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All posts for the month May, 2014

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.

Mail Chastity: Make That Pussy Squirt!

Posted by cagedmonkey on May 27, 2014
Posted in: Advice, Mail Chastity, Sex. Tagged: , , , , , , , , , , . 7 comments

There seems to be one particular subject that is gripping the minds of many of the followers out there.

Melly’shubby writes:

I’m interested in trying to get my wife to squirt. Could you describe how you do it?

Kiwi writes:

Your bride complemented you on your squirting stimulation technique. Do you have any pointers for a newbie?

Ah, yes, the magical squirting pussy. It really is an amazing sight, especially the first time it happens for you. First off, a little technical knowledge:

To all the naysayers out there, I say to you with a loudly tuned bullhorn – female ejaculate is not urine! Believe it or not, there have been serious medical studies performed that prove this. My Lady and I are under the impression that almost every woman has the capacity to squirt, they just need to be open to the idea. ML has mentioned to me that, before squirting became a thing for us, that she would sometimes feel the urge to pee during an orgasm. She would hold it in, because who wants to get pissed on during sex, right? Okay, maybe some people do, but that’s a subject for a whole different post. Turns out that is wasn’t an urge to pee, it was an urge to release her juices.

The two most important things to remember when attempting to “make it rain” as it were, are:

1) relaxation – the woman needs be completely relaxed. She also needs to know that no matter what happens you are going to be cool with it, not turned off or grossed out. It’s a lot like anal sex, now that I think about it.  🙂

2) practice – although it took some trial and error to get there, I can pretty much make ML squirt on command. 🙂 Don’t get discouraged if it doesn’t work 100% of the time right out of the gate.

Before I explain my technique, I want to make it clear that I am not some all-knowing, squirt master guru. I only know what I know, and I know that this technique works for us. You may find a better way that works for you. If so, go with that. I’m not writing up instructions on how to build an IKEA cabinet here.  🙂

The first time my wife squirted, I was playing with her pussy and for some unexplained reason, I decided to try to go for it make it happen. I was aware of the possibility of squirting and knew the fact that it wasn’t urine but something else entirely – I honestly don’t know what it is, but I don’t care really.  🙂  So, while I was doing it and I could feel her pussy reacting (I will explain the technique I use later, but it involves paying attention to how the woman’s vagina is squeezing), I kept telling her things like “it’s okay, baby” and “just let it go” and “just let it happen.” Basically, I didn’t want her to be shy and pull back, I wanted her to let loose. And she did! I made her squirt twice that time, and we both were amazed at how much she soaked the carpet! Since that first time, we’ve learned some stuff and now it’s very easy for me to make it happen. Often times she will be squirting within seconds of me starting! It’s pretty awesome.

Ok, now for the important stuff – how to make it happen. I find it works best when using 1 finger only, I use my middle finger most often, but any one you are comfortable with would work. You aren’t looking for depth here, you are looking for precision. Contrary to popular belief, you do NOT want to aim for the G-spot; the G-spot is actually too far in. You need to back out just the tiniest bit to hit the correct spot. To visualize the exact location, you are pretty much aiming for where the woman’s clitoris would be if it went straight through into her vagina. Once you are at the proper spot, you want to curl your finger towards yourself (assuming the woman is facing you). This is commonly referred to as the “come hither” motion. I would rather call it the “come hither” position – a small distinction, but very important, as you will see.

Another misconception is that once you find the spot, you should start thrusting or rubbing against the target spot in the vagina. This may work from time to time, but I have found a technique that is much more reliable. Imagine that your middle finger is placed where it needs to be, curled slightly inside the vagina, pressing against the inner front wall. Your palm should be resting pretty much flat against her pussy. The motion you need is to move you hand back and forth at the elbow and forearm, you should hold your wrist in its position. To get the motion right, try to focus on rubbing her clit with the heel of your palm while your finger stays in the right spot inside her.

After a while, you will be able to feel the walls of your woman’s vagina start squeezing you finger. She may also be moaning quite a bit by now.  🙂  When you start to feel the squeezing, you need to add the slightest bit of upward motion to your hand movement. Press just a little harder on her pussy when you are moving back and less when you move forward, almost moving your hand in a slight oval. You will feel your wife’s pussy begin to contract even more, it may even feel as if the walls are pushing against your finger in waves. This is good. When you feel this, keep the hand motion up, but use your finger to massage the walls that are squeezing against you (you will most likely have to move upwards a little more, to where the G-spot actually is). Keep pushing as the walls push back. Soon (hopefully), you’ll feel a warm, wet liquid flow over your palm. Success!  🙂

My Lady and I have found that she tends to squirt more when she can use the muscles in her thighs to push. For example, it is easier to make her squirt when she is standing up or squatting (over my face, usually), than when she is lying down. However, she has been learning how to squeeze just the right way while laying down to get a nice spray going; the distance she squirts often surprises me! Also, make sure you prepare for “the worst” when trying this out – double layer some towels underneath her. My Lady has soaked the couch/carpet/mattress many times because we thought that one towel would be enough! Just something to think about.

