Archives

All posts by cagedmonkey

No More Playing Outside For the Rest of Summer

Posted by cagedmonkey on August 12, 2014
Posted in: Male Chastity, Orgasm Denial. Tagged: , , , , , . 1 comment

Things sort of coasted to a nice calm pace after our week of bondage, nonstop orgasm denial (for me), nonstop orgasms (for ML), and repeated instances of anal sex (for both of us). My Lady and I took the opportunity to discuss exactly what our goals were for the next little while concerning our approach to chastity.

In other words, ML clearly spelled out exactly how she plans on controlling my cock over the next few months.

The first detail that was addressed was my next Maybe Day, stil scheduled tentatively (it is a “maybe” day, after all) for our anniversary, which just happens to be in mid-January 2015. This leaves me with about 5 more months to go after already having gone a month without an orgasm. I’m already horny beyond belief and I’m putty in ML’s hands; how much more intense can it get? I’m going to find out.

The next thing ML mentioned was her desire to keep my cock locked up strictly 24/7 for “a little while.” I have been getting frequent unlocks over the past month or so. That doesn’t mean it’s been easy for me; in fact it’s a different kind of difficult when my cock is being teased, tortured, and edged on a near-daily basis. My Lady plans to take away these frequent outings and keep me in the cage  at all times, and this time it will be a lot longer than I’ve even endured before – after putting me in the cage last night before work, she plans to unlock me for the first time during the last weekend of September, nearly seven weeks from now. My longest 24/7 stint prior to this was 17 days; she wants to try and increase this by more than double this time around!

I’ll be honest and admit that I’m not so sure that I’m capable of handling this. The last time we tried this (when we made it 17 days out of an attempted 30 before we both broke down and ML needed my cock inside her) I was ready to go insane. How am I going to handle twice as much time? I’m afraid I might start to break down just a little bit by the end of it. When I shared these concerns with ML via text message earlier yesterday afternoon, she replied:

I don’t doubt that you’ll be going crazy by then. In fact, I’m counting on it. 🙂

She’s counting on it. Making me lose my mind is one of her goals, it seems.

In the spirit of honest admission, though, I will say that I need this. I’ve always needed this. I have craved the experience of having my limits tested, pushed, and broken through. I must see just how far I can be forced to continue when my own motivations can take me no further. My Lady is the woman who can do this for me, with me. I can trust her to read me and know exactly how many cracks I can take before I mentally and physically shatter. I can look to her as a source of pleasure, using my service towards her and her orgasms as a placeholder for the orgasm that awaits me so long from now.

The Cock That Couldn’t Cum – Tied Down and Tortured

Posted by cagedmonkey on August 7, 2014
Posted in: Anal, Bondage, Orgasm Denial, Sex, Tease & Denial. Tagged: , , , , , , , , , , , . 3 comments

This morning, after sending the little ones off to camp once again, My Lady and I spent a few minutes in bed cuddling naked with each other. It’s such a nice thing to be able to do that during this week. After a few moments, I let my hands roam all over ML’s sexy body. I began kissing her shoulders and her back, and soon I was moving down between her legs, my tongue searching out her wet horny pussy.

I missed My Lady’s taste so much over the past couple of days. It seemed as though she missed the touch of my lips on her pussy, also, because she was moaning within seconds. She sounded so sexy, letting the noise out as loud as she wanted to. I rubbed my face all over her pussy lips, covering my face in her pussy juice. She always loves it when I do that. So do I.

After a quick cum, My Lady grabbed her wand and said she wanted to cum on a nice thick cock. I was happy to oblige, sliding myself into her tight wetness as she vibrated her clit. The wand did it’s magic rather quickly, as ML came pretty hard pretty fast. I felt her pussy grip and squeeze my cock as I struggled to control my soaring pleasure. After her orgasm, ML continued to play with the wand. I told her that I couldn’t hold off much longer. “Well, get Adam,” she instructed me, “I’m not finished cumming with a thick cock inside me yet.”

I did as I was told, easily sliding Adam’s thick shaft into her juicy pussy. She moaned louder as the fake cock stretched her pussy wide and the wand tickled her clit incessantly. Her moans turned to screams as I fucked her harder and deeper with the dildo. Her orgasm hit with incredible intensity; her entire body curled up and she screamed over and over as each wave of pleasure hit her. I could resistance from her spasming pussy as I pushed Adam inside her, her pussy eventually giving way to the hard fucking dildo. After ML (eventually) came down from her huge orgasm, it was time to head downstairs for breakfast… or so I thought. ML had other plans for me. It was finally her turn to torture her toy.

