Chastity Device

Hiding the Key… From Me!

Posted by Lady M on August 25, 2014
Posted in: Chastity Device, KeyHolder, Male Chastity, Orgasm Denial, Tease & Denial. Tagged: , , , , , , , , , . 9 comments

I am in a bad bad way super mega crazy horny. Like dripping wet quivering pussy horny. Like attacking cagedmonkey very aggressively any chance I get horny. Like I want to rip off his clothes and cage and throw him down on the bed and fuck him silly horny. (Yes, I know there should be commas in there somewhere but who cares! lol)

Seriously, I’m really horny again and I’m having a really hard time resisting using my key. I know what you’re thinking, I’m the keyholder and I’m in charge, why don’t I just unlock him and use my toy to pleasure myself? Well, honestly, I really do want to try to keep him locked, without erection through the end of September like I planned. I really don’t want to ruin the time he’s been in his Jail Bird already or lose the incredible amount of frustration I have already built up in him.

So to keep this keyholder from doing something she really doesn’t want to do, I had to put my key away in a little box. I am very blessed that I have such a good subby hubby who knows my goal and is willing to help me get past this crazy horny bit. I will say that I am at a point that it is not him or his begging or his whimpering that is making it hard for me… it’s my own self, my need to have him, my desire to feel HIM between my legs. Not a strap on harness, not a fake cock filling up my pussy, that’s not what I want. It isn’t about needing to be fucked because that’s easy enough with the strap on. It’s about feeling the man I love between my legs, looking into his beautiful blue eyes and feeling that connection with him. I want to feel that closeness, that tender, romantic love… without the cold hard steel against my leg.

Ok I need to stop because I’m getting myself kinda crazy again writing this. Anyway, for now, my key is put away and not hanging on a necklace around my neck. It’ll have to stay there until I’ve gotten past these feelings.

Devotion (or, How I Helped My Keyholder Keep My Cock Locked Up When I REALLY WANTED TO BE RELEASED!!!!!)

Posted by cagedmonkey on August 24, 2014
Posted in: Chastity Device, Male Chastity, Marriage, Orgasm Denial, Sex, Wife Led Marriage. Tagged: , , , , , . 7 comments

It’s getting close to two weeks now since I’ve had any time at all with the Jailbird off.

Yes, I want out.

Yes, I want to cum.

No, My Lady won’t allow it yet.

This is the exciting part for me – I genuinely want out of this cock cage and I honestly want to cum nice and hard, preferably deep inside ML’s wet and horny pussy. My requests to be released have slowly gone from the joking “Hey, can I cum tonight? Ha ha, didn’t think so” variety to the “Ok, seriously now, please at least give me a little bit of time out, I REALLY need it” type. The fact that My Lady is still in control of when and how I cum (as well as when my cock will get hard next) is the heart and soul of chastity. It’s happening, whether I want it to or not.

Which is what made this mornings’ events so difficult for me.

My Lady is going through a very “aggressive” phase of her horniness, which seems to be a pretty natural part of her horny cycle. Only this time, the intensity is off the fucking scale, I swear. She is constantly cornering me, all around the house, when I least expect it – pinning me up against a wall and forcing her tongue down my throat, pinching and squeezing my nipples, and rubbing my cage through my pants. I’m extremely reactionary to this treatment; in fact, I can’t help but moan loudly now when she touches my chest because my nipples are so sensitive from so much held back sexual frustration. It’s these moans and reactions, she tells me, that have been driving her desire through the roof.

This morning, when ML visited me before I went to sleep, she straddled me and began kissing me. She began grinding her hips down onto me, and I couldn’t help but thrust back against her. She let out a deep growl and began to squeeze my nipples as she kissed me, and I moaned throughout the kiss. This must have flicked a switch or something in her brain, because next thing I know, her hands are all over my body and she is thrusting harder at me, and she was making all kinds of sexy moans. When I looked into her eyes, though, I saw something I didn’t expect.

Pain.

Before I had a chance to ask what was wrong, she told me: “I need you. I need to fuck you. I need you inside me!”

Ummmmmm……. OKAY!

What I said instead (stupid, stupid!) was, “Are you sure that’s what you want?” ML stammered and babbled, but the most consistent part of her answer was, “I don’t know.”

The “fucking horny, needing to cum” part of my brain sensed an opening. I’m not proud, but I started trying to talk her into it. I tried everything. I reminded her that if she let me cum, there was still a good four months left in the year to deny me. I told her she could just unlock me and let me inside her pussy… knowing full well that it wouldn’t stop there, but hey, gotta get your foot in the door, right? I begged her just to take the cage off, just so she could play with me and touch my hard cock that she was missing so much. She kissed me deeply and sensually, perhaps mainly to get me to stop talking.

I sensed she was wavering.

