Male Chastity

In my last post, I wondered aloud whether or not my long lockup period had already begun without my knowledge. ML’s response to this was, “I don’t know, maybe it has! I hadn’t really thought about it too much yet…”

It’s a little startling to realize how easy it has become for My Lady to keep me locked in my chastity cage for a week straight, but that is where four years of chastity has brought us to.

It turns out that did get at least one more chance to feel ML’s pussy before my cock is locked away for more than a month. ML and I had date night last night, and afterwards we attended a “play party” with some friends. We couldn’t stay long so we didn’t have a chance to play ourselves, but we came home pretty turned on. Lucky for me, My Lady was in the mood for sex, and she didn’t want a toy; she wanted the real thing.

ML used my cock along with her wand to give herself a few good orgasms before bed (none for me, of course). She was nice enough to allow me to sleep uncaged, which was a nice surprise. In the morning, she took the opportunity to give me a little bit of a tease to start my day.

She’s left me uncaged for the day today so far, which makes me wonder if she’ll be teasing me tonight or throughout the day… or both. It’s actually a tough day for me, because I’m seeing all of the things I’m going to miss when I’m locked up next week.

The extended lockup period that ML and I have been planning is looming on the horizon. Next Friday is our chastity anniversary, at which point My Lady plans to keep my cock locked in chastity 24/7 for the next six weeks at least. Although, at this point, I can’t really even be sure if it hasn’t already begun – my chastity cage hasn’t come off since my last post at the beginning of the month. Perhaps ML has been planning a true Locktober Plus this whole time and didn’t tell me.

She is certainly capable of such levels of deviousness.

Preparing for the long lockup has already begun: this morning, ML had me locate Adam from our toy storage so he will be at the ready when she needs him. She needs to reacquaint herself with his size and feel before she will be ready to use him during my time in chastity.

I was hoping to have one last feel of ML’s pussy on my cock before being locked in chastity for the long haul, but Adam’s presence makes me wonder if I’ve already had my last chance for a while and I didn’t even know it.

October is a popular month among chastity enthusiasts for celebrating their fetish. We didn’t exactly plan it out that way, but ML and I will be doing something special during October, also. It won’t be a full “Locktober” for me, as I will get about a two week stay on my sentence, but I will definitely make up that time on the back end and more.

ML and I have been considering trying another extended 24/7 chastity period, and we are going to give it another try. We’ve found it difficult to get past the month-ish mark in the past, but we really want to push it this time around.

Starting on October 13th (our “chastity anniversary”), I will wear my cock cage 24/7, day and night, all the time until Thanksgiving at the earliest. Yes… “at the earliest.” At Thanksgiving, we will take stock of things and see if we want to try to make it to Christmas at that point. So, very soon I will be going without a full erection from somewhere between 6 and 10 weeks.

Writing that it actually makes me realize just how insane I must be for wanting this.

We always run into two problems when we try to do extended 24/7 lockups: 

  1. I start to feel a little disconnected with my cock locked away for so long, I start needing more sexual attention.
  2. ML starts to miss the feeling of having her pussy filled up by my big fat cock… Those are her words, not mine, but who am I to argue?

So we’ve worked out a plan to address these problems as well as we can.

First, we are going to use toys more often in order to satisfy ML’s need for penetration; “Adam” is more than capable of filling in for my cock in that capacity. And for those times that ML wants to feel me between her legs as I fuck her, we either the Rode-Oh underwear or the strap on harness that I can use.

As far as my needs go, it’s not so easy to get me the sexual attention I need with my cock locked away in steel… but not impossible. We just need to do it in other ways. And, by process of elimination, a lot of that will involve doing various things to my ass.

I’m interested to see how intense my submissive feelings get when the only sex I can have involves my ass. When my cock is taken out of the equation and the only sexual pleasure I receive is through plugging/milking/pegging/etc., how deep will my acceptance of my role go? Will I begin to look forward to it, ask for it, beg for it, even want it? I’m honestly don’t know.

I really hope we can go the distance this time. I’m not really sure whether I mean I want to make it to Christmas when I say that, but I guess we will find it when we are at that point.

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. πŸ˜‰

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 Friday I decided to send cagedmonkey a few pictures while he was at work. I wanted him ready for the weekend. I had already planned out some interesting tasks for him while at work and on his way home. So it started out in the morning as I was getting dressed. I sent him pictures of way I was wearing, I thought you all would love to see, as well.

I figured, since I had my nails done in a pretty pink that my outfit might as well match. First I sent him a picture to show him what panties I picked out.

Then I knew he would love to see my large breasts so I sent him a picture of the bra I decided to wear.

I knew if I kept sending him pictures of myself that he would get more and more horny for me. Seeing me in my bra and panties is such a tease for him. I sent one last picture to show him the shirt I was wearing. I knew this one would really get to him because… Well, you look and let me know what you think!