ML restrained me to the bed, cuffing my hands together behind my head and my feet together at the bottom of the bed. I couldn’t move at all, I couldn’t even spread my legs. ML then grabbed the “peppermint” lube from the nightstand and began to apply a generous amount to my cock. She began stroking me gently at first, allowing the tingly nature of the peppermint lube to settle in. Once she noticed me squirming from the sensation, she took the wand and pushed it between my legs and under my balls. A flick of the switch, and I was instantly moaning as my balls were powerfully vibrated.

My Lady stroked my cock, alternating between a fast and slow pace, sometimes switching to “up only” motions she has described before – keep that window open and handy, she uses more of those techinques later! Anyways… after a minute or so, she started quickly stroking me, pushing me towards the edge of orgasm very quickly. I moaned and whimpered, not only because I was fucking desperate for an orgasm but also because I knew what was going to happen next. At just the right moment, ML released my cock, letting it fall onto my stomach with a thump. My body tried it’s best to cum, but it was no use. She’s become an expert at edging me, and she can take me to the very tipping point basically at will now. She edges me a couple of more times, and brought me up one more time. This time, she pushed me just about as far as she possibly could without making me cum. I hung on the edge, my body NEEDING to cum so bad but unable to… then ML adjusted the wand underneath my balls. And oh God, I was going to cum! And with the wand vibrating it might actually feel good!

A millisecond before my cock began to spasm, My Lady switched the wand off. FUCK, NO!!!! I screamed in my head. Out loud, I only managed a desperate moan as my cock twitched in futility. I felt the cum creeping up the inside of my cock as my orgasm was slowly ruined. Her technique of ruining my orgasm was so damn effective, I didn’t even leak out any cum… at first. After my cock finished it’s failure at cumming, she grabbed my shaft and rubbed the palm of her hand on the sensitive head of my cock.

My body lurched off of the bed! OMG FUCK was it intense! She was giving me post orgasm torture, but without even the pleasure of giving me a true orgasm first – post ruined orgasm torture, or PROCT (apparently ML invented this, lol). My body rolled around as she continued her assault on my poor cock head. I was moaning and grunting, wishing she would stop but knowing she wouldn’t until she was finished with me. The cum from my ruined orgasm seeped out and only served to supply My Lady with more lube for her palm. When that dried, she used more peppermint lube, giving me even more terrible sensation to suffer through.

Honestly, it sucked. It was horrible – I couldn’t stay still. Every muscle in my body was firing, trying to fight off the sensory overload that my brain could only interpret as pain. I had to remind myself to breathe, but each time I did I let out a loud moan, straining my vocal cords. My neck arched back; by the time she was finished with me, my shoulder blades had lifted completely off the bed and top of my head was pressing into the mattress. At one point – I have no idea how long this went on, because I was being sexually tortured at the time – she began stroking my cock as if to make me cum. But even this was too much for me to handle, because to my dismay I couldn’t cum no matter how bad I tried. ML had overloaded my orgasm circuits, first with the ruined o and then with the post-o torture. She was telling me to cum, stroking me as if to make me, I was trying as hard as I could… and I could feel it, sooooooo close…. it was RIGHT FUCKING THERE….. but I couldn’t! FUUUUUUUCK!

My Lady finally had mercy on me, releasing her grip on my cock. But my break was short lived; ML was climbing up on top of me, straddling me facing the other way, preparing to ride me and put the cock that couldn’t cum to good use. She shoved it into her pussy and ground her hips down onto mine, taking me as deep as she could. Little did I know that she was only lubing my cock up, getting it ready for what she really craved. She pulled off me and slid the head of my cock back a little bit, lining me up with her tight asshole. She popped the head of my cock into her ass, and somehow she shoved her hips down once again, taking my cock deep and fast all the way in her ass! Her ass was pressing me into the mattress, desperate to take my entire length. It was then that I felt the vibrations again – My Lady was using the wand on her clit as she fucked her ass with my cock!

Her screams were of pure pleasure, loud and uninhibited. Her ass bounced up and down as I felt my cock being buried deep in her ass. She rode me hard and fast; the quick pace, her tight ass gripping my cock, and the vibrations of the wand through her body would have definitely brought me off had it not been for the shutdown of my ability to cum. Then her whole body began to tremble and I felt her ass spasming around my cock as her orgasm hit her. She screamed even louder, letting out all of the tension and excitement that had built up while watching me suffer at her hand. Her orgasm was massive, her body shaking and her legs flexing in and out, pushing my cock in and out of her just the littlest bit. When she had finished cumming, she was woozy as she stood up, nearly having to hold herself up against the wall just to stand up straight. That woman can cum hard!

