At this point, I’d been dating my girlfriend for about two and a half years, but circumstances meant a lot of it was long distance. In fact, there was a time period when we didn’t meet in person for over a year as we were on different continents. We’d talked about sexual desires, but, I did not bring up one of my biggest kinks: chastity. Mostly, because I did not know how. I went on long self-lockups by myself, with three months being my longest. Boy, that was a difficult one to deal with. Things changed a couple months ago.

By a stroke of luck, she got a chance at a university in the same city as me, as she moved in with me. It’s been great, but as you’d imagine, I’d kept the contents of my ‘sex toy drawer’ hidden away in a corner. But when we’re living together, secrets don’t last long, do they? And so, one day I came back from a round of soccer with my friends, and found her sitting on the bed, surrounded by an assortment of sex toys.

To the onlooker, it’d be quite funny, actually. My lovely girlfriend, sitting with a bewildered look in the middle of the bed. A handcuff there, a ball gag here, a couple of chastity cages and a few keys, a vibrator, a dildo, and butt plugs. I, however, was horrified. How was she gonna take it?

I decided to deal with it with some calmness. I laid down my bag, and I told her I needed to take a shower. Then without another word, I left the bedroom and took a nice, relaxing shower. I’m sure you think my mind was running scenarios and wondering how to deal with the situation, but really, I was thinking about nothing at all. I came out of the shower all fresh and clean, and then set down on a chair beside the bed. She looked at me, and the first thing she asked was why I hadn’t told her about this. I mean, I bought her a couple of vibrators, it’s not unexpected for myself to have one. But really, it was the chastity thing.

‘How’d you get into this?’ was her next question.

I don’t really have an answer to that. Flipping through the NSFW part of social media, I’d just stumbled upon the concept of male chastity, and it was, shall we say, ‘submission at first sight’. Since then, I’ve yearned for a keyholder, but have settled for a timed lockbox and some self-chastity games. I told her the same.

‘I need some to find out this. You could have told me about this!”

That was all she said before she left the room. With a sigh, I gathered up my collection and put everything back into what was my designated sex toy drawer.

It was a good two hours before she returned. I was sprawled on the rug with my phone when she came in and leaned in the doorway. I looked up at her, waiting for her to speak.

‘So, I read about this… male chastity thing. I’m not sure I find out why you like it.’

I sat up and put my phone down. ‘It is the thrill of it. It is the feeling of being unable to act when I’m clearly aroused. That feeling is intoxicating, the extreme denial. Hell, when I first started this, once I’d put my keys in a lockbox, and with two days left on the timer, I got so frustrated, I broke the cage aside with my own hands! I cannot explain to you, it’s just a feeling like nothing else at all!’

‘But you’re not getting to the end, you don’t orgasm, you’re not even properly aroused. How does that work?’

‘Ah, but eventually I do release myself, and then, it’s just a burst! You don’t know how many times I’ve wondered of telling you, asking you to be my keyholder. I’ve longed to give up control to you, let you take all my keys away, and leave me helpless. Only you can let me out. Isn’t that exciting? Think about it!’

She looked a little unsure about it, so I did not push it.

‘Why don’t we sleep on it? There’s no need to talk about it right now. You can talk when you’re ready.’

And so we did, we went to sleep, but the intimacy was missing. The following morning, I had an early day so I left quietly, and so I didn’t see her until she came back in the evening. We had dinner, through typical conversation, until we entered the bedroom at night.

‘I wondered about it, quite a bit. And I think I’d like to give it a try, see how it goes.’

I could not believe it. Finally I was getting the moment I had dreamed of for years. The love of my life, was gonna be my keyholder.

‘Alright, don’t get too excited. You’ve got to get into the cage, don’t you?’

Then I realised, it was the moment of truth. She gestured towards the drawer, and I went and took out my chastity cage.

‘This is the one you were wearing last? I saw there were a few different sizes, is this the smallest?’

I replied calmly, ‘no, it’s not the smallest, but this is certainly the smallest I’ve been comfortable wearing so far.’

‘Well, if we’re doing this, we’ll do it right. Get something smaller than this, and you will behave like you are a submissive who wants to be locked into that cage.’

I was loving this side of her, so much so that I could feel my penis starting to harden. I quickly ran over to the drawer and picked out the micro cage. I went over to her and got down on my knees.

I held up the cage and keys in my hands, looked up at her, and said, ‘Please, lock me up!’

‘Well that’s the point, isn’t it? Also, I read that you’re supposed to call me Mistress?’

That word made me so excited, and I said, ‘Sorry. I meant to say, Please lock me up, Mistress’.

‘That’s better. Now get up, drop your pants. Let me see you lock it up.’

Obediently, I stood up and removed my shorts. It wasn’t the first time she’d seen me naked, but this was different, it felt different. I put the ring on as she watched ardently, and then I put the cage on, locked it and handed the keys over to her.

