Control: Getting Personal

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Control: Dating Ashley

It took two weeks for me to build up the nerve to ask Ash out for a date.

My cock was locked up the entire time. Two weeks is the longest I'd gone without relief, and I was worried. I'd given up on dating, my relationship with Melody had come to a screeching halt and I'd decided I would focus on Ash. But that meant accepting her decisions about when she'd allow me to cum.

During that two weeks Ash had focused on me more, and it felt good. The attention, I mean. She put me on a more rigid discipline of exercise and diet. My physical therapy needs were basically over, and she shifted our emphasis to cutting down the amount of fat on my body and building up muscles.

Making my body leaner and harder. That was OK with me, though Ash really pushed me hard. 

Implicit in all the work was the idea that if I did well, she'd let me achieve and orgasm. In fact, at one point she actually said that.

"You are working really hard, Michael and I am proud of you. I think I might let you cum soon. Just focus on your diet more, I want one hundred percent compliance there. And trust me, I can tell if you cheat. That spare tire around your waste won't lie."

So I did. I threw myself into Ash's regimen, both to please her and in hopes she'd let me take off the cock cage and I could have an orgasm (or two).

It was a Wednesday, after my workout she supervised, when I finally asked her out.

Ash was pleased with my progress and it emboldened me.

"Michael, I am happy with what you are doing here. I think maybe it is time you cum for me. Maybe tomorrow, before you work out? Come a few minutes early and we can take care of you in my office."

"Actually, Ash..." I started a little nervously. "I was thinking, um... you know what would really make it special for me and be meaningful? If maybe you and I were to go out together and have dinner at The Sunshine Company. That new place that specializes in sustainables? Then afterward we could, say, maybe go to your place and you could do me, you know, give me the reward. That would raise my excitement level so high... um... I..."

I trailed off. She was looking at me with a funny look.

"Why Michael," Ash said. "You are asking me out on a date!"

"Yeah," I said, embarrassed. Ashley outclassed me and I suddenly realized it had been dumb to ask. 

"OK," she said, and I had to remind myself to keep my mouth closed, as my jaw wanted to drop in amazement. "But understand something. You and I are not in some sort of traditional romantic relationship. That isn't going to happen. I am your keyholder, and I will spend a little more time with you outside the gym, sure. But it has to be on my terms."

I nodded quickly. "Of course," I said. "Anything. I'd just be really happy to be able to spend some more time with you."

"OK. Then you will have to understand that on our date, I will be making the decisions. I will decide when and where. You will defer to me and my decisions the entire time. Is that understood?"

I nodded. "Yes. That would be great, actually."

It actually felt sort of good not to feel like I would be the hook to make sure the date went well. 

"All right then. We will be going out Friday night. Pick me up at my place at 6:00 pm. Screw the Sunshine Company, we are going to Fleming's Steak House. If, and I do mean if the date goes well, then you can have an orgasm afterward."

I was grinning from ear to ear. Ash had said yes, and her terms were just fine-- I was happy to let her make the basic decisions, it meant I knew she'd be happy with the date and I didn't feel the pressure. 

Ash told me exactly what to wear for the date. Slacks with a button up collared shirt and tie, but a casual sport jacket. I shined my shoes before hand, though she didn't ask for that. I picked her up exactly on time.

She looked fantastic.

I mean, until that moment I had only seen Ash as a personal gym trainer wearing tights or bicycle pants or sweats. This time she was wearing a black dress with black nylons and looked casual and yet somehow incredibly elegant all at the same time.

It blew me away.

Simply being seen with her in public made me grin and feel like a million dollars. I swear, people turned and looked at us. I knew she outclassed me, I am only an average looking guy and I was walking along with a gorgeous woman that has a high end supermodel body wearing elegantly tailored and perfectly accessorized clothes.

I looked down at what I was wearing and realized that while I had dressed the way she demanded, it was still not up to par. Too late now.

The date actually went reasonably well. It turns out Ash is incredibly smart; she has a history degree with a minor in English Lit. We talked about all sorts of things from current events to history to some of the latest medical advancements. She also has an amazing sense of humor.

Ash ordered drinks for both of us, martinis. I don't like gin that much, but Ash didn't bother to ask and simply ordered the drinks, so I drank it. She also ordered the wine. A rather expensive bottle, one that paired with the Chateaubriand she ordered for us.

