Control: Entering Chastity

 It all stared with a back injury. 

Physical therapy. The slow, difficult process of getting my muscles and joints working the way they were supposed to, or at least to some approximation of that. 

"Hey, Michael. I'm Ash. Short for Ashley, but you call me Ash." She stuck out her hand and our skin touched for the first time. She was the most beautiful woman I'd ever seen.

OK, not really the most beautiful. There are some models that are better, in fact probably a lot. But of all the girls I personally knew and interacted with, she was the most beautiful. Part of it was her looks, of course. Perky, blond hair cut straight and tied in a pony tail most of the time. Fine features, blue eyes, and a body that was to die for. 

And I really, really had to make sure I focused above the neck, otherwise my eyes would have been glued to her body.

Literally, I would die just to get a chance at her body. Smooth and fit with just the right curves but still lean and muscular. She didn't appear to be overly muscular unless she was working out. That was when her strength was visible. She had wiry muscles-- I bet she could beat me at arm wrestling even though my biceps were larger than hers. When she was relaxed, just normal, she looked fit and sexy. It wasn't until she was straining you could see just how strong she was.

But yeah, most of the time she was just cute as hell and fit. And she put her hands on me, massaging my muscles, pushing things around, raising knees, pulling legs, shifting my weight. That was at the beginning. I was almost the luckiest guy in the world; this beautiful woman I was totally in love with (or at least in lust) was handling my body.

After a couple of weeks she shifted to having me do more exercises, working with me almost on a daily basis to build my muscles and coordination back up. The gym that was part of a medical clinic, not crowded, and our time was pretty much one on one.

Honestly, I couldn't help it. Just being around her gave me a hard on. After the first week my cock started getting hard while I was driving to the gym, knowing I was going to be around her. I'd sit in the car and try to get it to go down, and walk in once it was hanging down a bit. 

But invariably, it would go back up again when Ash started working with me. Just seeing her walking toward me in that tight gym outfit made my cock stand at attention.

I tried wearing loose shorts, baggy things to hide what was going on. It wasn't nearly enough. My cock isn't huge, but it is big enough it was pretty obvious. 

Then I started jacking off, coming just before I was going to see her. Relieve some of the tension. That worked some, thank goodness, but I was still getting erections at times. 

She noticed, I know she did. I caught her suppressing a laugh one day when I was laying on a bench lifting some weights. My cock was causing a small tent in my shorts. Fuuuuck...

To tell you the truth, it was humiliating. I couldn't control my cock. She knew it, and found it amusing. She knew what kind of affect she was having on me and found it funny.

One day she caught me looking at her breasts. Perfect sized, usually in a sports top, firm, pert, just curvy enough but not too big.

"If you keep looking at my boobs you are going to get a boner again," she said right out. I blushed furiously, and she laughed. "Come on. Work out harder, it will help."

"I'm sorry Ash. You are so helpful and tolerant. I've made such progress with you. I... I don't mean to be offensive. Really. It's just... well, you know."

Ash nodded with a smirk. "Yeah, I know. You have it bad, Michael. Really bad. I mean, Juliette was in here the other day and talked to me about it. There have been complaints."

My cock was up and throbbing right then. I actually grabbed it and tried to shove it to the side, and turned to the side to hide it.

"I... I'm sorry, do I... do I need to stop coming here? You've really helped me, Ash."

Ashley smiled knowingly and shook her head. "I hope not. I like you coming here."

That comment made my stomach do a flip. 

"You aren't the only one, you know. This has happened occasionally.  I mean... men. What are you gonna do, right?. Do you know what this is?"

She pulled a chain she wore around her neck out and showed me what dangled from the end. A key. A very small key.

"It's a key." I said, stupidly.

"Yeah. I'm a keyholder. Do you know what that is?"

I shook my head.

"Well, there are these devices. Chastity devices. They are small devices that fit over a guy's cock and keep it flaccid. They are really designed so women can keep their guys in line, stop them from roaming. You know, forced chastity. But they actually work pretty well for this. There's another guy here at the gym, I hold the key to his cock lock. He had the same problem."

