chastity, male chastity

All posts tagged chastity, male chastity

Conversations in Chastity: Early Parole?

Posted by JonMustWait on March 1, 2014
Posted in: Conversations, Male Chastity. Tagged: , , , , , , , , , , , , . 3 comments

cagedmonkey: I’m being hit pretty hard by the “I want to be out” and “I just need to feel your pussy around my cock” feelings lately. Apparrently, the ways you’ve been teasing me over the past week have been damn effective.

Lady:Awww, I get those feelings too, wanting you inside me. I just know the longer you stay locked in your cage the better it’s going to be on my birthday. I’m loving the effect this is having on you.

cm: Yeah, that… I don’t know why I’m having such a rough time this time around. I was perfectly fine starting out after Valentine’s Day, but ever since our adventures in alcohol I’ve been on edge. It could be the two weeks of denial I’ve built up, but it’s not even cumming that I’m obessing over. It’s feeling your pussy around my hard cock. I’m needing it bad!

Lady: Awww aren’t you cute, wanting to feel my tight pussy squeeze your big hard cock. You know, there’s always a chance I could let you feel my pussy. Realistically, you will be out of your cage at least a couple times. We’ll see if I can resist. 🙂

cm: Well, technically I have felt your pussy on my cock… the few times you’ve let me in your pussy with the cage on! It seems to me, though, that we are back on track for having me locked up until your birthday pretty much 24/7 (except for maintenance issues, cage switching, etc.). Am I right about that?

Lady: Yes, you are right about that. 🙂 I’m sure there will be a couple of times you’ll be out by then for a good cage cleaning and a good shave. Though the shaving thing with the cage on I’ve got down. And I am really loving what it does to you when I get that cage inside me and especially if I cum around it. It must be super frustrating to barely feel me like that.

cm: It really is. Being that close to something I want where I can feel it, but I can’t have what I want is KILLING ME! My balls are feeling full and swollen, my cock aches nearly constantly, and I can’t help but get turned on when I simply look at you! The chastity effects are coming down full force on me this time around, and it’s your teasing and control that is causing it.

 
Lady: I really am loving how horny you are this time. I love your reactions. I’m getting so turned on myself because you are reacting so strongly to my teasing. You’re much more sexually charged and “hair trigger” and those reactions are boosting my self esteem and make me actually feel it when you say I’m sexy, beautiful or amazing. Can you see why I want to keep you locked up and on this path? I don’t want to lose how good it feels with you in this mega horny state. That’s why I want to keep you locked so long this time, to see just how “hair trigger” you can get. I know you want to be my good boy and wait for that, right? 😉

cm: Honestly? YES!!! It’s starting to become difficult to maintain my sanity, but that’s okay. I know that you are worth the wait and that you will make it worth the wait when it is over. And you are definitely worth submitting to. I wouldn’t have it any other way!

Lady: Awww look how sweet my boy is… you are a smart boy and you’re right, it’s all going to be worth it. Feeling my tight pussy wrapped around your cock in April is going to be amazing!

I’m glad your so obsessed with feeling my pussy because, if you remember, that’s all you get then. Your next chance to cum isn’t until June. 🙂

Boy, oh, boy is this ever going to be fun! 🙂

The Art of Eating Pussy

Posted by JonMustWait on February 22, 2014
Posted in: Advice, Wife Led Marriage. Tagged: , , , , , , , , , , , , , , , , , , , . 4 comments

I usually don’t work in absolutes, but I’m going to drop one on you right now only because it’s 100% true: every man should learn how to eat pussy. Period. Chastity or not, it’s one of the greatest and most generous things you can do for your lover. I always enjoyed it, way before the FLR/chastity lifestyle with My Lady began to form. For me, it’s such a turn on to know I can satisfy my wife with just my tongue (or fingers, should the desire arise). And now that I am in chastity, my pussy eating skills are all that more important!

