The Transition

What a difference a year can make. If somebody asked me 12 months ago what the odds would be that I'd be totally devoted to one woman, living each day with one goal I mind; pleasing her, I'd say "no chance in hell". It's not that I'm unhappy in this lifestyle, but it is such a dramatic change from the way life used to be, that sometimes I long for the freedom to hang out again, whether it be with the guys, or looking to score with a sexy young girl. My focus is now constantly on Kelly, so I don't think I'd have much fun with the guys. As far as scoring goes, that seems to be quite out the question, and the choice is clearly not mine.

I've been in and out of a lot of what I call "long-term" relationships over the last twenty years. I stayed in them as long as the sex was still good. But as soon as the word "commitment" reared its ugly head, I was out of there. There were also a lot of "one-nighters", both between and during the relationships. And I never really felt guilty about it. I just thought that was what a guy did. And I kept doing it longer than all my buddies. They kept telling me, "Josh, when you're going to fall, you're going to fall hard". I just laughed them off, confident that it would never happen.

I ran into Kelly at the mall while I was Christmas shopping. She looked great. Gained a few pounds since college, but still was sexy as hell in that six-foot frame. She recognized me first and immediately gave me a big hug. We chatted for a while about this and that, but my naturally horny curiosity got the best of me. "So, you married", I said with a grin. "Divorced, about fifteen years", she replied. "And currently unemployed as well" It seems she got married right out of college to some med student. Things went well for the first few years, but the "bastard" had an affair, and then another, and then another. "That man broke my heart more than your did Josh", she snickered.

I guess I hadn't treated her so well when we were dating. She finally gave up on me after about six months. But the sex during those six months was pretty good. She was outstanding in bed. The problem was, once she started, she never wanted to stop. Hey, after I got off, it was time to sleep. Her naturally passive personality didn't give me too much of a hard time. Until she found out that I ended up sleeping with her roommate one weekend while she was away. End of relationship. Funny how women react to these kind of situations.

Remembering the sex part, I took a shot and asked her out. I couldn't believe it when she said yes. I figured that she knew what kind of guy I was. And her ex seemed to be the same type of guy. "Hey maybe, she's just looking for sex too", I thought. I thought wrong!

We went out a few times, and it was only a few weeks before we were rolling in the sack. She hadn't changed at all, always wanting more. This was fun for a while, but I soon tired of it. After about a month, I was ready to let her go. Then she asked me if I was still into the Hypnosis, which I hadn't thought about in years. I studied it in school, right around the time I was seeing Kelly, and I had a fairly good understanding of how it works. Kelly let me try to hypnotize her back then, and it worked like a charm. I could get her high, drunk, or horny just by mentioning a few key words. It was a lot of fun, but like her nympho personality, it got old. I haven't hypnotized anyone since.

When I told her that, she encouraged me to try it on her again. She said that she was about twenty-five pounds over weight, and really wanted to loose it. She felt her willpower for dieting was gone, and was desperate to try other ways. I told her we could try tomorrow night if she wanted to. I couldn't believe it worked after all these years. She went under in no time, and I implanted the suggestions that I thought would make her balance her diet, cut out the junk food, and exercise on a regular basis. I really didn't think it would work, but I wanted to try to help her as much as I could before I dumped her. It's just that nice guy in me, I guess.

A week later, Kelly told me that she had to leave her apartment within the week. The building was being auctioned off by the bank, which was foreclosing on the mortgage. She asked me if she could stay with me a while, until she found another place. I've been in living-together relationships before, and they never worked out. But before I knew it I was helping her move in. Looking back, I must have really felt real sorry for her. She seemed so helpless, without a job or a place to stay. I guess the macho hero in me took over my senses.

What was supposed to be a short while was already into its third month. The sex was OK, but it was getting boring, and I was starting to feel a little smothered. Kelly was the only one I was screwing, and I was starting to get itchy to do some roaming. She was also putting her own personal touch within the apartment, and "encouraging" me about keeping it clean. I started cruising porn on the Internet to release some of my frustration. I was really getting turned on by the femdom websites, which was strange considering I never gave much thought to it before. I wasn't so much into the whip-yielding, pain-inducing bitch type scene. But the more I read of aggressive woman taking control of sex, the more I got excited! It was such a contrast to Kelly's passive disposition.

