The Ring’s the Thing

I’ve been wearing the modified Revenge 24/7 for the past couple of days now. It’s much more comfortable than it was before we had it adjusted, most likely due to the rounding of the lip of the tube part of the cage. That, plus the fact that My Lady is really enjoying the integrated lock feature, and it seems that the adjustment is a big hit.

One thing that ML and I have been having trouble perfecting  – with all of our chastity cages, not just the Revenge – is the base ring. By “perfecting” I mean exactly that; the rings we have are very comfortable and useable for extended lockup periods, but they could be just a tad more comfortable. Then again, I have a steel ring locked around my junk, maybe it’s not supposed to be perfectly comfortable.

I began thinking about this because of a small switch ML made with the Revenge tonight – she switched the anatomical base ring with the regular straight one. I had been experiencing some discomfort which I attributed to slight shaving irritation, but ML wanted to see if the ring was the cause. Lo and behold, the cage is much more comfortable tonight than it has been with the curved ring! This could simply be my mind playing a placebo trick on me, but I’m not sure. Maybe the round ring is a better fit for me; it makes me wonder if we should try out a round ring with the Jailbird instead of the oval one we are currently using.

The other thing about getting my ring right, and this is something we’ve known about, is that I really could use a slightly smaller ring diameter. Both the J and Revenge have a tendency to “hang low” on my balls and look like it’s going to slide off the end of my cock (I wish). It’s not really all that bad, but it is noticable. You see, I have a stretchy sac and low hanging balls, which makes the diameter around them much smaller than you average guy. But the problem is that, while my balls are low hangers, they are also pretty damn big. So big, in fact, that if we were to get a smaller ring, I wouldn’t be able to squeeze them through the hole in the ring! Trust me, I’ve tried… with painful results. Also not that this is without taking into account my balls swelling with backed up cum after being denied orgasm for months on end.

The only real way for me to have a proper fitting ring that I can actually get my junk into is to get a hinged ring, and ML and I are not big fans of that idea. There’s just too many moving parts and places for sensitve skin to be pinched for my liking!

So, other than the remote possibility of having the JB fitted with a circle ring instead of oval, we are probably going to stick with what we have. The cages are more than capable of accomplishing the goal of giving My Lady completee control of my erections and orgasms. Also, a better fit might deny My Lady of her precious “rooty” that she has come to love so much… and has used to make herself cum so much, as well!

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Subby Hubby

It seems as though wearing the Revenge puts me in a more intense subby mood. Yes, being locked in the Jailbird does the trick, also, but the closed style of the Revenge really puts an emphasis on just how little control I have over my cock at the moment. Surrounded and compressed by unyielding steel, I don’t even have the ability to see my cock, let alone touch it.

My submissiveness is clearly showing – today, I had the urge to text My Lady (who was in the same room, btw… but so were the kids) that I was feeling extra submissive and I had the urge to serve her. She texts me back:

Good. When I leave the room, count to 30 and meet me in the bedroom.

She then slowly stood up and left the room. Next came the longest 30 seconds of my life.

When I walked into the bedroom, ML was laying on the bed, completely naked with her legs spread wide, her wet horny pussy waiting for me. ML didn’t have to say a word. I closed the door behind me, dropped to my knees in front of her, and began licking her pussy like a good boy.

After two quick (but very nice) orgasms,  it was time to head back to normal parenting life. But as I stood up above her, my cage looked so fucking sexy between her legs. Again, without a word, I slid the tube of the Revenge between ML’s pussy lips. She gasped and looked into my eyes with a look that said, “do it.” And I did.

The cage slid effortlessly into My Lady’s slippery pussy, and she began rocking her hips, fucking the curved shaft of the Revenge. It wasn’t long before she was ready to cum. It looked so wonderful, but it was so frustrating – I could feel the heat of her pussy warming the cage, but I couldn’t feel her warmth and wetness directly. I swore I could feel her pussy squeezing me, but in reality it was my cock throbbing against the walls of the Revenge. I was denied the heaven of feeling her pussy grip my cock with orgasmic spasms. I pulled out, jealous of the steel encasing my cock, coated with a generous amount of ML’s gooey pussy juices.

My Lady was amazed at how good the newly designed Revenge felt, and I’m sure she will be interested in doing this again… perhaps this weekend when she has me all to herself for the entire night. As for me, the frustration will only grow, but serving My Lady satisfies me like nothing else can.