I made no decisions during the entire meal; she ordered the drinks, the wine, and the dinner with the side vegetables.

During dinner she also reminded me of my special diet, instructing me how much of the meat I could have (three ounces) and informing me I could only have one tablespoon of the scalloped potatoes. I obeyed of course. Just being on a date with this stunning woman was enough for me. If she'd told me to eat rat droppings, I would have gladly.

My cock enlarged several times during the dinner. Just being closer to Ash and feeling her presence was getting me aroused and my extremely tight cock cage was simply not having it. It was uncomfortable, a reminder that this woman had control of my cock and my sexual behavior. Complete control I had given her freely.

Being reminded of that fact made me hard again. It was a vicious cycle.

After we shared desert the waiter came by (he had begin simply addressing Ash whenever he approached the table, as she was clearly making all the decisions), and put the bill down. Ash gently moved it over to my side.

I picked it up and looked. And almost gagged.

$537. Dinner for two. Drinks, wine, dinner, a shared desert. I had to add tip on top. 

"Tip him 20%," Ash gently admonished me. That was over a $100 tip. That was more than I normally spent on a date's dinner in total. But I pulled out my credit card and paid.

Ash patted my lap, feeling my metal cage briefly and said, "good boy."

That made me feel slightly better, but the size of the bill left a giant hole in my wallet and an ache in my head.

I had done one thing that night that Ash had not determined and instructed. It was my own idea, I got her a rose.

She accepted it with grace, smiled brightly, then informed me that it had thorns and she was disappointed in it.

I hoped she appreciated the thought anyway, but it did remind me that with Ash, I needed to make sure I tread carefully. She had made it clear that if we were to date, it was based on her criteria and rules.

Based on our relationship, which had been primarily professional and rigid, I didn't think Ash would be open to anything after dinner.  Like, she wasn't going to invite me over. I was locked up anyway and I doubted she'd just unlock me and have sex with me. 

I was right. Ash had me drive her home. I got out of the car in front of her townhouse and walked her up; she liked that kind of thing. At the door I waited patiently. Nervous as heck. I still couldn't help but hope she'd invite me in. She fumbled for her keys, opened the door.

At least kiss me, I thought to myself. I spent a lot of money on a date, and the least you can do is kiss me...

"Thank you, Michael. See you at the gym on Monday. Make sure you stay on your diet. On Monday we are going to start in on strength training for real. I want to see that body of yours get hard."

She smirked, we both knew there was one part of my body that wouldn't be getting hard.

And she closed the door in my face. No kiss. 

At home that night I broke a lamp and a mirror. My frustration with wearing the cock cage was extreme. But it wasn't as extreme as my desire for Ash and being so close to her, on a date, and not even being able to get an erection. With any other woman, in that same situation, I would have expected a night of debauched sex. With Ash I got "Thank you, stay on your diet".

The next week with Ash was just back to normal, except she was getting more intense in her requirements. 

"Michael, I want you to use this food diary from now on. Write everything you eat or drink in here, including something as simple as water. I will ask for it to check it at random times so make sure it is always up to date."

Ash handed me a small booklet. It was clear I was expected to do this so I accepted the booklet and nodded. "Yes, Ash. I'll keep it up to date and accurate."

My diet was strictly regulated. It was a good diet, I have to admit. Lots of protein, healthy, designed to get me into shape. But she became extremely strict with it, questioning me and making sure I strictly followed the diet.

My exercise routine became more intense as well, moving from rehab to actual health and body building. More weights, lots of running. 

Ash actually said it at one point. "I am remaking you, Michael. I can create something out of you, turn you around and make you something good. Just allow me control, and you will see the results."

Ash wants control over me, specifically so she can make me into something new and improved. At times I think she thinks of me as her doll or possession. A sculpture to mold and create according to her will. I am doing it because, well, I want to be close to Ash. I like being around her and like the attention she is giving me. Her having control over my body is somehow satisfying in a very weird way.

The effect of her regimen is clear, too. I am getting leaner, more muscled. I'm actually proud of myself. Giving Ash control is having a positive effect.

One day I might actually be able to lift weights as heavy as Ash does. Then she'll respect me.

Really though, I just wish she'd allow me to cum more often. 

I convinced myself that the more control I gave Ash the more she would appreciate me, like me, the better I would be as a man, and the more she would be willing to spend time with me. The closer we would be.

