frustration

All posts tagged frustration

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!

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.

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!!!

Two Can Play at That Game!

Posted by cagedmonkey on June 26, 2014
Posted in: Male Chastity, Marriage, Orgasm Denial, Sex, Tease & Denial. Tagged: , , , , , , , . 15 comments

There has been an interesting development in our T&D games this week.

My Lady has expressed some (tentative) interest in experiencing the locked side of chastity – she is willing to explore female chastity with me…. sometime in the unspecified future, according to her. 🙂 The thought of me in a dominating role with her is intriguing, she admits, but even more interesting would be how absolutely insane batshit crazy horny we would be for each other if we were both locked and holding each others’ keys. ML would never be interested in a long term version of this, and neither would I; she will always be the ultimate keyholder for me. Even in a mutual chastity setting, if she really REALLY wanted out, I’d allow it. She’s the boss, after all.

After approximately two weeks of total 24/7 chastity, ML is beginning to long for her much desired PIV. Sure, she’s gotten plenty orgasms (either from my tongue, my fingers, or her magic wand),  but she is really missing my cock. Rather than cave with over a month away from her goal of pushing me to August, she decided to challenge herself a little. She decided to test herself to see just how much denial she could handle – two days ago, she enacted a self-imposed ban on orgasms and penetration of any kind!

And I will admit this right now… I’m having a lot of fun with it.  🙂

First off, I’ll say that it hasn’t really been about me dominating her, really. It’s more like ML is using me as a tool to tease herself and to see how much she can take. It’s less “YOU’LL CUM WHEN I ALLOW IT, YOU LITTLE SLUT” and more “Am I teasing you well, ma’am?” It may seem like a strange dynamic, but it’s working and we are having lots of fun so far.

Pleasing ML so often in so many ways has put me in tune with her body and her responses to stimulation. Up until now, I’ve used this info in order to please her as best I can. Now, I’m using the knowledge of her responses to keep her from cumming. She may be an expert at edging me, but I can do the exact same thing to her. To be honest, it’s actually a little more difficult considering that ML can literally think herself to an orgasm (if only I could do that!!!). I have to be a little bit more careful in pushing her close to the edge, and I also have to rely on her not to deliberately make herself cum with only her mind. But she’s been playing the game the right way, and her pussy has almost been constantly wet since we started.

Edging ML sure is fun, but I might be enjoying teasing her with penetration even more. Before I left for work tonight, I was rubbing my fingers in between her pussy lips, spreading her wetness around. She was breathing heavy pretty quickly, and I could feel her hips pushing towards my hand. I pressed my fingers just the slightest bit more, almost pushing past her tight inner lips and into her pussy but juuuuuust not quite. ML began to whimper and moan, which is something I thought only I did when I was being teased.  🙂  Even hotter was what her pussy was doing – I could feel her pussy lips sort of grabbing at my finger and trying to pull me in! I could tell she was desperate to have anything inside her. I gave one last push with my hand before removing it from her pussy. ML growled in frustration and her body shuddered as she struggled to fight off one of her famous spontaneous cums.

I totally respect My Lady for trying this out and seeing what she is capable of. I know for a fact that she will never be able to last as long as I do without an orgasm; she just loves cumming too much! That’s a good thing, too, because I love making her cum. To be honest, I don’t know if she is going to make it to her goal of getting to the weekend without any cumming or penetration, but the fact that she is giving it a try is impressive enough for me.

Alternate Pleasure Centers – Activated!

Posted by cagedmonkey on June 21, 2014
Posted in: Male Chastity, Orgasm Denial, Tease & Denial. Tagged: , , , , , , , . 1 comment

She looks up at me, that sexy confident look in her eyes. She knows exactly what she is doing to me as her tongue snakes out and tickles my sensitive flesh. I whimper softly as she teases me with her tongue, smiling as my body begins to shudder. I moan loudly as she sucks me into her mouth, pulling gently with her lips.

I could easily be describing what it’s like getting a blowjob from My Lady, only this time I’m not. With my cock locked up 24/7 until the end of July, it will be quite a while before I feel ML’s wonderful mouth on my cock. What I described above is ML’s new favorite form of oral sex – licking and sucking my nipples.

Lately, I’ve been finding that, since my cock is unavailable to receieve the sexual pleasure sensations that my body craves, other areas have stepped up to provide these sensations. In layman’s terms… my nipples are hella fucking sensitive all of a sudden. It seems as if they are almost constantly hard, and I can feel them rub against my clothing. Sometimes at work, when I go to put a pen in my pocket, I accidentally graze my nipple through my shirt and it gives me a small full-body shudder. And it’s not just my nipples; my balls are also extremely tender from being so full and being stretched so often when the cage pulls on them.

Don’t think ML hasn’t noticed this. She now takes any opportunity to tease me with these newfound sensitive areas. She has already taken a liking to flicking them with her fingernails or pinching them through my shirt whever she gets the chance. And when she gets me alone (and shirtless), she loves using her mouth on them – licking, sucking, and even biting them – and watching my uncontrollable reactions. The intense sensations shoot down my chest and build right behind my throbbing cock, increasing my desperate need for release.

My Lady knows that teasing these areas of my body have a strong effect on my horniness. And when I say she takes any opportunity, I mean she takes any opportunity. This morning, ML went out for some errands while I slept. I woke up while she was still out; I checked my phone and found a text message from her waiting to be read:

When you get this, I want you to pinch your nipple with one hand and roll it between your fingers, massage your balls with the other. You’re going to do that for 7 mins… because that’s my favorite number!