Hopefully this technique will work for you, and pretty soon the comments section will be filled with stories from readers who have soaked themselves silly with pussy juices. Just don’t come after me looking to take care of your laundry bill!

Good luck!

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.

Teetering: How I Keep His Cock on the Edge

Posted by Lady M on May 23, 2014
Posted in: Advice, Male Chastity, Orgasm Denial, Tease & Denial. Tagged: , , , , , , . 5 comments

In my last post about our progression play I mentioned the need to use a certain technique to make sure I didn’t accidentally push cagedmonkey over the edge. Aside from the regular stroking we all know so well, I have a few techniques I use when teasing my hubby’s cock that keep him teetering on the edge of orgasm. I just love to see the frustration on his face and hear it in his moans.

Mistress Red commented on my last post with a fantastic question and wanted more info on the techniques I use. So darling Mistress this post is for you. And yes, these are my silly names!

Up Stroke: This technique has proven to be fantastic. Don’t ask me why it works but it really does. You really do exactly what the name says you stroke the cock in an up motion only. I place one hand at the base of his cock between my index and middle fingers just to hold it stable. Then I use my other hand to grab near the base and stroke up to the head. Once you get to the end you release your grip so there is no down stroke. Back down to the base, grasp and stroke up. I repeat this over and over as long as I like. I’ve gotten pretty fast at it but it takes time to get used to so you accidentally give them both strokes. For some reason the Up Stroke just gives them enough to get them to the edge but usually not enough to push them over.

Palm Trick: I’ve explained this before in a couple earlier posts as this is one of my favorites. It’s just so easy and really causes a ton of wriggling! I put a small amount of lube (even precum works!) in the center of my palm and create a small cup and place it right over the end of his penis. I then twist my wrist in a circular motion never removing my hand from the head of his cock. This is another one that could go on for a long time. It’s not tiring to me but it’s practically torture for him.

2 to Tango: This one is not as easy and I don’t use it as often because you can easily lose track and push a guy past the point of no return… then you just end up having to ruin an orgasm haha. It’s really just my thumb and index fingers on the sides of his cock, stroking him. The hard part is that you’re still giving the up and down stroke so it can be easy to miss a signal. This one is fantastic mixed with the Up Stroke… so I guess that would make it the “2 Fingered Up Stroke!”

All Balls: This is pretty simple and the name kind of says it all. I get a decent amount of lube in the palm of my hand and cup the sack. Then I massage his balls and gently squeeze them over and over. For me, I like to keep it slow, soft and gentle. This doesn’t so much keep them on the edge of cumming but it’s so pleasurable… for awhile… then it becomes very frustrating. I’ve found the best way to perform this is while your guy is in an “on all fours” position. This is also an awesome way to help milk your guy and get some great precum dripping.

So those are a few of my favorite techniques to tease a cock. I do want to say that most take time to get real good at sho you may need to keep a good line of communication going until you’ve perfected your favorites.

Mistress Red, I hope this answers your question and gives you some new ideas on how to tease and deny your sub.

***Warning***
None of these are guarantees so please pay close attention to your guy for the signs and signals of him hitting his point of no return. If you do take it to far your best bet is to either completely get your hand away asap or squeeze off the tube near the base of his cock so that no cum can get up and out. These ideas will cause a ruined orgasm at best.

Teased and Tormented Cock

Posted by Lady M on May 23, 2014
Posted in: Bondage, Male Chastity, Orgasm Denial, Sex, Tease & Denial. Tagged: , , , , , , , , , , , , , . 6 comments

You all should know well enough by now that I enjoy making things very frustrating for cagedmonkey. I also like to keep those frustrating things fresh and interesting, who wants a bored sub?

I’m pretty sure you’ve all been following along and know that cagedmonkey is in a 3 month denial period. His last orgasm was on March 10 and his “Maybe Day” is his birthday in June. I may or may not allow him to cum. I’m definitely deciding once we get there because I may just want to keep him in this lovely constantly horny for me state. I may want to leave his cock in this hair trigger way where any little touch has him instantly hard – if I allow him out of his cage that is – and aching to cum. I may want to leave him in this state of constant arousal for a bit longer.