I asked her on a second date the next week. She said OK. Actually, she specifically said, "Well, as you have been following your diet relatively well and working out as instructed, I guess maybe you can have a break. Sure. We will go to Fogo de Chão. You can dress more casually this time. Pick me up Saturday at 6:00. Make the reservation for 6:30."

It had been three weeks now since my cock had been temporarily unlocked and I'd gotten any relief. Ash had not seemed to be inclined to give me any relief since then. Going out with her again... I was either going to come away ten times as frustrated, or maybe convince her to give me a little private time and an orgasm.

I dressed as instructed and picked her up. She looked amazing, as usual. Outside of the gym she had this aura of elegant sensuality that got me excited.

I could feel my cock expanding and being stopped in its cage. It did this periodically, it would begin to become engorged and expand but be stopped by the cage. As it got larger it became more uncomfortable and eventually the erection would subside. Being around Ash made that more difficult, but I tried to simply focus on making her happy and less on my own sexual urges.

That helped some and the erection relaxed though it came back at various times during the evening. Each time I simply focused on doing something to make Ash happy and stopped thinking about myself and my urges.

The evening went well. We talked and flirted, and it seemed like Ash was having a good time. She ordered for me again, and pretty much determined where we would go, what we ate, drank, everything.

Ash is really smart, and funny, and the more I was around her the more of a massive crush I got. Originally, it was because she was gorgeous, but more and more it was because she seemed like the perfect woman.

A perfect woman that knows what she wants, and likes to get it. As long as I gave her want she wanted, things went well. There was one point where I suggested we get a different desert, and sort of pushed; I saw the flash in her eyes and her serious face and it was scary. I backed down immediately and we got the creme brulee, just as she had wanted. 

All was well then.

In other words, as long as Ash was in control and getting her way, things between us were fine and she was happy and that made me happy.

As the evening reached the end I began to think more and more about wanting to get my cock cage off. 

As we were leaving the restaurant, I decided to go ahead and mention it. My stomach was tied in knots as I got up the nerve.

"Um, Ashley... I... was wondering if maybe tonight we could go to your place and maybe you could, um, well, it has been three weeks since I've had any release. You know. My chastity. Could we... what do you think?"

She looked at me sharply as we stood outside the car.

"I certainly hope you aren't suggesting that I might fuck you," she snapped at me.

My eyes went wide and I shook my head, putting my hands up. "Oh, no. No... no. Of course not." Down deep I might have thought that but clearly it was out of the question. "Just... you know... my cage off, a little relief like we do at the gym..."

She looked at me with disgust, eyes going up and down my body.

"Get in the car. Take me home," she commanded. I did as she demanded.

We didn't say a word during the drive back. She stared out the window, not saying anything. I wanted to sink through the seat down through the ground and disappear.

"Pull in right there," she said. "In that spot."

It was a guest spot at her condo complex. I parked, turned the engine off and went around to open her door. At this point I figured I was going to drop her off at her front door and get a "thank you" like before. If I was lucky.

When we reached her front door she took out the keys, opened it and entered. Once inside she turned around and said, "Well come in. You asked for it."

My hopes went up, I entered her house and she closed the door. I was inside her condo. Alone with her. This was a huge step forward. My cock had started to engorge again and was bulging between the wires of the cock cage. I tried to stay calm.

She led me in then turned to me.

"A couple of things I want to make clear. We've had a couple of nice dates. But understand something. I am not going to let you insert any part of your body inside of my body. OK? Do you understand that?"

I nodded. "Yes," I said in a husky voice. I didn't know what was going to happen, and the details of what she had just said weren't clear. I didn't actually understand, I think my arousal was too intense.

I followed her back into the bedroom.

"Strip," she ordered.

I dropped my pants, exposing myself. It's what we usually did.

"No, no. I said strip. All of it. I want you naked."

Oh. Things weren't happening the way I thought they would but still, something was happening. I was getting naked in Ashley's condo and that was more than I had ever dreamed. One step at a time.

With all my clothes off, including my watch and ring and socks and everything, I felt cold and vulnerable. Ash had not removed one item of clothing. It felt so unbalanced. At the same time my cock felt like it was about to pop it was trying to engorge itself well past what the cock cage allowed.