Medical Intervention – My Cock Needs Urgent Care

Posted by cagedmonkey on August 1, 2014
Posted in: Male Chastity, Medical, Orgasm Denial, Tease & Denial. Tagged: , , , , , , , . 1 comment

My Lady has been taking just about every moment she possibly can to tease me over the past week or so. Some of these teases have been quite intense. Throughout most of this time – at least the times she is not actively using her “favorite toy” – I have been wearing the cage. My cock has been reacting very strongly to her teases, filling up the cage very quickly and bulging through the bars in a desperate attempt of a full erection. And my high level of horniness does me no favors when I am waiting for these attempts to subside.

Wednesday night, after a day of bearing witness to many strong orgasms that ML enjoyed, I was off to work… after licking ML’s pussy and bringing her to 3 more orgasms, which gets me more turned on than anything else in the world. During a potty break at work, I noticed there were some tiny red dots along the shaft of my cock. ML had just shaved me recently, so I figured it was some sort of rash or irritation. I sent her a message, asking if she would unlock me and we could check it out. She agreed.

At home that morning, she pulled the cage off, drawing the “release from the cage” moan that has pretty much become standard. 🙂 She held my slowly growing cock in her hands, inspecting the dots I saw. Just before I was able to start enjoying her touch, she snapped me out of my daze.

“These are bruises,” she said.

WHAT?!?!?!?!?!?!?

“These are tiny bruises! It must be from pressing up against the cage so often. You’re putting a lot of pressure on it, and you’re getting little tiny bleeds under your skin. Your poor cock!”

NOW she feels bad for my cock. Not after watching it struggle for freedom in the cage. Not after watching it drip copius amounts of precum after a particularly devious tease session. It takes cock bruising to draw sympathy from My Lady.

(Just kidding!! She is very loving, but she is also very strong in carrying out her wishes and doesn’t fall victim to feelings of pity)

So, yeah… my cock was reacting so strongly to being teased by ML while I was caged that I ended up hurting myself. The good news was that it wasn’t painful or anything. But just to be safe, ML imposed a 24 hour ban on teasing me while the cage was on. Silly me, I got excited thinking that I’d get some unlocked time… “I didn’t say no cage, I just said no teasing while the cage was on,” she replied. Figures.

Tonight before work, her appetite for teasing kicked in – I got my unlocked time, but with a healthy dose of sexual torment along with it. She teased my cock with a long, slow, sensuous blowjob; she even managed to bring me to the edge and hold me there for a few seconds using only her mouth… when the fuck did she learn to do that? And the good news was that, when it was time to lock me back up again, there was no sign of bruising or any lasting damage whatsoever. Now she can go back to teasing me whenever she wants, and I can go back to becoming more and more desperate for an orgasm as each day passes.

So basically, things are back to normal. 😉

Dick On Demand

Posted by cagedmonkey on July 25, 2014
Posted in: Male Chastity, Orgasm Denial, Sex. Tagged: , , , , , , . 3 comments

Last night, I performed one of my most favorite duties for My Lady – I acted as her “on demand” pleasure tool. It is so much fun when she does this, because she shows just how much in control she is of my sexuality when she uses it whenever she wants to as much as she wants to.

ML unlocked me earlier in the day, so I had a feeling she was going to want to play with her toy and tease my cock at some point during the night. We sat with each other watching TV after the kids went to bed, and she turns to me and says, ‘Take your cock out now and stroke it.” Yes ma’am! I immediately began masturbating for My Lady, and I was soon wiggling around on the couch and moaning as it started to feel really good. I had to slow down quite a few times in order not to cum, but I was under orders to not stop unless ML said I could. She forced me to string myself along, moaning and commenting on how wet she was getting as I continued to stroke.

She finally allowed me to stop, telling me to tuck my cock back into my underwear. I was to keep on my toes, though, as she quickly explained, “When I get up, I want your glasses off and your cock out, so I can use either one to get off when I want to.”

Oh my fucking God, I almost came in my pants right there.

How hot is that? She’s warning me that she’s so horny that she is going to be using me more during the night, and I better get myself ready for her. It would be my responsibility to please her whevenever and however she wants. And the sense of foreboding was amazing… she said when, not if.