Something else was happening during this time. Kelly actually started loosing weight. Whatever I did in our initial hypnosis session was working. I started thinking about planting a few other seeds into her sub-conscience if the opportunity ever presented itself.

During our fourth month of living together, Kelly seemed to hit a wall with her weight loss. She had lost around fifteen pounds at that time, but actually gained a couple back over a two-week period. I told her that she needed some regular reinforcement, and recommended that I hypnotize her again. She was all for it, and I had my plan all set. Under Hypnosis, I repeated the things to her about diet and exercise. But while she was under, I also suggested that being sexually aggressive with me was an extreme turn-on for her. The more assertive she was, the hornier she felt, and the stronger her orgasms were. I also implanted that idea that this kind of thing really excited me too. I made sure she'd be thinking it about it throughout the next day.

The next night was unbelievable. I got home from work, and immediately saw the change in Kelly. She greeted me at the door with a hard wet kiss that seemed to go on forever. She must have fondled every part of my body over the next hour, telling me she had a big surprise for me after dinner. . When we retired to the bedroom, Kelly told me to undress and wait for her on the bed while she got ready. And I was definitely ready for action after the teasing she just put me through. She entered the room wearing a sexy purple teddy that barely covered her pubic hair. Instead of getting in bed and lying on her back, waiting for me to make a move (our normal routine), Kelly straddled my body and planted herself on my chest. "You know something Josh", Kelly purred as she began to slowly finger her wet slit. "Every time you go down on me, you always stop when I'm just getting started. Well I've decided that I'm not going to let that happen anymore. So start using that tongue of yours until you see me fall off your face from exhaustion", she continued as she slowly lowered her pussy over my face.

She must have been over me for over an hour, and fall off she did. I couldn't believe that a woman could that many orgasms. I was so turned on that I began to get on her with the intention of fucking her brains out. But she surprised me with her strength as she flipped us both over and immediately grabbed my throbbing prick. "I don't think you deserve to get laid tonight Josh", she teased as she began lightly stroking my cock. "An hour of licking doesn't make up for all the times you quit on me." It didn't take long before I was spurting all over her hands, as her new aggressiveness and her teasing took me over the edge. I went to sleep with a shit-eating grin, thinking about all the sexual possibilities I could get into with my newfound control.

Over the next month, Kelly was getting more sexually aggressive each day. I was hypnotizing her once a week on average for her weight loss reinforcement, and at the same time shaping her into one sexually assertive creature, borrowing ideas from stories I read over the Internet. One night she "surprised me" by locking me into hand/ankles cuffs and chains attached to the bedpost. Once I was immobile, she spent several hours getting on and off my face, tickling me, and teasing my swollen prick, not letting me cum. I was really getting off on teasing and denial, but I couldn't last more than two or three days without an orgasm. I made sure that her subconscious was aware of this, and every three days I would experience a mind-blowing orgasm. She would always want to talk about what we just did after we calmed down, just to make sure I was OK with it. This is when the guilt started hitting me. I was using her to fulfill my crazy fantasies, and here she was, concerned about my feelings. I tried to rationalize it by thinking that this was no different than the way I used women all my life, so I shouldn't feel guilty now. I assured her that I was loving it!

All of the x-rated surfing I was doing on the Internet was creating a lot of Spam in my email with links to different porn sites. One email led me to "Mistress Lori's Chastity Pages". I started reading about orgasm control and chastity, and I found myself jerking off right in front of the computer. Good thing Kelly wasn't around to see that. I seemed to have acquired a love/hate thing with the idea of being locked up in a chastity devise, with a sexy dominant woman holding the only key to my release. On one hand, the thing that got me excited was the affects that chastity had on a guy's head in wanting to please the key holder, as well as the sexual teasing aspect. On the other hand, the whole idea was against my very nature. I'm pretty sure I'd go crazy giving Kelly total control. I tried to fight the urge to read any more about it, but soon found myself to be a regular visitor at the Altarboy, Lock Me Up, and the CB-2000 websites. If I ever "suggested" chastity to Kelly, I would have to make damn sure I could get myself out if I wanted to. As much fun as I've had playing the submissive role, I wasn't about to make it a permanent lifestyle change. I eventually thought of a way I might get away with it.