Ash inspected me. She checked the tightness of the back ring, and for any signs I had tried to remove the cage. It had a urethral insert that went far back behind where the penis extended from my body, making it impossible to remove without actually cutting off the damn thing, but she checked.

"You are clean, that's good," she said clinically. "OK. so I think it is time to introduce some level of discipline into the project,."

"Discipline?" I asked. "Um..."

"You will see." She pushed me back and I went back onto the bed, falling into a sitting position, laying back and supporting myself on my arms.

That's when I saw the riding crop.

"Ooowowwww.... fuck...." I cried out as the whip came down on my bulging testicle sack. It was clearly protruding from under my compressed cock inside the cock cage, and pushed up and out by the back ring. Perfect position for getting swatted.

"Move your hand," Ash said in a commanding tone. I had automatically covered my sensitive gonads.

"OOOWWW.... fuckfuckfuck..." I cried out again when the whip came down. "Why... ASH! Why are you doing this?"

"Michael, it is time you understand your role in this relationship better. I decide when you get unlocked. I am in control of your orgasms. I am not in the mood to listen to you begging for your sexual pleasure after a nice dinner out."

She whacked my balls again. It never occurred to me to ask why I was letting her do this, but I was. I could have just gotten up, gotten dressed and left (at least I think I could have). Instead I was laying there on her bed letting her hit my balls. I was actually spreading my legs to allow her easier access to my balls. To hurt them.

"You want an orgasm? You want me to provide a hand job? This is the price. The price for ruining a perfectly good date with your whining. The price for an orgasm. Pain for pleasure, Michael. Pain for pleasure."

She continued whacking my ball sack with her riding crop. I yelped with each strike. The pain was terrible, and after the first few strikes it started radiating out to encompass my hips. 

My stomach was getting nauseous.

I couldn't help but roll away. She was striking me, hurting me, with a regular rhythm. Whack. Whack. Whack.

To get me back under control she grabbed my scrotum. Her hand wrapped around my ball sack and squeezed, making my balls bulge out. She then was able to strike my balls directly, even if I jerked and rolled around. She controlled my testicles and made sure she could hit them precisely.

"Please..." I groaned.

"Please what?"  *Whack*

"Please hit me again, Ash?" she pushed.

"Please stop..." I moaned. Why wasn't I just getting up and walking away?

"Wrong," Ash said. *Whack*  *Whack*

"Please... hit me again," I asked.

"Better," Ash said. *Whack*

"Beg for it." Ash said again, waiting.

"Please... hit my balls again, Ash," I begged. I loved having her hand on my genitals in spite of the fact it hurt like hell. 

*Whack*

"You may have an orgasm now," Ash said. "Get up on your knees, hands and knees. Spread your knees."

I did as instructed. She unlocked and carefully removed the chastity device, sliding the long probe out of my urethra (it felt so strange to have it out after three weeks).

Grabbing my cock she began jerking me.

"Oh... fuck..." The pain in my balls was gone in an instant as the sensation of my free cock expanding unfettered grew with an erection that was as hard as any I had ever experienced.

Ash's hand stroking my cock helped it along. It had been so long since I'd cum or felt any pleasure down there it was amazing, heaven. I felt the sperm building inside me, the semen gathering as Ash stroked me.

"Cum for me, Michael. Now. Cum." It wasn't encouragement, it was a demand. Ash was demanding I cum, right then.

I obliged. My muscles began contracting and I moaned loudly, a sound virtually the same as when I had been moaning from the pain from her ball beating.

"Fuuuuuuckkkk..." I grunted and then felt the spurting begin.

It kept going. Spurt after spurt. Ash kept jerking, stroking and encouraging me and my cum just kept coming. It was the longest cum I had ever had. Probably the most I had ever ejaculated. 

And it was probably the best orgasm I'd ever experienced. After three weeks caged and all the frustration and hopes dashed and the date that night and seeing Ash in her condo, in her space, and letting her beat my balls and then drain me, that orgasm was like an explosion of pleasure.

Ash kept stroking me until she was certain she'd gotten every bit of cum out of my balls.

Collapsing to the side I moaned and panted, exhausted. My cock was still hard, though it was becoming softer. 

"Wow... oh, Ash... thank you. That... was worth waiting for. Amazing."

"Damn right. Now, you made a mess. Clean it up," Ash said in a demanding tone.