I blinked a few times. I was familiar, vaguely, with the idea of men's chastity but knew almost nothing about it.

"Uh.... are you suggesting..."

"Oh, it's up to you, Michael. Just an idea. Now. Let's try those leg lifts."

And that was the first time the idea was suggested. Thing was, the suggestion made things worse. Now I not only thought about Ash being gorgeous and fit and what she looked like under those clothes, but also had the idea of her holding the key to a sex device I would wear on my cock. She had been so frank, so open about my erections, it felt... stimulating. 

The next time I came to the gym, I had masturbated twice (once before leaving home, once in the car) and my cock was still rock hard before I walked in the door. Ash pulled me into her small office and closed the door.

"So I notice you still don't have control," she looked at the cock shaped dent in my shorts.

I was so embarrassed, humiliated, I shook my head and looked down. 

"Well, we have to do something. How often do you masturbate?" She asked.

"Uh... three, maybe four times a day," I admitted.

"Well, fuck, Michael. You not only have an erection problem, you have a masturbation problem. That's probably a good chunk of it. You are constantly coaxing your cock and making it come, it thinks it has to always be ready. And you are probably producing far too much sperm and need more relief because of over masturbation."

She reached into a drawer in her small desk and pulled out a small device. It wasn't that large, it fit in the palm of her hand and was a shiny metal. Rings and a sort of cage covering sticking out, but bent downward.

"I can offer you this," Ashley said. "It will enforce a certain amount of control. Get your sexual function a bit more tamped down, so to speak. But you will have to let me keep the key, otherwise there is no point. Yanno? If you can just take it off anytime, why bother?"

I stared at the thing. My stomach was leaping over and over, I was so nervous. I wanted to keep seeing Ash, because she really did help me with physical therapy and because... um, well, I just wanted to keep seeing her, if you know what I mean. Plus, her proposal sort of made sense, I guess. I probably was totally out of control masturbating and maybe that had caused part of my problem.

"It's way too small," I said, eyeing it. "It would never fit."

"Oh, it will fit. We'd just need to get you flaccid first. Trust me, I've done this a number of times before with different guys. This works. So, you want to try it?"

I pursed my lips, not quite knowing what I was agreeing to, but nodded.

"Great. OK, so first thing is for you to drop your pants. Let's take a look."

That shocked me. I hadn't realized what this meant, but yeah. She was my physical therapist, I told myself. She's helping me with a problem. Besides... do I really mind exposing myself to this women? OK, yes, I did. It was embarrassing to drop my pants in front of a fully clothed woman, especially Ash. 

But I did. As I pulled my pants down my cock slipped out and bounced a little. It was rock hard, standing straight out and pulsing slightly from my heartbeat. 

Ash looked then reached out and touched my cock. I gasped slightly. The feeling of her hand on my cock brought me very close to cumming. Like, very close.

She laughed. "Don't worry. You won't cum. But we do need to do something to get you flaccid. There's the fast way and the slow way."

"What's the fast way?"

Ash dipped her head in a matter of fact way and said, "I kick you in the balls. It will make you lose that erection pretty fast."

"Ah! Uh, no. What's the slow way?"

"I get some ice from the fridge and put it in a bowl of water then you soak your dick in it. Cold water, you lose your erection in five minutes maybe a bit less."

"Yeah. Let's do that."

I sat in the guest chair of her office, pants down, raging erection, terrified that someone could come in and see me while she was away in the little break room they had. No one did, thank god, and she came back with a large cereal bowl filled with ice water. 

"Dip your cock and balls in it. I will be back and a few minutes."

I sat there with my cock in a bowl of cold water for my physical trainer.  Five minutes. My balls actually began to ache after a while, from the ice being directly on them.

It worked though. My erection went away after a minute, though my cock was still sort of semi-erect. It didn't throb and feel like it would explode, any more, but it needed a few minutes to actually shrivel up to its smallest size.

