was wearing. He stroked his cock off and on through the night. When he awoke he the morning his panties were damp from precum and his boy pussy was swollen and needy just like Mistress Kareena said it would be. He didn't know how he was going to make it through a day at work. Ken was not sure if the garter belt was visible through his clothes. He didn't think it was visible, but he wore a sport coat just in case. Anytime he got up and walked at work he could feel the garters tugging on the stocking and he could feel the stocking rubbing against his legs. He was a walking erection for most of the day. On his way home he checked his PO box and was disappointed to find it empty. Wednesday was just as torturous for Ken. He was starting to fall behind on his work because he could not concentrate. He even found himself feeling submissive to other female managers. When he was questioned by one female about a design that was due to her, he instinctively diverted his eyes downward and replied, "Sorry ma'am. I'll get it done right away ma'am." The manger looked at him strangely and walked away amused and feeling somewhat empowered from his response. On his way home he checked his PO Box and his heart leaped in his chest when he saw the package from Mistress Kareena. It was a small brown box. He stared at it for a minute, thinking that this package would probably bring him great pleasure. It would bring him closer to his Mistress. Ken flipped the package over to look for a return address, but none could be found. Mistress Kareena was too clever. Ken quickly walked out of the post office with a raging hard-on. He rushed home to his computer and logged on. His heart pounded and his cock twitched as he typed. "Hi Mistress. It's here! Your package has arrived!" Kareena had been waiting for his e-mail. She too was excited and she knew the package would be there on Wednesday. Kareena had left work early to prepare for this moment. While she waited, she had been looking over the pics of Ken in his panties and lingerie. She viewed the video clips of her puppyslut and she read some of his past e-mails. By the time his e-mail arrived she had already brought herself to an orgasm. It would not be the last orgasm for the night Kareena was ready for a little fun with her slut. It was time to exert her power and show who owned him. She wrote back. "Mmmm. you looked so pretty in your slutty lingerie darling...and your cock was so hard. You're enjoying this aren't you?" Ken was excited and looking forward to some fun. He wasted no time to reply, "Thank you. Mistress. I am enjoying this. I'm really horny and want to cum so bad. I am wearing my new outfit right now." "So you like your new lingerie, don't you? It's so pretty and feminine. It's fun shopping for lingerie for yourself isn't?" Ken was dying to see what was in the box. He wanted Mistress Kareena to tell him to open it right away. She was teasing him and building up his anticipation. Ken thought about her question. He was still threatened at losing his masculinity but he was beyond denying his feeling with Kareena. "Yes. It is fun. There are so many pretty things to choose from." "That's good princess. Now you are starting to realize how great it is to be a woman aren't you?" "Yes. You are lucky." "I know princess and you are lucky to have me here to teach you about being a woman. I mean that's what you want isn't it?" "I...I don't know. I just want to please you." Kareena replied back with a copy of the picture he sent on Monday. "Come now princess. See how hard your cock is in this picture. I could tell you were so excited from your shopping trip. You can admit it to me darling. You like being like a woman, don't you? Don't worry, it will be our little secret. Say it out loud, write it back to me in an e-mail - Women are superior and I wish I was a woman." Ken was under Kareena's spell. He stroked his cock while he said the words. He replied, "Women are superior and I wish I was a woman." "That's good princess. You're getting there. Even the sales clerk could tell you were a sissy. You must be a natural. You must have been so excited to have someone there to share your dirty secret with. It was exciting having her there to help you pick out girlie things, wasn't it." Ken's mind was reeling with erotic thoughts and excitement. He was amazed at how well Kareena knew his emotions. It was as if she had been there on the shopping trip. He confirmed her assumptions. "Yes it was very exciting. She had me try on the lingerie before I purchased it and she made me wear it home. I felt so horny and naughty wearing it." "You are naughty dear. I like that about you. You look so pretty. I think we need a more feminine name for you. Wouldn't you like it if I came up with a nice pretty name for you?" Ken was feeling very girlish and submissive. The idea of having a girl name from his mistress seemed so perverse and kinky. He knew she wanted him to have a girl name and that made him excited. "Yes mistress please give me a pretty girl name." "I think Kimmee sounds cute don't you? Are you my little Kimmee?" Ken's body shivered in delight at his new girl name. A special name given to him by his mistress. "Yes, if that is what you want mistress. I am your little Kimmee. Kimmee wants to please you." "Kimmee, are you stroking your girl cock for me?" "Yes. I am so horny and I really want to cum. My balls are swollen and they ache. Please let me cum mistress. I'll do anything to cum!" "Your balls are full of cum? It's only been a few days since you last had release. Prove it to me darling. Send me a picture.....and make sure you're wearing my cock and ball strap. I just love to see my name attached to MY cock and balls. They are mine to do with as I please. Hurry now Kimmee... I'm waiting..." Ken did not have the harness on at the moment so he rushed to put it on. He fumbled with the straps for a few minutes, trying to get it on. It was difficult because his cock and balls were swollen from the prolonged teasing and excitement he had been experiencing over the last few days. The harness created a wonderful tightness feeling to his balls and made his cock feel extra hard and sensitive. His cock was already dripping cum. Ken quickly took a close-up picture of his crotch, ensuring the nametag was clearly visible. He emailed the photo and received a quick reply. "Switch to Instant Messaging dear. Hurry now." Ken logged into IM and was immediately greeted by Miss Kareena. MK> "My...my they do look full of cum. You are such a horny girl. I suppose you do need some relief. Are you ready to be slutty for me Kimmee?" KEN> "Yes. I will be slutty for you. " MK> "Well then I'll give you some relief. Don't get too excited because you're not allowed to cum...at least not from an orgasm . I want you to save that pleasure for a special occasion sweetie. Tonight I'm feeling playful. I'm going to tease you and milk out your cum little by little. Can you handle it?" Ken's cock was already twitching from excitement. He was ready to play and do whatever she wanted. KEN> "Yes. I can. I'll be a good slut for you." MK> "Of course you will. Go get your cock shaped dildo. Let me know when you are ready." Ken was nervous about what he was getting into but he was too horny to think about it. He rushed into his room and grabbed the dildo. KEN> "I'm ready" MK> "Good. Put it to the side for now. You may open my present and take out the bag. Do not open the inside box. Tell me what's in the bag slut. Start stroking your cock. Tonight you are my whore. You will do as I say and no cumming. Got it?" KEN> "Yes. Ma'am" Ken couldn't move fast enough. He ripped open the box and pulled out the plastic zip lock bag from Kareena. KEN> "It's a pair of panties. Are they yours?" MK> "Yes they are slut and I wore them one night when you were being nice and naughty for me. Take them out of the bag and feel how damp they are sweetie. Smell them....inhale your mistress's scent." The zip lock bag had sealed in Kareena's juices. Ken's fingers traced the damp silk. He imagined Kareena's pussy pressed against the crotch. He stroked his cock and moved the panties to his nose. Her scent was strong and pungent. Ken was close to loosing control. His computer beeped and pulled him out of his erotic trance. The incoming message contained two pictures of a woman dressed in a leather half bra and a leather corset. She had a whip in her hand. The first pic showed her standing with her tits and pussy exposed and she had a dominating expression on her face. The second pic showed her bent over with a close-up of her ass. MK> "These are pics of a beautiful mistress. For the purpose of tonight consider it me. Put my panties on your face. Make sure the crotch is right at your nose. Stare at me and give me slow and firm hand over hand strokes from the top of your cock down to the base. Do this for 1 minute and await further orders." Ken did as instructed. It felt incredible. The fact the he was wearing his mistresses damp panties on his face added to his excitement. He had to fight hard to control his urge to cum. As he stroked more messages came through from Miss Kareena MK> "That's good..stroke it for me baby. Stare at my tits..." MK> "My pussy is hot and wet knowing that you are my little whore. I'm fingering myself just thinking about it. Too bad you're not here to help me." Kareena's words heightened Ken's arousal. He was having a hard time concentrating. When his minute was just about up another message came through.. MK> "Okay Kimmee, my naughty whore. Stroke just your cockhead with just your forefinger and thumb. Short quick pulls. Keep doing it until I tell you to stop. Ken did as instructed. Cum started to leak out. He was getting worried that he wouldn't be able to make it without cumming. MK> Use your forefinger and rub the tip of your cock. Use it to massage your precum into your cock head. Get it nice and shiny for me. After about 30 seconds of this Ken felt like he was going to explode. He was thankful for the next message. It was as if Miss Kareena knew his limits. MK> Hands of now slut! Is your cock head nice and shiny. How aroused are you Kimmee? 1 = not all and 10 = ready to orgasm. Where are you on the scale. KEN> My cockhead is very shiny. This is great but I don't think I can last much longer. Can I please cum? Please! Please! I'd say I'm at a 9.5. Kareena chuckled. She knew he was on edge. She was close to orgasm herself. She was enjoying the sexual torture. MK> "We have a long way to go princess. We better get your mind off that silly cock of yours. I want you to suck the cock dildo. Suck it nice and hard for me. Imagine that it is strapped to me and you are sucking me off like a good little whore." Normally Ken would protest having to suck a fake cock because it was a big blow to his masculinity. However, he was so charged up and aroused and he needed to calm down. Miss Kareena was right that it would take his mind off his cock. At least that's how Ken justified the need to suck cock. Slowly he pushed the rubber cock into his mouth. He was surprised at how flesh like it felt. He could feel the veiny texture slide across his lips and his tongue. More messages poured through MK> "Suck that cock Kimmee.... Push it all the way down darling. If you're a good whore I might let you cum tonight." Ken obeyed her in hopes that he would be able to cum. He pushed the dildo deep into his mouth MK> "That's it sweetie. Suck it hard...I like noisy blow jobs...are you slurping? That's what I like to hear darling." Ken acted as if Miss Kareena was in the room with him. He slurped and sucked at the cock. He felt slutty and submissive MK> "How's your cock Kimmee? Soft yet? Where are you on the scale?" Ken calmed down but his cock was still hard. Acting like a whore for Miss Kareena was keeping him hot. KEN> "I'm still hard but not as aroused. About an 8." MK> "I guess you like sucking that cock darling. It makes me so hot knowing that you are being such a whore for me. You may put the cock down for now. I want you to sit in your chair and put your feet up on the desk. Spread them wide and pull your thong to the side so that your pussy hole is facing my picture. I want to see that pussyhole. Let me know when you are ready." Ken's heart pounded hard. He did not know what to expect. He got into position. His asshole seemed to tingle with anticipation. KEN> "I'm ready" MK> "Such a tight virgin hole. Take your left forefinger and lightly trace the rim of your ass. Feels good doesn't it slut?" Ken traced his asshole and the sensation sent shivers through his spine. KEN> "Yes. It's incredible." MK> "Stare at my picture and keep teasing your pussyhole like a good little whore. I'm watching you slut. Stroke your girlcock with your right hand. If any cum leaks out, I want you to rub on your belly." Ken felt naughty and dirty from playing with his ass and cock. He imagined it was Miss Kareena that was there licking his pussyhole. The combination of sensations were mind blowing. KEN> "I think I'm going to cum! Please let me cum!" MK> "NO! Stop stroking. Stand up, bend over and stare out my ass. Finger your asshole while you do this. If any cum leaks out rub it on your chest or stomach. Do this for 2 minutes. That should calm you down." Ken was so close to the edge and he could not think straight. He was completely under Miss Kareena's control. Like a mindless robot he bent forward, stared at his computer screen and carried out her commands. He imagined Miss Kareena being right there in front of him. Ken pushed his finger gently