"Wha... oh..." There was a big puddle on the floor where I had cum. "Kleenex..."

"No. Lick it up. Do it."

I blinked a few times. By now I knew never to question whether Ash was serious about these things. She meant exactly what she had just said. She wanted me to clean up my semen puddle by licking it up.

The puddle was right next to me, so I rolled over back onto my hands and knees, leaned down and began licking.

I'd never tasted semen before. It was gross, I had expected it to taste bad in some way, but no, it only had a slight taste. What got me was just how slimy it was. I mean, it was gross. Some biological discharge from my body, pure slime.

"Ash, please... this is gross. No one should have to--"

"Oh fuck you Michael. You guys always want blow jobs and to cum in women's mouths and see them swallow it. And we do it, too. For you guys. So don't jerk me around, I know exactly what that stuff is like and I know it's nothing. Get the rest of it."

Oh. She was right, actually. I'd actually cum in a couple of women's mouths before and hadn't even thought about it. This was no different than what I had asked them to do. So...

I licked the rest of it up. I lapped and licked and made sure the floor was nice and clean. And I swallowed it all.

When it was all cleaned up Ash told me to lay back on the bed. "Let me get your cage back on."

Oh. Yeah. This freedom and sexual fulfillment was temporary. I lay back, spreading my legs to give Ash access to my genitalia. She tugged and pulled my flesh through the too-small rings, getting everything set for the cock cage and sheath that covered me and prevented my cock from expanding or being stroked.

She lubed up the urethral insert liberally (she knew how to do this) and slid it inside me, slowly but steadily. The familiar sensation of the probe going far up inside me was actually somewhat welcome. I started to get erect but she was pushing the cage on hard, pushing against my cock and forcing blood back out.

Ash smashed and pushed my cock back with the cage and eventually managed to get it on all the way and aligned with the rear cock rings. With a final click the lock went into place, announcing that I was once more locked up and under Ash's control. Subject to her whims.

Ash ruffled my hair and said, "Good boy. Time for you to go home. You can leave now."

I stood and got dressed as she watched.

"Don't expect this often," she commented as I pulled on my shirt. "I took pity on you. It's better if you maintain solid, strict discipline over your body and urges. I was a softy tonight. See you on Monday."

I showed myself out of her house and drove home.

It was a good night. My balls didn't ache and even though I relived having Ashley jerk me off in her house while on my hands and knees, I wasn't frustrated.

No, I had another date with Ash, was invited into her house, got naked and had an orgasm with her. I mean, if that doesn't constitute her and me in some sort of sexual relationship, what does? I had to admit, Ash was becoming a bigger and bigger part of my life. I didn't mind not being able to date.

Ashley was my keyholder and I had turned myself over to her, and that was OK.

Control: Accepting Monogamy

Three months of working out under Ash's watchful eye.

Two of those months locked in chastity, my cock compressed to half its normal size, caged and secured to a ring behind my balls that ensured a boatload of pain if I tried to get the device off.

The urethral insert worked wonders, along with the more severe compression of my cock to a smaller size, and the tighter ring behind my balls. Combined, it was clear I wouldn't slip out of this cage. I could cut it with wire cutters, big heavy wire cutters, maybe. Even that would risk damage to my scrotum. 

I didn't try. I accepted my cock was locked up and I was being trained by Ash to control my erections and orgasms, just as I was training to build my body up.

The effects of my injury were long gone, but I continued to go to Ashley as a personal trainer.

It was a weird feeling when I thought about it. I had given Ash control over my body. Control over not just my exercise, but I was obeying her, letting her control what I ate, how I exercised, and my sexual behavior. She was my keyholder in more than one way.

My social and dating life had always been active. I didn't have a girlfriend, the last one had left in a huff six months before, but I'd dated a couple of women when the accident happened. After I got back on my feet, I tried dating again. 

That's when I discovered, or realized, just how pervasive the control I'd given Ash really was.

My first date in a few months; a nice girl named Melody. Cute name. Cute face, too, not great looking but nice enough and she had a body to die for. She worked out, ate right, and looked amazing in a tight club dress.

We had a lot of fun. We went to dinner at a club, and then danced and drank and then walked on the beach. That's where I kissed her, and she was into it. I think she liked me, and the kiss was followed by holding hands and then kissing some more, passionate kissing with tongues and lots of saliva exchange.