Kelly was doing great in her weight loss effort, as the weekly reinforcements must have been working for her. She saw that she was getting results, so she was always ready and willing to be hypnotized. I decided to put my "chastity" plan into action. While under, I convinced Kelly that I had been masturbating between my three day orgasm denial period, and that she was feeling extremely cheated by this. I also "suggested" that she research chastity on the web site as a way of controlling my habit. I made sure that subconsciously, she recognized my favorite websites, as well as the Birdcage chastity device she would get for me. But the most important thing I emphasized was where she would hide the key to the lock. She would soon discover the loose brick in the basement wall where a key would easily fit behind.

The next few evenings, Kelly seemed irritated with me. I asked her what was wrong, but she told me that she just wasn't feeling well. Each night I took this as a signal of no sex and decided to retire early. On the third night, I must have fallen asleep, as the next thing I remember it was 3:00 in the morning, and she was feeling around my cock and balls. A smile came across my face when I realized she was actually taking measurements. She must have spent the last three days (and nights?) on the Internet. "The wheels are in motion", I thought as I drifted back to sleep.

I made sure to "suggest" that when the birdcage came in, to hide it in the trunk of her car until she was able to spring her "trap" on me. She was also to put the key in the hiding place as soon as she got it since she didn't need it to lock the cage on me. Every evening for the next few weeks, I peeked in her car trunk before coming in the house. On the evening that I found the parcel had arrived, I also checked to see that the key was where it was suppose to be. It was there! I started to feel very confident in my plan, and decided to go along with anything Kelly suggested.

"I really feel that I've been neglecting you lately Josh", Kelly sighed over dinner. "But I'm feeling much better now, and I want to make it up to you in a big way." I told her I was game for anything she had in mind, which brought a big grin to her face. After retiring to the bedroom, Kelly brought out the cuffs and chains and told me that she was going to tease the hell out of me, and then let me explode. I was certainly ready for the explosion, as it had been four days since my last. And even if she didn't, I knew I could get relief even after she locked me up. Kelly did her best to work me into a frenzy, and after about an hour of alternating face sitting and cock teasing, Kelly stopped just short of finishing me off and sat by side.

"I know you've been masturbating behind my back Josh", Kelly stated as she continued to lightly stroke my prick. "It's a nasty habit, and it takes your focus away from our relationship." I told her I'd been doing it since I was a kid, and that I wished I could stop, but I couldn't. "I can help you with your problem, but it has to be my way", she continued as she applied more pressure to her stroking, and then backed off again. "I'll do anything you want if you just make me cum", I cried out. With that, she intensified her stroking and brought me over the edge, my prick spurting like a volcano. She cleaned me up, pulled out the package and showed me the device that was going to cure me of my "habit". She explained that she would lock my cock up in the birdcage, and let me out every three days for release, but only if I was good. I asked her what "being good" meant, but she laughed and said I'd figure it out soon enough.

Other than the morning erection, which hurt like hell, the birdcage didn't seem to affect me that much in the first 24 hours. But sometime throughout the second day, I started thinking a lot about Kelly's newfound control over me. Even though the control wasn't total, I found my cock straining against the cage. "This is definitely a turn-on", I thought to myself. But just in case it got old too (like everything else), I needed to make sure I had a way out. On that second day, I was able to sneak the key from the hiding place and get a copy made before Kelly finished the grocery shopping. I planned to keep it in my office, just in case something went wrong.

That evening when we went to bed, I mentioned to Kelly how ready I was for release the next day. "Sorry Josh, but you haven't been very good to me over the last two days, so you may have to stay locked up for a while", she giggled as she stretched out on the bed and slowly lowered her panties. Just then it hit me what "being good" meant, and I quickly got my head between her legs giving her clit long slow licks. It didn't take long to hear from my locked up cock, as it suddenly got very crowed in the cage. But I was extremely turned on, and it felt great. I must admit I'd gotten to be an expert at tongue fucking Kelly, knowing exactly what to do to bring her off. After she exploded with two strong orgasms, I thought I was as "good" as I needed to be, and started to move my head out from between her. Anticipating what I was doing, Kelly wrapped her long legs around the back of my head and locked my cheeks against her thighs. "I'll tell you when you're finished", Kelly stated as she guided my head back into her pussy. It took over and hour and a considerably sore jaw before she finally opened her legs to let me out. "Good boy Josh", Kelly yawned as she kissed me and quickly fell asleep. I on the other hand needed a cold shower before I could even consider sleeping.