into his ass. His hole was hot and tight. Slowly he fingered his ass. As he did this cum started dribbling out of his cock. He used his other hand to catch it and rub it on his belly. After 2 minutes another message popped up. MK> "Sit back down slut and stroke your cock fast for me. Bring yourself to the edge and let me know when you are there. Rub any leaky cum onto your chest" For the next 20 minutes this scenario occurred over and over again. Miss Kareena made Ken stand up and finger his ass then sit down and stroke his cock. She was essentially making him milk his cum out. Cum continually oozed out of his cock and Ken collected it in his hand and rubbed all over his body. She ordered him to rub cum on his chest, nipples, stomach, and inner thighs. After 20 minutes his body was covered in sticky cum. The whole room smelled of cum. Dominating Ken Pt. 05-08 Finally, Mistress Kareena directed him to her other present. MK> "You've done well Kimmee...my little personal whore.....mmmm such as slut all covered in cum. I just love how you obey me. As a reward you may take out the brown box and open it darling. Let me know when you are ready." Ken anxiously pulled out the box and opened it. He was confused at the contents. There were 4 fairly large plastic rings, a curved clear plastic tube, a small tube of lubricant and a brass padlock. He did not know what to make of it. He had never seen anything like it before. KEN> "I am ready Mistress." MK> "Do you know what it is?" KEN> "No..It looks like something for my cock, maybe?" MK> "Good guess darling. You are right. You are going to be thanking me for this gift. It will help you control that naughty cock of yours. Would you like to try it on for me sweetie. A little begging would please me." Ken was unsure of how this strange device could help him. His mind and body were so overloaded with excitement that he didn't want to think about it. He just did what he knew Mistress Kareena wanted. He begged to use it. KEN> "Please Mistress, let me put this thing on my cock. Please show me how I can control my nasty cock. I'm soo horny. I need something to help me control my cock. Please!" MK> "Verrry nice princess. I love to hear you beg to me like that. You are losing control and you need me to help you. I like that slut. I like to control you. Here's what you need to do: Try on the various rings around the base of your little pee pee. Find one that fits nice and snug, but not too tight. Let me know when you are ready." Just from looking at the 4 rings Ken could easily tell that one was too big and one was too small. He tried on the two remaining rings. He fumbled around with getting the rings on and off and this caused precum to drip from his cock head. He scooped it up and added it to the stickiness on his chest. The rings were tight and made his cock feel extra hard. Both rings fit snugly. Ken was eager to please so he chose the tighter of the two rings. Ken> "O.K. Mistress. I have a ring on my cock. My cock is so hard right now." MK> "You're doing great Kimmee. Now comes the hard part. You need to slide the plastic tube over your cock and attach it to the ring. You're probably wondering how to get your hard cock into that small tube, huh? Then again you have such a small girl cock it shouldn't be that hard to do (LOL!). Well sissy boy...even though you have that girl cock you need to make it shrink a little. Can you do that for me baby?" Ken's cock was extremely sensitive and on edge from all the teasing. He didn't think he could make it go limp. Then he thought of an idea. Quickly he typed his response. KEN> "I don't think I can do it. I'm so horny from your teasing Mistress. If you let me cum, I can probably do it. That would be great if I could cum. Please let me cum!" Kareena chuckled at his thought process. She wasn't going to let him off that easy. MK> "Nice try slut. Always thinking about cumming. I just love to hear you whimper and suffer for me. Show me your true devotion to me. Show me how much you need me. I want you to reach down and squeeze your balls as hard as you can. If that doesn't work find a shoe and slap your balls hard until your pathetic cock shrinks. When it shrinks, apply some lubricant to it and slide that tube on. You have 5 minutes! Ken cringed at the thought of squeezing or slapping his balls but he knew he had to do it. It was the only way he could get his cock to shrink. He was devoted to Mistress Kareena and he wanted to please her so he did as instructed. He cupped his balls, counted to three and then squeezed as hard as he could. The pain shot through his groin and into his gut. Ken groaned in agony and doubled over in pain. After about a minute the pain dissipated and he was left with a semi-limp cock. Ken applied the lubricant to his cock. The slippery liquid felt amazing on his sensitive cock and it started to grow again. Ken panicked and quickly grabbed the cock tube and started sliding it over his cock. His cock was growing fast and he pushed it into the tube hard. His cock swelled against the solid tube causing pain to shoot through his groin again. After a little more wrestling and pain, Ken managed to get the tube on and attach it to the cusp around the base of his cock. It was tight and a little uncomfortable. His cock began to swell against the hard tube and he tensed in pain. His cock took the hint and shrunk back down. Ken was beginning to understand the purpose of this contraption. KEN> "I have it on Miss Kareena. It's tight around my cock and a little painful. It makes it impossible to get an erection." MK> "Well done slut. You'll get used to it and you'll learn to love it. No erection, huh? LOL. That's right, that naughty cock of yours needs to be caged and controlled all the time. This will help you think better and concentrate at work. That's what you want right? I mean I don't want my little slut to get fired from not doing his work." Ken thought about her words. At first he panicked because she was implying that he was going to wear the device all the time. He didn't know if he liked that idea. Then he thought some more and realized she was right. He needed to control himself at work. Lately he had been walking around all day at work with an erection. He was always avoiding people and he was not very productive. Suddenly the idea of wearing this contraption seemed great. He wanted to wear it for his mistress. KEN> "You are right mistress. I do need control. Thank you for this gift. I will get used to it." Kareena was excited by his response. He was accepting the chastity device a lot quicker than what she anticipated. Taking full control of Ken was going to be easier than she thought. He was already a hand puppet for her. Kareena new that she could make him do anything. Her pussy quivered