My cock was trying to get hard, but the cage held it in check. I could tell it was bulging between the cracks.

That's when Melody's hands went to my ass, pulling my hips toward hers. We were standing next to my car, kissing before we got in. All was going well and she was sending signals she wanted to go back to my place. 

Her hand was squeezing my ass and pulling me in to her, all signals were go in my mind. 

Then her hand roamed from my ass to my crotch. 

She was feeling for my cock, through my heavy denim jeans. She probably expected to find a nice, erect member hiding in there, given the way she was pressing up against me. In fact, normally at this point my cock would have been trying to burst through my pants.

But I was in training. Under Ash's control. She had determined I was to have no erections without her permission.

Melody's hand began searching. Trying to find it. A nice hard, long cock. It couldn't find it. 

What it did find was something hard. Like, something made of metal. The cock cage. Small, but definitely there, and not something she was expecting.

Everything came to a screeching halt. The kiss stopped, she pulled back slightly and her hand pressed my crotch a little harder, feeling the metal cage around my cock.

She looked puzzled, and kept feeling around, trying to understand what she was feeling. I could see her mind working.

Does this guy have a disability? Wait, maybe her underpants are in a bunch... no, that's metal. What do guys wear that is made of metal down there? There's his balls, but where he should have a cock is this hard metal thing...

How stupid could I have been, to allow things to go this far? Of course I couldn't have sex with Melody. I couldn't even masturbate, much less have sex! 

My cheeks flushed with embarrassment. It was dark so she probably couldn't see me blush, but both our demeanors changed. It was like a huge bucket of ice cold water had just been dumped on both of us. 

"I... uh... should probably take you home," I said, fumbling the words.

"K." she said, not really understanding anything yet, but realizing something was wrong. She probably felt she had stepped over some boundary with me and done something wrong herself, and yet she was incredibly curious as to what was going on between my legs.

We drove in relative silence. When we got to her place, she gave me a peck on the cheek, said she'd enjoyed the evening, and was gone.

I went home and threw a lamp against the wall, then went to bed and cried. I would have masturbated but... I couldn't.

The next day I showed up early for my training session with Ash.

"Ash, I need to talk with you," I said and pulled her into her office, door closed. "I gotta have this thing off. I was on a date last night, and... and..."

Ash nodded, a slight smile on her face. "Yes, being in chastity means, well, you are forced to be chaste. You can date, but no sex. That's the way it is."

"But, but... this was supposed to just control my embarrassing erections in the gym and to keep me from masturbating too much! This thing is going to fuck up my ability to see women at all!"

Ash shrugged. "Michael, it is chastity. It's not some game. It's you being chaste. Controlling your urges. Having your ability to engage in any sexual activity restricted. Period. Masturbation, fucking, whatever."

"I am your keyholder, and I decide. Now, if you want permission to have sex, you can always ask me ahead of time and I might approve it and allow it. But it isn't something you get to decide for yourself. Not while you have a keyholder."

The full impact of what I had done with Ash was now hitting me. She literally controlled all my sexual activity. In fact, as my physical trainer, she had gotten to the place she controlled most of my physical activity, including exercise and diet.

"Look, I understand you are frustrated. Perhaps it is time for a milking." That's what Ash called giving me a hand job and some relief from being locked up.

Just being in front of Ash had gotten me aroused, even though I was still frustrated. I agreed. A milking.

Ash got out the lube and jar of my semen collected over the last few weeks (it was frozen, and I added some each time she milked me). I dropped my pants.

Ash used the key hanging from the chain around her neck to unlock me then carefully removed the cage. I was getting hard, so she used some lube to get it off easily. She never removed the back ring, the base that went around my scrotum behind my balls. Just the cage piece around my cock.

One of the weird things about the current model of chastity cage we were using was the rather deep urethral tube. It was semi-rigid and went deep inside, back behind my actual cock when I was in chastity. When she removed the cage and I got erect the tube went back the length of my elongated cock, but no further.

Ash always left that tube in my penis, even when milking. She'd sometimes move it in and out, up and down, using it to stimulate me and help me cum. But she didn't remove it.

The lube and removing the cage had already stimulated me to the point I was ready to cum. It had been a week and I was soooo ready. Ash started stroking, at the same time pulling the urethral probe in and out. My cock was getting jerked inside and out and I couldn't last more than a minute.

