Mail Chastity

A couple weeks ago we posted a blog post about how it’s been 226 days for Cagedmonkey since his last orgasm and a friend, at She rules the Rooster, had some really good questions I figured we should answer in a post as opposed to them getting lost in the comments section. I’m sure other people have had the thought about what I’m getting out of such a long denial period for hubby. I mean, if we were poly or into cuckolding, that answer would be easy but we aren’t so it becomes a bit more complicated in the “what does Lady M get out of it” area.

When it comes down to what I’m doing daily… My sheer extreme sexiness is what teases him, don’t you know?!?! Lmao Seriously though the daily stuff is all about the little things. I’ve pointed out in posts before and even in a podcast if I remember right about the little things. Keeping things talked about, even if it’s in text message or little flirty butt grabs when the kids aren’t around. Making him kneel in front of me while I sit on the couch… It might look innocent enough like daddy is snuggling with mom giving her a hug but to CM and I there is much more behind it.

Making sure that we both know the why’s behind the denial and the lock up are so important. Otherwise, it just becomes an afterthought and can actually become work. So talking about and knowing that I love to see and feel the frustration he is going through makes my pussy wet causes an amazing circle of turning him on which again just turns me on.

At the moment, pleasing me in some fashion is at least three times a week but we say there is so much more to intimacy than actual sex so much more becomes pleasing. CM is pleasing me daily but that wouldn’t look like him eating my pussy or making me come or any of that… It’s more like a back rub or spooning snuggle time or maybe just some boobie play time. Yes most days of the week I am having him give my pussy some mouth attention and maybe some fingering. The day to day stuff though isn’t some long intense teasing session. During the week we are usually tired and in bed early for a 4:30 or 5am wake up. So they are quick “my pussy needs good night kisses” while I run my nails across his back and butt type nights.

There are nights I make him sit or kneel at the side of the bed with his arms clasped behind him. I will take my boobs and smoosh them in his face, make him smell and lick under them so he can’t really get an idea of my day. Then I may run my nipples across his lips, not allowing him to open his mouth. It’s so fun to watch and feel his breathing as he gets so frustrated, desperately wanting to feel it in his mouth and on his tongue. He will even whimper and beg sometimes, “please.” hahaha I love it so much!

I’ll be honest with you… I have in no way been counting how many orgasms I’ve had. I just have them when I have them and when I want them. Most nights our pleasing and teasing is a short thing so I don’t even really want to cum. It’s more work on a woman than you think lol. It takes a lot of thinking and then there’s this whole body muscle tightening thing that goes on. With my chronic pain, orgasms tend to last a few days within my muscles and make things sore so it’s just as good to enjoy the pleasing than to have some intense orgasms all the time. If I were to really think about it is probably been about 1 a week average… So you figure that out… About 300 days divided by 7 lol!

Anyway, thanks for the comment and I do apologize for the delay in getting it posted… It’s sat in my drafts and been worked on as much as I can when I get a moment! I appreciate you reading and being subscribed! If you haven’t checked out She Rules the Rooster, yet, what are you waiting for? It’s always fun to see how other people live their lifestyle… Get on it!

Cagedformymistress asked the following question on Twitter in response to my last post:

How are you even managing to have your cock in her pussy and not cum?

I get asked this a lot, actually. For starters, it’s not easy. Just this morning, ML and I had some “sneak away” sex while the kids were doing their regular morning breakfast/Youtube routine, and her pussy felt soooooo damn good. We haven’t had PIV sex for a couple of days, and she’s usually super tight under those circumstances. Plus, she wanted it from behind – her ass up against my hips, her pussy squeezing my cock nice and tight… damn I wanted to cum so badly.

But yeah, I had to stop. Because it’s still at least another 6 months before I get to cum….

Oh yeah, right! The question of how I don’t cum during sex…. sorry, got a little off track there.

The first thing to know is that I have experience with knowing how far I can push myself before losing it. Even before starting this blog, ML and I had fun with some low-key orgasm denial (she’s always been a cock tease, tbh). Because of this, I know when I need to slow down thrusting (or, in some cases, stop entirely) to avoid cumming. ML knows my tone of voice in these situations, can sense when it’s a true emergency, and allows me to take my time… although, sometimes she forces me to go a little longer and then pull out if she wants me to ruin my orgasm with her pussy (that’s a new favorite torture of hers).

The other thing to consider is that I usually can’t spend a lot of time with my cock as actually inside her pussy – if I did, there would be no chance of avoiding an accident. I almost always need to stop fucking her after a minute or less of actual sex. The short gifs you see on the blog aren’t just a small clip of us fucking, it’s pretty much all I can handle.