Over the next few weeks, I found myself servicing Kelly almost every night. By the end of each third day, I was tied spread eagle to the bed while Kelly removed the cage, teased for about an hour, and eventually brought me to a thunderous orgasm with either her hand, mouth, or pussy. The birdcage went right back on after she cleaned me up. The chastity websites were pretty accurate when they described the mental aspects of being locked up. By the third day, I was very eager to please Kelly in just about anything, sexual or nonsexual, and it didn't go unnoticed. Kelly began suggesting that she should hold me back for an extra day or two to see what kind of an affect it had on me. Since I was curious as to how long it would take before I eventually let myself out of the cage for release, I readily agreed. The longer I was locked up, the more I found my attention to be constantly on her. I had no desire to go out with the guys; I was keeping the house immaculately clean, and I stopped cruising the Internet porn sites. I even went mall shopping with her on a regular basis; something I really hate.

Kelly was looking sexier and sexier. She lost the final ten pounds of her goal, and told me that she no longer needed the hypno-reinforcement. This didn't bother me since I knew where the key was hid, and I had a spare one at my office. We eventually worked our way up to a week before my release, which was almost too long. But the orgasms at the end of those weeks were well worth the wait. She became very skilled at teasing me throughout the seven day period, with a squeeze here and there, a long sensuous kiss when I least expected it, as well as her continued demand for oral sex. Life was great. I was living my ultimate fantasy, and totally in control of it. Or so I thought.

I made a big mistake after Kelly encouraged me to get together with the guys one Friday night. It seems that one of my buddy's wife was chewing on Kelly's ear about why I never go out with them any more, and she persuaded me to go. My old self resurrected that night after too many drinks that ultimately brought me home with an extremely cocky attitude. Kelly was stretched out naked on the bed when I got home, waiting for my tongue service. I had apparently been listening to my buddies on how well they've conditioned their wives to the natural order of man being the king of his castle. When reiterated this philosophy to Kelly, we ended up in a heated argument. I don't exactly remember the words exchanged, but I do remember the empty feeling I had waking up on the couch in the den the next morning.

Knowing that Saturday night was my scheduled release night, I made every effort to make it up to Kelly throughout that day. Although I knew I could release myself if I had to, I was very much into her control over the last month, and didn't want to resort to self-fulfillment if I didn't have to. Kelly seemed to be very receptive to my attention, but I had the feeling she was holding something back. Our night progressed as expected, with me tied up, released from the cage, and me giving her orgasm after orgasm with her on my face, while she casually teased me with her hand and mouth. Just when I thought she was going to let me explode, she suddenly stopped. "I think you need some time to reflect on the lifestyle you're currently living", Kelly stated as she got off the bed and left the room. She returned with a bowl of ice water and proceeded to cool down my crotch. "I thought you understood how things are now, but apparently I can't trust you to be with your friends", she continued. "Some of the things you said last night made no sense based on how our relationship has evolved over the past few months. So I've decided that you'll have to forfeit your orgasm this week. Hopefully, you'll be able to earn back that privilege next week." I was so dumbfounded that I didn't know what to say as she re-attached the birdcage and untied me from the bed.

I was so worked up from the seven-day lock-up and the teasing she had just put me through that I never thought she'd fall asleep. But once she did, I was a man on a mission as I headed down to the cellar to get the key, release this crazy contraption, and jack off all the built up frustrations in my system. But when my hand grasped at only dust and air behind the loose brick, the reality of the situation finally hit home. She moved the key! And there was nothing I could do about it until I got to work on Monday.

I spent the whole night trying to figure out what went wrong. Through hypnosis, I played out my fantasies by turning Kelly into a demanding, self-satisfying femdom. She obviously was very comfortable in this role, since she was such a natural at it now. I hadn't hypnotized her in while, so this persona didn't seem to need any reinforcement, like the weight loss program. She must have suspected that I knew where the key was, and could have moved it at any time since the day I made a copy of it. The fact that she did this, and then decided to keep me locked up for another week, told me that she was now making her own decisions about how we were to proceed in this relationship. I also concluded that she would probably never let me hypnotize her again, knowing that I may be able to influence her decisions. It was time to put an end to this game, if I could only make it through Monday.