Contemplating My Cock Cage

I’ll start by saying this: I really do love my Jailbird. I like the way it looks when I’m wearing it, I like the way it feels when the steel hugs my cock, and I really love the idea of being locked up and having my orgasms and erections controlled by My Lady.

With that said, I’ve been thinking about the Jailbird lately, specifically about how it good the fit is. I’ve always been satisfied with the fit, but recently I’ve been wondering if it needs adjusting. My body has definitely gone through some physical changes due to wearing the cage, most notably, the slight stretching of my ballsack… which is great, because that’s something I had been dreaming of for the longest time. 🙂

One thing I’m wondering about is the gap measurement. Lately, the cage has felt a little snug around my sack. Do I need more space there? I’m not sure. I’m thinking the recent “stickiness” may have been due to the fact that I needed a shave badly more than being pinched (if you don’t believe me, check out the pic in my last post). I also must admit that I haven’t been lubing up as much or as often as I should.

I’ve also been thinking about the cage length. I’ve been noticing my cock doing some weird things in the cage lately, especially after ML has teased me to the point of bulging through the cage – the head of my cock will sometimes bend upwards and become smushed against the side of the cage. It sounds painful, but it’s not. But I can feel the weirdness of it from time to time. However, this could be due to the unique qualities of my penis… and no, I don’t mean just because it’s so big (brag). My cock is strange; it doesn’t bend or curve, but it twists just the slightest bit. Yeah, I know, I said it was strange. Anyway I think it’s this twist that causes my cock to end up in weird places in the cage. That’s not really solvable with a measurement adjustment.

I’ve also been finding that head of my cock pushes out kinda far out of the front of the cage after ML has teased me. Often when trying to sleep afterwards, the head of my cock with rub in the bedsheets and give me that sensitive/painful shock feeling. Would a shorter cage push the head of my cock down a bit and prevent it from poking out, or would a longer cage keep it better protected? I dunno. What I do know is that ML loves to see my cock bulging out of the cage bars…so maybe enduring just a little bit of discomfort to please My Lady isn’t such a bad thing.

I’ll See You When I See You

So far, the extended 24/7 lockup in the Jailbird has been… well, it is what it is. My cock has been trapped in its cage with no release for five days now. I’ve been filling the cage and straining against the bars multiple times each dayso far, thanks to numerous intense teasings from My Lady. She seems to be enjoying the emotional difficulties I’m having as well as the physical ones as I cope with wearing the cage nonstop for another month, especially when she can tell that the length of the time period is really starting to sink in. I’m dying for release, and I’m not even far enough along to even consider the fraction of time passed as any type of comfort.

My Lady surprised me with something even more shocking today, something that makes my current situation much tougher to bear. She informed me today that she sent out the Revenge for alterations – we had been talking about changing a few things in order to make longer term wear more comfortable. We should get it back in plenty of time before the end of the current JB 24/7 stint. As I found out, this was a necessary part of ML’s plan for keeping my cock in chastity.

My Lady’s plan is the following: she will keep me locked 24/7 until the end of September, at which point she will put me under strict “no look, no touch” rules until Christmas. “How fitting to be able to ‘unwrap’ your cock and see it hard for the first time in months on Christmas morning?” she commented, playfully. Could she seriously be considering this?

Yes, of course she could.

Now my situation is clear – it will now be a full four months until I am able to see my cock get fully hard. I’m certain that she will have the privilege, as she has told me that she won’t be able to keep me locked completely for the entire time. Nor will she want to – she’ll want to tease me as well as feel my hardness inside her many times as the months go by. I’ve even explained a fantasy to her in the past where she ties me up and blindfolds me, takes my cock inside her, and only then unties me… this way, we can both enjoy the feeling of my hands on her body, but her own pussy blocks me from touching or seeing myself. HOT!!!!!!!!!!

I’m also pretty sure that some of our friends may have the privilege of seeing my hardness before I do, as she has hinted that she may send pics of her teasing my cock to friends that we interact with… that may or may not include you readers, as well.

Again, I’m left to wonder…. can I deal with this? I haven’t even gone four months without an orgasm yet, and now I’m supposed to go four months without even seeing my hard cock at all? My biggest fear is the feeling of my loss of manhood. Even through chastity, I’ve been able to stay connected to the sight and feeling of my cock. Now, I will have to completely channel my sexuality through other means, as I will be totally isolated from my cock. From my experience over just the last few days, I can tell it’s going to be one hell of a mindfuck.