Ash returned a few minutes later. She'd been with another client, juggling people as she sometimes did. It made me feel like what was happening was sort of sterile, clinical, which maybe it was.

"Oh, very nice. Balls are a little blue, but that's normal," Ash said when she returned and checked me. She reached out and grabbed my cock again, feeling how soft it was.

"Good, good. Now. Put your cock back in the cold water for a minute while I get this ready."

Ash took the thing off her desk and disassembled it. It had two rings that came off, and a lock that she undid with a small key. She then turned to me and immediately lifted my balls out of the cold water and started stuffing the soft scrotal skin into the slightly larger ring.

The feeling was a mix of arousal, excitement, fear, nerves-- here was this gorgeous woman, a person I had lusted over (and maybe was in love with), actually handling my genitals. And yet, she was doing it in a very clinical, uninvolved way. Just shoving my balls through a ring, no different that showing me how to use the rowing machine. 

"This back ring, we put both your cock and balls through. It's tight, and you really have to be very flaccid before we even try this," she was talking in a matter of fact way as she worked. 

I grunted in pain for just a second.

"Sorry, but squeezing your balls through can be a bit sensitive. There. Both balls through. Now, your cock."

"Oh jeeze..." I said as she grabbed the softened flesh of my once hard dick and began pulling it (not pushing it) through the ring.  "Is this the right size, even?"

"Yep. It's supposed to have a very snug fit, or it comes off too easily. We don't want you pulling it off in a fit of frustration. Sorry, don't mean to pinch... there, it's through. Now, just to get it all the way in."

Once the cock was through the ring it was easier to pull the entire softened shaft through.

"OK. That looks good," Ashley said as she flopped my sagging cock and balls around with the ring squeezing behind them both.  "Now the second ring, which is easier."

The second ring was smaller than the first, but only my cock had to fit through it. There is no way it could have fit when my cock was hard, but soft like this it made it through with some prodding and pulling. Halfway through she had me dip it in the cold water again.

"I know, you are starting to get hard again. Can't help it, we are jerking on your dick a lot." Ash laughed, then finished the job, getting the second ring all the way to the base of my cock. When it was placed properly, it was smashing up against my scrotum pretty tightly, smashing the flesh between the back ring and the front ring.

"See, once the lock is on, the space between those two rings is too small for your balls to slip through. I've seen guys do it, but it hurts like hell and most stop trying before they get anywhere close to succeeding."

Yeah. It was pretty obvious what was going on now. This device was held in place by smashing the scrotum down to nothing in a space far too small for the testicles to pull through. I sighed, seriously wondering whether what I was doing was a good idea. 

To tell you the truth, the main reason I kept going right then was because Ash was doing it. Her hands, her fingers, were grabbing, pulling and squeezing my cock and balls, and it was the closest I'd gotten to anything sexual with her and I didn't want it to stop.

"OK! Home stretch. Now we put on the cock cage."

Ash brought the cage over and positioned it at the end of my cock, which was drooping straight down. She pushed the tip in, and of course it wouldn't fit.

"Wrong size," I said.

"No, actually, it doesn't work unless the fit is extremely snug. This is about right. We just need to pull and prod it in. Once it is in all the way, it will be fine."

Yeah. Pulling and prodding and jerking my cock into the cage, and as it went in I realized the cage was significantly shorter than my cock was. 

"It's not the right size!" I protested again.

"Let's just finish this up, and you will see. It isn't supposed to be the size of your cock, it is supposed to keep your cock small and compressed."

Which is what happened. I mean, getting my cock into the cage was a chore because she actually had to compress it, which she could do because it was completely flaccid. At least for the time being. She also used a dollop of lube, which helped tremendously.

"Remind me again why I am doing this?" I asked Ash ironically.

"So you can keep seeing me," she said cheerfully, patting my cheek. "You want to keep coming here and have me help you, physically, right? And you also want to get control of your masturbation habits, right?"

