Basking in the Sun

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

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!

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)

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)

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. ❤

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.