Assertive Young Ladies #93-23

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My Own Chastity Story

I’ve mentioned that a few years ago my wife and I tried some chastity play for a while. It started off as “just for a couple of weeks,” and when a couple of weeks went by, we (and yes, it was a “we” decision, we’re not into any serious D/s) thought we’d go for a month. The month turned into two, then three and then six, and it ended up being almost 8 ½ months of 24/7 wear in my CB3000. Although I was unlocked for sex periodically, I was not allowed to have an orgasm during that entire time. Since it was mostly her idea in the first place – we had been looking for a kink to experiment with and that seemed to grab her fancy – I went along with any decision she made about it, just so she could get comfortable with the idea.

At first, she unlocked me a couple of times a week to have sex, and then I would clean up and we would replace the cage. After a month or so, we invested in a good strap-on harness and a good silicone dildo, and my unlockings became less frequent, several times it being four, five, or six weeks running. She prefers penetration over oral, so the harness really worked well for her. When the time came for our agreement to end, we were in the middle of some marital differences, so we put away the toys for a bit. We thought about playing once in a while, but frankly, after 8 months, going for a couple of weeks just didn’t seem quite as exciting, so we didn’t bother with it for a while.

Anyway, about seven or eight months after we had ended the last session, my wife left for a trip to visit some family for a week. I stayed home because of work (and because I enjoy my alone time anyway). So after spending the first day masturbating a few times out of boredom, I dug out the CB3k, cleaned it off and locked it on myself. Surprisingly, it didn’t take long for me to get used to it again, so I left it on for the rest of the week. When it came time to head to the airport to pick her up, I was going to remove it, but at the last minute decided to leave it on. I got the bags, we had dinner, and she didn’t discover it until we got home. She felt it against her leg, but didn’t say anything until later on when we went to bed. She then asked why I had put it on and how long I’d worn it (just for the hell of it, and all week). We talked and then made out for a few minutes, and that’s when I discovered something: she was wet. No, I don’t mean the moistness that women get when they’re aroused; I mean literally dripping down her legs with excitement.

I made love to her with my fingers and my mouth for a while, maybe 20 or 30 minutes, and then she asked me to put on the harness. I entered her, slowly at first, resting my weight on her and remembering how to angle myself for her pleasure. By this time I was rock-hard inside my cage, my balls were tight against the ring, everything straining to be free. I found my rhythm, and brought her to a tremendous climax literally within a minute. I slowed to give her time to breathe, and she indicated that I should keep going. As I continued my slow, deep thrusts, she began talking to me – something she rarely does during lovemaking – asking me how it felt to be locked up again, telling me that she missed me inside the device, and telling me how hot it made her to feel the dildo deep inside her with my hard cock inside the cage bumping into her ass. In no time at all she was coming again. And again. And again. It seemed that each time was more powerful than the last. Finally, I whispered in her ear that I didn’t want her to allow me to come that night, that I would stay locked up because it was obviously making her so hot, and she came so suddenly and so hard that she gave herself a headache. We relaxed for a few minutes and then went to sleep. Well, at least she did – I was awake for a while longer, trying to calm down.

We had things to do during the week, so we didn’t even get a chance to talk, let alone have a repeat of that first night. But finally the weekend came, and Friday night found us freshly showered and in bed, our bodies hot against each other. I reminded her that I hadn’t come in over two weeks, and in response, she placed my hand on her mound so I could again feel how wet she had become just thinking about my frustration that week. No oral tonight, she asked me to put the harness on right away, and we spent the next hour in some more serious lovemaking. Again, I noted how turned on she seemed to be, and she kept repeating that she was getting off more and more on the idea of having me locked up. And that’s when it started to come out; she whispered that she wanted to keep me locked up even longer than the last time, to not even let me out for a moment. Each time she mentioned it brought her to another climax, and by the end of the evening she was as worn out as I’d ever seen her. She went right to sleep from sheer exhaustion, while I lay awake for a while, not just from my own frustrated arousal, but also from this new development on her part. Was she really serious?

A few days later I began to get an idea of just how serious she was. We went to bed early one night, and began kissing and fondling each other, and she said that because she was tired, she only wanted me to take her with the dildo for five or ten minutes. So during our lovemaking, I asked her how serious she was about not letting me out and about going for longer than last time. Nine months? Ten? Perhaps a year? She started to respond that the idea of my agreeing to go for a year was so hot… and she climaxed right in the middle of her sentence! Oh yes, she was serious; she’d love to see me frustrated, to know that I’d be aroused and excited all the time just for her. Our “five or ten minutes” soon turned into 45, and again she fell asleep out of exhaustion. Needless to say, I was awake – again – for quite some time.

Fortunately, we managed to make time for each other a couple of days later, and I tried to keep our lovemaking slow and paced. I asked her how serious she was, and each time she kept responding that she wanted me to stay locked up for a long time. Then she asked the tough question: Did I want to know how long? I thought about it, and told her no, I didn’t want to know – I was willing to leave it completely at her discretion. Oh, how that sent her into a series of short, fast orgasms; and when she was done, she asked me to tell her again, to beg her to keep me locked up. Each time I told her that I didn’t want to come sent waves of pleasure through her like I’d never seen. She even suggested that we make a replica of my own cock, so that she’d never have a reason to allow me to be out, and I told her that we could check blowfish.com for something, since they had several that were very natural looking. She wondered how I’d feel about being “replaced”, and of course, I told her that as long as I was keeping her satisfied, it was good enough for me. Ah yes, that was the right answer, and she soon finished, exhausted and happy.