"Oh. Yeah. OK." I agreed. She had the lock in hand. The entire contraption was in place, and she squeezed it together to align holes at the top of the two rings and the base of the cage. That smashed everything together even more. 

My poor cock was smaller than I had ever imagined it could be. It didn't hurt, though it did feel very confining.

Before I realized it, the lock had clicked into place and the device was on. Locked in place. A chill went through my stomach to my spine as I watched Ash thread the key onto her chain necklace, adding it to the other key that already dangled there.

She pulled on the device to check it was on tightly, then gently patted my genitals.

"There you go. All done. Now, when you pee just make sure it goes through the hole at the end there. Make sure to wash. We will check it once a day when you come in for therapy for a while."

"How... how long do I keep this on?" I asked hesitantly, realizing I should have asked that before hand.

"However long I decide. I am your keyholder now, which means I make the decisions concerning the use and abuse of your genitals. But I generally start with a week, after which I might remove it here in the office for some sexual relief."

My eyes lit up. "Sexual relief?"

"Yeah. If you behave, keep it on and are a good, obedient boy, then we will remove it periodically for a cleaning and to allow you to cum. Periodically. But the decision is mine, as the keyholder. Now, pull your shorts back up and lets get out there and get some physical therapy down. This time, without an embarrassing erection!"

She grinned and opened the door to her office-- a little fast because I hadn't pulled up my pants yet. I did, but not before one of the women that exercised there walked past and got a full view of my caged cock. I flushed and pulled my shorts up fast.

The physical therapy session that day was one of the easiest, most productive sessions we had ever had. I wasn't embarrassed by an erection and the whole experience felt better.

At one point, though, I stopped and had a painful look on my face.

"Yeah, this is part of getting used to it. Your body will still try to have erections, but the cage will be far too small for one and it can be painful. After a few days your body will simply learn that erections don't work and cause discomfort, and they will happen less and less."

At the end of the physical therapy session I pulled Ash aside and asked in a low tone, "is there any chance I could have this off after our sessions, and then just wear it when I am here?"

Ash chuckled and shook her head. "Michael, you saw how long it took to put it on properly. I am not doing that every day, then take it off every day. Nope. Plus, we agreed you wanted to cut down on your masturbation problem."

Ashley was talking in a normal voice and I glanced around to see if anyone was listening. There was one middle aged woman on a leg lift machine who might have heard, but she didn't look over.

"OK. Fine. See you tomorrow, Ash. And, uh, thanks, I guess."

The device felt weird. Not bad, but driving home I was constantly reminded my cock and balls were locked up. There was something hard and metal between my legs. It didn't feel bad, it wasn't uncomfortable, it just... was weird.

I peed at home and made a mess, but quickly learned how to make sure the cock lock was aligned properly so my urine didn't go all over. I took a shower with it, soaped up and learned I could keep myself clean.

Afterward, I stood and looked at myself in the mirror. I think I have a pretty decent body, though it isn't anything special. But with my cock all locked up, I looked so small down there. "Jeeeezes..." I intoned, lifting my pathetically small and squashed cock up and letting it drop.

I was scared for work the next day-- afraid the device would show. It didn't. In fact, because my cock was squashed short my total package size was smaller and I actually had less of a bulge. 

The sensation of having something wrapped around my cock gave me an erection twice, though. Or at least, my cock tried to get hard and was stopped.

It happened when I was in a meeting, so I excused myself and went to the restroom and looked at my swollen member as it attempted to squeeze out between the bars of its jail. It was bulging, but couldn't get anywhere near where it wanted to be, or was used to being when hard. 

I noticed it also tended to push the chastity device out when I was trying to get hard. Out and away from my body, which also pulled my balls out away from my groin. It was weird, I was learning the little ins and outs (haha) of wearing a chastity device.

I also could not help but think about Ashley. Before being caged I had thought about her on occasion, thinking about her beauty, her gorgeous body, and how much I would like to get inside it.