Moment Savored

Today I had my last orgasm of 2014.

Well, actually, I had three of them, but that’s beside the point. The point is that I won’t have another one for the rest of the year.

Thankfully, I knew this going in, so I was able to get really nice mental pictures of all of them. My first cum of the day was in the morning – before I went to sleep, My Lady came upstairs to “tuck me in.” She cuffed my hands to the bed, climbed on top of me and rode my cock until I was just about ready to explode. Then the stroked me the rest of the way while sliding a finger in and out of my asshole.  It sure helped me get to sleep, I can tell you that!

My second and third orgasms were pretty much back to back. ML once again gave me some anal stimulation during my orgasm, only this time it was a little bit more than her finger; she used Pearl on me and she allowed me to stroke myself to orgasm. That was a REALLY nice one! It has been a while since I stroked my own cock to orgasm, so I don’t know if that made it so great, or if it was Pearl giving me a little extra sumthin’ sumthin’, but it was a really good cum. The third was right afterwards – ML continued to stroke me right after my orgasm, giving me a little bit of POT for good measure. She got me close and then allowed me to jerk myself off again… it was my birthday, after all, and is there a better present than allowing your chaste male to masturbate? I didn’t think so! I made myself cum a third time, and I was nearly drained by the end of it. I think this was ML’s goal, because she promptly had me lock up in the Jailbird before I headed to work.

And so begins my 6-month-plus period of orgasm denial (ML has said that I might get an orgasm for Christmas, or perhaps I’ll have to wait until 2015, she isn’t sure). This is going to be a difficult test for me. Not only will my denial be the longest I’ve ever gone through (by far!), My Lady and I have discussed trying some things during this chastity period that will also set new benchmarks. She wants to keep me in the Revenge  for longer than I’ve been before, locking my cock away where I can’t even see it let alone touch it. She is also interested in attempting a longer period of denying my any erections at all, locking me in the Jailbird 24/7 for a full month. With the discovery of ML’s new favorite toy, going that long will be easier than it has been in the past.

Well, easier on her at least. It doesn’t get any easier for me no matter what happens. And I know that ML will be taking every opportunity to make things even more difficult for me, teasing me whenever possible. I can already see the excitement in her eyes, and we’ve barely just begun. But I have to admit… I’m excited about this, too. I’m exicted to see just how far I can push myself, and how much farther ML can push me after I break down.  🙂

Keyholder Thoughts: Orgasm Denial and Chastity

Cagedmonkey and I just finished up an almost 3 month period of denial, 80 days to be exact. It really pushed the limits for both of us because it was the longest we had taken the denial with some pretty intense teasing along the way. Since putting cagedmonkey back in his Jail Bird, I’ve been trying to decide how to handle his next denial period. I figured it might be a good idea to come to the blog and get out my Keyholder thoughts. Perhaps some of you have thoughts or ideas you’d like to mention.

Since we’ve done a bunch of different periods of denial already I don’t see denying him until Christmas or New Year’s (6 months) being a real issue. So I’m leaning on that being the actual denial period but along the way I love to throw in some intense teases, hardcore frustration and those lovely things to endure. I’ve thought about certain time periods of complete 24/7 wear with zero time out for even an erection. It would have to be a month or longer for this to be a challenge for him. I was also thinking that part of that, or another period itself, could be him wearing the Revenge and doing a “no look, no touch” thing for a couple weeks to a month.

I am loving the idea of a progression thing that goes along with the 12 Days of Christmas. Ideas are anything from just stroking him each day for longer and longer to actually doing a new, added thing each day. Like, a butt plug the first day and then the second day would be two nipple clamps and a butt plug and third day could be 3 stokes, 2 nipple clamps and a butt plug… etc but that would be twelve ideas I’d have to come up with! I could do a new thing added up to five and then from there could be spankings… hmmm.

Ok anyway, you see my thought process here. You know I love to keep things interesting so I’m kinds curious what others think of this. Would you like your Keyholder to do something like this? Something different, what? Something more? Something less? Would you like to see me put cagedmonkey through something in particular that I have or maybe haven’t done already? Let me know!

I hope to hear you’re thoughts!

