Mail Chastity – Wanting to Learn About Male Chastity

The other day we were contacted by a gentleman very interested in male chastity. He had lots of great questions and I thought I would take some of them and answer them here! I know he has plenty more and perhaps there will be more Mail Chastity soon with those. Feel free to send us any questions you may have about chastity in general or about us personally. We do love sharing with you all.

BatBoy5 asks:

Do you have a preferred device?

Lady M: As a matter of fact, yes I do. My preference for everyday and long term use is our custom Mature Metal Jail Bird device. If I want to change things up short term we have the Steelworxx Revenge which is a more enclosed steel device. This creates a different sensation for cagedmonkey because it takes away his ability to see his penis as well as some of the feeling that he is able to have in the more open Jail Bird.

Plastic, metal, or silicone?

Lady M: At first I never thought I would like steel so we went with a silicone device CB style device. I never did get to plastic because it just seemed like it would be uncomfortable for cagedmonkey. After seeing what happened with the silicone device it just seemed like a plastic device would break at the pressure of his erection. So as I said we got the silicone and it didn’t even kind of fit. lol Hubby was way too big to fit in those types of devices. He was simply too long and too big around, even, flaccid, to squeeze in. So we ultimately went to steel and I’ll never go back, it’s beautiful, sexy, sleek and much better for the way we do chastity.

Do you build up from short term to long term to “permanent”?

Lady M: I think what you’re asking is did we jump right in to wearing the device all day, every day, right? And, that’s not really possible. You have to start slower with a device, check the fit, make sure there are no issues, and your body needs to get used to having something locked on it lol. There is a learning curve and it does take some building up in the beginning. For us, it only took a few days before hubby was wearing it for hours and full days.

Is there any such thing as permanent chastity?

Lady M: Sure there is, with the right device, fitted properly, a guy could wear one permanently and never have sex or orgasm again. 🙂

Do You find that chastity leads to other areas where you assume control of a boy’s life?

Lady M: I don’t think it has to at all. It certainly can and for us, our FLR/WLM (Female led relationship/Wife Led Marriage) is actually what led to chastity in a way. I’m already in control of everything and hubby asked me to be in control of his sexual pleasure as well. It just worked that way for us.

Do You ever use chastity devices that incorporate piercings or urethral inserts?

Lady M: We do not, I’m not into genital piercings on my own boy (they are very sexy on other people!) or urethral inserts (hubby’s anatomy won’t work with those anyway). I do know plenty of others who do use those types of devices and do actually enjoy Sounding. One of my other boys is actually into that and will play with it on his own.

I hope this helps answer your questions, thank you again for writing and asking. I look forward to hearing from anyone who has any questions. If you’d like to ask cagedmonkey anything in particular just let us know!

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I’m Bored and I Think They’re Sexy

I’m Bored and was going through some of the pics on my phone today. I found some that I find rather sexy and I want to share.

Not some profound post from me so far today though I do have a lot on my mind. Anyway, hope you enjoy!

This one

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Really, is that not just the sexiest thing? Yummy!

And this

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So excited it's time to be wearing boots again!

And another

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These are some damn sexy hips! That's why I put his tattoo there.

And one more

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My cum dripping of his chin, as it should be!

Ok enough sexy pictures hehe I’ll stop now. I’m sure there will be some actual words to be written later since last night was… well, it was pretty incredible. 🙂

“Oh JailBird How I’ve Missed You”

These were my exact words this morning as I tucked cagedmonkey into bed. He went to work early last night because someone called in sick. I decided to have him change back into his Mature Metal JailBird after his shower because I’ve been feeling a bit of a longer term lock up coming on. The thing is, I didn’t really get a chance to see my little knight in his shining armor. You know, those real life things like getting the kids to bed, packing dinner for hubby to take to work and all that fun stuff kinda got in the way of admiring my beautiful locked up toy.

So this morning, cagedmonkey did as he is required. He went in the bedroom, stripped naked and waited for me. When I walked in I took off my clothes and pressed my naked body against his. Oh good Lord that feeling of our warm skin touching is one of the most fantastic feelings in the world. I simply said to him, “I’m home.” That’s what that feeling is, warm, inviting and comforting… it’s home.

I could feel the growing warmth between my legs as my pussy began to get wet. I knew I just HAD to have his face in my pussy making me cum all over it. I straddled him and slid right up onto his chin and mouth and rode myself to quite a wonderful orgasm as I slid his hands up my curvy body to my big luscious breasts. I was so wet, gooey and wanting, that his face slid easily between my lips and the sloppy sounds of my cummy pussy were so hot.

I twisted off of his face and lay beside him, I brushed the sheet away to expose his steel encased cock. There my beautiful toy was, squeezing, struggling and strangling itself trying to get an erection. All I could say was, “oh how I’ve missed you, JailBird.” I really do love being able to see the bulging when he’s so turned on by me. I don’t get that with the Revenge at all. After having him in it for the past week, it was quite a turn on to see him just the way I like him.