So, now you know the secret – I’m able to avoid cumming because I know when to stop, and I know not to push my luck for too long. I’m lucky that ML doesn’t mind that I can only give her sex for a couple of minutes maximum. She actually enjoys the fact that her pussy feels so good that it would make me cum in 20 seconds if I didn’t stop. Besides, if she didn’t want it this way, she wouldn’t keep me in this hyper-horny teased and denied state.

I got a great comment on my last post which included a question I didn’t want to just answer in a reply. I feel like I have a little more to say on the subject than just a few words to be lost in the comment section of the blog.

Philip wrote:

I have a question that I do not recall being discussed in your blog. CM has often edged himself as required but would you Lady M ever instruct him to ruin his own orgasm and do you CM feel you could manage to do this? Personally I think I would find it very difficult and I dare not even hint at the idea to my wife!

It’s interesting to have this question asked because, I do enjoy so very much giving Cagedmonkey a good ruined orgasm. I love, even more, getting him so worked up and crazy during denial that he starts begging for one. I love hearing him moan and whimper and react to teasing and feeling how horny he is. So horny, that he would even want to get that close to orgasm only to have it completely unfulfilled and ruined.

Now to get to the point of answering the question… I do not recall that I have ever had him ruin himself, but himself. I really haven’t even had him stroke or edge himself (without me there) until recently. I struggled a lot with allowing him out of his cage while I wasn’t there. He’s proven, over the past 7 years, that I can trust him to obey me and follow my rules and only do what I tell him to do when he is out of the cage and not with me.

I think one of the other reasons he hasn’t done this on his own is that I enjoy it so incredibly much! Though, he has been the one to actually ruin himself before. I’ve had him both stroke and have sex with me and get himself to a ruined orgasm. A couple of weeks ago I had him fuck my pussy right to the point where he pulled out and his cock just dripped a ruined orgasm on my belly. It was awesome, it makes me so happy I just can’t help but giggle!

Philip, I hope this answers your question and helps you understand my side of this. I don’t know if hubby feels differently when I’m the one ruining him or if he is made to ruin himself. It must take a hell of a lot of self control to do as he is told and to force himself to ruin an orgasm… He could easily just go further and enjoy it but, instead, he obeys because he knows that I enjoy it so much.

So much of his submission is just because he loves making me happy and doing what I want him to makes me happy.

I received a message from another keyholder on chastityforums.com. She is a bit new to all this, in general, and is struggling with how to be a KH and a good one at that. So here is a bit of what she wrote and my response.

My ‘vanilla self’ is constantly fighting with ‘the KH self’ I’m sure [my hubby] would like me to become. I’m not even sure how to make this change. Do you have any ideas to help me in my quest to transition from vanilla to a true KH in every sense of the word?

First of all… This isn’t about you becoming something your hubby wants you to be. This is about you both enjoying this the way YOU enjoy it, whatever way that may be. Please do me a favor and don’t try to be and do things that are not natural. What you do should feel good and exciting to you. If you fake it, it will become work and then you could easily build resentment by trying to live up to his expectations… Do what you enjoy and are comfortable with. You are in charge, you hold the key, literally – he should not be in charge through you when it comes to chastity or keeping him locked etc. That is called “topping from the bottom” and that’s not ok. It is perfectly fine to communicate – if you know me at all I’m huge on communication – so talk and listen to each other. Get to know what you like, what you think you like, what you don’t like, what feels good both physically and mentally. Decide from there what YOU want to implement in your relationship.

Don’t be afraid to try things if they are not a hard No! You may like them or maybe not and you have the choice, as the one in charge, to say yes that’s good we will do that or no that felt bad or uncomfortable and we are not doing that! It’s all good. In the beginning it’s all about talking and trying and figuring out what works and feels good. Don’t be afraid to say no or change your mind either… Try hard to remember, in most situations, he is the one that asked you for this and decided to give you control. He doesn’t want to decide what happens with his sexual desires, his orgasms, his pleasure. He wants you to be in control of it all. 🙂

In regards to how to be a good keyholder, please feel free to listen to Episode 3 of our podcast. It’s about praise and reassurance and it’s just me talking to other keyholders and I think it might be helpful!

Good luck!

We got some awesome feedback today about the podcast and a couple questions, as well, that I figured I’d take a moment to answer. We always appreciate when our readers or listeners give us feedback or just want to write and say, “Hi!” Don’t be shy! 🙂

Love it! The punishment /funishment thing to me is one of countless blurred outlines of that classic BDSM conundrum… if I want to be punished then how can it be a punishment? In my head, it still can be – especially (to your point) if you know your partner and love them enough to exploit that knowledge.

