jailbird

All posts tagged jailbird

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!

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!

Lady M: I’m sure you’ve already read Cagedmonkey’s take on last night in the Part 1 post. Wow! Last night was something else! Cagedmonkey and I got the kids to bed and relaxed a little watching some How I Met Your Mother on Netflix. I just loved cuddling on the couch with his arm across my chest. It makes me feel so safe, so comfortable and so loved. <3

I'm not going to repeat everything he wrote so I'll jump to the part where I was straddling him on the couch. After teasing him so much all day long he was already gasping as I lifted a leg to sit on him. I started to circle my hips, rubbing my pussy over his caged cock and he was moaning and started those super hot whimpering sounds. It was absolutely driving me mad in the pit of my stomach and I could feel my pussy juices gushing out between my freshly shaved lips. I was feeling it so deep that I couldn't help myself and I stood up on the couch and started fucking his face right into the back of the couch. I pushed my hips forward hard over and over smashing his nose into my clit forcing my juices into his mouth as I came so fucking hard. Hearing him moan, whimper and even sobbing with his face buried in my pussy was overwhelmingly arousing. I completely loved feeling and hearing him get to his breaking point. Knowing he was there only fueled my desire to fuck his face more and I kept going, kept pushing him past his breaking point.

What an incredible feeling! Though even with my euphoric feelings I could see that my poor cagedmonkey was really in distress. I had to do the right thing. I had to ask if he needed his safeword. I assured him I would not be disappointed if he used it. I assured him that I would respect his decision, he needs to feel safe and know he can trust me. The guy has not only been denied orgasm for almost 3 months but daily he has had to deal with my relentless teasing and sometimes very very very intense teasing. I've discovered recently that I am a very intense person to handle, I'm aggressive and I do not have a "light" version when it comes to cagedmonkey. I'm lucky to have a man who is able to handle such an aggressive cock tease. He did choose not to use his safeword and I did have a feeling of pride for him because he wasn't in danger or anything like that. Just emotionally crushed.

Once he was able to calm down, I held him for a bit, comforting him with his head on my chest (something else that turns me on!). Just rubbing his head, telling him I loved him, that he could do this, and that he was so strong etc. As I talked to him he began to sob more as he shoved his face into my chest trying to hide the fact that I had tortured him to tears. I just let him know he was safe and it was ok to let it out. I love him so incredibly much and he needs to know he is loved, cared for and respected.

I'm not sure if it was him feeling that love and feeling cared for but he suddenly pushed made back on to the couch and dove into my pussy. He was rubbing his face in it, licking, sucking, moaning, whimpering, gasping for air and good Lord turning me on even more. I just had to have more orgasms. I just had to feel it again… but this time, I don't know, I was extremely turned on by his emotional state that I had one of the most powerful orgasms I've ever had. I bucked my hips toward the ceiling, my entire body was shaking, my thighs squeezed tightly around his head and I exploded a big gush of gooey cum from my pussy.

It was a fucking incredible orgasm! I literally couldn't walk straight after. I was stumbling and couldn't focus, it was a drunk feeling. I could barely speak even. Just an intense, intense orgasm. 😀

I thoroughly love having my husband in chastity & being in control of his orgasms because our sex life is no longer focused on him getting off. It's no longer focused on the vaginal sex. Our sex life has evolved into a much greater physical and emotional thing. An all over mind and body experience!

Something I wish I could explain well enough or even compare to something so others could get even a small idea of what this feels like.

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Yes, that’s correct… I’ve been out of my cock cage for pretty much the whole day today! Going back to last night, actually, it’s just about 24 hours now. I had an appointment earlier today, and My Lady actually allowed me out of the house and not in her company without being locked up. I had to ask her if she was sure, I was surprised! Obviously I didn’t have permission to cum, but this was the most freedom I’ve had since ML and I started practicing male chastity.

And I’m not going to lie… it feels good.