Punishing the Naughty Boy for Cumming Without Permission

After cagedmonkey’s naughtiness the other night, he’s was put back in the Jail Bird. I did leave him unlocked that night for a good 24 hours or so. I had thought about locking him directly back up but I noticed some redness on the underside of his shaft and decided he needed a break from the cage. That also gave me time to use the hell out of him hehe.

As for the punishment for cumming without permission… “punishment” means different things to different people. So there is no one size fits all punishment for this type of thing. I’ve never had to actually punish cagedmonkey but rather I’ve only disciplined him with spanking, etc. When we made up our agreement we added a section for punishment/discipline and what things would be effective in what situations.

So let me clarify that this is definitely a punishable offense and not something that simply requires a “correction.” It may seem complicated but one is more of a cute “oh you naughty boy” thing, closer to funishment rather than punishment. Punishment is meant to to be something undesirable and unpleasant to the person who is being punished. For cagedmonkey, this needs to be the removal or denial of something pleasant or desirable. So cagedmonkey loves his video games and he also loves pleasing me, making me cum, etc. Any of these things being taken away would be punishment for him.

I will say I’m not completely devastated by his cumming without permission… because, to be honest, it felt so good and I loved that I had him so extremely worked up that his primal need took over. However, I would be utterly devastated if he were to cheat and cum hiding in a corner somewhere. The punishment for that is not playing… I hand him back the keys and when he can prove to me that he can be a good boy, then it might be time to play. This meant I really had to think about what punishment fit the crime, so to speak.

I decided since cagedmonkey came without permission that I would deny him MY orgasm. I figured if he had so much enjoyment out of his own then his punishment should be not getting to enjoy giving me any. So he got three days of not pleasing me, knowing that I had gone upstairs to make myself cum and he didn’t get to hear me moan, didn’t get to feel my pussy moisten, didn’t get to feel it tighten, didn’t get to taste my wonderful, yummy cum that he loves so much. Denied pleasuring the woman he loves and committed to serving and pleasing. You all know that with me being in control of when he cums, he has taken to getting his pleasure from pleasing me and giving me orgasms and servicing me sexually. Let me tell you by the second day he was already complaining about how he missed my pussy and tasting it. Awww, poor baby! 🙂

I have enjoyed myself since Thursday night, I allowed his face to be buried back in my pussy, making me cum all over his face. We also got very intimate and romantic and did make love. Sometimes the slow, deliberate strokes with eye contact can really push the emotions. I really do love him being denied and extremely horny for me. I love that he wears my little steel cage on his cock because I want him to.

Finally after a very long week of punishment, extra hours at work and not getting much time to do the sexy sexes, cagedmonkey is home for the weekend. We had a chat in text last night about how I’m in the mood to use him as my sex toy. How I want to use whatever part of him, whenever I want for my pleasure. Wanna know the best part? He’s totally in the mood to be used for my pleasure! Hehe I have loved, over the past year, how our sexual moods have been in sync. When ever I’m feeling a certain way or he’s feeling a certain way we have always been in the same mood for that particular sexual thing. It’s so awesome!! 🙂

I’m so sure there will be plenty of things to write about this weekend. Since he got home from work this morning, I’ve already woken him up a few times to get my pleasure in. Even though we will be packing and going through the house stuff, doesn’t mean I won’t call him to the bedroom or bathroom for a private moment of pussy licking and making me cum. 🙂 I may even send him there before me to get his unlocked cock good and hard and ready to dip in my tight pussy whenever I want. So much possibility for so much yummy play, all. day. long. 🙂 however I have no plans to make him cum until at least January 18th.

Desperate to Get Out of the Cock Cage

I don’t want to do the whole “sorry we haven’t posted in a few days” thing so I’m not going to. I’m not going to make excuses, rather I’m going to tell you what’s been going on!

Over the past couple days a lot has changed for us and our journey together in life. Really this has nothing to do with male chastity but I’ll get to that. A lot of things happened, fell into place, whatever you want to call it, for us and we had some decisions to make regarding our future. So in short: WE’RE MOVING!!!

And with that announcement (like you all care about that haha) comes so so so much work for the wife portion of a Wife Led Marriage. Now that we are moving – in a month, by the way – I have to fill out paperwork for the new house, take checks here there and everywhere, get copies of this and that and, since we’re moving school districts, I am running to get registration forms, filling them out, collecting all the stuff they want to prove we are moving, taking it back to the new school, informing the old school, returning books to the library… Ok really, you get the gist. I’m a busy freakin woman at the moment.