‘Okay, well, that was something. Still not totally sure how to do this, but I guess I’m keeping hold of the keys?’

I nodded. She looked around for a while, then located her bag, and dropped the keys in it.

‘There, I guess that’s settled’.

We stood awkwardly for a second, me with the cage on and no shorts, while she tried to steal glances at my locked penis. At length, she asked, ‘What now?’

What now? She’s officially my keyholder, that’s what is up. But it is a legitimate question. Do we just go about our lives as usual? I certainly did so when I was locked up.

‘Tell me what you would do in self-chastity. I read some stuff, but I need to know your experiences’.

And so I recounted my tales. That feeling of walking around in public, knowing I was caged underneath without anyone else knowing. Of how I’d done everything, from playing sports to attending conferences with my cage on, the thrill of it maddening. With no keyholder, of course, I’d often take it off when the strain and the feeling reached it’s maximum, and then have the most amazing orgasm to accompany it. I told her how I’d edge myself, watching posts about chastity. How I’d imagine the very scene that just happened, her locking me up and being stern with me.

‘Wow. That’s something. I never knew just how far you were into this!’

Indeed, she had no idea. But that was all gonna change, wasn’t it?

That night, I had very little sleep. I’d slept while in a chastity cage before, but not with my amazing girlfriend in my arms, well within my reach yet just out of reach. I strained immensely that night, and combined with the fact that it was a smaller cage, it was one of my most difficult nights in chastity. It felt like I was starting this all over again. There were new sensations to get used to, new desires. It was easier when my girlfriend wasn’t sleeping in my arms, when she’s at all times around instead of being over the phone.

The next morning, it was company as usual. Well, mostly. I’d left my keys behind before, but now they were with her. It was different. I showered, dressed and left early, as I’d done every day for the past few months. Everything was same, yet changed. Sometimes, I’d forget about the cage as I got into my work, but now, it seemed like the only thing in my mind.

It was a Friday, however, and we were facing a weekend that could completely change the dynamic of the relationship.

Friday night, we both got back home, freshened up, and came into our bedroom. We were in silence for a few minutes, before she spoke.

‘Well, I was hoping for sex tonight.’

I couldn’t help but laugh.

‘I mean, you could still have that if you want. You are my keyholder after all, you decide what happens.’

She looked at me thoughtfully, and then got up, with a purpose.

‘Let’s see what we can do with all this’, she said, opening up my drawer. She looked at the instruments, and turned to me. ‘Strip’, was all she said. I began complying as she took out the handcuffs and vibrator. ‘We’ll do something new tonight.

I’d stripped completely of my clothes, and she walked up to me. Her eyes were fixed to my cage, it was something new for her. She instructed me to lay on the bed, and then she handcuffed me to the bed. She went and brought out the ball gag. ‘I guess this goes on too?’

I nodded, and she inserted the gag into my mouth. She then turned on the vibrator, and held it to my cage. It was a sensation I’d felt before, but the situation seemed to heighten it.

She took it off and looked over it. ‘Huh, I guess this one is a little different than the one you got me’. She fiddled with the controls until she figured it out, meanwhile I was waiting and straining with anticipation. She turned it up to the highest setting and abruptly thrust it into my cage. It sent a sudden jolt through my body, and it felt amazing as she moved it around, somehow trying to replicate her own experience with a vibrator with me. I was so close to finishing, but she must have guessed that from the sounds coming through the gag, because she moved it away all of a sudden. ‘Oh wait, I’m supposed to like edge you? Deny you an orgasm?’

I nodded, and she turned the setting down and put it back. She kept removing it after a few seconds, and never let me orgasm. She was new to this, but she was good at this. After a while, she took the vibrator away and kept it on the counter.

‘Alright, my turn now. Mama needs some tonight.’

She unlocked me and took the gag out. She uncuffed me, and then instructed me to eat her out. I got down onto the rug while she positioned herself on the bed, and I slowly took her shorts off. I dove right into her, and licked passionately. This wasn’t my first rodeo on her pussy, but I was determined to make it good. She had helped me realize my kink, and my thankfulness would be replicated by my tongue. I was able to bring her to orgasm very quickly in fact.

‘Oh my! Where was that the last time you went down? You took ages then!’

She reached out and grabbed her bag. After rummaging for a few minutes, she found the keys to my cage, and beckoned for me to stand up. She inserted the key and unlocked me. Taking the cage off, she pulled me into the bed, and we started kissing. My hands found the bottom of her top, and I yanked it off. I had one hand on her breasts and one on her clit as my lips entangled with her. She pushed me onto the bed, and started kissing my neck as I ran my hands through her back. Her hands went to my now hard dick, and she began giving me a handjob while I fingered her vigorously and sucked her nipples. Soon my dick was rock hard and she guided it in, and it was an amazing night of lovemaking.

As we lay on the bed afterwards, exhausted, she exclaimed, ‘Well, what’s the weekend gonna look like after this?’