I love it when she teases me from afar. 🙂

It only took a few minutes before I was moaning and writhing in the bed. I took a moment to text her that I was awake and how it felt; she responded:

Love it!!! Since you stopped in the middle, now you have to start over. Hehe 🙂

Serves me right for not following My Lady’s instructions to the letter!

 

In For The Long Haul (or How a Forced Ruined Orgasm Got Me Locked Up 24/7 For Over a Month)

Posted by cagedmonkey on June 10, 2014
Posted in: Bondage, Chastity Device, Discipline, Female Led Relationship, KeyHolder, Male Chastity, Orgasm Denial, Tease & Denial, Wife Led Marriage. Tagged: , , , , , , , , , , , , , , , , , , , . 2 comments

My Lady has been thoroughly enjoying teasing my cock over the past few days, knowing full well that my next orgasm will be many months from now. Today, she decided to continue her growing dominance over me by forcing my body to do her bidding.

I went upstairs to take a nap late in the morning to adjust my sleep schedule after the weekend, and ML followed me upstairs to tuck me in. Still looking to satisfy her bondage craving, she cuffed me to the bed and began stroking my cock as she kissed me; I was hard for her within a few seconds. ML then went and grabbed the wand vibrator from the side of the bed. She used an extra set of velco cuffs to secure the wand to the shaft of my cock. Then she hit the switch, sending powerful vibrations all over and through my cock. I moaned loudly and pushed my hips up into the air. It felt soooooo good.

ML petted my cock, her fingers feeling just as good, if not better than the vibrations from the wand. She leaned in close to me, and looked right into my eyes.

“I’m going downstairs. You better be a good boy and not spill your cum, otherwise I’m going to lock you up for a month and a half with absolutely NO time out.” Then she stood up and left the room. “See you in a while,” she said as she shut the door.

I knew right away that I was in trouble.

For starters, I already knew it was possible for the wand to force me into a ruined orgasm in this type of situation; it had happened before. It was only a matter of time before my body gave in to the incessant vibrations. I also knew by the look in ML’s eyes that she was dead serious; if I had an orgasm, I’d be in the cage until August most likely. Part of me wondered if ML set me up to fail, that she was using this as the opening to an extended 24/7 lockup we had discussed in the past. But, as always, I want to be a good boy for My Lady. So I tried to hold off. I took deep breaths, I let my mind wander to a number of different non-sexy subjects. And, miraculously, it seemed as though I was getting a handle on it. My cock was softening. I was going to make it!

Then, as my cock started to soften, the wand must have slipped just the tiniest fraction of an inch, sending sensations to a different area of my shaft… a much more sensitive area.

My cock was once again stiff in an instant. I could feel the vibrations flowing through my cock in waves. I tried as hard as I could to hold off, but I could feel the orgasm creeping up on me. Slowly, torturously it came nearer. I gave it one last effort, holding it back with all of my body. But it was no use.

I moaned loudly as my body gave in, my cock pouring cum out onto the bed sheets as it twitched against the wand. Much like the last time, the orgasm was by no means satisfying; I needed stroking on my shaft to give me a full orgasm. Instead, my cum-covered cock twitched helplessly against the wand, begging for more stimulation but receiving none. I moaned in frustration, knowing that not only would the ruined orgasm make my need to cum even worse, but that I also doomed myself to a month-plus of having no erections whatsoever.

My Lady came upstairs shortly after (she must have heard my moans). She acted as if she was disappointed in me – calling me a bad boy, disobeying his lady, getting messy when I shouldn’t.* Then she explained that she would uncuff me and I would immediately head downstairs, and put the cage on as I was taking a shower. “Make sure it’s comfortable,” she said, “because it’s not coming off for a LONG time!” I did as ordered, locking the Jailbird on my cock, wondering what it will feel like after a month and a half of not seeing or feeling my cock get fully hard. How frustrated will I be? How relieved will I be to get the cage off? Will I even survive it to find out the answers to these questions? I guess there’s nothing I can do but let time pass now.

*Note: My Lady did mention to me out-of-role later in the day that she meant for this to happen all along. She was most likely going to leave me up there until the wand ruined my orgasm no matter what. If I managed to hold off, thent he struggling I’d go through would be enough torture, but she REALLY wanted to lock me up 24/7 until our next vacation in August. I was very thankful she told me this. After all, I pride myself on being a good boy; knowing I was doomed from the start was somewhat comforting.  🙂

Moment Savored

Posted by cagedmonkey on June 5, 2014
Posted in: Bondage, Chastity Device, Female Led Relationship, Male Chastity, Orgasm Denial, Sex. Tagged: , , , , , , , , , , , , , , , , , , , , , , , , , . 2 comments

Today I had my last orgasm of 2014.

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

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

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

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

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

Keyholder Thoughts: Orgasm Denial and Chastity

Posted by Lady M on June 2, 2014
Posted in: Chastity Device, KeyHolder, Male Chastity, Orgasm Denial, Tease & Denial. Tagged: , , , , , , , , , , , . 5 comments

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

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

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

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

I hope to hear you’re thoughts!

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

Posted by cagedmonkey on May 25, 2014
Posted in: Chastity Device, He Said She Said, Male Chastity, Marriage, Orgasm Denial, Sex, Tease & Denial. Tagged: , , , , , , , , , , , , , , , , , , , , , , . 24 comments

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

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

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

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

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

Then I completely lost it.

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

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

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

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

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

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