Being the good boy that I am, I followed My Lady’s instructions. I made sure I was always aware of how she was sitting, preparing for her to stand up and make her way over. This kept me turned on and hard for the entire night, waiting for when it would happen. And then there she was, rising to her feet and moving quickly towards me. I just barely had enough time to remove my glasses before she climbed up on the couch and shoved her wet pussy right into my face. She smeared her pussy juices all over my face, making me a sloppy wet mess. Then she grabbed the back of my head and pulled me into her hard; I felt her pussy spasm around my tongue as she came quickly. She repeated this another 3 times, and also sat down on my cock once… facing the TV, no less, truly making me feel like an object to her.

After the last time she finished fucking my face with her pussy, she sat back down and spread her legs wide. I was mesmerized by her beautiful pussy, I couldn’t take my eyes off it. ML pulled me out of my haze by saying, “Bring that cock over here now and fuck me with it.”

Damn, her choice of words was driving me nuts. Bring that cock over here and fuck me with it. I really was just a plaything to her. I obeyed her immediately, kneeling at the foot of the couch and sliding my cock into her pussy as she slouched slightly. It felt fucking amazing to be in her pussy again, but the position made it more difficult for me to cum. In the past, it might have been almost impossible to achieve orgasm the way I was kneeling; after a full week of being teased and denied, all it did was give me the ability to hold back juuuuuuust enough.

ML began rubbing her clit as I slowly thrusted into her, being careful not to get too carried away and lose it. As she rubbed faster, I could feel her pussy squeezing my cock. She looked into my eyes as her orgasm hit her, and her pussy nearly squeezed the cum right out of me. I struggled to keep myself from cumming as her pussy almost crushed my shaft with its spasms of pleasure. ML began to come down from her orgasm, but there she was rubbing her clit again. She wasn’t done with me yet. It was as if she was in a frenzy; cumming on my cock once wasn’t enough. I used all of my effort to hold back. Then I felt her pussy pulsing again; she cried out loud as she came on my cock once again. Her hips bucked towards mine; I pushed further inside her, giving her my full length, and her body shook all over as her orgasm brought her to even bigger heights. Somehow, I was able to get through all of this amazing sexiness – ML’s legs spread, needing to be fucked, demanding to be fucked, her body shaking from her orgasm, moaning loudly, and gawd her fucking pussy felt soooooooo fucking good I swear – without cumming myself.

Finished pleasing herself with her toy, ML motioned for me to get up and move to the other couch. She then told me that I better get soft in a hurry, because I would have to be back in the cage before I left for work. Not more than ten minutes after My Lady’s warm tight pussy was wrapped around the shaft of my cock was it locked back in the Jailbird once again. And tonight, at work, I’m as horny as I’ve been in quite a while. My cock is still super sensitive; each movement I make causes my cock to wiggle the slightest bit against the cage, reminding me that the unyielding steel is no substitute for the soft wetness of ML’s pussy.

However, I also sit here feeling very satisfied. Not satisfied in the orgasmic sense, that privilige is My Lady’s alone until the chooses otherwise. No, I am satisfied in the way I was able to perform for My Lady. I truly loved being her dick on demand tonight, and I can’t wait until I get the chance again to do so!

My Night Was Ruined

Posted by cagedmonkey on July 22, 2014
Posted in: Male Chastity, Orgasm Denial, Sex, Tease & Denial. Tagged: , , , , , , , , . 2 comments

The current rhythm of chastity that My Lady and I have been using – in and out, whenever she desires – seems to be more intense than an extended lockup period. This way, I’m much more exposed to ML’s teasing, as it may come at any time whatsoever. I’m very glad that My Lady can trust me enough to have me unlocked when and for how long she wants… but I’ll admit it makes things a little tougher to know that I very well could jerk off, but I’m not allowed.

Yesterday I spent the day unlocked and constantly under threat of ML’s teasing touch. My cock was being teased and edged all day long, whenever ML was able to sneak away long enough from my kids trying to critically injure themselves. I was extremely horny by the time the kids’ bedtime came about, and ML and I went to bed shortly after.

After putting on a movie (to cover the sound, perhaps?), My Lady began toying with my cock, making sure to keep me aroused. After edging me four or five times, it was ML’s turn to have her rightful orgasm. She used her wand to give herself a body-shaking orgasm, and I joined in by using two fingers deep in her pussy, making her cum so hard she had to fight her hardest to stop herself from screaming and waking the kids. My favorite!

