chastity, male chastity

All posts tagged chastity, male chastity

I’m That Horny and It’s Gotten to That Point

Posted by Lady M on January 15, 2015
Posted in: Chastity Device, Male Chastity, Oral Sex, Orgasm Denial, Sex, Tease & Denial. Tagged: , , , , , , , , . Leave a Comment

Yesterday I wrote about how I’m so fucking horny and I really want to take cagedmonkey out of the damn cage and fuck him silly. No, I’m still not going to haha but I have gotten to the point of being so horny that even his mouth isn’t enough. 🙂

This afternoon I went to wake him and decided it was a good time to have him lovingly lick my pussy all sweet and gentle and st…. BAHAHAHA yeah right, I made him put his face between my legs, I grabbed the back of his head and shoved him full on into my pussy. You people know I’m way more aggressive than that! He licked and sucked and pleased every inch of my delicious girlie parts. I came on his face so hard, twice. I absolutely love when he looks up at me and his goatee is soaked with my creamy cum.

After those two orgasms I really was not done and I started to rub my own clit. I wanted him inside me so bad. I think I kinda have him this sad “fuck I want to feel you, I don’t care just put your steel cage in me” look and he did. He slid the Revenge into me (yes that’s a pic for you) as best he could while I rubbed my pussy. I could feel the resistance as my pussy clenched around the the smooth steel of the Revenge. When I came on him my pussy pulsed and he could see it as it throbbed over and over through my orgasm. After he pulled out, his cage was covered and dripping with my creamy goodness. Such a beautiful thing to be so wet and horny for my man.

Yeah, so I’m that horny that I’ll just fuck him in the steel cage even. I’ve just got three more days but tonight, to help get me through, he’s going to fuck me really good with my favorite dildo, Adam. I can’t wait!

What type of Mistress (Dominant) Are You?

Posted by Lady M on December 18, 2014
Posted in: KeyHolder, Male Chastity, Orgasm Denial, Tease & Denial. Tagged: , , , , , , , , , , . 19 comments

I just took this quiz called “What type of Mistress are you?” First of all I’m not a mistress at all. I am also not a Goddess, Princess or whatever other titles people may go by. I’m a dominant woman and I think there is a difference there. Before I go on with my post here are my results:

Congratulations, you are a very Sensual & Sexual Mistress.
You will use your submissive for your own enjoyment. If your submissive enjoys himself, that is OK, but you will use his body for your own pleasure. You pleasure comes first. You are not out to cause undue pain in your submissive but you realize that some is required for him to stay in line.
You enjoy being in control and you enjoy the pleasure you can take from your submissive. His body is for your use first and foremost.You have a healthy attituded toward sex. You enjoy men, but when you are in control, you will enjoy yourself first and then let him enjoy himself. You would not be a Mistress if your submissive did not also enjoy it. You are a Mistress because both of you enjoy the feelings of letting go and exploring each other.

So, let me start off by telling you I changed the wording in there to read “submissive” because I, in no way, have a slave for a subby hubby, which it suggested. With that said, most of that is pretty accurate about yours truly. I very much use my hubby to satisfy me first and then maybe, just maybe, he gets some, though that’s few and far between these days. I would say I actually do enjoy inflicting some pain because of the reaction it causes. I would also strongly argue that I would, in fact, be a “mistress” or Dominant woman because that’s just who I am. I may not be to the extent that I am if he didn’t enjoy it but that’s why we’re together. We are each other’s perfect compliment.

If you read the earlier posts here you’ll know that way back 15 years ago we had a Tease & Denial Yahoo group. Our little group had over 600 members and each and every one of them called me Ms. Aggressive. Even back then I knew I was not a mistress. Looking back I realize, 15yrs so, I was a very involved and very attentive Dom. We had chats, emails, tasks, pics, video and even audio. Not nearly as easy as we do now with smartphones and cameras at the touch of a finger, but we had it. I will say, I was much younger and inexperienced and didn’t have loads of information available in an instant like we do now. Being so young and naive cagedmonkey and I didn’t have a sense of priority or realize a contract between us may have been a good thing. As I mentioned I was very attentive and involved which meant a lot of time was consumed teasing other men and denying them when in reality the focus should have been on my monkey boy. Eventually we’d gotten married, moved, started fertility treatments to have kids and away went the Yahoo group.