As tired as I was on Sunday, I decided the best approach would be to continue doting on Kelly so that she didn't suspect what I was up to. For whatever reason, she appeared to be extremely horny, and had me service her at four different times throughout the day. By the time I finished with her that evening, my frustration level and horniness were so extreme I considered begging her for release. But I held my composure and somehow made it through the night.

On my way to work the next day, I went directly to my desk and was relieved to find the key. I had nightmares about this key being gone too. Knowing that I wouldn't be able to work until the pressure built up in me over the past eight days was released, I headed back to the parking garage and into the back seat of my car. I parked in a dark, secluded spot that morning with the intention of quickly returning to take matters into my own hand. My heart was thumping like crazy with excitement as I started unbuckling my belt and pulling down my pants, knowing that I'd soon have the cage off and be pumping away with all my might. But I actually felt my heart stop after I inserted the key into the lock, and it wouldn't move, either way. I held my breath, as I removed the key to make sure it didn't go in the wrong way, which it didn't. I must have reinserted that key into the lock ten times before I came to the dreaded conclusion that I couldn't unlock the cage.

I barely recall driving home shortly after making the discovery. I do remember calling in sick to the office on my cell phone, knowing I would not be able to function in the state I was in. I also remember thinking, "How can it not work? I made the key right after Kelly got the package?". Thinking back on it now, it comes down to one of two explanations. Either she hid a fake key to throw me off, which would mean that she knew I was influencing her through hypnosis. Or the key was not copied correctly. I must have been feeling pretty confident in my plan by the fact that I never tried the spare key on the lock before putting it in my desk. I am now convinced that it was a bad copy, since I haven't noticed anything about Kelly's behavior that leads me to believe that she knew what I was doing to her. Besides, how could anyone put up with being manipulated like that?

Kelly was home when I raced the car into my driveway. She was sipping coffee and relaxing in the easy chair, still decked out in her flowing satin nightgown, when I came running into the house. I recall falling to her feet, hugging her legs, and sobbing that I couldn't take the frustration anymore, begging for her to release me so that I could cum. "I thought that two weeks would be too much for you, but I didn't expect this scene until later on in the week", Kelly stated matter-of-factly. I continued my sobbing and begging. "Why should I let you cum after the way you disrespected me last Friday night. Look at the king of the Castle now", Kelly teased. I told her that she was my Queen, that I didn't want to be king, and I'd do anything if she just relieved my aching cock. "I'm glad you're in such an agreeable mood, because there is something I've been wanting you to do", Kelly continued. I've read on the Internet that couples involved in special relationships like ours often commit to their lifestyle by signing a contract. After your outbreak Friday night, I downloaded a chastity contract and edited it to my liking. It's on the desk in the den if you're interested."

I got to my feet and tried to compose myself before heading to the den. Having read similar contracts on the net, the language didn't surprise me. It had pretty much stated what our relationship had been like since I've been locked up. My total focus was to completely please Kelly in everything I do, and I would be released once a week for an orgasm by a method to be determined by her. The week could be extended at Kelly's discretion if I fell short of this focus. My signature represented a willingness to continue in this lifestyle until Kelly tired of it, at which point we would go our separate ways. The contract did not include an escape clause for me.

"If you agree to the terms and sign it, I'll take you upstairs and fuck you like you've never been fucked before", Kelly stated as she stood in the doorway to the den. She was radiantly beautiful, confident in her tone, and I was overwhelmed by my desires. I quickly inked my name on the document and handed it to her. "Now show your appreciation for my kindness by kneeling before your Queen", Kelly grinned as she slowly lifted up her nightgown. I immediately dropped to my knees, after which she moved her beautiful pussy towards my face. "Lick me softly", she commanded. After a few minutes she convulsed against me in a gut-wrenching orgasm. She then led me upstairs, tied me to the bed, removed my cage, and fucked me till I was screaming with pleasure. In the afterglow of my orgasm, I didn't notice Kelly inching her way up my body until her pussy was hovering my face, dripping beads of cum on me. "Now clean me up like a good boy, Josh", Kelly giggled. I eagerly and euphorically lapped at her wetness, an act signifying that my transition was complete.

(Kelly's perspective to follow!)

[ Back to chastity fiction page ]

Page last updated 01-Dec-19 by: Altairboy@aol.com