It was then her turn to torture me with my own desire. ML climbed up on me and straddled my cock, riding me slow enough to avoid making me cum. That ended up being not too fast at all – with her tits in my face and her warm wet pussy wrapped around my shaft, I felt ready to cum almost instantly. And when she spun around and faced the other way, the sight of that beautiful ass bouncing up and down almost drove me to orgasm even when she stayed still!

My Lady slid off of my cock and moved up towards my head. She clamped my arms next to my body with her legs and planted her pussy right on top of my face. She then fucked my face with her pussy, teasing and stroking my cock the entire time. I moaned loudly into her pussy as she pushed me to edge after edge. Adjusting her hips, she then pushed her asshole onto my face, forcing her tight hole down onto my tongue, fucking her ass with it. She spread her cheeks wide and she pushed down harder, grunting as my tongue pushed farther into her ass.

As I used my tongue to fuck her ass, she began to stroke my cock again. She edged me quickly, stroking me hard and fast and letting go quickly. Each time, my body nearly leapt off the bed, held down only by the weight of her ass on my face. She stroked me, and then she pushed me right to the edge and stopped.

I could feel myself teetering, hanging on the edge of orgasm. I tried to hold back, I didn’t want it to be ruined. But the whole situation was just too fucking hot – ML tease torturing my cock, edging me as she smothered my face and force fucked her ass with my tongue.

I couldn’t hold it. As my tongue pushed into her ass once again, I could feel the cum creep up the inside of my cock and leak out in a pathetic attempt at orgasm. I felt two or three drips of cum ooze out of my cock and onto my stomach. It was truly a ruined orgasm – it must have been a full three to five seconds between when ML stopped touching my cock and the cum dribbled out, and I got absolutely NO sexual relief from it! My Lady rode my face fit another minute or two, giggling at her handiwork as I moaned in frustration under her.

It was a very frustrating day for me in all – kept on edge for virtually the entire day, only to be slowly dragged over the edge with no pleasure granted to me whatsoever. However, I know how much my frustration pleases My Lady, so I can imagine how much fun she had creating the frustration. There’s always a positive to my sexual suffering.

What I’m Looking For (or, Why I Stare At My Lady When She Has An Orgasm)

Posted by cagedmonkey on July 16, 2014
Posted in: Male Chastity, Sex. Tagged: , , , , , , . 27 comments

“What are you looking for when you do that?”

She said it with a breathy, trembling voice that can only be spoken by a woman in the moments between one orgasm and another. She didn’t get a chance to explain exactly what she meant by the question, as my tongue swirled over her clit and pushed her farther towards her next climax. I continued to gaze up at her from between her thighs as she came again, her pussy quivering under my lips and gushing wetness all over my chin.

I’ve talked in the past about how much I love to watch My Lady have an orgasm. Lately, I’ve started to watch ML more intently as she cums… so much so that ML might have thought something strange was going on, hence her mid-cunnilingus question. I answered (afterwards, of course… you don’t stop licking pussy to answer a question when your woman has her legs wrapped around your head and is humping your face like a dog humps your best friend’s leg) that I just love the way she looks when she is cumming. She is so beautiful, I swear. This look of pure pleasure and complete bliss comes across her face; she gets this tiny smile before her mouth drops open and she begins to moan. She closes her eyes and her eyebrows furrow, as if the pleasure is almost too much to bear. And her hands pull me towards her, as if to say there is nothing else that can make the moment more perfect other than being closer to me.

I love to watch her at the moment when her orgasm starts to get extremely intense. The past two nights, after licking her pussy for a while, ML and I have “cooperated” to give her very strong and very long orgasms – she rubs her clit while I finger her deeply with two fingers, my fingertips end up rubbing the inner wall against her fingers; in essence, we both rub her clit from opposite ends until she cums like a mad woman. Looking at her face when the orgasm begins to hit a new level and take on a life of its own is simply magical; I can see in her eyes when it begins to run away from her. She looks at me with surprise and concern, with just a tiny hint of fear, perhaps? It’s amazing. I know just when to say, “it’s okay, I’m right here baby… go as high as you want to.” That usually pushes her further as she knows she can truly let loose and be safe with me. The aftermath is wonderful, too – the shellshocked look on her face, somewhat unaware of what exactly just happened to her… just tonight, I had to point out to her that she was still rubbing her clit minutes after she had cummed herself out, as if her hand were on masturbation autopilot. That’s pretty hot, in my opinion.

