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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!

 

The Joy of My Lady’s Orgasm

Posted by cagedmonkey on June 14, 2014
Posted in: Female Led Relationship, Male Chastity, Marriage, Orgasm Denial, Sex, Tease & Denial, Wife Led Marriage. Tagged: , , , , , , , , , , , , , , , , , , , , . 3 comments

I am truly lucky to be blessed with a KH that not only seems to be horny all the time, but is also highly orgasmic. Whether I’m licking her pussy, fingering her, or playing with toys, I absolutely LOVE giving My Lady an orgasm. And I am very thankful for the multitude of opportunities I get to make it happen!

Take today for example. My Lady came upstairs to tuck me into bed this morning, and we began kissing and cuddling as we normally do. I could feel her excitement growing as my hands touched her all over; her body was pushing closer to mine and her breathing had gottern more rapid and deeper. Instinctively, I slid my hand between her legs and into her panties; they were absolutley flooded with her pussy juice. I rolled ML onto her back and began to rub her slippery pussy lips and her throbbing clit. It didn’t take long for her to start thrusting her hips up towards my hand. Soon I felt her body tense as she came, struggling to keep her moans quiet to avoid alerting the children downstairs of our naughty fun.

Later on, after the kids went to bed, ML and I shared a shower together. We were both heavily turned on once again, ML pressing her wet naked body against me, my cock straining against steel. I took the opportunity of being in the shower to give ML a nice, good squirting orgasm (always a favorite in the shower because of the lack of clean up needed). My Lady had also brought Adam into the shower with us, and after a good hard cum she wanted to be fucked. I used Adam to fuck her doggy style, holding the rubber dick where mine would be if it weren’t confined by the cage. I fucked her from behind nice and hard, my hips slapping against her ass as I drove deep into her. With no need to be quiet, ML moaned louder and louder until she squealed as she came all over the fake cock. My cock twitched in its cage in jealousy as I felt her pussy squirt some more pussy juice down our legs.

Then, just before it was time for me to leave for work, I had the chance to make My Lady cum again. This time, she was laying on the couch when she called me over as I was in the middle of getting dressed. She pulled me down and forced me to kiss her before demanding I finger her pussy until the same. I gladly obliged! I stood over her, looking into her eyes as I slid two fingers deep into her horny wet pussy. She moaned deeply as she maintained eye contact; it was so fucking intense! I fingered her deeply and firmly, just the way she likes it, and she was close to orgasm within minutes. Her body was writhing and tensing as her orgasm approached. She reached up, grabbed the back of my head, and pulled me down until our foreheads were touching. Then, My Lady looked directly in my eyes as her orgasm hit her. I could almost feel her sharing her intense pleasure with me, and I couldn’t help but moan in unison with her as her orgasm continued to flow through us both. She stood up on shaky legs and I stood up with a painfully constricted penis.

It really is a joy for me to be able to give My Lady such wonderful pleasures. One reason is because she looks God damn fucking sexy when she is cumming, but it’s not only that. My Lady and I share an incredible bond, a bond that is emotional and spiritual as well as physical in nature. ML understands that I will not be experiencing the pleasure of my own orgasm for quite some time, so she is gracious enough to share her pleasure with me through this bond. When she looks at me like she did on the couch, her eyes locked with mine as she reaches that height of pleasure that I cannot reach, I truly feel her giving me that energy. It is a special gift that I chersh every time, and it makes me want to give it right back to her over and over.

And over.

And over…. and over…..   🙂

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.  🙂

Basking in the Sun

Posted by cagedmonkey on May 30, 2014
Posted in: Female Led Relationship, Male Chastity, Marriage, Orgasm Denial, Sex, Wife Led Marriage. Tagged: , , , , , , , , , , , , . Leave a Comment

I’m not sure where I read it, but I remember a quote that goes like this:

The sun shines brightest on the man who just got out of prison.

Whoever said this is seriously spot on, I swear.

Today being the first day after being allowed to cum in nearly three months, I’ve been trying to soak up all of the relaxation the moment can afford me. That’s not to say that I’ve been totally “relaxed.”  🙂  I’ve also been taking advantage of the “denial break” that I’ve been granted by My Lady. Notice I didn’t say “chastity break” there; I’ve been wearing the Jailbird to work the past two nights. But that doesn’t bother me a bit when I have the opportunity to have wonderful spontaneous sex with my wife.

This change of situation has made me realize a few things. First, it’s obvious that I’m still horny for My Lady. The frantic edge of the want has been filed down, but the desire didn’t (and most likely will never) go away. I have noticed that my cock is a little bit slower at “standing to attention,” but I believe that’s a result of having so many orgasms after a period of having so few (a.k.a. none). If you haven’t run a mile in a year, you’ll probably start having a tough time after a few laps around the block. My cock just has to get its wind back, that’s all.  🙂

I have also noticed that, although I do like cumming in ML’s mouth twice a day (brag), I also enjoy how it feels when my horniness has hit a level so high it can only be reached through a lengthy denial. The conflicting feelings of being totally energized yet drained at the same time, the highs from pleasing ML and the lows of being denied my own pleasure… it’s one major mind trip. Nothing else can recreate it.

This experience has also allowed me to grow closer to My Lady, not only on a physical level, but on an emotional and spritiual level as well. The mutual orgasm we had as we made love last night was absolutely incredible. It was a wonderful moment for both of us to share. Having that moment with each other after waiting for so long accentuated just how powerful it was for both of us. It also showed us both that, no matter the length of denial My Lasy should choose, that connection of ours is so strong that it will never fade.