Needless to say, by the end of the week we had checked the Blowfish site and had decided on the Bent Realistic (medium) because it seemed to be the closest thing to my own natural shape and size. I spent the money for the expedited shipping, and soon found just how closely it resembled me – close enough to make her very excited and me very nervous. We couldn’t wait to try it out, though, and soon I was half proud and half jealous of this new addition. The large head stimulated her better than the dildo we had been using, and best – or maybe worst – of all, she kept saying how much it felt just like my own cock. I found that I could position it just a little lower on my hips, and before long my wife was whispering in my ear thoughts and fantasies of keeping me locked in the device for longer and longer periods, of not ever allowing me to come, of forever feeling my cage pressed against her ass while I filled her with my new silicone “friend”. And each time she whispered a new fantasy brought her another wave of pleasure, another climax, and another satisfied sigh.

We finished with her asking me to lay on my back so she could ride me. This is my favorite position because I enjoy watching her. As she pressed herself onto me, I felt the stirrings of a “release”, what I call it when my body is about to release its semen without an orgasm. I told her what was happening, and she paused and asked me to stop. It was very difficult because I’d gotten so completely turned on from pleasuring her, but I managed to hold on. When I was back in control, she told me that she didn’t even want me to release unless she gave me permission, perhaps once a month or so. She continued to move her hips on me, slowly, just enough to keep herself aroused, but not quite enough to come. She told me that she found herself even more excited this time around than the previous session, and while she couldn’t explain what the attraction was to her, it became obvious that she had developed a serious kink, perhaps even a fetish for this. As she worked herself into the last climax of the night, she confessed that the hottest thing in the world at the moment was knowing that I was caged, frustrated, and aroused just for her. She said that she was serious about not allowing me to come, and in fact, about not even allowing me out of the cage for at least six months and probably for a year, to a year and a half – right up until the summer. Could I handle it?

I don’t know.

Could I?

Could you?

Wrong. Chastity is not "fucked up!" It's your new normal. I'll show you fucked up. You, fucked up the ass with my strap-on.

The Strap On

One of the biggest kinks in a FLR is the strap on. There are many reasons why they’re so common and popular. They benefit both partners equally in different ways making it the perfect sex toy to have in your kinky collection.  However it goes beyond simply being a sex toy, as a strap on can have huge psychological effects as well as physical.  It can really enhance the D/s dynamic because its the perfect tool for role reversal. 

When a strap on is combined with chastity, some real magic can happen between partners.  The longer he is chaste, the more likely he is to crave some sort of anal play, as his prostate gets bigger and more sensitive, craving any kind of stimulation. Even if he doesn’t crave anal play, it is actually healthy for him to have the prostate stimulated, during long lock ups, so it’s for his own good anyway!  This is why a strap on can be so much fun.  He either craves it, or it is humiliating to him, or both!  

This is perfect for a domme as well, as she gets to discover the power of having a penis between her legs, and his moans of pleasure or discomfort, as she begins to thrust into him. This alone, can be an extremely high level of power exchange and very erotic for her. She can take him with her strap on until he is whimpering horny and deep in sub space. There are no concerns about him cumming from the strap on, because this generally requires a lot of time and concentrated effort and technique to achieve. It is possible, if that is what she wants, but she has full control over that. Leaving him horny, makes for an eager tongue after she is finished taking him with the strap on. A tongue in which, she is equally eager for!

The strap on is much more fun than simply just bending him over, there are many ways in which a strap on can be used, which can make it a symbol of her dominance over him.  Often, a strap on is bigger than his penis, and she can tease him about that, saying her cock is bigger than his, while taking him with it.  Or for even more fun, she could allow him to wear it over his cage, and allow him to have intercourse with her using it. Since its bigger than his own penis, she can tease and say how much better it feels.

She could even go so far as to name her cock, and have her sub respect it, by cleaning it after use. Or sucking it to lube it up. Just looking down into his eyes can give both partners a power exchange rush that creates a strong erotic charge.  She can also make him practice his sucking techniques, if she plans on bringing other males into the relationship at some point. Once she has named her strap on, her submissive will have to worship it in the same way he worships her body, because it’s her cock. The psychological effects this can have, can send him deep into subspace, and she can keep him there. 

The strap on can also come in very handy as a punishment. Sometimes a submissive just needs a good hard strap on session, ordering him to get the strap on, and bend over on command, can be a powerful technique. Taking him with it often, even when he’s not in the mood, will help him adjust his behavior to understand, it’s not his bum, it’s hers. His resistance to it, will soon drop away, and the strap on will become a symbol of her power. 

Perhaps eventually, it may be the only way he is allowed to cum.  This can be common if she likes to feminize him, he can literally become the female in the relationship, and cum from anal only, while still caged. There’s so many possibilities with the strap on, including attachments that can provide her stimulation while using it making it even more fun.  It’s just one more tool in the femdom box, that she can use to completely dominate and own her submissive in all the ways she’s always wanted.  It is all about her, after all.

Want to discover the wonderful benefits of a female led relationship? Check out my Practical FLR book series here!

PSA: if you're gonna inject me in the neck with something to knock me out so you can kidnap me, be sure to cover my mouth with your other hand first to muffle my screams. Also make sure to not forget to whisper "shh, shh, don't fight it" in my ear as I go limp.

it's uh. really important for the kidnapping to work properly