Love getting feedback like this. This is why we love having the conversations we do on our podcast. Having a relationship, kinky, vanilla or whatever really does come down to communication and knowing your partner. Amazing things can happen when you know, just as this gentleman states, how to exploit the knowledge!
I confess that I’ve only listened to a couple podcasts now (just found you guys on Friday), so I apologize if you’ve gone over all of this stuff many times before, but man I have so many questions 😛 Feel free to ignore them…
That’s ok… some times answering things again is a good thing for someone who is new around here. We have answered these before here in the blog and possibly on the podcast but I don’t mind answering them again.
Do you still control / keep other guys in chastity besides caged M? If so, how many? How do you find the time and energy to keep up with that?
I no longer have “subs on the side” and there are two reasons for this. A) I tend to be a bit too intense for most people and they end up not handling being dominated by me very well. The whole fantasy vs reality thing… I make things very real and the intensity of the reality becomes too overwhelming. When I have subs I put my whole self into it and when boys get overwhelmed by me I tend to get myself hurt in the process. And then, B) well like you mentioned, time. I just don’t have it anymore. When I was a stay at home mom I had a lot more time to spend focusing on kinky things. Now I work outside the home, have to take care of my home, kids and they are very active kids and we are involved parents… It leaves very little time for extracurricular activities.
I remember hearing caged M adamantly defining a limit about physically playing with other people, but that you guys might role play with the idea from time to time. How does that generally look for y’all?
There is a really great post here on the blog about Pseudo-cuckolding that you may find helpful in regards to this question. We do not play outside our marriage… At least not with men. We have talked in the past couple years about me having an Alpha sub female to play with but so far we haven’t found anyone that fits.

For me, chastity is inextricably linked with cuckolding, but the reality of that fantasy carries potentially damaging emotional remnants… I’m so curious on how you guys feel about that and if the implication exists in some form within your D/s dynamic.

We have seen how a lot of times people automatically think chastity = cuckolding but we try hard to get across that that’s not necessarily true. That chastity is not specifically one thing or another. It doesn’t have to be this or that. Just because someone is in chastity does not mean the partner goes out fucking other people. Chastity is exactly what the couple wants it to be. It certainly CAN be all those things or none of them. It’s up to the couple to decide what chastity is for them.
Thanks so much for sharing your story so openly and responding : ) I fucking love the internet.
Thank you, so much, for the great feedback and the questions. Hopefully I’ve successfully answered them but please feel free to ask whatever else you want to ask! 🙂 and yeah the internet is pretty awesome!

D & J are a couple that read our blog. They recently sent an email asking for help with appropriate punishment. I’m extremely lucky in having a very good boy who does not push the boundaries so punishment doesn’t not come up often. It’s not something I enjoy having to do.

D & J wrote:

This weekend I have gone away for a few days, on Thursday night my cage worked itself off and I couldn’t get it back on as the key is 2.5 hrs away.
On Thursday night I edged myself once, haven’t done anything else but this is a serious infraction in our relationship.
Previous punishments have been whipping, and a few minutes with clover clamps. Extending chastity has never been a punishment as my wife has never set a time frame to extend until now.
Can you suggest an appropriate punishment please?

My suggestion for punishment may not be like others since I’m not too big into giving them. When it comes to punishment for us I take things away from Cagedmonkey, such as parts of my body, pleasing me or even playing video games. There have been times where I took away chastity and any attention to his penis. Those things really are punishment for him because he enjoys our play and taking that away is really the best way to keep him in line. I don’t really use spanking, etc for punishment as that is more “funishment.”

So the reason for this post is to ask our readers what their suggestions would be in this situation for punishment. What have you or your Mistress done as punishment in this situation? If you haven’t been in this situation, what would you do? What do you feel is an appropriate punishment for edging without permission?

Please comment here in the comment section so D & J can read your responses!! Thanks 🙂

Not too long ago I got asked this question and while I get asked questions frequently, I wanted to put this particular question in its own Mail Chastity post. It’s such a loaded question and it will take much more than a paragraph to answer. As a matter of fact I could do a whole podcast on this question alone. So anyway, here is what I was asked:

Good morning Lady M! …what makes a good submissive. I am curious as to your personal opion.

I have many opinions on what makes a good submissive but the super short, honest answer is – being what your Dominant wants.

That answer is also so incredibly vague! No one, absolutely no one can tell you how to be a good sub. The reason I say that is because every single Dom is their own person and every single sub is their own. They all have wants, needs and desires. The ultimate in being a good Dom or sub is having a Dom or sub that compliments your needs, wants and desires. What it takes to be a good sub is getting to know the person you want to be submissive to. Making sure you know what they want and expect out of a submissive. Once you know that and have learned those boundaries then you know exactly how to be a good sub. It takes work and communication, on both sides, to really understand what the other would consider good.