Then, she abruptly broke the kiss and leapt off of the bed. Heading for the door, she said over her shoulder, “Okay, I have to leave the room, right now! Or else, I might… I dunno, I might….” and she trailed off as she closed the door.

Fuck, I thought, I missed my opportunity.

Then I got a text message on my phone on the nightstand: I can’t do this baby. I can’t not have you….

I wrote back: If you really REALLY want my help here, I will back off and let you cool off. Is that what you want?

Her response: That’s my problem, I just don’t know….

I texted her back and told her that whatever her decision was, I would be okay with it. That’s why I gave her complete control like this. I’m fine with whatever she chooses, as long as she chooses. I told her that if she needed to, that she should put the key away somewhere out of her reach if she feels she is too tempted to use it. Because if she came upstairs again with the key, I wasn’t going to ask her if she wanted my help resisting again.

Honestly, I couldn’t. I wanted to cum too much. It was real. The need was just too great to resist. Itw as a miracle that I even stepped back as much as I did and gave her room to breathe. I think that if I had pushed harder, I may have gotten her to break. She was THAT much off balance. But, as much as I wanted to be unlocked and to finally feel an orgasm course through my body, to feel that release of cum as my cock gives in to the pleasure… I didn’t want to take her control back.

She didn’t come up to visit me again.

Again… fuck, I missed my opportunity. 🙂

When I came down later, I asked ML how she was feeling. She responded with a kiss and a cage squeeze, but I could feel her energy – much more dominant, much more controlled, extremely stable. My Lady was back. She had a moment of weakness, but she made it… along with help from an surprising source.

 

I’ll See You When I See You

Posted by cagedmonkey on August 17, 2014
Posted in: Chastity Device, Male Chastity, Orgasm Denial. Tagged: , , , , , . 6 comments

So far, the extended 24/7 lockup in the Jailbird has been… well, it is what it is. My cock has been trapped in its cage with no release for five days now. I’ve been filling the cage and straining against the bars multiple times each dayso far, thanks to numerous intense teasings from My Lady. She seems to be enjoying the emotional difficulties I’m having as well as the physical ones as I cope with wearing the cage nonstop for another month, especially when she can tell that the length of the time period is really starting to sink in. I’m dying for release, and I’m not even far enough along to even consider the fraction of time passed as any type of comfort.

My Lady surprised me with something even more shocking today, something that makes my current situation much tougher to bear. She informed me today that she sent out the Revenge for alterations – we had been talking about changing a few things in order to make longer term wear more comfortable. We should get it back in plenty of time before the end of the current JB 24/7 stint. As I found out, this was a necessary part of ML’s plan for keeping my cock in chastity.

My Lady’s plan is the following: she will keep me locked 24/7 until the end of September, at which point she will put me under strict “no look, no touch” rules until Christmas. “How fitting to be able to ‘unwrap’ your cock and see it hard for the first time in months on Christmas morning?” she commented, playfully. Could she seriously be considering this?

Yes, of course she could.

Now my situation is clear – it will now be a full four months until I am able to see my cock get fully hard. I’m certain that she will have the privilege, as she has told me that she won’t be able to keep me locked completely for the entire time. Nor will she want to – she’ll want to tease me as well as feel my hardness inside her many times as the months go by. I’ve even explained a fantasy to her in the past where she ties me up and blindfolds me, takes my cock inside her, and only then unties me… this way, we can both enjoy the feeling of my hands on her body, but her own pussy blocks me from touching or seeing myself. HOT!!!!!!!!!!

I’m also pretty sure that some of our friends may have the privilege of seeing my hardness before I do, as she has hinted that she may send pics of her teasing my cock to friends that we interact with… that may or may not include you readers, as well.

Again, I’m left to wonder…. can I deal with this? I haven’t even gone four months without an orgasm yet, and now I’m supposed to go four months without even seeing my hard cock at all? My biggest fear is the feeling of my loss of manhood. Even through chastity, I’ve been able to stay connected to the sight and feeling of my cock. Now, I will have to completely channel my sexuality through other means, as I will be totally isolated from my cock. From my experience over just the last few days, I can tell it’s going to be one hell of a mindfuck.

I’m the Wife, I’m the Keyholder… I’m in Charge!

Posted by Lady M on July 3, 2014
Posted in: Bondage, Chastity Device, Female Led Relationship, KeyHolder, Male Chastity, Orgasm Denial, Tease & Denial, Wife Led Marriage. Tagged: , , , , , . 8 comments

Since the other day when cagedmonkey had his Temporary Release, I’ve been thinking. I really enjoyed, I mean REALLY enjoyed having the access to his cock. I seem to have the old “my eyes are bigger than my stomach” thing going on sometimes. I had this grand plan of keeping hubby locked through till August. Obviously after the first three weeks that went to the crapper haha. Then comes my decision, do I keep him locked up now with zero release for the month of July our do I save that for another time?