Last night and early this morning in bed with ML, it felt really nice to just roll over and slide into her pussy on a whim. The spontaneity of ML grabbing me, squeezing me, stroking me through my clothing is so exciting. I really do like being unlocked!!

But, let’s not get carried away. This situation is just as frustrating as wearing the cage is. Those unexpected touches from ML are driving me mad, shooting my desire into the stratosphere and making me incredibly horny! All of the sex ML and I have been having since she unlocked me is great… but I need to cum. And each sexual encounter makes me need to cum even worse. Even walking around the house, I can feel my cock brushing against my clothing. I’m so sensitive after over a month of denial, it’s like I’m being constantly teased! Seems like the cock cage was doing me a favor. 🙂

And just because I say that I’m enjoying my (most likely temporary) freedom, that doesn’t mean I want to end our chastity play. Far from it! I do enjoy my freedom, but it is this freedom that makes being locked in chastity so intense and wonderful. And THAT is why ML and I do this – we have an intense sexual connection through denying me regular sexual outlets, allowing her to control all aspects of my pleasure, and having me serve and provide her with as much pleasure as she desires. A day or two of going “free range” is never going to change that.

 

Last night I had my first full erection in over two weeks. Oh… my…. GOD did it feel great! I never expected something as simple as my cock getting hard would be such a wonderful feeling, but I gotta admit that it was incredible. After being locked in the Jalbird for 24 hours a day for 17 days straight, just sitting there and seeing my hard cock was very fulfilling. I felt like a man again, sexually strong and powerful… at least, to a degree. My Lady still controlled my cock, allowed my cock to get hard, and also did not give me permission to cum. But I was willing to take what I could get!

And if just being able to get hard wasn’t enough, My Lady allowed me to feel the inside of her warm wet pussy with my cock. Holy fuck in heaven, it was so amazing. She was so fucking tight, she was squeezing me so hard. I warned ML that I couldn’t do much since I was basically on the edge of orgasm the moment my cock sank into her pussy. No problem for her, she was already cumming just from having my cock stretch her out for the first time in a long time. She also rubbed her clit to give herself an even bigger orgasm after that. I managed a few thrusts as she was cumming to help boost her high a little, but I still wasn’t able to do much.

It felt wonderful to finally be free and able to feel My Lady’s pussy with something other than my tongue, my fingers, or my caged cock. Flesh on flesh, there’s nothing like it. I am lucky that ML feels the same way, that she will always have a need to have me inside her and that no toy could ever take my place.

My freedom was short lived – I was back in the Jailbird within a half hour in order to get to work on time. My Lady plans on using the next month to tease me to the brink of insanity. She is very excited that she has now decided that she will be letting me out a lot more often during the month of May; without the protection of the cage, she can really let loose on teasing my cock. Will I be longing for the days that just passed, where I knew the limitations of ML’s teasing, and all I had to deal with was the crushing tightness of the steel around my throbbing shaft?

So the HUGE piece of news I teased in my last post was already spoiled by ML in her last post, unbeknownst to me: My Lady has decided to keep me in the Jailbird 24/7 until the May 4th. No removing the cage. Not even a cursory release for my poor cock. I will be locked up for the next 26 days straight.

624 hours.

37,440 minutes.

2,246,400 second.

Not like I’m counting or anything.

My Lady and I have talked about trying this for quite some time. When we were discussing it, it really turned me on. How would I respond to not having an erection for an entire month? How will I feel after it’s been so long since I’ve seen my cock get hard? How will it feel when my cock is finally free of the steel and can swell to its full size?

Now that it’s happening, it’s a little bit overwhelming. Although ML has caved in the past and given me mercy during some of these “extended” times or denial or lockup, I have a feeling she’s not going to crack so easily this time. She’s very curious about the reactions she can coax out of me. If I start getting desperate, she may just grow to love it. Who knows? Maybe I won’t even be getting out until my next Maybe Day in June? No clue. No control over it.