Let me give you an example of what I mean. I am a very loving, mothering Domme. I am also a very service driven Domme. I enjoy being in control and taking care of people. I like being the one to dictate how Cagedmonkey’s day will be, making his lunch and helping him know what to expect from his day. I also get extremely fulfilled by someone doing things for me, without my asking (most of the time), because they thought of me and wanted to make things easier or less for me. You know those times when CM will be home from work and do dishes or clean and vacuum the living room because he just knows I’m at work too and it will be helpful and make less for me to do when I get home… Those things, in my eyes, make him a good submissive husband. However, that’s only one side of being “good.” I also love that CM is exactly what I need sexually. When I’m feeling hardcore, rough and aggressive, I love that he can take what I am needing to give. When I’m feeling loving and cuddly, I love that he can hold me and love me and be that for me. When I want to be pleased sexually, CM is there to please me how I need it. Whether that’s eating my pussy, making me cum, or just being my sex toy to hump and play with. Those things make him a good sub for me.

What makes him good for me, though, may not be good for someone else. Someone else may want certain rituals daily, tasks that must be completed, hard rules that must be followed or there will be punishment. There are also subs out there that have that need. Strict rules to follow with punishment if they are not. Following those rules and taking that punishment would be what makes them a good submissive.

Basically, what I’m saying is… It takes getting to know someone and communicating to find out what will make you a good sub. I hope, in some way, for some one, this was helpful. There is no one way, no right or wrong way. The whole thing comes down to what works in the relationship and in the dynamic.

Girltoy wrote us the following email:

On the photos I have seen, cagemonkey is wearing the same cage as I do. Mine fits perfectly and it feels very good wearing it.

But the cage is slowly sliding down…

…I never have pain, the balls are never blue. But it looks silly when only half the cock is wrapped by the tube and the cage is hanging on the limp cock like a bell. 😉

Do you have any suggestions?

I find I have the same problem from time to time. Sometimes I wonder if having a base ring just the tiniest bit smaller would cut down on these types of things (and, incidentally, cut down on the amount of “rooty-ness” I experience). The problem is that if I were to get a smaller ring, my balls wouldn’t be able to squeeze through, even when they aren’t swollen and filled with weeks worth of cum… trust me, I’ve tried.

My suggestion would be the simplest solution of all: don’t worry about it.

If your cage fits well and feels comfortable, you don’t really have to change anything at all. You don’t want to mess with a good thing, and it’s hard enough to get your cage fitted well as yours is. When it comes down to it, looks are a luxury but comfort is a necessity.

In fact, here’s a little behind-the-scenes secret: my cage slips down often, just like yours does. I just make it look good for pictures. Check out these pictures that I took just seconds apart:

At any given moment of the day, my cage could be nice and snug or hanging a few inches down low. I just make sure to adjust myself if I’m going to take a picture. 

So my suggestion is to just keep going with what you got. As long as the cage isn’t slipping off, and not causing and pain or skin irritations, I’d say that you’re good to go!

On a recent post, Collaredmichael commented the following:

Do you find the perverse desire not to [cum] -in order to continue your streak of days without? It is something I seem to be experiencing – I want to cum but I don’t want to cum.

Short answer: I used to get this feeling, but not so much anymore.

I think, at one time, I felt the desire to keep pushing my denial farther and farther. Thinking about it now, it wasn’t so much of a desire to keep pushing it for a deeper intensity; it was more of an attempt to keep the sexual connection between ML and me. Since things have gotten much more healthier between ML and me in a sexual sense, I feel no desire to force it along anymore.

That’s not to say the feeling went away completely after things got better between us. When we attempted the full year of orgasm denial, of course I wanted to keep going without cumming. But that was the point of the exercise: just how long can we go? I think ML and I found out the answer to that.

At this point, I want my orgasms to be fully controlled by ML. That means not trying to “help my denial along” by resisting an orgasm and pushing my denial further; I’m in a state of mind now where I really do want to cum, but whether I do or not depends on what she wants. It wasn’t easy for me to get to this place mentally, but the work (and play) that My Lady and I have done has helped us get here.

St writes:

I read a 3 year old post “The Ring’s the Thing”… and you mentioned that you switched back to the regular ring, because the anatomical one started to feel uncomfortable. I would love to read an update regarding this matter, please. I’m thinking of buying the Revenge, but i can’t decide which ring to choose.

Click here for the post that St is referring to.

It kinda surprised me when I found the anatomical ring to be less comfortable than the standard round one for the Revenge. I had heard good things about the anatomical ring from others, and also it’s designed specifically for comfort. So you’d think it would be the best choice, but it wasn’t for me.

But that doesn’t mean that it isn’t the best choice for everyone.

Stay with me…

Just like I wrote in this post about trying out the double ring, the comfort of the base ring is really up to the wearer. Some guys will find the anatomical ring to be a better fit than the standard one; some guys may feel better in an oval ring, while others stick with the round design. You really need to try it to see if it works for you. Just make sure you don’t end up forcing it just because someone else says it’s “the best.”

On the other hand, I do recommend getting the integrated lock option that is available on all of the Steelworxx designs!