But now I was wearing a constant reminder of her. She was my keyholder, the woman who controlled my genitals and thus my access to sexual pleasure. Our relationship was still platonic, but had also strangely cross over into sexual, without actually being sexual. I couldn't get her out of my mind and began thinking of my key, hanging around her neck and nestled between those two perfect breasts... and I'd get hard again.

Or at least, try to get hard.

I left to go to the gym and physical therapy early that day.

Ash was there and took me right away, but said nothing about my chastity. She simply put me to work doing some stretches, juggling me with another guy she was working with.

The key was there. I didn't see it, but I saw the necklace around her neck, disappearing below her blouse line and I knew my key was there. 

At the end of the one hour session I hadn't embarrassed myself with an erection (a first) and we had actually gotten more done than usual. 

Ash pulled me aside and into her office, closing the door. 

"I just need to do a quick check. After a few days I won't need to, but initially, just to make sure everything is OK."

"It's too tight," I complained again and dropped my pants. She reached over and checked the lock to make sure it hadn't been tampered with, and then jerked on it a little, making sure it was secure.

"Nope, it is just right. Unless it is actually hurting your balls, making them ache, it is fine."

"No," I admitted. "They are... fine."

"Great. Put your pants back on and we will see you tomorrow. Gotta go."

And that was it. A quick check. Yes, Ash had touched my genitals again and I was trying to get a hard on from that, which was uncomfortable. I pushed it out of my mind and left.

That night I tried to get it off. I couldn't stand it any more. It had been two days and it was driving me crazy. The constant feeling of that device on my cock was a constant reminder I had a cock, that cock wanted to have an orgasm, but it couldn't. If I couldn't have felt it all the time, I might have been OK. But it was a reminder of what I wanted and couldn't have.

So I stretched it. Pulled it. 

The part that squeezed my scrotum would simply not come off. No way. Pushing my balls through that small space, which was barely enough for my scrotal flesh, would have simply smashed my balls to pulp. Just poking at it hurt.

But the top part... hmm... I could push it further. Push it harder, longer and as I did my cock sort of slid back in the cage. As soft as my cock was at that moment, it might come out...

The damn cock got hard, or at least tried to because I was manipulating it so much. And once that happened, it wasn't coming out. 

I wasn't about to stop then, I could feel the uncontrollably urge to squirt semen as far as I could. I would have covered the walls with them if I had been able to at that moment. I remembered the technique Ash had used to get me soft. Ice. Ice water. I did it, filling a bowl with ice and dunking my cock (and balls).

Five minutes later the cage slipped off. It was still attached to and squeezing my balls, but the cock was free!

I jacked off and cum spurted all over the place. I thought about Ashley, legs spread, accepting my cum inside her as I came on my stomach, my spunk shooting as high as my chest. The relief was tremendous.

Afterward, I lay there in the warm afterglow, staring at the ceiling, thinking of Ash... and then I wondered... thought... what was she going to say when she saw I had been able to remove the device? Ugh.

Then I discovered something awful. I had gotten the device off my cock, but it was still stuck on my balls and wasn't coming off. Oh shit. I tried. I used oil, pushed and prodded. I knew I could do it if I was willing to sacrifice my balls but I wasn't.

The garage had tools. Pliers, screwdrivers, hammers... what could I use? What would get that thing off? Nothing... it dangled there, mocking me. My cock getting hard again. I was scared of Ash, what she would say, and that got me aroused, thinking of Ash getting angry at me. What the fuck...?

The screwdriver made a little progress, bending the rings a little but it also gouged my flesh. Ugh. Alcohol, antibiotic, cleaning the gouge on my scrotal flesh, but then back to the rings. The pliers helped a little more.

I needed some heavy duty cutters, but didn't have any. It was late, nothing was open. I was panicking, horrified what Ash would think, what she would do! And I was rock hard again.

So I stroked myself to another cum, right there in the garage. My semen spurted over the concrete floor. My cums, my orgasms, were stronger and peaked higher than I had felt in ages. After the second one I went back inside and flopped on the couch, enjoying the afterglow and feeling exhausted. The device was still hanging from my balls, my cock free.