as her power and control of Ken increased. Her pulse quickened as she began her next set of instructions. MK> "You are to wear it every day, all day got it?" Ken> "Yes Mistress." MK> "You can even pee with it on sweetie. Notice the tube is curved downward so you must pee sitting down, just like a girl. LOL. You are turning into such a good girl for me aren't you? Does Kimmee like being my princess" Ken's cock twitched at the thought, but then instantly grew flaccid once the pain set in. He was intrigued at his new contraption. Ken> "Yes Mistress. I am turning into a good girl for you. I like being your princess. I like wearing panties and lingerie for you. Kareena was enjoying her mind game with Kimmee. She was about to wrap it up for the night but then an idea popped into her head. MK> "Tonight you are far from a princess. You are my whore and I like that to. You need to be paid for being such a good whore. Do you have any $1 bills? Go get them and tell me how many you have." Ken fished six $1 bills out of his wallet and let Miss Kareena know. Miss Kareena instantly replied. MK> "I think you earned about six dollars tonight for you sluttiness. Take 3 of the bills and stick them between your bra cups and then put one on each side of your panties and stick the last one under your thong strap. Mmmm. Now you're my stripper whore. You like that don't you." Ken inserted the bills as instructed. He felt slutty and a little randy. His cock pushed against the tube from excitement and then shrunk back down from the pain. His new device was going to take a lot of getting used to. KEN> "Yes Mistress I feel naughty for you. My cock keeps trying to grow but this device is stopping it. It's a little painful." MK>"Good. It's working then. You've got to learn to control that cock and suppress those urges.. After all, if you're going to be my princess girl you can't be walking around with a hard-on, right? Can you deal with the pain sissy or should I find another slut?" KEN>"I can deal with it Mistress. Please don't find another slut!!" MK> "Good. Now I want you to go right to bed Kimmee. Do not change your clothes, do not take a shower and do not remove your money! I want you to feel like a cheap whore when you wake up tomorrow, got it?" KEN> "Yes mistress. I will go right to bed." MK> "one last thing slut....see the padlock in the box? I want you to lock it onto your chastity device and I want you to hide the key at home somewhere. You are to wear the device tonight and all day at work. Leave the key at home so you don't wimp out on me! Let me know when your done." Ken stared at the padlock. His heart thudded in his chest. The idea of locking up his cock seemed so permanent. She called it a chastity device and that seemed to make it even more intimidating. Ken did not realize chastity devices for men existed, nor did he realize he was wearing one until Miss Kareena referred to the contraption by it's real name. He picked the lock up a looked at it. A small key was sticking out of the lock. Ken's worries subsided a bit when he realized he had the key and could open the lock if needed. Now the thought of being locked up for Miss Kareena seemed thrilling. Ken pulled the key out and snapped the lock onto the device. His whole body shivered when the lock clicked. His cock was trapped like an animal. Miss Kareena was going to tame him and he welcomed her training." Ken> "Okay. I'm locked up Mistress." Kareena screamed out loud, "yes!" It was a triumphant scream. She had captured her prey. Her plan was coming together perfectly. Her pussy quivered and her body shuddered because now his cock was hers. Ken was entrapped and at the mercy of Kareena. Ken did not know just yet what he had gotten himself into. The key that accompanied the lock was a dummy key. It would not open the lock. His cock was caged and could only be freed by Miss Kareena. Without him knowing it, Ken had just committed himself into slavery for Miss Kareena. Kareena knew that he would love it once she dominated him in person. She could not wait until he discovered his helpless bondage. She could not wait to take physical control of him. She was bubbling with excitement at her new control. For now she had to hold back a little. She gave a few orders and signed off. MK> "Very good slut. You will learn to love you chastity device. It's a pity you can't do your masturbation routine with it on. I know how much you loved that (*smiles*), but now you are Kimmee and Kimmee is moving on to better things. In place of your masturbation routine I want you to take your cock dildo and kiss it all over. Put a lot of lipstick on and get that cock covered in pink. Kiss it like a whore for 5 minutes, then I want you to lick that cock and suck that cock until it is nice a clean. Repeat this process again and again until your ½ hour is up. Goodnight my cum covered slut! Check in with me tomorrow night." Ken felt like a whore and he was a excited about his new morning routine. It was so perverted that it aroused him. He logged off and went right to bed as instructed. Ken thought about his situation for a few minutes. He was in bed in a red bra, panties, garter belt, and white stocking. His body was covered in his sticky cum, dollar bills were stuffed in his bra and panties and his cock was locked up in a chastity device. This was not the Ken he knew. In his mind he struggled with the feminine aspect of his domination. He was enjoying dressing in all the pretty clothes and being a whore and princess for his Mistress. He couldn't believe that he was actually looking forward to his new morning routine. His manhood was fading away and being overcome by a feminine force. In a matter of weeks Miss Kareena had transformed him from a typical guy into a slutty girl. Ken drifted to sleep with these thoughts and unaware of the fact that his life was going to change drastically in just a few days. DOMINATING KEN PART VI – THE EROTIC JOURNEY TO HIS MISTRESS Thursday morning Ken was awoken from the sound of his alarm. He rolled over and felt the tightness of the bra around his chest and was quickly reminded that he was dressed like a whore. He looked down at his garter belt and stockings and was impressed at how sexy they looked. His cock began to stir and swell until it pressed against the chastity device. Ken groaned in pain. The realization that he was wearing a chastity device sunk in. He was horny and knew that controlling his urges was going to be hard. Half asleep he wandered into the bathroom. In the mirror he noticed his chest hair was matted down from all the dried up cum. His left stocking had a large runner that went the length of his calf muscle. Ken chuckled at himself with dollar bills hanging out of his bra and panties. He even turned around to admire the