An Early Birthday Present

Posted by cagedmonkey on May 29, 2014
Posted in: Female Led Relationship, KeyHolder, Male Chastity, Marriage, Orgasm Denial, Sex, Tease & Denial, Wife Led Marriage. Tagged: , , , , , , , , , , , , . 8 comments

My Lady and I have been going through some pretty intense experiences over the past week. I think we could both sense Maybe Day approaching next week. It was exciting, but it was also taking its toll on both of us.

Granted, it was probably more difficult on me than on ML. I could feel my horniness growing deep inside my gut and spreading to the outer limbs of my body. I had gone well past my longest period of orgasm denial. My balls were constantly feeling swollen and the veritable “blue balls” veins had appeared weeks ago. Even after ML gave me a milking over the weekend, I still found no relief. The finish line was near, but I was barely dragging myself there.

The denial of my orgasm was also having a not-so-obvious effect on My Lady. As time ran on and the intensity grew and grew, she began to ramp up her dominant side. She was taking advantage of my more and more often, cornering me and rubbing her wet pussy all over my face whenever she could. We began to do more bondage games, pushing the intensity further. ML eventually reached a plateau; she was no longer feeling the fun of dominating me.

“It feels like work,” she said to me this morning, which is the LAST thing I want it to feel like. I want ML’s control over me to be natural, to flow from her effortlessly. I don’t want her to fulfill a role she thinks I want her to. I want her to be her. If she feels like teasing me in cute ways one day, then bring it on! If she isn’t in the mood for any teasing whatsoever, no problem! She was starting to feel obligated, and neither of us wanted that. So I asked ML if we could take it easy tonight and just lay with each other and make love. Those were apparently the exact words she wanted to hear, as she responded with an empahtic YES!

Before ML brought the kids upstairs to bed, she handed me the key to the Jailbird and whispered to me to unlock myself for when she came back downstairs. Eeeeeeeeeeeeeeeeee! I didn’t expect this kind of love making! I quickly whipped the cage off and waited for her to come downstairs. We sat with each other for a little while, kissing as we slowly undressed. Once we were fully naked, ML got up and got her phone and told me to get ready to shoot a video.

As I hit record, she took my cock in between her beautiful tits and started rubbing them up and down my shaft. Oh my God, it felt so good! I was almost ready to blow my load in seconds. In between breathy moans, I told ML that I was getting close to cumming. I expected her to slow down, but she continues the titty fucking. I told her again, this time in a semi-pleading tone. She responded by simply shhhh-ing me and moving her tits up and down even faster. She continued until I could feel my orgasm hurtling towards me. There was no stopping it now!

And then I was cumming! I was having my first orgasm in 80 days, and it was hitting me hard. I moaned and whimpered as it pulsed through my entire body. I looked down at my cock, spurting cum all over ML’s titties (I thought there’d be a lot more, but then I remembered the milking session on the weekend). It just barely registered in my mind that I was recording the whole thing. Somehow I ended up getting a great angle on the whole thing!

My Lady cleaned the cum off of her tits, and I immediately laid her down on the couch and climbed on top of her. I entered her, and we truly made love. It felt so amazing to not have to slow down, or worry about accidentally cumming. In fact, since I had just had an orgasm, I was hanging in there pretty well. Still, it didn’t take all that long until I was ready to cum again. I picked up my pace and thrusted a little deeper, and just as my orgasm started I felt ML’s body tighten underneath me. Oh God, we were having a mutual orgasm… fuuuuuuuck it was beyond awesome. I could feel the waves of pleasure flowing through both of our bodies as we shared an intense orgasm. What a wonderful night.  😀

So, in the end, we came up a week short of the intended Maybe Day, but that’s why we call it Maybe Day. ML has the right to give me an orgasm sooner or later, completely up to her discretion. And she needed that closeness today. We both did. I’m not sure if the fact that it was 80 days factored in to her decision or not; she does love round numbers after all.  😉

My Lady sent me to work tonight wearing the Jailbird again. I am thankful for two things. Actually, make that three, with my orgasm being one (hehehe). I’m glad that I don’t have any guilty/down feeling about cumming. I’m not disappointed about not being made to hold out longer. In fact, I’m happy that ML made a decision that she wanted instead of just blindly pushing to Maybe Day. I’m not sure how my moods will be in the next few days, but right now I’m feeling good. I’m also thankful that I’m not mopey about going back into the cage. It felt good to go back in at ML’s direction. I don’t find myself feeling cheated or wanting more time out.

And what about the plan for my next denial stint? Neither of us are really sure where it’s going to go. ML has mentioned a number of options. She has thought about locking and unlocking me multiple times and perhaps not even giving me a real denial time – allowing me to cum fairly often for a little while. She has also mentioned the possibility of locking me up 24/7 with no release time until my birthday and seeing where it goes from there. Honestly, anything she chooses will be perfect as long as she makes the choice freely and without pressure.

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!

He Said, She Said: The Breaking Point (Part 2)

Posted by Lady M on May 25, 2014
Posted in: He Said She Said, Male Chastity, Marriage, Orgasm Denial, Sex, Tease & Denial. Tagged: , , , , , , , , , , , , , , , , , , , , , , . 2 comments

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

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

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

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

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

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

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

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