What is my point in all that? I guess my point is that I’ve always been a very involved, attentive and playful Dom. I’m still that way now with my hubby and any other subby boys I may take on. I get to know them deep down, I create personalized goals and tasks for them, I keep track of them individually and build a meaningful relationship with them. It is not the same relationship I have with my husband but it definitely has depth and meaning, support and caring, rewards and punishments similar to my marriage. I do genuinely begin to care for them and what goes on in their lives.

There are some Doms or mistresses that require money for such services – probably a lot for something similar to the attention I give – but that isn’t what I do. I’m not saying there is anything wrong with it, by any means, it’s just not what I do. I like to be the dominant, attentive, involved, cocktease that I am for them. If I receive something for it, gift cards or homemade gifts or anything, I want it to be because I’m awesome at what I do. I want it to be because they appreciate me and not because I require it. I want them to want to show me they care about me, appreciate me and are devoted to me. It pleases me ever so much.

I think it’s important that a submissive know what they need as a submissive. It’s important that a Dom know what they need. I always say how communication it’s important because, IT IS! If you are looking for a generic D/s or M/s relationship where you get the same tasks and goals as any other person who buys them, awesome, that’s easy. If you are looking for an actual relationship, you can’t just sign into Fetlife and meet someone who calls themselves a mistress and expect them to know how to handle you.

The few boys I currently dominate, besides my number one subby hubby, I’ve gotten to know. A couple are in chastity and I hold their keys, those boys are also long distance subs so our interaction is limited to online, email, text messages, etc. All of my boys are required to follow my rules, complete my tasks and accept and complete my punishments. I get to know my boys and I take the time to make their experience very personal. I give them time with me, I support them and encourage them to become better men for their wives or partners or future ones. I strive to keep them healthy and functioning at their best in all they do. I will say that I have some very good subs and, most of the time, they keep me very pleased. I do hope that I do the same for them. I’m actually, publicly going to require that my boys take a minute to reply to this post and write a “review” or testimonial of sorts. I want you boys to really think about what it is I do for you and how it makes you feel. If you’d rather do it anonymously let me know and I’ll post it.

I do have a certain someone who’s a different case, not in chastity and who is local. That’s an entirely different dynamic altogether. Hubby and I pretty much Dom him together, though I am dominant to them all. I love it, it boosts my self esteem knowing how I help them, support them and give them that piece in their lives they may feel is missing.

Anyway, I’m glad I’m the Domme that I am, I’m blessed with a hubby who understands and supports me having these boys. It’s work, but I always prioritize my family and my number one locked up subby boy but I love every minute of it. Thank you to hubby and all my boys for fulfilling me and keeping me pleased like the good boys you are.

A Long Time Ago, in a D/s Relationship Far Far Away…

Posted by cagedmonkey on December 8, 2014
Posted in: Female Led Relationship, Male Chastity, Marriage, Orgasm Denial, Sex, Tease & Denial, Wife Led Marriage. Tagged: , , , , , , . 2 comments

As ML was riding my cock the other day, I couldn’t help but think: GOD, I WANNA CUM SO BAD.

No, that wasn’t it. Well, it was, but that wasn’t all of it. There’s a point to this post, other than the fact that I’m desperate for an orgasm.

ML was riding me in this special way, where we both say she does it “like a guy.” My legs end up spread and her legs are together between mine, and she grinds herself down on my cock. It’s one of her favorite ways to ride me, and she’s done it that way ever since the first time we were together.

As she rubbed her pussy up and down my throbbing cock, I started to think back on our relationship.