one stuck in between his ass and thong strap. Mistress Kareena's words echoed in his head, "I want you to feel like a cheap whore when you wake up." Ken did feel like a cheap whore and the thought caused his cock to swell again. Once again he grimaced with pain until his erection gave away to the solid chastity device. Ken was about to pee standing up, but then he stared at the curved tube over his penis and realized that it would be impossible to do without making a mess. Like a girl he sat down and peed. He was surprised at how easy it was to pee with the device and how well he slept with it on all night. It was very snug and maybe a little too tight. Ken realized that he probably should have chosen the larger clasp to go around the base of his cock. He decided to keep the smaller one on until the evening. He did not want to disobey his Mistress by unlocking his chastity device. As instructed he pressed a thick layer of pink glossy lipstick on his lips and pulled out his cock dildo. He stared at the dildo and thought about how crazy things had gotten with him. He thought about putting the dildo away and not sucking it as instructed by his mistress. Ken kneeled in front the full length mirror on his door. He stared at his slutty image and his caged cock. The thought of stopping all the craziness and perverseness lingered in his mind. As he stared at himself a strange power seemed to invade his thoughts. Maybe just one lick won't be bad, he thought. Slowly he raised the cock to his lips. He kissed the tip of the cock, pressing his lips into the rubbery flesh so that his lipstick would transfer onto the cock. He stared at the pink oval and thought that it looked vulgar and a bit erotic. Again he firmly kissed the cock head. He imagined it was Miss Kareena that was wearing it. Her magic was overpowering him and he stared at himself in the mirror and tried to be as sexy as possible by giving slow firm kisses. After 5 minutes Ken's thoughts were a distant memory. He was Kimmee the whore....Kareena's dirty little whore. In 5 minutes the cock was covered in pink butterfly patterns and his cock was fighting the chastity device. He ignored the pain and began to lick off his lipstick. Ken licked around the head and took the whole shaft into his mouth. He imagined himself as Kimmee the whore who wanted to please her mistress. Kimmee closed her eyes and sucked on the fleshy balls and licked the veiny shaft. It was so vulgar and so wrong, yet he enjoyed the perverseness of it all. Before he knew it five minutes was done. He reapplied his lipstick and began the routine again. When a ½ hour had passed, Ken's mouth was tired and his cock was sore. He had a new respect for all the women that had sucked his cock. He was also satisfied with his new routine. He wished Mistress Kareena were there to see him. He knew she would be proud of Kimmee. Next Ken showered and headed to work. The chastity device was perfect for preventing erections and keeping his mind on work. However, a few times, just the knowledge of him wearing the chastity device excited him resulting in quite a few painful moments. Sometimes when he would stand up or walk he could hear the padlock jiggle against the cock tube. It was a subtle reminder of his imprisonment. Going to the bathroom was also easier with the device. There was no saran wrap to deal with and since he couldn't get an erection, he did not have to hideout in the stall until his erections subsided. Ken was equally impressed at how well the device conformed to his natural body. It was not noticeable under his pants. All-in-all Ken liked the chastity device and he was able to be more productive at work. When he arrived at home that night he instantly e-mailed Miss Kareena. His e-mail read, "Hello Mistress. Thank you so much for my present. I was in quite a bit of pain from all the 'potential erections' but I am learning to control my urges. I was able to get a lot of work done tonight. However, I am afraid I was a little too eager to please you and so I chose the smaller cusp for my cock. It is too tight. May I switch it to the larger one?" Mistress Kareena was waiting for his e-mail. She replied, "Poor baby. Is your cocky poo all sore? Your eagerness pleases me. You have been very good for me slut. Would you like to cum?" "Yes! May I cum, please may I cum!" Kareena's pussy was already getting damp. She could almost feel Ken's excitement. He was on edge and was thinking that he would be allowed to cum. The teasing was soo much fun for Kareena. "Yes my pet, you may cum. Unlock your chastity device and start stroking your girl cock. Do not cum until I say so. Let me know when you are stroking." Kareena giggled to herself when she sent the e-mail. She began to finger herself furiously as she thought about Ken trying to unlock the lock. His cock was probably swelling and trying to break free. The pain and pleasure combination was sure to be torturous for Ken. Kareena's pussy was so wet that her fingers glided in and out, making squishing sounds. Her sexual aroma filled the room from the erotic foreplay. She needed to be fucked hard. Kareena grabbed a large dildo and shoved it into her throbbing pussy. She imagined that Ken was fumbling with the keys and starting to panic. A few minutes went by with no response from Ken. Oh what a confused little girl he is right now, thought Kareena. She was now using two hands on her dildo. She stared at the screen waiting for his response. She pushed the dildo in and out of her pussy. Her pussy muscles flexed and squeezed the rubbery flesh. Finally the message came through. It was marked priority and the subject line read HELP! These four letters sent Kareena over the edge. Her victim was trapped and he knew it. Ken was dependent on her for release. This power and control put Kareena into an erotic high. She screamed and rammed her dildo deep into her throbbing hole. Her eyes closed, her back arched, and waves of pleasure rippled through her body. With sticky fingers Kareena opened his e-mail. She was insanely aroused at his pleading "Mistress Kareena, something is wrong! I can't get the lock open!! The key is not working. What should I do? Please help!!!" She had already crafted a response in her mind, but she waited a few minutes before typing. She liked the idea of Ken waiting in anticipation for her e-mail. Finally she sent him an IM. MK> "ooops. I must have sent the wrong key. Sorry." KEN> "Are you serious?? What should I do?" MK> "Maybe I can mail it to you. Can you make it through the weekend?" KEN> "(*panicking*) I don't know Mistress. I'm sooo horny and my cock is sore. I don't know what to do." MK> "Well then we can meet so I can give the key to you. It just so happens that I am in the Atlanta area. We will meet tonight, okay?" Ken's