chastity, male chastity

All posts tagged chastity, male chastity

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?

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Driving wearing his monkey pants!


Of course cagedmonkey and I are driving back home from my father’s Memorial and what song comes on the radio? “You Can’t Touch This” haha he certainly can’t, can he? 🙂 I did get a cute little tease in while singing it to him and made him smile.

Overall, the services for my father were good. I’ve done a lot of crying the past few days and cagedmonkey has been my rock. Such a man just being there for anything I need. He was on kid duty a lot because being around my very large family I end up being pulled in 20 directions from everyone who wants to talk to me.

The past few days have been so hard and I miss my hubby even though we’ve been right next to each other! We haven’t had much intimate time but last night I made sure to get me some. Cagedmonkey had gone to bed before me and had fallen asleep so when I came in I took off my dress and climbed in bed with him to press my boobies against his naked chest. Oh man did it ever feel awesome skin to skin like that. We made out a bit and then snuggled together and fell asleep. Though we were up a couple times at night because he was dreaming about us and would get some touchy feely stuff in.

We’re about 7 hours from home and have to wait that much longer to finally get some quiet alone time together. We cannot wait!!

Lady M: I can’t get enough of feeling your body, touching you all over.

cagedmonkey: I love the way you touch me.

LM: I want to touch you all over. I miss your cock.

cm: Yeah, about that… can I ask you something out-of-role?

LM: Sure, baby. What’s up?

cm: It seems like lately you’ve been really missing my cock… I’d say almost as much as I do, but that’s pretty much impossible. But I’m getting the vibe that it’s starting to take its toll on you too. Do you want my help with finishing the whole month you planned to have me locked 24/7? If you start to break down, do you want me to remind you?

LM: I’ll be okay. When I tell you that I miss you cock, I’m just expressing myself. I’m not going to pretend that I don’t miss it.

cm: Good, I don’t want you to pretend. I also kinda like it that you miss it.

LM: Right. See, I can’t play that “hard ass Domme” role like I don’t want your hard cock. This stuff is hard on me too, you know.

cm: I know, but I need to know how bad you want this. Because I obviously want out of the cage, and if you start getting weak I can’t guarantee what I’ll try to talk you into it. But if you REALLY want this to happen, I’ll try my best not to push it. We may need to work together when we try to stretch to new limits.

LM: I do want to make it. I will let you know if I need your help. It’s only a few weeks, I should be able to make it.

cm: You say “only a few weeks” as if it’s not that much time. To me, it’s “a few weeks!”

LM: Only a few weeks until I get to wrap my hand around that big fat cock of yours.

cm: Mmmmm, I love it when you describe it like that!

LM: Well, it is big and fat… but only when I allow it to be.  😉

A few nights ago, My Lady and I were laying on the couch together, and things started to get sexual… as they very often do nowadays. 🙂 We began kissing and touching each other; things started to get really hot, really quick. I rolled over on top of ML and began thrusting my hips towards her as I kissed her deeply. All of a sudden, both of us felt it at the same time: we flipped the “power switch.” All of a sudden, I felt very dominant and powerful over ML.

When I get dominant, I tend to talk dirty a lot. I rubbed up on her, and I started asking her if she wanted to get fucked. If she missed taking my hard cock deep inside her slutty wet pussy. ML was getting turned on, too, pushing back up against me as I pushed my hips down against her. I pounded my hips down on her, doing everything I would be doing if I was fucking her pussy as hard as I could… except for the fact that my cock was still locked in its steel cage, of course.

Afterwards, I started to get a little down. All of the simulating of the dominant, forceful sex kinda made me miss it a bit. I realized that I really do miss my cock. I miss being able to fuck My Lady hard and deep. I miss the way ML’s warm pussy feels when it’s squeezing my cock. I miss being able to fuck ML more than three thrusts at a time. Hell, right now I just miss my cock getting hard!!!

I didn’t expect these feelings to show up so strong and so soon into the 24/7 month. I’ve gone 24/7 longer than this, but not with the pretense that I would be waiting an entire month for my next full erection. It’s really getting to me this time around. I’m not really having second thoughts about all of this – chastity is still the most amazing thing that has happened to our sex life, and I wouldn’t change it a bit. But still, I can’t deny that right now a decent part of me truly feels like a prisoner locked away against his will. This is when chastity truly becomes “enforced chastity.”