Right now, I’m a little stunned. I know for a fact I’m really going to miss my hardon. I like it when my cock gets hard. It feels nice. I’ve come to enjoy the feeling of my cock pressing against the steel cage, but it doesn’t compare to the feeling of my cock getting nice and thick and big when I’m turned on. The longest we’ve ever done a 24/7 lockup stint is ten days I think, and I started to get a little antsy near the end of that time. I went into what ML likes to call “bargaining mode,” which is when I start to try to make a deal with her in order to get just the tiniest need filled. For example, near the end of that ten day period, I was literally begging ML to give me a ruined orgasm, just so she’d let me out and touch me. Again: I begged My Lady to give me an utterly frustrating ruined orgasm just because I needed to get hard and be touched. This was after ten days. I wonder what My Lady will have me doing by the end of this run.

My Lady had some errands to run this morning, so she decided to let me stay in bed while she took the kids to school and got her stuff done for a couple of hours. “How nice of her to let me sleep,” you say? Notice, I didn’t say she let me sleep.

Technically, she made me stay in bed by cuffing my wrists to the bed. Then, she used her new favorite toy – the bondage rope – to fix the wand so it would rest right on my cage. She wrapped the rope around my legs so I couldn’t move them apart, to make sure I couldn’t move the wand from where it was. It would stay there until she got back from her errands. She hit the switch and turned on the wand to about medium vibration setting and left me there, blowing me a kiss on the way out.

Dear God, it was such an intense feeling! I was almost immediately moaning and squirming around on the bed, or at least as much as I could squirm around. The wand was vibrating my balls as well as rattling the cage around my captive cock, constantly teasing me without mercy. Although my cock was nearly crying for relief after about a half hour, I will admit the vibrations were somewhat relaxing. I must have dozed off once or twice (and had some extremely odd dreams about walking around in public with ML with the wand tied on me… very strange… lol), because I woke up with a start when My Lady texted me to see how things were going. I was about to text her back to say that I was surviving the treatment, but when I reached over to get my phone something… happened.

I don’t know if the wand shifted ever so slightly when I moved, but all of a sudden my cock started twitching and the wand was really starting to have an effect on me. It felt like at any moment, the wand might just make me cum in the cage! So I texted ML about it, telling her that I wasn’t sure but the wand might end up making me cum. Her response?

“Really? Cool! I wonder what it will feel like after, if you do… hehe”

What??? Oh God, I hadn’t even thought of that! Is the wand going to give me post orgasm torture? Will I be able to handle it? What am I supposed to do?

I tried to fight it. I held off as long as I could. But I couldn’t stop it. The wand kept pushing me and pushing me. And finally, I felt it. I was cumming! I could feel my cock twitching and pulsing in the cage, pushing against the wand. I dribbled a little bit of cum over my balls, but because I was still confined to the cage I couldn’t get a nice good cum. It was very much like a ruined orgasm – yes, I got there, but I was by no means satisfied. After my cock finished its spasms, the wand kept up it’s vibrating assault on me. Luckily, I think the “ruinedness” of the orgasm helped me avoid the post orgasm torture I was dreading. I was a little sensitive, but it was by no means as bad as I have heard about. After I was able to calm down a little bit, I was actually able to get back to sleep for a little while until ML got back home.

As for now, I feel as if a little bit of the edge has been taken off due to my ruined o, but DEFINITELY not enough. I’m still horny as fuck, as sexually frustrated as I’ve ever been (perhaps even more so), and still desperate to cum. So not much has changed!

My Lady also dropped a HUGE piece of news on my after I woke up today. But that’s something that’s big enough for an entire post on its own!