ML and I were always horny as fuck for each other from the very start. There was this one time where I spent literally all day eating her pussy in order to see how many orgasms I could give her in a day (the answer, by the way, was 37). That was part of an entire weekend we spent in a room together, pretty much fucking in some sense for every moment possible, making the whole room smell like sex in the process.

We were no strangers to kink. We dabbled in some bondage as well as some tease and denial. And through it all, ML was always the dominant one. It was natural, it was fun, and it was good. We had damn good fucking sex.

Now, our sex life has evolved into where we are today. Chastity wasn’t just a natural extension of our kinkiness, it was almost inevitable. ML was always the aggressive one, she was the one in control. I was always submissive, the one willing to serve. Chastity just makes our roles that much more defined. Orgasm denial makes our experience that much more intense.

My Lady Gets a Good Hard Fuck, My Cock Stays Locked Up

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

It’s been a very tough (and incredible horny) week for both My Lady and me. We have seen in the past just how bad the both of us can get when we are in this situation. It’s just as bad this time around, with one important difference – ML is much stronger in her convictions than she has been before. Translation: no matter how hard I try to convince her, and no matter how badly she wants my big thick cock deep inside her horny pussy… she won’t unlock me.

Now, denying me until I’ve completely lost my mind with sexual desire is exactly what this is all about. Denying My Lady of the sexual gratification she wants and deserves is just an unwelcome byproduct of having my cock locked in steel. Sometimes, ML’s pussy needs a good thorough fucking.

That’s what we have Adam and the Rodeoh for. 🙂

Last night before we went to sleep, I donned the Rodeoh with Adam in the harness, and gave My Lady the fucking that she has been craving. As wet as she gets, it was a slight challenge to get the thick fake cock into her pussy; she was tight as hell! I could feel her pussy walls grabbing at the shaft, tugging against the Rodeoh undies as I tried to thrust in and out. My Lady was fully enjoying her first fuck in almost two weeks; she was moaning, grinding her hips against mine, and running her hands up and down my back.

After ML had a quick first orgasm (she calls those her “cute cums”), she rolled over and got up on all fours. “Fuck me from behind, baby,” she moaned. How could I resist that? ML really enjoys doggy style sex lately, with the only problem being that I can’t last very long after being denied orgasm for over two months… her fucking sexy ass is just WAAAAAY too much for me to handle. But that wasn’t a problem with Adam in the mix.

I grabbed hold of ML’s hips as slid deep into ML’s pussy from behind. She grunted and moaned as I pushed in as far as I could, bottoming out and filling her tight pussy up completely. I felt her body begin to shake as she reached her orgasm. She collapsed against the mattress as she started to cum, and I continued to pound her pussy right through her orgasm. She was moaning loudly into the pillow as I pulled her hips back up and kept ramming the fake cock into her pussy.

As her orgasm was finishing, I looked down and was struck by what I saw: her tight pussy lips wrapped around the fake cock, her asshole quivering as the last waves of orgasm flowed through her body. Oh my fucking God, it was so sexy. And just like that, a feeling came over me. I knew what I had to do.

I pulled out of her pussy and quickly stepped out of the Rodeoh harness. Taking Adam in my hand, I slid it back inside ML’s pussy. Just when ML got settled, thinking this was my main objective, I leaned down and spread her ass cheeks apart with my free hand.

She screamed into the pillow when I shoved my tongue into her asshole.

My Lady continued to scream a montage of “FUCK YES”s and “OH GODDDDD”s as I continued to fuck both of her holes, neither of them with what I truly wanted to use. The whole time, my jealous cock was throbbing and twitching in its cage, Almost crying out in frustration and anguish. But its cries went unheeded, as my focus was on pleasing My Lady.

And pleased she was. After a couple of strong, forceful cums, her body fell limp into the mattress. I could tell she was completely satisfied; she could barely lift her head from their pillow, but I could easily see the huge smile on her face. Doing my good boy duties, I helped tuck her still-trembling body in under the warm blankets, cuddling up to her naked body as we both drifted off to sleep.

