chastity, male chastity

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Riding the Rode-Oh (or, How My Lady’s Pussy Got a Good Hard Fucking Without Using My Cock)

Posted by JonMustWait on May 4, 2014
Posted in: Male Chastity, Tease/Orgasm Denial. Tagged: , , , , , , , , , , , , , , , , , , . 10 comments

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 My Lady has been in need of a good hard fucking for a little while now. Now, I’m all abou pleasing my KH, but this has been something of a problem for me since we started practicing male chastity. I find myself to be extremely sensitive when having sex with ML, to the point where I can only manage a good 3 or 4 hard thrusts until I’m dangerously close to cumming. We’ve experimented with toys, but we haven’t found the right toy that fills ML’s need for a good hard pounding and yet doesn’t feel like a mannequin is fucking her.

So, as ML described earlier, she had me wear the Rode-Oh strap on underwear along with Blue and wait until she wanted to come up and give them a ride. I slept for a little bit… which was a little awkward, what with a rubber penis flopping around the bed and all. Then ML came walking into the bedroom with that “I’m about to take what I want from you and you can’t do anything to stop me” look in her eyes.

Her pussy was already soaking wet when she climbed on top of me; she needed no lube whatsoever. She pushed the head of Blue just past her pussy lips and then slowly slid down until she had taken it’s entire length. Her weight pushed down on my quickly hardening cock and I could feel her warm pussy through the undies.

ML started her ride slow, but that didn’t last long. She was soon thrusting her hips powerfully down onto mine, fucking herself with Blue in the way she had been craving so badly. Every time she pushed downward, I could feel her pussy pressing hard against my stiff cock. It felt almost as though she were riding my cock, except for the fact that I couldn’t feel her tight pusy lips gripping my shaft. Thankfully, My Lady decided not to cuff my hands as she had planned, so I was free to grab her hips and move her up and down on the dildo. It felt great to be with her like this and watch her as she got more and more excited. I looked into her eyes as her body shuddered and she came all over the fake cock.

My Lady stood up and turned around to face my feet. Now, before I continue I must mention that My Lady has the most OMG FANTASTIC FUCKING ASS in the world. So there I was, treated to the amazing view of ML’s perfect ass along with being able to watch Blue slide into her sopping wet pussy from behind. Holy shit, was it great. I could watch that all fucking day, I swear. She began to ride Blue again, hard and fast, . Soon my hands were on her hips again, guiding her ass up and down, squeezing her cheeks together so she could feel Blue filling her up even more. Then ML reached for the wand and turned it on.

She first began to rub her clit with the wand, during which I felt a little bit of vibration due to being so close to her pussy. After a few seconds of this, she moved the wand down farther and began to vibrate her pussy and my balls through the underwear. It felt sooooo good; there were a few moments where I was afraid I might cum just from that stimulation, but I was able to hold off. Thankfully I did, because it wasn’t long before ML was tensing up and pushing herself through a VERY STRONG orgasm.

That wand certainly is magic! I could tell she was trying to continue riding Blue hard, but her cum was so intense she just couldn’t manage it. She was fighting hard to keep the sound of her orgasm down as best she could, only letting out a few stifled moans and whimpers here and there. After a good thirty seconds, she switched the wand off and collapsed down onto my legs.

She was spent and a half.

I was overjoyed!

See, I’ve really been hoping to find a solution to the problem that My Lady craves penetrative sex. Yeah, I know, big problem, right? Well, it is when you’re practicing male chastity. ML and I can push it for a few weeks, but eventually she just needs to be fucked. So I’ve been hoping to find a toy that she enjoys enough to satisfy this need. The problem is that ML doesn’t particularly like dildos or vibrators. She prefers the real thing.

Don’t get me wrong here, I don’t want her to never want my cock inside her again… God NO! But the key distinction here is “want” vs. “need.” I don’t want ML to need to have my cock inside her, because that takes away a level of control she has over me. I do want ML to want my cock inside her. I want her to have it on her own terms, denying or allowing me penetration when and how she decides. So you can see why this is so important to me. And you can also see why I was so happy that she was able to cum so hard with Blue, and I was even happier when she told me afterwards, “We are going to have to do this lots more!”

Yes ma’am!

My Lady and I decided to bring the Rode-Oh and Blue on a road trip we will be taking next week. I also purchased her a cyberskin strap-on attachment that I hope works out even better than Blue. Fingers crossed on that one.  😉

Free Range Monkey

Posted by JonMustWait on April 28, 2014
Posted in: Male Chastity, Wife Led Marriage. Tagged: , , , , , , , , , , , , , , , , , , , . 7 comments

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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.

 

My Taste of Freedom

Posted by JonMustWait on April 25, 2014
Posted in: Male Chastity, Tease/Orgasm Denial. Tagged: , , , , , , , , , , , , , . 4 comments

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?

Chastity Soundtrack

Posted by Michele on April 23, 2014
Posted in: Male Chastity, Tease/Orgasm Denial. Tagged: , , , . 11 comments

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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!!

Conversations in Chastity: It’s Tough For Us Keyholders, Too!

Posted by JonMustWait on April 15, 2014
Posted in: Conversations, Male Chastity, Wife Led Marriage. Tagged: , , , , , , , , , , , , , , , , . 4 comments

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.  😉

The Man Without a Penis

Posted by JonMustWait on April 14, 2014
Posted in: Male Chastity. Tagged: , , , , , , , , , , , , , , , . 3 comments

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.”

From the Archives: Drunk Chastity Ramblings

Posted by Michele on April 13, 2014
Posted in: Male Chastity, Tease/Orgasm Denial. Tagged: , , , , . Leave a Comment

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

Setting the Table (or “The Night When My Lady Tied Me Down, Pegged Me, and Sent Me Off To Work)

Posted by JonMustWait on April 12, 2014
Posted in: Male Chastity. Tagged: , , , , , , , , , , , , , , , , , , , . 2 comments

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!

Cheating Chastity

Posted by Michele on April 10, 2014
Posted in: Male Chastity. Tagged: , , , , , , . 8 comments

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?

Sentenced to the Jailbird

Posted by JonMustWait on April 8, 2014
Posted in: KeyHolder, Male Chastity, Wife Led Marriage. Tagged: , , , , , , , , , , , , , , , , , , , . 4 comments

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.