I also gave him a task to take a very specific picture for me while he was at work. Then on his way home he was to unlock – because I had plans to use him later – and he was to get my cock hard and take a picture. Then he was instructed to keep it hard the whole way home in the car, so that I could feel it (and tease it) when he got home. After sending him the pictures, and giving him task instructions, I knew he would have no problem whatsoever getting himself hard. When he got home I took a few moments to stroke him, edge him and tease him. It was a wonderful evening, teasing him and increasing his frustration by denying him any release. 

This morning… We dropped the kids off to spend the night at grandma’s house… I wonder what fun we be in store for cagedmonkey with no kids in the house for the night!?

We really do not get much time for play these days. Now that the kids are older and staying up later, we get very limited time alone, especially when grandma’s living situation changed and she isn’t taking the kids overnight anymore. Last week, hubby had a very rare day off work so I took half a day at work myself so we could get a little playtime in while the kids were in summer camp. I broke down and paid for them to be in half day camp so they would stop calling me at work so much. Lol

Anyway, I came home from work and immediately walked over to hubby and made him give me a kiss to welcome me home. Though, it wasn’t just any kiss… Basically I put my pussy on his face and made him lick it. πŸ™‚ I just love walking over to him, saying nothing and just sitting in his face or at least making my point known that he is to stop what he’s doing and eat my pussy. Once I was properly welcomed home we had a little relax and eat lunch time and then I instructed him to the bedroom. As soon as we got in the bedroom I quickly tied his wrists into some rope cuffs… I do love how fast I’ve gotten at making decent cuffs with the rope. Then I tied his wrists to the top of our poster bed. He was standing there, sexy and exposed and unable to move. Just waiting for whatever it was that I would do to him.  I spent a good amount of time using my flogger on him while he stood there. He does such an amazing job taking my flogging and spanking. I also loved making him moan and try to wiggle as I ran my nails all over his body. Lightly scratching down his arms, around to his chest, down his stomach and trailing to his side’s down to his bum and then his thighs. I really do get so wet from the noises he makes. I decided then to make things a little more interesting for him so I used the wand on him while I tickled his asshole and lightly slid the tip of my finger into his tightness. I eventually instructed him to hold the wand with his thighs, between his legs while I flogged him again until his skin was a gorgeous rosy color. 

In between flogging cagedmonkey I would reach around to his caged cock and squeeze the base where rooty was so prominent. I just love the reaction I get when I grab it and stroke it behind the cage, feeling his balls get tights and tighter. It turns me on so much seeing and feeling those reactions that are almost completely involuntary. I was so turned on by everything and every sound he was making that my pussy was so incredibly wet. After about an hour of standing there taking what I wanted to give him and my pussy practically dripping down my legs, I untied him and made him lick up the delicious sloppy mess between my legs. Of course I made him take a picture just before so we could share it all with you. πŸ™‚

You’ve probably already read the post from a few days ago where cagedmonkey mentioned I have him locked in the Steelworxx Revenge. So there is no need to get into all that. The Revenge is quite an interesting device because of the fact that it’s practically a fully enclosed device, keeping cagedmonkey from any sensation on his penis, be it clothing, bedsheets, or human touch, there is just no way to feel any of that through the Steel encasing his cock. 

I think it’s pretty amazing that I get to create this world where my hubby is virtually without his penis. I get to tease him and drive him crazy making him hornier and hornier and his cock feels nothing. Now that he’s locked in the Revenge… He’s going to have to try hard to remember the feeling of my tight wet pussy wrapped around his cock while he struggles against the steel. Even his “rooty” is different in the enclosed device, there really is no where for it to go, no bulging out between the bars. I’d imagine the pressure and aching must feel slightly different but that’s something for the experts and not my assumptions. Just wait until I torture him with sliding that cage into my hot wet pussy and he feels nothing, not even the warmth.

Now, I know he mentioned that we would be taking this round with the Revenge a little slower, kinda like when you get a new cage, we aren’t jumping right into the long term. So tonight, since it’s been pretty close to a week since I locked him in the Revenge, I had him remove the cage to make sure we had no redness or sore spots or anything that showed there were any issue. I did not see anything at all so now I will push him out about 10 days or so. I will remind anyone interested in an enclosed caged (not sure if this is just the case with steel or all enclosed) that there is a smell associated with the immediate removal of the cage, even after only a week, which included daily washing. Not a huge deal, just know you can’t take it out and play with your toy right away like you can with the Jail Bird. It definitely needs a quick wash. 