I looked down and pondered my situation. I was in trouble. I couldn't get the damn thing off my balls. I was certain I could do it with the proper tools, but needed to be careful. I'd already damaged my scrotum and didn't want to fuck myself up any more. 

I'd have to wait until tomorrow, buy some heavy duty cutters, and try again... I knew that would work. Some bolt cutters, or something. I could check the hardware store.

But I had to work. And then there was physical therapy with Ash right after. 

Sleep escaped me that night. I rolled around, thrashed, felt the stupid thing pulling on my balls. I masturbated again at two in the morning. My cums were getting weaker, but were still enjoyable. I came again around six, just before I got up to get ready for work.

The cage was miserable all day. Half on, it made a bulge I am sure people noticed and was very uncomfortable. I didn't get to the hardware store in time and had to visit Ash for physical therapy. I was terrified. What was she going to think? Would she kick me out of the therapy? I might never see her again. I wasn't thinking straight.

I tried to do physical therapy, but Ash noticed something was wrong right away.

"Come to my office." There she ordered me to drop my pants and saw the partially disengaged chastity device.

Ash sighed and leaned back in her chair, staring. "Oh, Michael... what am I going to do with you?"

"Take it off, please, Ash? This was an accident."

"Oh, an accident?"

"Yeah... I was showering, trying to get it clean... and it just came out."

Ash looked at me with a sour expression. "Michael, that isn't possible. It is possible to get out of these things, as you have discovered, but not by accident. I see you injured yourself in the process, which can also happen. Well, we will just have to use another kind."

She unlocked the device and took it off, much to my relief. But she pulled something else out of her desk drawer. 

"This one is much more difficult to remove, but won't be as comfortable," She admitted as she rolled her desk chair over to where I stood. "But we tried the better one and you fucked yourself over, so this is the next step. It has a urethral probe, a tube that goes up your penis deep enough you can't just pull and yank it out."

She was talking with such confidence, simply assuming this was the next step. I had wanted the thing off, permanently, but she was assuming we'd just get something more secure.

"Um, Ash, I was hoping we could..."

"Michael, I know you were hoping you could just not have to wear this, but that isn't an option," Ash said firmly. "You can't walk around with your cock making a tent out of your pants all the time and you absolutely must keep your masturbation tendencies under control. I bet you masturbated two, three times after you got this thing off."

"Four," I admitted quietly.

Ashley was already fitting the base ring of the device behind my balls. It was just as tight, maybe tighter than the last one.

"HA!" She laughed. "Four times. You are going to rub yourself raw, and you are twisting your mind. You need training, Michael, you need to learn to stop thinking and getting aroused by sexual thoughts. This will do it, but you have to cooperate."

She'd dosed the urethral tube with lube and was sliding it up inside my penis. It felt.... weird. Good, sort of, but also intrusive and uncomfortable. My cock started to get hard.

When my cock started stiffening, Ash grabbed my balls and slapped them, hard. 

"OWwwww.... oh god... ow!" I cried out, trying to pull away. Ash slapped my balls again. She had a firm hold of them and whacked them several times before letting go.

"Yeah, the cold water method is for more obedient men. For uncooperative men, a good whack on the balls will get rid of your hard on."

It did, too. I was flaccid, though my balls ached.

The urethral tube slid up and inside me, deep. Deeper than I thought it could. It must have gone behind my penis and back a little way into my body. It was made of very smooth, polished metal and shaped my penis in a slight curve pointing down.

The cage went on and Ash locked it in place.

"There. This little cap on the tip covers the hole you pee out of. That's because you might have some leakage from the tube. The probe itself is hollow and you can pee through it. It's actually better at keeping you clean than the other kind, as your pee is directed through the tube and out. No mess. But you might have some incontinence until you get used to it. Wear some adult diapers if you have to."

The lock was going on and the device was secured as she said this. I could tell this one wouldn't come off unless I tool a big pair of wire cutters to it.