heart began racing. This was so sudden. He never intended for this relationship to go as far as it did. He never intended for a face-to-face meeting with his mistress. Part of him wanted to meet his mistress but part of him was scared to meet her. He was scared about what could happen between his mistress and him. He was scared for what he really wanted. Deep down he wanted the meeting to happen and he knew his life would not be the same if he did meet his mistress in person. He did not know what to do. His fingers aimlessly typed a reply. Dominating Ken Pt. 05-08 KEN> "I don't. I guess. I'm a little unsure about this." MK> "Unsure? Why?" KEN> "Well...I don't know. Just nervous I guess. A little afraid of what could happen. Afraid of where this could lead." MK> "You're such a sissy. You like what's happened so far, haven't you? I've brought you pleasure that you never thought existed, l haven't I? You're my little slut and you love it. Admit it!!!" Ken's heart thumped hard in his chest as he read her words. His cock swelled reminding him of how much he was enjoying his relationship with Mistress Kareena and reminding him of how much he needed relief from the cock tube. He was quickly seceding to her plan. Suddenly pic after pic of Ken was being sent to him. Ken pulled up the images of him dressed as a slut, a sissy, and a dog boy. He had forgotten how many pictures he sent her. Then a message came through from Kareena. MK> "See what a slut you are for me. You are mine and this is proof!!! This will lead where I want it to lead. I control you. I own you. You are my slut and you love it. Admit it sissy boy." Ken seemed to get more aroused at Kareena's bold statements and implied consequences of not obeying her. She had him by the balls and he loved it. In a short few minutes she convinced him that it was time to meet. KEN> "Yes. You are right. I am your slut. I can't help it. I want to obey you and I want to meet you. Where shall we meet?" Her dominance and manipulation over Ken was exhilarating. Mistress Kareena. was pleased that her plan was coming together. She decided to keep him in suspense for a while. MK> "mmmm. Yes sissy boy. I'm glad you came around. I knew you would because you are such an obedient boy. You need me slut. I like that. Tomorrow wear pretty panties to work for me. Also pack a bag with all your slutty toys and clothes. I want everything in there...panties, lipstick, dildo, collar and leash, etc.. Got it?" KEN> "Yes, mistress. Thank you." MK> "Good girl. Check your e-mail tomorrow afternoon for more instructions. Now get some rest slut. You're going to need it. And don't forget to suck cock tomorrow sissy. Lol. Practice nice and good for me." KEN> "Yes, Mistress. Good night." MK> "Good night Kimmee." The next day was a blurr for Ken. He woke up and sucked the dildo according to Mistress Kareena's orders. He picked out pretty purple panties to wear and he packed all his items into a small black gym bag. At work he could barely concentrate because he was too nervous and excited about meeting his mistress. He checked his e-mail every 10 minutes in hopes of getting Kareena's instructions. Finally at 3:00 the instructions arrived. Ken read them to himself. "Alright sweet slut...Just a few more hours and your cock will be free from its imprisonment. I bet you can't wait, huh? After work, go check your PO Box. You will find a package there. Open it and follow the instructions. I know you are excited about this...but do not act prematurely by leaving work early. Lol. You must wait until 5:00 before you leave work. See you soon sweetie." 5:00 seemed to take forever to arrive. Finally the hour came and Ken rushed out of work and went right to the post office. On the ride to the post office his body and mind were in emotional havoc. He was nervous and unsure of whether or not he should meet his mistress. At the same time he was excited and thrilled about meeting her. He had always fantasized about being dominated. The online relationship was fun and Ken was surprised at how far he had gone with it. The control Miss Kareena had over him was amazing. Ken knew that a real life situation would be incredibly more exciting. His experience with Miss Jen and Miss D were proof of that. In the past Ken never knew how to get involved with a real Mistress. He thought about paying for a professional Mistress but it was expensive and he never could get up the nerve to do it. Now he was being forced into a real situation and deep down he was glad that it was happening. This is what he wanted. He parked at the post office and nervously went in. Inside his box was a padded yellow envelope addressed to him. He scanned the package for a return address but there was none. He laughed too himself thinking that would have been too easy. Ken also noticed the postmark was from his post office. He realized that she must have dropped it off in person earlier in the day. His heart thudded with excitement, knowing that his owner was close by. Ken tore open the package as he walked to his car. Inside was a tape cassette a pair of white silky panties in a ziplock bag and a typed letter from his Mistress. Ken sat in his car and read the letter for Mistress Kareena. "Hello princess. Get ready for some fun. Put the tape into your tape player and follow the directions exactly!." Ken pushed the tape into the player and for the first time heard Miss Kareena's voice. It was soft, slow and sexy. Ken's cock swelled against the cock cage from the sweet melody of her voice. Soft and subtle background music complemented her voice. It was a classical melody that enhanced her sensual voice. "Hello slut! Hello Kimmee. By know your cockypoo must be pushing against its prison, desperate for freedom. Don't worry it will be free in just a little while. Follow my orders and you have nothing to worry about. First, take the white panties I left for you as a gift and hold them in front of your face...." Ken immediately reached for the panties. He looked around to make sure no one was watching and then he held them in front of his face. He could tell they were expensive. They were silky and lacey. Very pretty. "....While you're doing that, let me tell you a secret. I am actually wearing those panties right now sweetie. Mmmm. that's right princess. When I recorded this tape earlier today I had on those pretty panties that you are holding in your hands right now....." Ken couldn't control his excitement, knowing that his Mistress was wearing the panties earlier. He endured the pain of his cock pressing against its cage as Mistress continued the teasing. "....Spread open the crotch and take a look at the wet spot.. Mmmmm (*moans and deep breathing*). That's a sign of how much fun we are going to have. I'm going to have a few