It is very easy to enjoy licking My Lady’s pussy, simply because her pussy is DELICIOUS. Her taste and smell turn me on so much that I cannot get enough of it. I can (and have) eaten her pussy for as long as she will let me… 15 minutes, 30 minutes, an hour… it’s like an all you can eat buffet for me! I love the way she reacts to my tongue, gradually moaning more and more, louder and louder, until I push her over the edge of orgasm and she explodes. I don’t mind getting her gooey pussy juices all over my chin, or even the occasion squirt on my face… I wear it like a badge of honor. 🙂

I was always pretty good at oral sex; I have a strong, agile tongue that can handle lots of work. I’m also very dedicated to pleasing ML. But the most important aspect of my pussy eating prowess is the fact that I LOVE doing it! Naturally, you are going to be better at doing something you like. Speaking of: to those guys out there who don’t like eating pussy… what the fuck is wrong with you? REAL MEN EAT PUSSY. Give up your hang ups and just do it. Otherwise, some guy who likes doing it is going to do it better than you and steal your woman. Don’t say I didn’t warn you! 😉

So, as I was saying… I’m pretty good at eating ML’s pussy. But just like anything else, there is always room for improvement. So I ended up reading through She Comes First: The Thinking Man’s Guide to Pleasuring a Woman to see if I could learn a few tricks. And learn a few tricks, I did! I learned how to control the amount of pleasure I give My Lady, holding back at times to build tension: for example – pressing my tongue firmly on her clit and holding still; after a few seconds, she very often starts asking (begging?) me to make her cum. That’s when I unleash on her to release that stored up tension, flicking her clit quickly with my tongue until she cums good and hard. Using this rhythm, I can draw out the pussy licking over a much longer amount of time, pleasing ML almost endlessly, instead of just going right for it, making her cum hard, and draining her of energy.

I highly recommend this book, for beginners or for so-called “experts.” Everyone can get something out of it. Thanks to this book, I can now make My Lady buck and bounce all over the bed while I’m eating her pussy. I sometimes have to hold her down just so she doesn’t push me off of her with her hips. And the noises she makes… let’s just say I need to be really careful about when I lick her pussy, so I don’t end up waking up the kids, or any of the neighbors! 😉

Eating pussy is an excellent tool for a man to please his woman, and I feel that every man should learn how to do it well. It’s wonderful foreplay, a great way to turn your partner on. And for those of us in chastity – where foreplay is pretty much the only sex we are allowed to have – it is an essential skill for pleasing your keyholder.

My Chastity Honeymoon (or “How I Emptied My Balls Before Four Months of Orgasm Denial”)

Posted by JonMustWait on February 17, 2014
Posted in: KeyHolder, Male Chastity, Tease/Orgasm Denial. Tagged: , , , , , , , , , , . 1 comment

What a wonderful weekend My Lady and I had! We had a lot of fun at the casino, outside of the lots of sex we ended up having. 🙂

We checked into the hotel on Saturday afternoon. At first, we intended to just drop off our stuff and head to the casino for some gambling fun, but that plan went into the trash once we got inside the room. My Lady unlocked me once we were inside the room; we started kissing and we couldn’t hold ourselves back. All of the fun ideas My Lady had of teasing me and making me work for my orgasm went out the window – we got undressed from the waist down only, and started making love not five minutes after we walked through the door. I was filling My Lady’s pussy with cum in VERY short order, and her pussy quivered around my cock as she joined me in orgasm.

It was fantastic! After waiting nearly a month, it felt great to cum. The orgasm itself was amazing, but also the feeling of not having to hold back during the buildup and just let loose was absolutely wonderful.

After our quickie, we went down to the casino floor for some gaming fun. My Lady and I bled away some money at the slots before heading to the poker room. We had a lot of fun playing poker – My Lady may have had a little too much fun, along with a little too much alcohol, hehe – even though neither of us was doing very well. I’m the poker player of the pair of us, but My Lady was doing better than I was because I couldn’t get any fucking cards whatsoever….. but I’m not mad about it.  🙂

After we were both pretty well supplied with alcohol, we stumbled back up to our room once again. We stripped down and jumped in the bed with each other. This time, we fucked…. drunk fucked. It was soooo nice – I grabbed My Lady’s ass as I thrusted deep into her and filled her up with another load of my cum. My Lady later admitted that she didn’t remember us having sex this time, which she found very exciting. 🙂

My Lady had me jerk myself off once and we had sex one more time before we had to check out the following morning. It felt great to have some spontaneous, unplanned sex after being in chastity for so long.