It was the weirdest feeling in the world. I had begun to get used to the cage on my cock, but this thing was actually inserted up into it. It burned a little inside, I think that was because Ash had soaked it in alcohol before inserting it. I could also tell it would be a lot tougher getting this one off.

The first cage I had been able to remove because my flaccid cock could be pushed and shoved and moved around the cage. Now the cage had a piece actually inserted way up my cock, inside, that wouldn't work.

The workout went fine after that. Just looking at Ash had always made me hard, and she still aroused me and distracted me, but the cock cage did its job and kept my erection in check.

Down deep, I wanted Ash. I realized this. She outclassed me, she was incredibly beautiful and had an incredible, hard body. Her smile was brilliant and she was so confident and in control, I just wished I could get inside her.

I wanted her on top, sitting on my cock, riding it. I wanted to feel her cunt flesh rubbing my cock as she slid up and down, moaning, my hands on her breasts, my fantasy was to be inside her, but her controlling it, pushing me down, the weight of her on top of me, her controlling the strokes, the feelings, fucking me... oh fuck.

Yeah, I had been thinking that way while watching her running on a treadmill, her pony tail bouncing, and my cock really, really wanted to get hard. It did get hard and bulged against the very constrictive cage. 

I excused myself and went to the bathroom, actually splashing cold water on my genitals to get them calmed down.

It went this way for a week. I was wearing the chastity device full time now and while I played with it once, testing it, concluded getting this one off was not a possibility. Besides... the cock cage connected me to Ash. I began to feel sexually connected to her.

I mean, after all, she was touching my cock and balls every day now, when I went in for therapy and she checked me. I had given her control of my orgasms, my genitals. That was a sexual relationship, right? I kinky, weird one, that involved me not actually having any sex, but still... 

My thoughts moved to Ash frequently now, because every time I felt my cage (especially when my cock strained against it with an incipient erection) I thought of the woman that controlled it. That owned my key. In fact, I think I was obsessing over Ash more than ever. I wasn't going to take off the chastity device because I liked the feeling of being in a sexual relationship with that gorgeous girl, even as weird as it was.

It was Thursday the next week that Ash broke routine and things changed. 

I arrived at 2:00, as usual, for my session and met Ash in her tiny office. 

"Michael, come in. Good to see my favorite client." Ash smiled as if she meant it, which sent a small thrill through me. "Drop the pants."

Ash locked the door and I dropped my pants and underpants around my ankles, as usual. She inspected me, then said, "Well, you have done well with this model. I think it is time for some relief. Are you ready and willing to be milked?"

I blinked a couple of times, surprised. At first, I didn't realize what she was saying. "Uh...."

"No man should go too long without an orgasm and clearing the balls of sperm. We don't mean to completely rob you of ejaculations, we are simply trying to keep your random erections under control, and stop the excessive masturbation. But you need some relief, and I think it is time. Are you ready and willing?"

She'd said something earlier about providing periodic relief, and I remembered it now. But here, in the office? Was she... going to fuck me? Give me a blow job? Ash, my gorgeous trainer and obsession, letting me inside her body? My dream?

"Yeah... uh... please...."

Ash had already gotten the key from between her breasts and was leaning down to unlock me. She didn't bother removing the chain from her neck, so her face came quite close to my cock, which was straining against the cage already.

The key clicked the lock open and she began pulling the cage off. I shuddered slightly at the sensation, she was pulling and sliding against my cock flesh and it felt amazing. 

Once the cage was off, my cock rapidly grew, gaining a full erection and standing straight out in a matter of seconds. Ash put the cage down on her desk, then opened a drawer and pulled out two items. One was a tube. She opened it and squeezed something onto her hand. 

Lube.

She stroked my cock with her hand, the lube smearing all over, making it slippery for her hand. 

By now I was shaking, anticipating her touch, feeling the inside of Ash's body surrounding mine, of releasing my semen into her... except she was going to give me a hand job. I should have known. 