So that’s what I’m looking for when My Lady has an orgasm – the moment where she loses herself and turns herself over completely to the pleasure that I am providing for her. It proves to both ML and myself how well I perform my subby duties for her. Because that is my ultimate goal – to submit to her sexually and give her anything and everything she could ever want or need.

 

Road Trip Souvenir

Posted by cagedmonkey on July 9, 2014
Posted in: Male Chastity. 2 comments

Yesterday was a very long day. My Lady and I were both very tired after not sleeping too well the night before, and running around doing stuff for the entire day. It was nice to just sit down and the end of the day and watch TV while ML teased my cock some.

Yeah, she seems to never stop with that. 🙂 We sat for a little while after the kids went to bed, and she idly stroked my cock, bringing me to the edge a couple of times. I was wriggling around and moaning, humping up to meet her hand a little bit. Soon, it was time for bed.

We snuggled up together, and she began to play with me some more. We kissed slow and deep, and it began to feel nice and romantic. She pulled away from a kiss and looked right into my eyes and said, “Make love to me and cum in my pussy right now.”

“Are you sure?” I stupidly asked.

“Yes, do it.”

“Really?” I asked again.

“Just get up here, be a good boy, and do as you’re told,” she said with a smile. Even when she’s being romantic, she is dominant and sexy. 🙂

So we made sweet, wonderful love together, and it felt wonderful. It felt even more wonderful to cum inside My Lady, too. My body was near exhausted from all of the road trip craziness, so the orgasm wasn’t as body crushing/mind blowing as it probably could have been if I were well rested, but I still felt shivers and chills run through my body during my orgasm; it was still more intense than any orgasm I’d had before we started chastity.

And so now, as I lay in bed this morning with my cage applied just moments ago, we are back to day one. There hasn’t been any serious talk of a new Maybe Day yet, but ML has floated the idea of waiting until our anniversary in January… which just happens to be seven months from now, the exact amount of denial time she was aiming for before this road trip. Coincidence? Or did ML’s devious brain plan this all along? 🙂

Eh, I don’t care. I got to cum in her pussy last night. That’s good enough for me. 😉

Temporary Release

Posted by cagedmonkey on July 2, 2014
Posted in: Chastity Device, Male Chastity, Medical, Orgasm Denial, Sex, Tease & Denial. Tagged: , , , , , , , . Leave a Comment

Since I was home Monday night, ML and I decided to watch a movie and have a few drinks together. In the past, alcohol has not agreed with ML’s chastity and denial plans very well. This time, things were slightly different.

My Lady had been talking for a while about how much she truly misses my cock. After nearly three weeks of being caged every moment of the day, she was beginning to long for my hardness inside her. She stayed strong for so long, but the alcohol whittled her willpower down just enough to want me out of the cage for just one night.

She made it clear to me that she wanted me inside her, but I was not allowed to cum. Fine by me! After being held back by the cage for so long, I was willing to take whatever I could get. She unlocked me and pulled the cage off of my shaft, and I immediately let out a long, slow moan. It felt so damn good to be free of the steel. But that was only the beginning.

ML wasted no time in pulling me up on top of her. She spread her legs wide and showed me her sopping wet pussy. I was ready in no time. I slid my throbbing cock into her tight pussy; it felt AMAZING. I really did miss feeling her soft wetness wrapped around my shaft. I thrusted into her a few times, but my orgasm was quickly approaching; the drinking had a minimal effect on my staying power, unfortunately. ML began to rub her clit in order to cum on my cock, and I did my best to thrust into her as much as I could. It wasn’t long before I felt the walls of her pussy squeezing my cock as she came hard. I looked into her eyes as her orgasm continued, and I couldn’t handle it anymore. I quickly pulled out, trying to avoid cumming on accident. I only half-succeeded – cum dripped from the tip of my cock as my orgasm was ruined all over the blanket beneath us.

ML laughed and pulled me on top of her once again; she wanted more. And this time, with my orgasm ruined, I was able to handle a little bit more. This time, I thrusted into her slowly and deeply, looking deep into her passionate eyes as I made love to her. Her body began to convulse as she came hard once again, and all of a sudden I realized that I was nearly there, too! Once again, I pulled out as quick as I could, and once again cum dripped out of my cock – my second ruined o of the night!