My last orgasm came this morning: I woke up My Lady by rubbing her wet pussy – I wonder what she was dreaming of! I rolled over on top of her and slid myself inside her, slowly taking her, making it last because I knew it could very well be my last for quite some time. We both came together again – I love it when we do that! We had a few minutes to cuddle before the kids woke up and ran into the room. So much for our fantasy weekend.  🙂

Later in the morning, My Lady told me it was time to “get dressed.” I know what that means; at the next opportunity, I snuck off to the bathroom, tucked my cock into the Jailbird, and tightened the security screw. I was locked in, where I belong. And here I sit, still locked in, and tomorrow begins over two months of near-24/7 chastity and 4 months of orgasm denial. Honestly? I’m glad and excited to get started. This will be a huge milestone for us in our chastity lifestyle.

Talk to me in a few weeks, though… that feeling may change drastically by then. 😉

He Said, She Said – Queening & Squirting

Posted by Michele on February 13, 2014
Posted in: He Said She Said, Male Chastity. Tagged: , , , , , , , , , , , , , . 6 comments

cagedmonkey: My Lady has really begun to enjoy the practice of queening. She sits atop me, covering my face with her pussy and asshole. On prior occasions, she uses this as a way to play with breath control, limiting my oxygen as she forces me to tongue fuck her pussy. The other day was a little different – she sat facing my feet, her pussy covering the top half of my face while my mouth was free to breathe… although I was using it mostly to lick her swollen clit .

She was getting into it, enjoying herself very much as she rubbed her pussy up and down on my face. My nose was pressing between her pussy lips as I sucked and licked her clit. I love it when she takes charge like this and basically fucks my face the way she wants it. 🙂

Then I notice her reaching for one of her new favorite toys – the magic wand. 🙂 She turned in on, and soon I felt the vibrations of the wand pulsing through her pussy right down to my mouth. It didn’t take her very long to begin to moan and her hips to writhe against my face. Another few moments and she was cumming hard; I felt her pussy quiver on my face, and her hips press down onto my face. I was frantically licking her clit, trying to push her farther through her orgasm. Then, suddenly… My Lady was squirting pussy juice RIGHT INTO MY MOUTH!! I could hear her moaning loudly, and my mouth was quickly filling up with her warm pussy juice! I had no choice but to swallow it all, but the squirting did not stop. As I swallowed, she continued squirting on my face, her juices running down my face and neck, soaking my pillow in the process.

All in all, I had to swallow three times until My Lady was finished hosing me down with her pussy! She was shaking as she lifted herself off of me, and was amazed by how much she had squirted.

It was SOOOOO FUCKING HOT!!! I absolutely love it when My Lady squirts. For one, I know she is in the middle of an intense orgasm when she does, and I very often have a sympathetic orgasm/body spasm when it happens. Secondly, it is a huge mindfuck – My Lady is squirting cum from her pussy, meanwhile I can’t squirt cum from my cock while I am locked in my cage! It’s almost as if she’s taunting me as she’s cumming her brains out!

Lady M:

I just love taking a few minutes our of the day to go up and sit on cagedmonkey’s face. It feels so good to be in control of how and when my pussy will be licked. It feels incredible to grind down on his face and fuck myself with his tongue. The one thing that makes me moan the most is when he sticks out and firms up his tongue and I push down hard to penetrate my asshole. I love to pull my cheeks apart to make more room to get him in deeper.

The other day wasn’t meant to be any different other than I sent the kids outside to play in the snow so I was hoping to get a bit loud. I guess I got what I wanted! I went up, woke him up as I situated myself on his face and started to slide my pussy up and down on his face. I was rubbing his nose from my asshole to my clit over and over. Pretty much everyday my pussy is very sloppy wet and horny so he was already getting a good slathering. 🙂

While I was up there I sat up and leaned back so I was sitting upright on his face which pushed my ass a little more toward his forehead. I thought, “oooo it would be great to rub my clit right now and force him feel me cum without him doing it!” So I did just that… I had my clit just above his mouth and started rubbing it as I was grinding down on his nose. It felt so good and I loved being able to moan out loud, but I just wasn’t getting to climax as quickly as I wanted to in that position. I figured I might as well try to push it along faster by using my rather new Magic Wand. So far it hadn’t been super productive but I figured it can’t hurt to try. I reached under my pillow next to him (that’s where I keep my wand plugged in for whenever I want to use it) and pulled out the wand. I’m sure he had no clue what I was doing until he felt the vibrations! I placed the end of the wand just at the top of my clit so he could continue to lick as frantically as he already was.