He Said, She Said: The Breaking Point (Part 1)

cagedmonkey: You hear stories here and there about guys who are locked in chastity long term, how they get so frustrated that they break down in tears. Yeah, right, I thought. I might get a little desperate, but it’s not going to be so bad to make me start crying. Well, I must admit that I was wayyyyyyy wrong.

ML called an audible today and deviated from her “progression plan” and instead left me unlocked for a good portion of the day. No rest for the weary, however; she stopped me multiple times during the day and told me to go somewhere private and stroke myself for the four minutes that her plan called for, obviously no cumming but also no stopping during those four minutes. Sometimes she would come and watch me if the kids were occupied, otherwise I was on the honor system. I somehow managed to keep my honor intact throughout all of this, but it really frustrated me deeply.

My body just did not want to accept that, even though I was going through all of the familiar motions of masturbation that had been so habitual in the past, I would not be experiencing the slowly-becoming-unfamiliar climax. It was difficult to refrain from cheating. SERIOUSLY. I wanted to cum. I needed to cum. And I was doing the one thing that my body was so used to doing in order to cum. But I wasn’t going to cum.

!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!

If this happened once, it would have been bad enough. This happened at least six times during the day. I was a puddle of frustrated goo when ML instructed me to put the Jailbird back on. Once my cage was back on, she straddled me and began to rub her wet pussy against the imprisoned cock. She began to moan louder and louder, and I knew she was about to cum.

Then I completely lost it.

I began squirming and whimpering; it felt like she was taking my orgasm away from me (which was incorrect… she always owned it from the beginning). She leaned in close and asked me what was wrong. I couldn’t speak, I couldn’t do anything. I couldn’t cum. I did the only thing I could do. I started to cry. ML looked down and saw me sobbing, and something must have flipped a switch inside her because she immediately stood up and SHOVED her soaked pussy into my face. She covered my whole face with her pussy lips. I continued to whimper and cry, only this time right into her pussy. Amazingly, this triggered a HUGE orgasm for ML; she humped against me even harder, looking into my troubled eyes and taking every ounce of pleasure I could hope for and used it for herself. I could feel myself breaking, and she was playing with the pieces and having the time of her life.

As she came down, she could see that I was really in trouble. She looked at me with love and tenderness, and she asked me the perfect question for the situation: she asked if I needed to use my safeword. She did care, she was concerned that I was okay. And I was SOOOOO tempted to use it. I even asked her to promise that if I said it that I could cum, and she agreed. But I didn’t use it – I wasn’t in danger, I wasn’t in unbearable pain, I wasn’t scared or any of the other reasons I told myself I would only use my safeword for. My torment was not to end tonight.

My Lady was wonderful. She held me tight for some sweet aftercare. Then, I suddenly got this urge, this unyielding urge to service her. I gently pushed her back and began to lick her pussy like a madman, rubbing my tongue and chin all over her dripping pussy. She moaned and writhed on the couch as she came hard, but I wasn’t done and neither was she. She took my hand and guided it to her pussy, and I slid two fingers deep inside her. She gasped as a wave of pleasure hit her. I used my fingers on her firmly, but not roughly, and extremely deep. After just a few seconds, she thrusted her hips as high as she could off the couch and let out a powerful grunt. She was cumming harder than I had ever seen her cum before, and it wasn’t stopping. Her hips met the couch again, but her body continues to shake as the massive orgasm plowed through her body. Her attempts to keep quiet began to fail as her moans grew louder and louder until they blended together into a high pitched squeal. My God, I was in heaven. If I couldn’t cum, at least I could experience taking a part of giving My Lady an orgasm that was more than big enough for the both of us.

When she finally collapsed into the couch, she was exhausted. We looked at each other with amazement. What the fuck??? Did ML just have the best orgasm of her life because she made me break down and cry in frustration? It was undeniable – she got off on my suffering.

It was an incredible night, like nothing I had ever experienced before. Maybe Day cannot get here fast enough. I am still in dire need of an orgasm. My suffering gets worse every day as My Lady enjoys the control she wields over it. This is what I asked for. This is what the fantasy of enforced chastity is all about. And I wouldn’t change a damn thing. Because I know when I finally am allowed to have an orgasm, it will not be a decision that My Lady will take lightly. I will be truly deserving of such a gift.

Read Part 2 of He Said, She Said: The Breaking Point to experience it from ML’s point of view!