"It's important that I do this, because I am your keyholder," Ash said as she began the stroking motion with one fist surrounding my hard cock. "I control your orgasms, both in denial, and when they are allowed. This is an important part of the process."

I was panting, groaning a little as she sped up the strokes. My cock was rock hard now, and I felt the beginnings of muscle contractions. My orgasm was coming fast, it had been a week and a half since I'd had one and I think my body was as ready as it had ever been. I felt her smooth fingers, everyone of them. Her thumb was placed under my cock, rubbing my most sensitive spot. Ash was good, she knew how to give a hand job.

I stared at Ashley's face as she concentrated on stroking my cock, speeding up as I got closer to coming. Seeing her beauty made me want to cum immediately, and I wanted to cum on her face. I wanted to see my semen spurt and cover that gorgeous face. I wanted...

"Hang on. Let me get the jar." Ash slowed the stroking a little, and reached behind her with one hand. The other item she had gotten from her desk-- a small, empty jar like what baby food comes in. She positioned it under the tip of my cock, then sped up the jerk-off.

"OK, now cum for me babe. Cum for me. Spurt into the jar. Let loose your load. Cum for me... that's it... "

She was jerking me hard and fast now and I couldn't hold it (not that I wanted to) and suddenly moaned, almost cried out, and felt the muscles contracting, spurting, spurting, coming... contracting... the warmth of orgasm flooding my body, my hips jerking forward as if I was trying to penetrate her deeply to deposit my load... the orgasm went on for longer than it ever had and the spurting kept going much longer.

When it finally stopped, Ash scraped the bottom of my cock with the jar to clean up any drops, and squeezed my cock from the bottom up, getting out any last residue of semen.

I was panting, staring at Ash's beautiful face, imagining my cum smeared all over it, then looking at the jar, which now had a bunch of my white slime puddled at the bottom. Ash held it up for me to look.

"Guys always cum a lot when they've been locked up for a while, especially when new to chastity. Eventually your balls will get used to the cycle and not produce as much, but this is a pretty good load."

My cock was losing its erection, but was still pretty hard. I expected her to do something so she could put the chastity device back on, and was hoping she wouldn't knee me in the balls.

Instead she reached down and wrapped her fingers around my cock and slowly stroked it. "So, Michael, a big virile guy like you, think you can go again? Got more spunk for my jar?"

Ash was looking at me impishly, teasing. I nodded. "Yeah," I said in a hoarse voice. "Yeah, I can go again."

And we did. She stroked me hard, more slowly this time, allowing me the extra time I needed. But I was ready. I think I came in about three minutes the first time, the second time took around ten, but I got there and the orgasm was even harder, more intense than the first.

All the semen was added to the jar. Not nearly as much, of course, but enough you could see I'd produced more.

"Very good," Ash said smiling. "OK. So let's get the cage back on so we can go work out, eh?"

My cock was definitely softer after the second cum, and still was slathered with lube. That was all Ash needed, and she was able to get the device on and locked fairly quickly. It did feel like my cock was being put in an industrial press, forced into a space too small by half, but it eventually got in and was locked.

"Thank you Ash," I said sincerely.

"No problem. It's part of the regimen. Let's exercise. Get those pants back on."

I pulled them up, and asked, "So... how often do I, um, get milked?"

"Well, that can vary depending on a number of factors," she said obscurely. "You've done well this last week, so we did it after seven days. It might be around once a week, maybe a bit more often if things go well, and maybe less often, depending. Now, forget about that and let's concentrate on getting your back and legs strong again."

And we were back to being a personal trainer and client, working out in the gym.

She worked out while I did my therapy exercises, and I couldn't take my eyes off her. She was my dream, and my cock wanted to get hard looking at her, but it hurt when it did because there was no room, it was caged, I was caged, I was not allowed. She had the key and she wouldn't allow my to get an erection or orgasm and I simply accepted this.

It never struck me (until much, much later) that she was teasing me. That she was showing off her perfect body to me, enticing me, daring me to get aroused, knowing what would happen if I did.