So let me tell you all about the torment that cagedmonkey will endure over the next two weeks. I began this yesterday but what happens is when hubby gets home from work I take him upstairs for bed and restrain him to the bed. Then I roll him onto his side a bit, put a little of the peppermint lube on the njoy plug and use it to tease his asshole just a little bit before inserting the plug. After him being plugged all day yesterday and having that pressure on his prostate he was leaking precum like crazy. I mean literally dripping huge drips, practically on the verge of milking. Once his sexy little ass has accepted the plug I roll him on his back, remove his Jail Bird and this is where the progression comes in. You see, he will be tied to the bed and plugged every morning before he goes to sleep and each day he will get stroked and edged. The difference is that each day the amount of time I edge him increases by one minute.

So yesterday morning he got stroked and edged for one minute straight and this morning it was two. I realize after a few days here I’m going to have to really resort to using the “Up Only” trick so he doesn’t accidentally spill cum when he isn’t allowed to. 🙂

So far it is great fun watching him squirm and moan and breathe all heavy every morning. I’m really just loving it and by the time I’m done my pussy is dripping, sloppy, wet and oh so horny. That’s when I take advantage of the situation and I go up for a visit a few times and sit on his face, cum all over him and walk away.

Though the first time I went up for a visit yesterday I was overly wet and horny. After cumming all over his face once I grabbed the face dildo gag from the bedside table and used it to fuck myself with his face while he was forced to watch just inches away. He was moaning and cursing as best he could with the gag in his mouth. I’m sure it must have been crazy to watch my pussy being filled up with a dildo so close even to the point of his nose being right in it. I came nice and hard on the dildo gag as he lay there restrained, used and denied.

What fun it is to torment him with such pleasure. I’m super horny again today and I’ll definitely be needing to go up for some facesitting soon!

On a side note: I have some new books and a new hood coming in the mail today… can’t wait to maybe incorporate the hood into this progression play! It’s got a zipper mouth! Eeeeeeeeee! I’m such an eager little beaver! 🙂

Conversations in Chastity: Strength Comes From Within

Posted by cagedmonkey on May 23, 2014
Posted in: Conversations, Female Led Relationship, Male Chastity, Marriage, Orgasm Denial, Wife Led Marriage. Tagged: , , , , , , , , , , , , , , , , , . 1 comment

cagedmonkey: So…….. can I cum yet? 🙂

Lady: Uhhh, no love, it’s just not time for that. Especially when you’re at work.

cm: Of course. Why do I even ask? lol

Lady: Hoping one time I’ll actually say yes? 😉

cm: I guess so, although I have a hard time believing you will say yes. There have been times recently where you were so horny I thought you might cave in, but you didn’t. If you didn’t give in during those times, I doubt you’ll ever give in to me early.

Lady You’re right, I’ve become much stronger than in the beginning. At first I was still in the “need to please him” phase even if I didn’t think I was. Deep down I didn’t want to frustrate you, upset you, etc. It just caused me to be weak to your pleas.

cm: Now it seems like it’s the exact opposite – the more I beg and plead, the more you enjoy it and the harder you push me!

Lady It must be bittersweet that I’ve become so strong, huh?

cm: Honestly, I couldn’t be happier. I know that I can be honest with you about how I feel (sooooo frustrated!!!) and what I want (to cum sooooo bad!!!!), and not worry about influencing you or topping from the bottom. You truly are in full control, and I’m very lucky to serve a dominant with such a strong sense of what she wants.

Lady You are a lucky boy! Hehe 🙂 It wasn’t hard after awhile to embrace the frustration and let it entertain me. Once I was able to almost laugh at your situation, I began to really get enjoyment out of your frustration. I started enjoying the control of making you so incredibly horny for me. I just love getting you to that point where you HAVE to touch me just to feel my skin… because you’re THAT horny.

cm: And I definitely am that horny! Speaking of which…… can I cum now?

Lady No :)~

cm: Damn…..

Oral Sex: It’s Not Just For the Pussy

Posted by cagedmonkey on May 22, 2014
Posted in: Anal, Chastity Device, Male Chastity, Sex. Tagged: , , , , , , , , , , , , , , , , , , . 5 comments

I’ve written in the past about how I love to lick My Lady’s pussy. This is a known fact, nothing new to report there. But my love for oral sex doesn’t stop at cunnilingus.