ML still was not finished with me – she wanted my cock in her ass. She turned over on to her stomach and ordered me to fuck her tight asshole. Being the good sub that I am, of course I obeyed. My cock slid easily into her ass, lubed by the slick juices of her horny pussy. My Lady grunted deeply each time I finished one of my long, slow strokes. Then I leaned down and pushed my cock deep into her ass, and she growled with animalistic heat. I felt her moving so she could sneak a hand underneath her body, and she began rubbing her clit furiously. I held still in her ass, hoping her orgasm wouldn’t cause me to ruin a third orgasm. Luckily, I was still in good shape when I felt her body tense up and her asshole grip my cock as her orgasm hit. She moaned loudly and bucked her ass back against me, taking my cock even further inside her. I love playing a part in those super strong cums that ML has. It makes me feel so good that I can do that for her.

ML was finally satisfied with the thorough fucking she receieved. We went to bed shortly after, and I was allowed to sleep uncaged, snuggling up to her naked backside.

In the morning, we discovered an interesting development – I was feeling some skin soreness on the shaft of my cock. ML and I took a look and found the source of the pain – there was a small spot of irritation on the shaft of my cock, and it kind of looked like the way skin cracks when it gets really dry. We believe this is happened because my skin lost some of it’s stretchiness during the extended 24/7 lockup, and when I got hard after being unlocked the skin to stretch too much too fast, which caused the “injury.” Thankfully, it was only slightly uncomfortable, and only when touched. It didn’t prevent me from wearing the cage, which ML demanded shortly after I woke up.

ML plans to keep me locked for the entire month of July with no release time – “plan” being the operative word. Seriously, though, I think she means it this time. The irritation was a little red this morning, but there were no signs of infection or anything like that. I’m going to keep an eye on it. I’ve also decided to use some skin lotion on my entire cock and balls (instead of just using it for lubrication around the ring, as I had been doing). Hopefully this will keep the skin cracking issue from happening again when my next release date comes along.

Conversations in Chastity: The Frustration Grows

Posted by cagedmonkey on June 30, 2014
Posted in: Conversations, Male Chastity, Orgasm Denial. Tagged: , , , , , , , , . 3 comments

(The following is an excerpt from a text message conversation between Lady M and cagedmonkey the morning after an intense teasing session, which included multiple edges and a ruined orgasm inside the Jailbird!)

Lady M: Sleeping good, my love?

cagedmonkey: Yeah, pretty good… except for the fact that I want to hump the mattress, or you, or something… I’m fucking horny!!!

Lady: Oh, God that’s hot! I’d love for you to hump me!

cm: It’s actually beyond horny… my need for sex is almost painful, it’s so bad. And is it possible that my balls are even more swollen than they’ve been lately?

Lady: Maybe. I was rubbing them really good. I wanna feel them right now…

cm: I’m not even sure “horny” is the right word for it, anyway. “Horny” would indicate that I’m turned on or whatever. I sorta am, but that’s beside the point. Right now, I just need to fuck.

Lady: Hehe. 🙂

cm: I just filled up the cage in like three seconds… I’m twitching and throbbing now for no reason other than I’m talking to you.

Lady: Omfg, that turns me on so much!

cm: It’s so fucking intense right now. I was DYING before! I wanted to cum so badly, for real! I didn’t want you to deny me any more, I just wanted to cum and I didn’t care how.

Lady: I loved every second of it.

cm: It was so hard to get myself to “cum” and it totally wasn’t worth it… fucking sucked that you ruined my o while I was still in the cage. So fucking frustrating, I nearly wanted to cry.

Lady: Awwww, my poor sweet boy.

cm: I can’t imagine making it another 6 months. I don’t even want to wait another day to get out of this cage!

Lady: I wish I could help you with that. 😉

cm: Which part? lol

Lady: Any of it. 🙂 Hehe

cm: Yeah, but you’re cumming as much as you want, you can fuck my cock when you want apparently, and you can get a big thick (albeit fake) cock in your pussy… all without unlocking me! So I don’t think your desire to help me is as pressing as my need to get out of this fucking cage and empty my balls with a good hard cum is. 🙂

Lady: Yeah, I guess you’re right. 🙂 Speaking of cumming as much as I want, I’ll be upstairs as soon as lunch is done. You better be ready for me to grind my pussy on your face until I cum nice and hard…

cm: Yes, ma’am.