Another day of total sexual fulfillment for My Lady, another day of denial for me and constant chastity for me. Does it get any better than this?

Truly Controlled

Posted by cagedmonkey on November 29, 2014
Posted in: Female Led Relationship, Male Chastity, Orgasm Denial. Tagged: , , , , . 1 comment

Over the past few days, I’ve really been feeling the “enforced” part of our enforced chastity lifestyle. The last couple of days have been really rough. I’m definitely in that “I want out so badly” zone right now. I guess ten straight days of 24/7 locked in chastity will do that sort of thing.

It’s pretty much as bad as I can remember it right now. I know that I’m only about halfway to my prior longest 24/7 period, but I dunno… something about this time is just making it so difficult to deal with! My Lady has been extra physical and lovey with me lately: we’ve been cuddling naked in bed on the nights I’m home, and I’m giving her orgasms almost constantly throughout the day. I smell her pussy on my hands, I taste her on my lips. I cannot get her sex off my mind. She is also demanding more submissive behaviors from me, which I am gladly fulfilling.

I think the hardest part is how she had been telling me that she wants to unlock me so bad, to feel my cock deep in her pussy, to fill her up with my cum… join the club, ma’am! 😉 I can feel the want and desire that she has for me; it’s real, it’s not a put on. She really wants my cock. However, my subtle reminders that she can have it whenever she wants have not been successful. The cage is still locked on; her resolve is much stronger than mine would be.

But that is why she controls me: she knows that if she makes me wait just a little longer, the increase in intensity will be worth it. She knows that when she unlocks me, when my cock gets full and hard for the first time in weeks, when I feel her warm wet pussy squeeze my shaft… the longer she makes us wait, the more incredible it will be.

I wouldn’t have waited this long; I know that because my begging and pleading has been genuine for days now. I need to be released, badly… but I will only my released it when my keyholder needs it, too.

“Oh JailBird How I’ve Missed You”

Posted by Lady M on November 4, 2014
Posted in: Male Chastity. Tagged: , , , , , . 2 comments

These were my exact words this morning as I tucked cagedmonkey into bed. He went to work early last night because someone called in sick. I decided to have him change back into his Mature Metal JailBird after his shower because I’ve been feeling a bit of a longer term lock up coming on. The thing is, I didn’t really get a chance to see my little knight in his shining armor. You know, those real life things like getting the kids to bed, packing dinner for hubby to take to work and all that fun stuff kinda got in the way of admiring my beautiful locked up toy.

So this morning, cagedmonkey did as he is required. He went in the bedroom, stripped naked and waited for me. When I walked in I took off my clothes and pressed my naked body against his. Oh good Lord that feeling of our warm skin touching is one of the most fantastic feelings in the world. I simply said to him, “I’m home.” That’s what that feeling is, warm, inviting and comforting… it’s home.

I could feel the growing warmth between my legs as my pussy began to get wet. I knew I just HAD to have his face in my pussy making me cum all over it. I straddled him and slid right up onto his chin and mouth and rode myself to quite a wonderful orgasm as I slid his hands up my curvy body to my big luscious breasts. I was so wet, gooey and wanting, that his face slid easily between my lips and the sloppy sounds of my cummy pussy were so hot.

I twisted off of his face and lay beside him, I brushed the sheet away to expose his steel encased cock. There my beautiful toy was, squeezing, struggling and strangling itself trying to get an erection. All I could say was, “oh how I’ve missed you, JailBird.” I really do love being able to see the bulging when he’s so turned on by me. I don’t get that with the Revenge at all. After having him in it for the past week, it was quite a turn on to see him just the way I like him.

Medical Intervention – My Cock Needs Urgent Care

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

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

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

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

“These are bruises,” she said.

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

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

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

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

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

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

So basically, things are back to normal. 😉

Dick On Demand

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

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

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

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

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

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

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

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

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

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

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

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

My Night Was Ruined

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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