In a way, it’s a good thing that hubby is in lockdown 24/7 because I don’t have much time to tease and torture him all day like I normally do. That doesn’t mean I’m not mindfucking him and still teasing and having him please me whenever I can, it just means lots less.

So yesterday my one visit to him upstairs before errands was a very intense tease. He was quite literally crying into my chest because of the combined physical and mental torment I was subjecting him to. His Jail Bird was strangling his balls while I rubbed his prostate. I found that during these big long lock ups it can be very effective to externally manipulate the prostate.

I spoke so softly with my lips against his lips, telling him bad I wanted his big fat cock in my mouth, to lick it and suck it and feel it deep in my throat. I’m sure it didn’t help that I also licked him through the cage and gave him a simulated blow job through the cage. Hehe really he would have been writing this all himself but it’s hard for him to write at work lately and even harder to write on his phone.

This morning before he went to sleep after work I texted him to remind him of his situation. You know, locked in a cage, no orgasm for 6+ weeks and no erection for 2+ weeks. 🙂 I guess I started to get to him because I got a couple of texts back from him.

I’m really fucking horny and desperate for a hardon

So I asked him how bad it would be if I decided to tie him up, unlock his cage and leave him to watch as his cock slowly hardened but still received no stimulation.

He said:

Really fucking bad, but I’d still like not having the steel constantly hugging my cock

Hehe I think I’m really getting to him when he’s not even begging, whimpering and crying for an orgasm anymore… instead it’s over just flat out being out of the cage for a simple erection.

So boys… Don’t take those erections for granted, you could be locked in a cage unable to even get one too! 🙂

Hiding the Key… From Me!

I am in a bad bad way super mega crazy horny. Like dripping wet quivering pussy horny. Like attacking cagedmonkey very aggressively any chance I get horny. Like I want to rip off his clothes and cage and throw him down on the bed and fuck him silly horny. (Yes, I know there should be commas in there somewhere but who cares! lol)

Seriously, I’m really horny again and I’m having a really hard time resisting using my key. I know what you’re thinking, I’m the keyholder and I’m in charge, why don’t I just unlock him and use my toy to pleasure myself? Well, honestly, I really do want to try to keep him locked, without erection through the end of September like I planned. I really don’t want to ruin the time he’s been in his Jail Bird already or lose the incredible amount of frustration I have already built up in him.

So to keep this keyholder from doing something she really doesn’t want to do, I had to put my key away in a little box. I am very blessed that I have such a good subby hubby who knows my goal and is willing to help me get past this crazy horny bit. I will say that I am at a point that it is not him or his begging or his whimpering that is making it hard for me… it’s my own self, my need to have him, my desire to feel HIM between my legs. Not a strap on harness, not a fake cock filling up my pussy, that’s not what I want. It isn’t about needing to be fucked because that’s easy enough with the strap on. It’s about feeling the man I love between my legs, looking into his beautiful blue eyes and feeling that connection with him. I want to feel that closeness, that tender, romantic love… without the cold hard steel against my leg.

Ok I need to stop because I’m getting myself kinda crazy again writing this. Anyway, for now, my key is put away and not hanging on a necklace around my neck. It’ll have to stay there until I’ve gotten past these feelings.

Forced Pussy Licking and Strap-on Sex

Cagedmonkey and I had quite a night of playtime last night. We decided, since we hadn’t played cards in awhile, to play some poker. Yes, I said POKER not Poke HER! 🙂 Though… You know that happened haha

Anyway, during our little poker game I made some rules. I’m not really in to strip poker – since I was only wearing a tank top anyway – so I told my sexy subby hubby that if I won a pot of 300 or more that I would make him eat my pussy. I also told him if he won a pot over 600 that I would tease and lick his cock through the bars of his cage. Hehe Aren’t I the sweetest wife and keyholder? 🙂

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Let’s just say I climbed up on the couch to shove my pussy in his face a lot more since the two of us rarely had a big pot between us. He did get some very good teasing in his cage though, I must say.

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Of course, after all the pussy eating and teasing and everything he was certainly bulging out of his cage. Mmm I just love to see that cock attempting to get hard bulging through the steel bars of his Jail Bird. I also love giving his balls a good squeeze.

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Of course he wasn’t the only one turned on like crazy after our little game of poker and it was my turn to get some poking. Though it wasn’t cagedmonkey’s cock doing the poking since he’s not getting out of that little cage for another 6 weeks. I took my horny ass hubby upstairs and had him put on the RodeoH and give me a good fucking with it. I came very nice and hard feeling filled up by the strap-ons big thickness.

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That’s right baby, hold that big cock in your hand since you won’t be holding yours for quite a while. We ended our night with a few big wonderful cums for me with the RodeoH and the wand and some very frustrating denial for hubby. It really was a fun night and I’m happy we have another night together tonight. I’m not sure what our night has in store but just being with my love is a gift in itself.