This isn’t necessarily archives because it’s from last night but it’s awesome! Cagedmonkey and I have a notebook that we use for communication and writing down our play and feelings about it. Yes we talk to each other but we also write in our book. 🙂

Last night cagedmonkey and I had a few drinks (well he had more than a few hehe). I ended up taking a snooze for a bit on the couch when I had a little upset tummy. Wine + chips & dip in my belly didn’t go too well.

Anyway, we had a fantastic night together anyway but that truly deserves it’s own post haha. This morning I woke up to a new entry in our book and it was so awesome I just had to share with you all!
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4/12/14

I got a new pen! I didn’t realize it was so dark, though, so I’ll have to write a little more carefully.

I’m drunk and you’re sleeping on the couch (hehe). So instead of waking you up with random shit, I’m writing it down. How considerate of me, yes?

So my random stuff:
1. I love you!
2. FUCK I’M HORNY.
3. I just spent some time talking to you about taking control of you, making you my slut, etc. I think I miss that. A LOT. I miss FUCKING you, like a powerful man. I would hope that in June (or whenever you decide to let me cum, this year, next year, whatever), you give me me an opportunity to taste that again.
4. What the? Am I secretly hoping that you push my denial past June? WAY further past? WTF? I want to cum so bad, but part of me wants to hear that I won’t cum again this year. I will be SOOOO happy with whatever you choose, as long as it’s what you want.
5. My lips are numb. 🙂
6. Your pussy tastes HOLY SHIT FUCKING BEST THING IN THIS UNIVERSE AMAZING.
7. I really do love you. Like fucking out of this world live you. FOR REALZ YO!

Ok, I’ll be done for now. I’ve got more drinking to do. You might hear from me later. Hopefully you can read my handwriting with this pen, and I make you smile. <3<3<3

The bondage rope is quickly becoming one of My Lady’s favorite toys. Last night before I left for work, she chose to give me something to remember her all night long with. And it was VERY effective!

ML started off by using the rope to tie me down to the coffee table in our living room; she cuffed my wrists together, and then used the rope to attach the cuffs to my thighs, running the rope around my cock cage for good measure. Now, if I tried to move my hands upwards the rope would tug on my cage and pull on my balls. ML let out a tiny giggle as I tested her ropework for her; she was obviously enjoying herself already, and we were only at the beginning.

Once I was secured to the table, My Lady grabbed her prized butterfly paddle and began to spank my ass. As she whacked my ass harder and harder with each swat, I began to whimper after each hit. My reactions began to fuel her desire, and she spanked me harder and faster until it seriously started to sting. She sat across my back to hold me down and paddled me more. I could feel my ass starting to turn red as each blow stung my ass cheeks. I could tell by ML’s breathing that she was getting very turned on, and when she gets very turned on she starts to lose herself in the moment. When this happens, there’s no telling what’s in store for me next!

What was in store for me, apparently, was a very rough pegging!

My Lady first started working Pearl into my ass. Pearl is a small-to-average size dildo, so it wasn’t too terrible. ML began fucking my ass with it fast and forcefully; I could feel it rapidly filling me up and exiting me, only to fill me up once again. I began to moan uncontrollably; ML’s response to this was to simply fuck my ass even harder. After a few minutes of this, she removed Pearl from my ass and reached for something much, much bigger.

The dildo she chose next was the large bronze one she has used on me before. This thing just looks painful – it’s longer than I am, and the head is extremely thick at the base. The shaft thins out to give a little bit of relief, however it is ribbed which rubs against my asshole over and over as it thrusts into me. She pressed the head of the dildo against my asshole. I wasn’t sure if it was going to go in at first! I felt my asshole trying to stretch around the bulbous head, and it didn’t seem to quite be getting there. No need to worry, though… ML shoved it in hard, forcing my ass to open up and accept the intruder. I grunted loudly as she shoved it in farther. God, it hurt SO FUCKING BAD. It felt like the dildo was pulling apart my insides.