Earlier tonight, My Lady and I shared a nice warm shower. She mercifully unlocked me prior to getting in, so I could thoroughly was both myself and my cage. Standing under the water with the sexy nakedness of ML, kissing and caressing each other, I got hard pretty quickly. Usually in the shower I’m the one kneeling and washing her all over, but this time ML knelt down in front of me and began sucking my cock right there in the shower. My legs got all wobbly and I couldn’t help but let out a loud moan. She was only able to do this for about a half minute until her cock sucking skills combined with the fact that I haven’t cum in nearly 3 months and I was right on the edge of orgasm.

After shampooing ML’s hair, she bent over slightly in front of me, rubbing her butt against my still hard cock. I slid myself up and down her crack as she reached back and took me in her hand, guiding me towards her. Surprisingly, she didn’t line me up with her pussy; instead, she aimed my cockhead for her tight asshole. Using the shower water as lube, she took my fat cock inside her with ease. I fought like hell not to cum inside her ass – it felt incredible!  I grabbed her hips and thrusted against her; she moved back against me slowly, knowing that I would easily blow my load if she pounded me deep inside her. I had to bow out quickly once again for fear of spilling my load. We finished our shower and exited the bathroom together.

Later that night, as I was getting ready to leave for work, I assumed my proper position on my knees at the front door. Normally, I lick her pussy to an orgasm (or two, or three, at her discretion), but this time I asked her to turn around and bend over. She did as I asked. I licked my lips as I spread her ass cheeks wide and slid my tongue deep into her asshole.

I absolutely LOVE tongue fucking ML’s ass. It’s so fucking dirty and wrong and damn, I just love doing it! She always ends up moaning loudly, sometimes cursing and bouncing her hips back at me. When I shove my tongue into her ass really deep, she really starts to lose it and goes nuts! Her pussy is always dripping wet afterwards. I love doing this for My Lady, and it also makes me feel super submissive as well.

Tonight, due to previously having my cock inside her asshole, I was able to spread her much wider and get my tongue much deeper. She was squirming and wriggiling her hips in mere seconds. I pushed in deeper and deeper, and she got louder and louder. I was getting such a rush, it was so amazing to be able to do this for her. Eventually, ML couldn’t take it anymore – she pushed me back onto the floor, squatted above my face  and shoved her pussy into my face. She was cumming almost instantly as I licked and sucked her clit. I was in heaven.

I will proudly admit it – I am an ass-licker. How could I resist My Lady’s sexy fucking asshole? Besides, I have a rule: if I’m willing to put my dick there, I’d better be willing to lick there. 😉 Pussy licking is defintiely my favorite, but I will never tire of tongue fucking ML’s asshole… especially if she keeps moaning like that when I do it!

The Sharing Submissive: How To Avoid Topping From the Bottom

Posted by cagedmonkey on May 19, 2014
Posted in: Advice, KeyHolder, Male Chastity. Tagged: , , , , , , . 4 comments

My mind is ultra-creative. I get TONS of ideas. And, being the incredibly horny guy that I am, I have lots of sexual fantasies.

Part of the chastity agreement that My Lady and I developed involves the requirement that I share all of my sexual fantasies with her. A problem arises, however, because a lot of my current fantasies involve ways that ML would dominate/tease/deny me. How am I supposed to explain these desires of mine without making ML feel obligated to fulfill them?

The dreaded “Topping From the Bottom” dilemma.

I used to be very concerned that my fantasies and ideas would influence ML’s dominating behaviors. And with good reason, apparently: ML has confessed to me that early in our chastity adventures, she would sometimes alter her plans for me based on what she thought I wanted or what she thought I could handle. This is the opposite of what makes chastity so exciting for me. Although I would like her to tease me in certain ways, the best thing would be for her to do what she wishes, without concern for my desires.

But still… those ideas…   🙂

We’ve since figured it a way for me to share my fantasies without me influencing what ML does. Now I tell her about my fantasies with absolutely no expectations of them being fulfilled, and she sees these fantasies as options she can choose from or ignore as she chooses. It’s just like a menu at a restaurant: the menu gives you a list of the dishes available, but you don’t have to eat them all. You can choose the one that suits your appetite the most.

Earlier today, ML and I were discussing possible plans for the next year and a half or so of our chastity play, even tossing around ideas as to which devices I would wear at which times, etc. I could tell ML was enjoying the ideas – her pussy was SOPPING wet afterwards – but I also know that none of it is set in stone. My Lady’s appetite can change daily and she is totally in charge of my chastity. My ideas could make it more exciting for the both of us, but she is always in complete control.

Neither of us would have it any other way.