My orgasm came fast and hard. I grunted loudly, almost cried out, it was so intense. 

The cum also came rather fast and unexpectedly, Ash didn't have time to get the cum jar in place. As a result, my semen spurted straight out and splattered all over her.

"Oh, fuck! Fuck this!" Ash yelped, letting go of my pulsing cock, which was still in the process of pushing as much semen out as it could. The cum continued to splatter on her, even as she moved to get away, but she was sort of trapped between me and her desk. 

When I was done, Ash had several ounces of my semen splattered over her top. Even some on her face.

"Disgusting... ewww... you got is all over me!" She griped. "Dammit. I don't have another top, either!"

She was using Kleenex to try and wipe the slime off her top. It succeeded in smearing it around, but didn't really get all of it off.

"Um... you have some... on your chin..." I said hesitantly. I didn't know what trouble I was in. She seemed upset.

"Oh fuck..." she wiped her chin, then her face, and returned to her top as I watched.

In spite of being in trouble, and having had that orgasm ruined halfway, this was really exciting and satisfying. It was the first time I'd ever seen my cum on Ash. It seemed like a giant step forward in our relationship. I'd actually ejaculated on Ashley, my keyholder, the woman I had the most massive crush on.

"Dammit," Ash continued to grumble, cleaning herself as best she could. "That will have to do. We need to put you into more controlled circumstances, maybe. No more ejaculations like that one. You must have been really frustrated about not being able to fuck your girlfriend, though?'

Ash snickered just a little as she began putting my cage back on. This was my second favorite part of my whole relationship with Ash-- the part where she manhandled my cock and balls, pulling, pushing, prodding as she got the cage back on. 

Finally the lock went on and I was back in chastity.

"Wait... Ash, will you give me permission to fuck this girl? My date, Melody."

"I don't know, Michael. When are we talking about? Do you have a date lined up? Is it assured she will sleep with you?"

That stopped me cold. The date with Melody had gone well, but ended badly. There was no guarantee she'd date me again, and even if she did I couldn't tell when or whether she'd be willing to go to bed with me and fuck. 

"That's what I thought," Ash said, reading my face. "Now, if you actually get yourself a girl lined up reliably, maybe we can make an appointment for a couple hours before hand and maybe, just maybe I will let you out of your cage. We shall see. Until then, you stay locked up."

This whole episode really made me aware that I had turned over a lot to Ashley's control. It wasn't just control over embarrassing erections at the gym; it was complete control over my sexual activity. And thus, significant control over my dating, romantic and love life. 

I called Melody that night, and she was evasive and didn't want to go out. My chances there were ruined.

Sitting at the table looking at the salad I was eating (dinner defined by Ash, as most of my food was these days), I realized my main romantic and social contact was now my personal trainer. I'd given myself over to her in so many ways. She was defining my physical activities, my diet, and my sexual activity (or lack thereof). This in turn restricted my love and romance life... to just Ash. 

Ash, as my keyholder, was becoming the focus of my emotional and sexual life.

Which sort of made sense. I'd had a huge crush on her from day one. I mean, why else would I have allowed her to lock up my cock and balls in this thing, and why do I let her put me back in it every time she milks me...

And why did I have her milk me? By which I mean, give me hand jobs, because that's really what it is.

Was Ash my woman? No, definitely not, in the sense I knew she had two keys on the chain around her neck, which meant she had another guy she was keeping locked up. Hmmm... that just meant she wasn't monogamous. Though I was sure as hell monogamous. Ash was the only person I had any kind of relationship with, and as long as she held that key, that was enforced.

Did I care? Ash was really important to me. She was becoming a bigger and bigger part of my life in subtle and not so subtle ways. Perhaps I was OK with this.

I felt my cock and balls, trapped in the metal cage. It gave me a sense of safety, of belonging, to know Ash was in charge down there. In fact, feeling the hard metal between my legs gave me a sense of belonging. I belonged to Ash. 

That was good enough for me, for now. Forget Melody. Ash was my lover. Ash was my girlfriend. Yeah, the relationship was weird, maybe not entirely mutual, and definitely kinky, but that was OK.

I determined I would ask Ash out sometime. Try to expand our relationship outside the gym. Honestly, I thought I had a chance with her. She was my keyholder and masturbatrix, after all. We were already intimate ... in a rather kinky, weird way.

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.