My Lady began to fuck my ass with the huge dildo, roughly and without mercy. It didn’t take long for me to start sobbing and whimpering. I couldn’t take it anymore; I begged her to stop. I pleaded. And how did My Lady respond to my pleas? She leaned over and cupped her hand over my mouth and told me to be quite while she fucked my ass like a good little slut so I didn’t wake the kids (omgggggggg).

It was at that moment I started to break down. I didn’t just want her to stop. I needed her to stop. My Lady had never done anything this intense with me while the kids were in the house. I couldn’t stay quiet. I physically could not. Yet My Lady was forcing me to. I needed to scream. I needed to cry out in tortured agony. But I couldn’t I wasn’t allowed. So instead, I simply broke down and began to cry into her hand.

My Lady did it. She broke me. But did she stop? Oh no. She wasn’t finished with me yet.

ML pushed the dildo further into my ass; instead of screaming in pain I simply flopped down on the table like a rag doll. She pushed in as far as she could, thrusting deeper into me as I let out what would be best described as a long deep groan. I’ve never made that sound before. Then again, I’d never had a huge dildo pushing so far into my asshole I could feel it all the way up to my hips inside. My Lady held in in place deep inside me. My whole body shuddered as I struggled to keep my screams in my chest. I felt precum pouring out of my cock as I was harshly milked, I honestly didn’t care. All I cared about was surviving being impaled by the bronze monster My Lady was assaulting me with.

Just as I was contemplating whether I should safeword or not, My Lady pulled the dildo out of my ass. She untied me from the table, but I couldn’t get up. I laid on the table, as limp as a ragdoll. When I was able to lift my head, I saw ML motioning me to lay on the floor, face up. I slowly moved over to where she wanted me. She stood over me and removed her soaked-through panties. Facing my feet, she squatted over my face and shoved her dripping wet pussy into my face. For the next ten minutes, My Lady alternated between rubbing her pussy all over my face and pushing her asshole down onto my tongue. I fucked her ass with my tongue as a good sub should, and I sucked on her clit when she moved it within my reach. After she rode my face to two orgasms, she laid back on the couch and waved me over again. “You have a mess to clean up,” My Lady said. I crawled over and licked her pussy to a massive orgasm that seemed to last about 5 minutes. Even after all of the pain I was put through, I smiled proudly at my ability to make My Lady cum so hard with my mouth.

After we took time for our aftercare (always important after a scene like this!!!), My Lady sent me off to work with a sore throbbing asshole. And the weird thing is that I was horny all fucking night long. I still am, about 12 hours after everything happened. I think this the worst horny I’ve ever felt!

I was recently asked “how would a guy go about cheating while in chastity?” I actually hesitated, did I want to give up this information? Did I want to teach a soon to be chaste guy how to cheat the device? Ugh! What a hard spot to be in, but, I did explain what I felt would be cheating.

There are a few things that I would consider cheating. Things like unlocking without permission. If you’re using your emergency key, cutting the lock or even pulling your shaft out the back of the device, you’re cheating. Of course, any unauthorized orgasm would be considered cheating as well. I’ve heard of some boys that can use a vibrator on their cage/balls and end up having an orgasm.

Some of these things are easy enough to know about because they cannot be hidden. Obviously, if a lock is cut, someone is cheating. Personally I like hubby to have access to an emergency key at all times so he has one on his keychain, BUT, it’s in a tamper evident wrapper. If he uses the key he has to cut the wrapper to get it out.
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It’s also my handwriting so he can’t make a new one and try to trick me. I put a drawing on the other side too. 🙂

The other way to cheat, that I mentioned, was pulling out the back of the device. It is possible to do and it’s even possible to shove the penis back in and really, would I as a Keyholder, know that a guy cheated this way? Probably not, but your behavior may give you away. This form of cheating really sits on a guys conscience, he’s the one who have to live with the knowledge that he cheated. He’s got to feel the pangs of disappointment in himself everytime he looks at his Keyholder, knowing he didn’t play the game right and disobeyed her. Knowing if she found out she would be very disappointed in him and could ultimately not want to play with him anymore. Who wants to play with someone who cheats?

I mean if you’re asking to be in chastity and you have a woman willing to keep you, why in the hell would you even dream of doing something like that?

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.