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As my current denial period has been going on and on (and on and on and on…), I’ve noticed that both my cock and my balls have gotten SUPER sensitive. When My Lady has unlocked me I’m usually moaning at the very first touch of her hands. My sensitivity doesn’t apply to my unlocked periods alone; my cock is almost more sensitive when it is locked in its cage, it seems. ML has taken advantage of this frequently over the past week or so, rubbing the head of my cock through the bars of the Jailbird, or even snaking her tongue inside to tease my flesh with her warm wet tongue. Being teased by ML is one thing, but the thing that has been driving me a little bit crazy lately is how everyday mundane tasks end up teasing me in some weird way.

My balls have felt extremely full over the past few days. I don’t know if it’s because My Lady has been teasing me more and I’m getting a little backed up with pre-cum, or perhaps it’s simply that I NEED TO FUCKING CUM FOR GOD SAKES. I’m so sensitive that certain pairs of pants have made it difficult to sit down without giving me the sensation of having my balls gently squeezed. It’s a little hard to concentrate on work when I’m sitting at my desk and I can feel my balls throbbing to my heartbeat.

So far, the worst of all has been the shower. It’s bad enough when My Lady and I share a shower; having her soaked & sexy naked body so close to mine, performing the task of soaping and rinsing her soft skin, kneeling before her in the shower to wash her legs and feet… it’s all VERY arousing. But even when I’m alone in the shower, I can’t escape the torture of a cock teasing. The spray from the water seems to tickle every sensitive spot on my cock, and it’s usually no more than two minutes into my shower before I’m softly moaning. And when it’s time to wash the cage, and I need to massage my balls and soap up my shaft through the cage, my knees immediately get wobbly. It’s almost too much to handle!

I still have at least 2 more months before I get to cum, and I can imagine my sensitivity issues are only going to get worse from here on out. Two months… that’s a helluva lot of showers from now until then.

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Now that I have had time to grow accustomed to the enclosed style of the Revenge, My Lady has decided to step things up to the next level. She wants me to truly feel as if my cock has been isolated from myself. What does this mean for me?

It means I won’t get to touch or even see my cock again until My Lady allows it.

We have talked about this for a while, and it’s a very exciting idea for both of us. My cock will stay locked in the Revenge, out of touch and out of sight (the Jailbird’s open style allowed me to see and touch my cock, just not get hard). When ML wants to take her toy out and play, or removes the device to perform shaving/cleaning/other types of maintenance, I will be blindfolded and cuffed or otherwise restrained. There will not be a moment when my cock is out and my hands and eyes are free, and vice versa.

(Caveat: My Lady is going to do her best to fulfill this, but due to her shoulder still not being 100% she may need a minimal amount of help from me. The spirit of the idea will still be followed as much as possible)

I really don’t know how I’m going to be affected by this.

These rules have only been in effect for the last day or so, so it hasn’t had a chance to really set in yet. ML hasn’t had to remove the cage yet, so I haven’t had a “see no penis, feel no penis” episode so far. But when that first one comes, I’m pretty sure it’s going to be mind blowing. Will I feel like it’s not even mine anymore, since I can’t see it or touch it? My Lady will truly be in control of my cock during that time, and I will fully depend on her for any sensation I would receive.

How bad will it get? My Lady knows I have a tendency to try bargaining when I’m really desperate. Will I begin to bargain just for a glimpse of my cock? What will I be willing to give up for it?

I can’t wait to find out!

On Sunday night, My Lady and I sat down together for a few drinks while watching some TV together. We probably should have prepared a little more for the drunkenness ahead, because in the past these types of “drinking nights” have led to weaknesses in ML’s resolve. In other words… when we get drunk together, we usually end up fucking no matter what the chastity situation is. Sometimes I’m a good boy and I hold back when ML denies me. Sometimes ML needs to feel it and she allows me to cum inside her. We felt that we had some added extra security, knowing that it was ML’s time of the month. Would this time be different? Well…

After a few drinks, kisses, and horny touches, My Lady began to tell me how badly she wanted to have a nice hard cock inside her. I told her I’d be happy to oblige, but I couldn’t unless she released me. At first she shook her head and told me that I should go get the strap on instead, but then she seemed to soften up a bit. She talked about how she really did miss my cock, the hardness of my shaft combined with the softness of my skin. Then I asked her the fateful question of the night…

“Would you be mad if you happened to pass out drunk, if I unlocked myself and fucked you?”