It really did not take too long, as I was so aroused and half way to orgasm as it was, for me to hit my peak. I was already moaning so loud from riding his face but wow, did it feel good to push through that orgasm and be able to let it out. It was an amazing, hard, long cum too and I felt myself squirt a little. Once I squirt a little, you might as well get a bucket and a mop because there go the gushes! My thighs tightened against the sides of his head and shook as my entire body tensed up and convulsed. My back pressed against the wall as I felt my pussy tightening and relaxing over and over like waves coming from the inside out. I felt the muscles push and the big gush of pussy juice… and then again and again. I was overflowing cagedmonkey’s mouth with my warm juices.

From the moment I switched on that wand all I could hear was the muffled “fuck, oh fuck” coming from hubby’s mouth. I suspect he knew he was about to be swallowing a lot of my sweet yummy squirts. Talk about HOT! I just loved hearing him moan and gasp like that and trying to talk while his mouth is buried between my pussy lips.

It seemed like my orgasm went on for like 5 mins, moaning so loud and breathing so hard. My body seemed to tense up more and more with each contraction. After what felt like forever my shoulder started to hurt to the point of me not being able to handle it. I had to pull the wand away and I just kinda fell forward onto cagedmonkey’s chest and stomach. I laid there breathing heavy knowing that if my shoulder didn’t hurt I could have kept going and feeling that amazing orgasm even longer. I certainly wasn’t done and it lingered the rest of the day.

Life had other plans than me enjoying that orgasm any longer. I’m kinda glad God has a hand in it because as soon as I regained my composure we heard little boots thumping on the floor downstairs. It was the kids coming in from playing in the snow! 🙂 I climbed off cagedmonkey, slid my pants back on, walked down the stairs and asked the kids if they had fun… as if nothing happened. Meanwhile, left upstairs breathing heavy on the bed, was my husband trying to figure out what the fuck just happened. 🙂

Talk about good timing!

The Conflicting Feelings of a Chaste Hubby

Posted by JonMustWait on February 7, 2014
Posted in: Uncategorized. Tagged: , , , , , , , , , , , , , , , , , , , . 7 comments

My Lady and I were texting each other last night while I was at work, and the conversation wandered to the topic of sensory deprivation. You see, ML has been doing some research in that area, specifically sensory deprivation hoods. And when ML starts doing research, you know that she’s getting serious about it.

She began to text me some of the ideas that have been popping up in her head, and I couldn’t help but get turned on (which made my cock strain against the cage rather strongly). Here are just a few examples of the texts she sent me:

  • “like putting your hands in mittens behind your back, making you kneel on the floor hooded”
  • “I could open only the gag and make you choke on my dildo”
  • “I could take off the blindfold with my pussy right in your face while I cum”
  • “Put a dildo in your ass and make you sit on it while I fuck your mouth with mine”
  • “So if I told you I could put the hood on and use the face dildo as the gag piece instead and fuck your sensory deprived face, how would that make you feel?”

How would it make me feel?

Those sound like horrible, terrible things to have to endure. I don’t know if I could take it.

How would it make me feel?

I need to experience this.

That’s how it makes me feel. I can imagine myself in the moment, wanting it to end so badly, wondering why and how I got myself into this, suffering in pain and frustration. Yet it’s undeniable – I want it to happen. When I read those texts – and even now as I retype them – I get a tightness in my chest that says to me, “Oh. My. God. I NEED THIS.”

It’s scary and confusing to have these types of feelings – to want something you don’t want to happen happen, so badly. But honestly, that’s pretty much what chastity is. I’m sitting here with my cock locked in a steel cage with no way to get out on my own, and I desperately want to cum. But I want to be like this – desperate for release, yet powerless to facilitate that release, completely dependent on My Lady for any and all sources of sexual pleasure. I trust My Lady with my life; I know she will protect me and keep me safe, even when she is putting me through hell just because she can and she wants to. It speaks to my devotion to her how badly I want this to happen, even though I don’t want this to happen.

Now I’m left wondering just when she plans on putting these things in motion…

He Makes Plans in a Wife Led Marriage?

Posted by Michele on February 6, 2014
Posted in: KeyHolder, Male Chastity, Wife Led Marriage. Tagged: , , , , , , , , , . Leave a Comment

It’s funny to say that cagedmonkey planned a getaway for Valentine’s Day when we live a Wife Led Marriage. So how does it work when a husband wants to do something like that for his Lady in charge? Here’s how it goes for our WLM, perhaps others are different.