orgasms by the tine this tape is through, but your not (*laughter*). Now put my panties up to your nose and smell me. Mmmm. Smell my strong woman odor. It's nice and fresh...from just a few hours ago. O.k. panty boy open your mouth and put them in. Come on now....hurry up darling. Taste my wetness. Taste my excitement. Mmmm. I taste so good don't I?.." Ken was following all her orders. Her smell was strong and delicious. The panties were soaked and he easily sucked in some of her juices. He could not wait to taste her pussy in person.. "...Alright my little pervert princess. Keep those panties in your mouth and start-up your car. Let's go for a fun erotic ride (*laughter*)." For the next hour Mistress Kareena teased Ken in his car. She teased and verbally abused him. It was obvious that she was playing with herself because there was constant moaning and groaning in between her orders. Sometimes she just instructed Ken to drive and listen and she would moan and play with herself and describe what she was doing. Ken could hear the squishy sounds of her fingers plunging in and out of her slick pussy. This was driving him completely insane with erotic excitement. Throughout the drive she instructed him to do various tasks such as pick up a case of beer, buy dog treats for her puppyslut, and buy a bottle of wine. While Ken was on his mission, Miss Kareena decided to stop by the adult store where Ken had done all his shopping. At first she wanted to follow Ken around and make sure he was doing everything as ordered. However, she thought it would be more fun to visit the adult store and try to meet the salesgirl he had been dealing with. She also thought it would be fun to have her princess boy stop by the store and pick up a butt plug while she was there. She could check him out without him even knowing it. Mistress Kareena chuckled to herself as she thought how twisted and fun the idea was. She entered the store figuring she had about 45 minutes before her princess slut boy would be coming. In the store, Kareena suddenly felt nervous. When she planned everything it was thrilling and in her mind she was the confident mistress playing with her toyboy. Reality was that she had never done anything like this before. She was about to meet the salesgirl who knew about Ken. It would be her first in-person conversation with someone about her sissy boy. Kareena's thoughts were interrupted by words from a beautiful young sales girl, "...hi may I help you find something." "uh. Hi. Well, yes. Actually, I'm looking for Jen." "That's me. What can I help you with?" Kareena stuttered a bit but managed to inform Jen who she was and that she had sent Ken into the store a few times to buy slutty items. Jen's listened patiently and then confidently responded, "Oh yes. Kenny the sissy boy. He's such a great sissy boy. You've done well with him." "Thank you. He is great. I'm glad to hear he's been following my orders." "Oh yes. He even told us he couldn't cum. The poor boy. I thought he was going to explode when we dressed him up the other day." A look of surprise crossed Kareena's face. "Dressed him up? What do you mean?" Jen knew that Ken had not told his mistress everything that occurred. She was a cunning and conniving seductress. She was enjoying getting him into trouble. She explained everything to Kareena. "When you sent him in to buy panties and stockings he was like a lost puppy trying to figure out what to get. It was so cute. My assistant and I gave him a little help. We took his measurements and then I helped him find the lingerie that you ordered him to buy. I also picked out several other slutty outfits for him to try on. You would have been proud of him. He looked so cute dressed like a sissy and he was so aroused from it all. You're lucky to have such an obedient sissy boy." Kareena was unsure how to react. Several different emotions filled her. She was angry that he had not told her everything that went on in the store. She was a bit jealous at how much Jen had done with Ken. She was also thrilled the Jen had played along with the game and teased Ken and treated him like a sissy. Jen could sense the confusion within Kareena. Kareena was in a vulnerable state and it pleased Jen to know this. To Jen, everything was about control and she had to control everything and everyone. Establishing this control was an art and Kareena was already becoming one of Jen's masterpieces. Before Kareena could react, Jen jumped in and reassured her. "Don't worry Kareena. Your sissy was very loyal to you. He told us that he was not allowed to cum and we honored that. He speaks very highly of you and is very obedient. I could tell that you already had him in an aroused state and submissive state. It was your power over him that made him so obedient for us. You should be proud of yourself." Jen's words were comforting to Kareena. She was new to all this and it helped to have someone else reassure her. Jen was young but very confident and sure of herself. Her presence was very domineering and commanding. Kareena could tell that she was experienced with domination. Kareena realized that Jen would be a great ally to have and a great teacher for her. "Thank you Jen. It's good to hear that. I guess I'm just upset that he didn't tell me everything." "And you should be. A sissy should be open with his mistress. Perhaps a punishment is in order." Jen giggled. "Yes, a punishment would be good. This is perfect timing. I am actually meeting him tonight. In fact he'll probably be coming into the store in about ½ hour, unaware that I am here." Jen smiled. "Really! That is great. Does he know what you look like?" "No. I thought it would be fun to have him shop for a butt plug and not even know that his mistress was watching." "Great idea Kareena. You are getting good at this." Jen grabbed Kareena's hand and pulled her towards the back of the store. "Come with me. We must devise a plan to punish sissy boy." Kareena followed Jen thinking it was odd at how things were turning out. She had imagined herself talking to Jen and complimenting her for playing along with Ken. She imagined herself as a confident mistress talking to a shy salesgirl. The reality was that Jen had quickly taken control of the situation and had dominated the conversation. Kareena's pussy tingled as she held Jen's hand and followed her up a long set of stairs. She was excited at connecting with an experienced person. She was excited at the prospect of learning new things. The pecking order was established and Kareena was happy to be at the bottom. Jen led Kareena into an office that was above the store. It was furnished with leather couches and plush leather chairs. An oversized Mahogany desk sat along one wall. Erotic pictures and drawings lined the walls. Most