And she thought about it!

This comes back to a post ML wrote about whether or not she wants me to disobey her. We’ve talked about it before, and so I kinda already knew where she stood. But I had to ask anyway.

She responded with a long “Hmmmmm…”

Then she reached behind her neck and took the chain that holds my key off of her neck. I looked at her with a confused and excited face. “If you’re going to do it, I figured I’d start you off. But you gotta get me to drink more first.” She smiled at me. I jumped off the couch and poured her another glass of wine. While I was up, she also told me to get a porn DVD that we got for free with an online sex toy purchase.

WTF??? We’re going to watch porn together? I thought. But there was no way I was going to argue. I popped the DVD in and we started to watch.

We watched the first few scenes, and slowly both of us began to realize something – the movie wasn’t all that great. I mean, yeah, it was porn, so we were both getting horny… but it could have been so much better. The girls were obviously faking it (except for one girl-on-girl scene, one of the chicks was REALLY getting into it, you could tell!), and the guys were not even doing a good job with their dicks. I said casually to ML, “Man, I could fuck you so much better than that and make it look so much better.”

She whispered in my ear, “Oh yeah? Show me.” My eyes shot wide open. I asked if she was sure; she nodded. In an instant, the key was in my hand working on the security screw on my Jailbird. My cock sprang out and was fully hard in seconds.

So much for being locked in the cage 24/7 for two months!

I was ready to fuck her immediately, only one problem – the dreaded cycle. What to do? My Lady had a wonderful suggestion:

“Why don’t you just fuck my ass?”

Well then! Sounds like a plan to me!

I lubed us both up and slowly slid my cock into her tight ass. We both moaned loudly as I sunk in further. I was still wearing the ring of the Jailbird, so my cock was extra full and hard, and she definitely felt the difference. I fucked her ass slowly, making sure not to cum and ruin the ENTIRE chastity plan and start over at square one. But as we went on, the alcohol started to get my head swimming, which pushed my urge to cum at bay. Soon I was fucking her pretty hard in the ass, and she was loving it.

We stopped, and we planned to take a shower together. I stood up and ML went to get the DVD out of the player, which is located on a floor level compartment of our entertainment center. All of a sudden, the animal in me took over and I came up behind her and shoved my cock back into her ass. She moaned and squealed in that sexy “give it to me harder” way, so I did. HARD. FUCKING HARD. I pounder her until her face was pressed into the carpet. I pulled her hair as I thrusted into her. I slammed my cock into her as I spanked her ass and called her my anal fuck slut. And she loved every moment, asking for it harder and deeper. She really is an amazing woman. 🙂

After washing off in the shower together, we staggered into the living room to remove all evidence of our alchohol/porn fueled sex romp (just in case the kids woke up early the next morning, lol). We snuggled in bed together, sans clothes and sans cage. It was wonderful.

The next morning, we got out of bed. ML looks at me and seriously asks me, “Did you fuck my ass last night?”

“Uhhhh, yeah!” I replied. “You don’t…”

She shook her head.

She didn’t remember ANY of it! She remembered the drinking and porn parts, but drew a total blank on the ass fucking!* I told her that was fucking hot, and she smiled a huge smile at me. I put my cage back on before heading downstairs, the two month plan destroyed but the four month plan very much still in play. And I ended up getting something I was craving very badly, but still I’m denied and needing to cum bad.

*Note: when ML reads this post, it will probably be the first time she hears about what happened. I didn’t give her many details when she asked what happened. So, look for her in the comments. She may have some interesting things to say about being my “anal fuck slut” for a night!