Let me tell you what’s been roaming the kinky streets in my mind. Over the last couple days I started to realize how much I can’t do when he’s in 24/7. The focus is completely on me, and on serving me. There is only so much service I want or can tolerate. I have a very fond love for teasing and I start to feel bored and useless if I’m not able to tease the way I want. I want to be able to edge him, I want to be able to drag my nails up and down his shaft, to simply rub or lick that sweet spot on the underside of his cock. One of the things I miss most is probably sucking his cock and getting him to the edge my mouth. I miss feeling his big thick cock in my pussy anytime I want, edging him over and over with my tight pussy. Gripping his shaft as I cum hard on his cock.

Yup, I AM getting turned on writing this!!!

Anyway, I feel like 24/7 robs me of some of my control. Maybe if I could stand a one-sided relationship, where I get literally everything and he gets nothing (isn’t that a slave relationship?), then maybe I could leave him locked 24/7 longer. I really just enjoy tormenting him. I enjoy forcing him to endure my teasing. I love forcing him to feel things that are otherwise enjoyable to the point that he is wanting, needing and begging for them to stop because they have become very UNenjoyable!

So I think it’s about time to go up and sit on hubby’s face until I cover it in my gooey, yummy cum. Then I think I’ll restrain him, plug him, unlock him and edge him. I want to edge him with my whole body, my hands, my mouth, my boobies, my pussy. Then again, I’m in charge, maybe I’ll be satisfied with just cumming on his face. 🙂

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.

The Long Awaited Orgasm… For Him… Ruined, Of Course

Posted by Lady M on June 29, 2014
Posted in: Chastity Device, Female Led Relationship, KeyHolder, Male Chastity, Orgasm Denial, Sex, Tease & Denial, Wife Led Marriage. Tagged: , , , , , , . 10 comments

When I think about what happened yesterday, I can’t help but chuckle. After my little self imposed Tease & Denial trial I was extremely horny. I was, quite honestly, contemplating saying screw it to my “You aren’t getting out of that cage for one second till August”thing and getting myself some nice big thick cock in my pussy. I was aching to fuck cagedmonkey, aching to feel him inside me filling up my pussy and pounding away at me until I came nice and hard on his cock. Well… let’s just say, I don’t feel that way anymore hehe I’m good to go til August now! 🙂

Yesterday morning I went up to do my morning visit and facesitting. When I walked in the bedroom cagedmonkey was softly snoring. I gently knelt on the bed, careful not to wake him too soon, and straddled his face. I just love the deep gasp that happens, practically in my pussy, as he realizes he’s buried in it. Without pause he began licking, tonguing and softly kissing my pussy and clit. It was not long before I was gyrating my hips back forth, rubbing my pussy from his nose to his chin, covering him in my pussy juices. I felt those waves of goodness surge up through me as I grabbed the wall in front of me and leaned against it hard, pushed down on to his face and my pussy muscles squeezed and gushed cum onto his face and in his mouth. Mmm I just love the feeling of his wet scruffy face and his goatee between my legs.

I backed myself down his chest and stomach to straddle his Jail Bird caged cock. I could honestly feel him bulging out of the cage with my sensitive pussy lips as I slid the cage between them. My pussy was so wet and gooey that it was like instant lube for the cage. I couldn’t help myself, I needed to fuck him so bad. Cage or not, I wanted to feel him, to have that close intimate moment with him. To look him in the eyes as I came hard on his cock and covered him in my cum.

At first I rubbed him over and over between my pussy lips, sliding back and forth on his cage as he moaned and whimpered. I positioned myself so that his cage was between my lips and the end of it was at my opening and looked him right in the eye as I slid him into me. I loved hearing his moan deepen as I took him inside me. I know, in the Jail Bird, that he can kinda feel it when he’s in me like that but not fully. I do think he was at the point, he began whimpering and begging for me to let him cum. He was practically crying for an orgasm. I know deep down he knew I wasn’t letting him out of the cage but, as bad off as he was, I don’t think it mattered.

While I was riding his cage I looked him intently and simply said “do it, try to cum.” His eyes got big and his voice sounded as if he were sobbing and he asked “can I really?” I told him if he was really able to cum in that cage to go ahead. Haha poor guy tried so hard and did manage to… uhhh… have something that may have resembled an orgasm. He told me his cock surged, it tried to press against the bars, it tried to throb and push out cum but because of the cage nothing happened.

So there he was, covered in my cum, wishing he’d actually just cum rather than ruined a perfectly good orgasm. I climbed off of him and he lay there grunting, moaning and whimpering in the fetal position because he was now worse off than he was before the ruined orgasm. Awww my poor baby, hornier than ever with no real orgasm in sight… except mine! *giggle*

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!