Tonight was a little rough on CM because even though he was temporarily out of the confines of the cage, I still refused to touch his cock. Just because we are doing inspections every so often certainly doesn’t mean the spirit of not feeling anything for a few weeks isn’t there. I loved hearing the frustration in his choice when he realized I wasn’t going to touch his cock, which immediately went from soft to rock hard within about a minute or so of removing the cage. I do love how it sounds when he’s so incredibly frustrated from the horniness and it’s all because of me. I know he loves it too. And maybe that’s what makes it even more exciting! πŸ™‚

On Social Media today everyone was posting about how it was #NoPantyDay so I decided why not participate and go to with pantiless! How fun and secretly sexy! It wouldn’t have been right wearing anything else but a dress, don’t you agree?

I do wish I would have had a way to get a nice “upskirt” pic for you all but this is what I was able to pull off. I’m sure you’ll enjoy it just the same.

Our wonderful readers were not the only ones to get to enjoy my naked ass today. As I was leaving work, one of my co-workers happened to be having a cigarette in his car, a big gust of wind caught my dress and lifted it to my arm pits haha I scrambled quickly with my arms full of stuff to push my dress down and got in my car. I have no idea what or if my co-worker got a glimpse of my bottom half lol but oh boy that was quite the way to leave work! πŸ™‚

Did anything as exciting happen to you today? How many guys are sans underwear today?

Yesterday afternoon, after a nice quick bout of doggy style sex (which I was not allowed to cum during), ML locked me up in the Revenge before sending me off to work.

I’m not sure if it’s just the fact that I don’t wear it very often, but there is something very sexy about this device – my cock locked away, almost entirely encased in steel. I don’t even get the cursory brushes with clothing or ML’s teasing touches through the bars, just the cold hardness of my chastity cage.

As I said, I haven’t spent a whole lot of time wearing the Revenge for one reason or another – at one point, the integrated lock mechanism was broken and we were waiting for a replacement. But, if things go according to plan, that should be changing. The “plan” involves acclimating myself to the Revenge, testing to see how long I can safely wear the device, and possibly trying to extend that time period.

Wearing the Revenge is very much like starting over from scratch: I really need to take it slow and not go for “too much, too soon.” The closed-style of the Revenge differs from the open-style Jailbird in a number of ways, with comfort and hygiene being the two most notable contrasts. I haven’t had much problem with comfort in the past, but hygiene can be challenging when using a closed-style device for long term wear.

With that said… My Lady really wants to try locking my cock in a full steel device for a good amount of time, just to see how crazy and desperate I get for any type of stimulation (I’ll admit, I’m very interested in it, too). So we are going to treat it like we did from the beginning: small steps leading to big steps.

I’m going to wear the Revenge for a week only at first, doing my best to give it a good flush with the showerhead every night before bed in order to keep it clean and avoid any skin reactions. After a week, ML will take me out and “inspect the goods.” If all is good, we will try to do two weeks with the same cleaning routine. If everything is okay after two weeks, we will move on to… hopefully not much longer than two weeks.   πŸ™‚

Basically, we want to see where my tolerance limit is, if there is any at all. When we find it, we will know what we have to work with. And if we find there really is no tolerance limit… then ML will know she can keep me locked in the for as long as she wants. I’m not 100% sure which one I’m rooting for…

My Lady gave me a wonderful birthday present this weekend – I fucked her nice and hard from behind and was allowed to cum deep inside her pussy. It was a really great orgasm and I made sure to get as much pleasure out of it as I could by continuing to thrust into her as my cock throbbed and pulsed inside her. If anything, this was the opposite of a ruined orgasm; I made sure it was as full and total as it could be.  πŸ™‚

It’s a good thing I enjoyed it, because it’s going to be a little bit of time before I even get close to feeling that again. Unbeknownst to me, My Lady had plans to keep my cock locked up for a nice extended period after my birthday – she says I will be locked up tight 24/7 until July 4th, at least.

Going until July 4th means I will be locked up for a month straight: no erections, no feeling her pussy on my cock, definitely no orgasms… just a month of steel-encased frustrated flesh. A month is longer than we’ve ever done 24/7 chastity before –  we usually make it to about 3 weeks-ish before ML misses my hard cock too much to wait any longer, but there’s no reason to think that she will have any mercy on me this time around. She has already denied me the chance to groom once more before being locked away, so I had to do my best shaving around the cage in order to get the job done.

I think I did a pretty good job. πŸ™‚

The thing that gets me a little worried, though, is the “at least” part at the end. Could ML be thinking about keeping me locked up in chastity for longer than a month? She actually does enjoy feeling me inside her… can she go for that long without? If yes, how long can she wait? I honestly have no idea. The only thing I’m certain of is that my cock will begin to ache long before I’m unlocked. It’s going to be so long in between erections for me, I wouldn’t be surprised if it genuinely hurts when the skin stretches out for the first time in who knows how long!

P.S. My situation could be much worse than what it is now, to be honest: ML and I were talking a few weeks ago about trying out the Revenge again, but we haven’t unpacked any of our toys yet. How bad would it be to be fully enclosed in steel for a month, or even longer than that???