were of a dominant nature. One particular picture caught Kareena's attention. It was a drawing of a woman standing with her legs apart. A man was kneeling in front of her, facing away from her. His head was arched backward and was buried in her pussy. Her hand was firmly placed on the back of his head, pushing him deep into her pussy. Jen noticed Kareena's attention on the picture and she walked over to the picture. "Ah. You like this one. It's one of my favorites. This is the way every man should be. On his knees and pleasuring his mistress. Wouldn't you agree?" Kareena's pussy dampened as she stared at the image. It definitely radiated a sense of control and superiority for women. She imagined Ken in the same position and her body shuddered. "Yes. I can't wait to get Ken like that." Jen motioned to a round mahogany table surrounded by brown leather chairs. "Have a seat." Kareena sat down and surveyed the room. It was decorated very eloquently and very expensively. It was not what she expected from such a young girl. "Is this your office?" "Yes it is. You like it?" "It's very nice. You must be doing very well for yourself. Do you own the store?" "Thank you and yes this is my store. You seem a little surprised at all this?" Kareena was surprised. She didn't want to offend Jen but she was curious at her success. "Sorry. It's just that...well...you're so young. How did you get all this?" Jen giggled. She chose to sit behind her desk instead of at the table with Kareena. It was a power move that was effective. "It's all about control my dear. I learned at an early age that people could easily be influenced and manipulated through a little charm and wit. It's amazing the things men will do for you just from a little flirting and teasing. Just look at what sissy Ken has done for you and you haven't even met him in person." Both girls laughed. Jen continued, "My biggest power move was against my dad. He owned this store and I've always worked here to help him out. He was a real jerk to my mother. He cheated on her constantly. With the help of a video camera I caught him in some very compromising, illegal, and embarrassing situations. I used this evidence to control him. I forced him to divorce my mom. I forced him to sign the store over to me and leave town. When it was all done I felt so great." "Wow. That's an amazing story." "There's more. After my dad I began to go after other men. You would be surprised at how many men crave to be dominated and controlled. I even enlisted my friend Dee to help me out. Together we have several sissies and slaves that shop here regularly. They buy whatever we want them to buy no matter the price. The sales in my store keep going up and up. Your sissy is a perfect example. He came in just to buy one outfit for you. Instead he walked out with hundreds of dollars of merchandise." Kareena listened with fascination and envy. Jen could see that she was drawing Kareena in. Jen was taking a liking to Kareena. She felt the need to take Kareena under her wing. She stood up and walked over to the table and sat down next to Kareena. "Kareena, I can tell you're new at this and you are eager to learn. This is the way to go. I have a lot and I don't work hard for it. I have a sissy maid that cleans my office and my home. He has not cum in two months (*laughter*). I have a BMW, diamond rings, and lots of other expensive stuff. I didn't pay for any of them. They were all gifts from my slaves and sluts." Kareena was nodding her head in agreement. Her eyes were wide with excitement, like a kid in a candy store. She wanted to learn more about controlling men. She wanted this lifestyle. "Wow. Jen. You have an incredible life. The more I learn about this lifestyle the more I love it." "Great! You're doing well. Now let's talk about sissy Ken's punishment and how you can take full control of him." For the next 20 minutes Jen and Kareena hammered out a plan for the weekend. It was seductive, cunning, and devious. It was sure to change Ken and Kareena's life forever. Just as they were wrapping up, Dee's voice projected through a speaker on Jen's desk, "Miss Jen, sissy Ken is here." Kareena hurried downstairs. Jen purposely stayed back for a few minutes to give Kareena a chance to observe her slut. Jen pulled open a cabinet in her office, which held a TV. The TV was on and the screen was divided into 4 blocks. Two blocks showed different angles of the store and two blocks had images of her dressing rooms. It was a state of the art security system she had installed. Although it was designed for security, Jen used it for her own perverted purposes. In fact she had a tape full of nothing but Ken being a slut. All his perverted experiences in the store had been recorded. It was a tape that would be revealed to Ken over the weekend. In the store, Ken made his way to the butt plug section. He wondered if Miss Jen was working. He greeted Miss D when he walked in and he noticed one woman browsing some merchandise on the other side of the store. By now he was comfortable shopping in the adult store, but he still wished no one was there but him. The fact that he was buying a butt plug was a little embarrassing. He stared at the selection on the shelf. There were small, medium, and large sizes. His instructions were to buy a small one and a large one. The small one was to start is anal training and the large one was so he could see his final goal. He couldn't ever imagine the large one fitting into his ass. He cringed thinking about it. He was still looking at the package when the woman in the store came over to where he was. She smiled at him and said "Hi." Ken blushed, embarrassed at what he had in his hands. Meekly he replied, "hi," and walked away Kareena chuckled to herself at his embarrassment. Her panties were dripping wet from her excitement. Being next to her pet was so exhilarating. Hearing his voice and seeing his embarrassment sent a sexual charge through her. She watched him head toward the counter. Just then Jen came out from the back. Jen's voice was purposely loud, "Look who it is, Sissy Ken. How are you today? Ken's body language and expressions instantly went submissive. He was aware of the woman in the store glancing over at him and he felt a bit humiliated from being called a sissy in front of her. "ah. Good Miss Jen. Thank you." "What brings you in today. What slutty things are you up to?" He was a little uncomfortable talking with Miss Jen with another customer in the store. She obviously liked humiliating him like this and he knew better than to question her about it. "Well...ah....mistress wants me to buy butt plugs." "Ooohhhh. How nice. Now you'll really be a sissy. Perhaps you should have a nice sissy name?" "Well, actually Miss Jen, I already have a sissy name."