The Long Awaited Orgasm… For Her

Posted by cagedmonkey on June 28, 2014
Posted in: Orgasm Denial, Sex, Tease & Denial. Tagged: , , , , , , . 6 comments

The last few days have been interesting, to say the least., thanks to my My Lady’s self-imposed orgasm denial. ML began to feel the effects of the denial very quickly. Within a day she was already beginning to feel her level of horniness rise… which, if you consider the fact that she regularly cums 4-5 times a day, going stir crazy after a day isn’t particularly abnormal. Not only was she going without orgasms, but she also deprived herself of any penetration whatsoever. No toys, no fingers, not even my tongue was allowed to enter her pussy. The combination of those two denials really got to her.

By Thursday, her sexual obsessions were continuing to build, as shown in this text she sent me:

I gotta find something to do in order to keep my mind off all this sex stuff!

Hell no!  🙂  ML was only beginning to experience what I have been feeling for almost a month now – a near constant and frenzied need for sex. True, she is almost always wet and wanting sex, but it’s a completely different thing when the need hits you. It was finally getting to her, and it was showing. All of those times I would kiss her passionately, or grind up against her in the kitchen as the kids ate breakfast… actions that normalyl made ML moan softly were now producing louder and louder moans accompanied by sort-of-whimpering noises. And when I would grab her hips from behind and simulate fucking her doggy style, she would ram her ass back into me and her body would begin to shudder; I could swear she was fighting off one of those spontaneous orgasms she has from time to time.

Because of her denial, my role briefly changed from pleasing My Lady to teasing her. I didn’t stop licking her pussy, but I did always stop just short of making her cum. I started to get really good at edging her; several times I stopped all stimulation juuuuuust as she began to warn me of her approaching orgasm. There were times she had to work hard to keep herself from going over the edge, I got her so close. I was a fast learner, apparently.

Tonight, a mere four days after begging her own trial of orgasm denial, she couldn’t take it anymore. I was licking her pussy on the couch, bringing her to the very edge of orgasm over and over. After a particularly intense sequence where I edged her three times in a row and held her there with gentle licks on her clit with only the tip of my tongue, she finally broke down. She said that she needed to cum real bad, and either she needed an orgasm right then or else she “might just cry.” I couldn’t have that! I asked My Lady to tell me to make her cum.

To give her credit, she wrestled with the decision. I could tell she wanted to push herself more. She wanted to go farther. But she couldn’t; she had reached her limit. She grabbed the back of my head, pulled me into her pussy, and ordered me to make her pussy cum. And that’s exactly what I did.

It didn’t take long for her to cum, and she came fucking HARD. As I felt her pussy spasm under my tongue, her legs squeezed around my head and she lifted her hips off of the couch. I didn’t stop licking her clit for a second, and her orgasm got even more intense as I continued. She was grunting and groaning loudly, trying hard to keep the sounds to a minimum but failing at the attempt. I waited for her orgasm to begin to subside so I could give her the other thing she was craving so badly.

She had the same idea as I did. “Finger my fucking pussy, God damn it,” she said through gritted teeth. My hand was already in position. I thrusted two fingers deep into her, spreading her pussy open wide for the first time in days. Her eyes shot open wide and she cried out. I felt her pussy squeezing me almost immediately, and it gripped me even harder as I began to thrust in deeper. She was cumming, flying head first into one of the most intense orgasms I have ever witnessed. Her face flushed a deep red as her orgasm started. Her body crunched up, abdominal muscles flexing as wave after wave of climax crashed into her body. Her eyes were having trouble focusing steady on any one thing; her eyes with would lock with mine for a second before flying around wildly, nearly rolling back as the power of her orgasm pushed her to the edge of consciousness. Then, when an extremely intense shock of pleasure hit her, she actually stopped breathing for about thirty seconds. I had to remind her to keep breathing, although I’m not even sure she was able to hear me at all. Nevertheless, I held her tight and kept whispering “I got you” in her ear over and over, letting her know she was safe to take the ride as high as she wanted to.

Eventually, I could see it in her eyes that she was coming down. I smiled as I looked into her eyes and kissed her. She barely kissed me back, most of her energy drained by the massive orgasm she had just endured. Her eyes were drowsy and she was yawning over and over, her body fighting to catch her breath. It was absolutely AMAZING. I was so happy that she was able to experience such an intense orgasm, especially after waiting for it for so long (at least, in her opinion).  😉

So, overall, the female orgasm denial experiment went pretty well, I think. ML handled the denial like a trooper, only giving in after I pushed her pretty hard. And damn, was that orgasm worth it! I hope she feels the same way I do and is willing to try this again in the future. Definitely not for a while, though; she needs time to recover from this!!!