This year hubby and I are on a mission to create new memories, good memories and wonderful feelings around those certain times of the year that have been difficult in the past. I’ll admit I was a bit down about Valentine’s Day and didn’t want to plan anything but hubby asked that I give it a chance. I’m willing to do that because this is all about renewing and repairing and the past needs to stay just that. So I’m excited about creating new feelings with my wonderful, amazing guy. The difference here is that I didn’t want to be the one planning something to create those good feelings so I handed that over to hubby to figure out a nice time for us.

So the other day cagedmonkey came to me and asked how I felt about the kids having an overnight babysitter. This is something we’ve never done, not even when visiting grandma’s or anything. The kids have only recently started having a babysitter at all. So we talked a bit and I told him that I thought I was ready for it and that for us, our marriage we need to be able to do these things. With an overnight sitter comes working out our daughters medical needs and scheduling things and teaching the sitter what needs to be done in an emergency. No biggie though, I can handle that!

Anyway, hubby told me of the plans he thought of to make our Valentine’s Day a memorable one. He planned a getaway for the night to the same casino where we spent our anniversary day last month. Now when I say “planned” that means he told me what he wanted – an overnight babysitter, a night in the hotel, dinner, drinks, gambling and a night filled with loud orgasms. It then becomes my job as the Lady in charge to make it happen if it’s possible.

So I did just that, I first talked to the babysitter to see if her mom would allow her to do an overnight job and she’s ok with that if they go to their house. I’m perfectly fine with that myself, since our babysitter is our Pastor’s daughter and the kids will be in a loving, safe environment and will go to church with them the next morning! Woot, bonus! 🙂 After that was set I called up and made reservations for a room and dinner package at the casino hotel and we’re all set now to enjoy an overnight getaway for Valentine’s Day that cagedmonkey planned.

So in our Wife Led Marriage, hubby can certainly plan something like this to surprise me but I’m still in control of the financial and logistic sides of it! I love how we just work this way… to me, this is my idea of a surprise, a wonderful surprise and he knows that. I’m not one for having no control over a situation and really don’t do well with traditional surprises like that. I think he prefers to plan things this way and to not have to deal with talking to people, negotiating prices, dealing with credit cards and figuring out which money needs to go where and how much to cover everything. In our marriage it’s much easier to say what it is he wants to do and then I make it happen!

We hope that you and your love have a wonderful Valentine’s Day, chaste or otherwise.

Bad to the Boner

Posted by JonMustWait on January 31, 2014
Posted in: KeyHolder, Male Chastity. Tagged: , , , , , , , , , . 3 comments

My Lady recently posted on a common dilema that keyholders face: do they want their sub to be so desperate that he will disobey his domme? It’s a very interesting take, and I completely understand where she is coming from.  Speaking for myself, I’m not the type to go against my keyholder. I absolutely LOVE being subjected to her desires, servicing her needs, and partaking in her pleasure. Nothing turns me on more than pleasing My Lady. I would probably need some sort of signal from her to indicate her mood, otherwise I would most likely obey her to the ends of the earth. After all, isn’t that what I got into this for?

I don’t mean to offend anyone, but I never really understood the purpose of an “anti-pullout” feature on a chastity device. I get the idea of increased security leading to a more complete chastity experience, but an anti-pullout device really shouldn’t be necessary. First of all, if you need to be prevented from pulling out that badly, you’re going to find another way to get out of your cage. Even the best designed anti-pullout can be defeated with a little determination… and a fair bit of pain, I would assume! Second of all, if you need to be prevented from pulling out that badly, it probably means that you aren’t ready for the realities of giving over complete control in a chastity situation. Nobody out there has “accidentally” slipped out of their cage; it’s a deliberate action to disobey your keyholder.

Why would a man in chastity want to purposefully disobey his keyholder? In my opinion, these are guys who are still trying to cling to some sense of control over their situation – “topping from the bottom,” as it were. These are the guys who tell their keyholder what they want to have done to them, and throw a tantrum when they don’t get it. These are the guys who lock themselves in a device without the request of their keyholder.  They aren’t ready to hand over full and complete control to their keyholder.

And you know what? It’s okay! It’s okay if you are one of those guys. Nobody should enter a full, indefinite chastity lifestyle (like the one My Lady and I live) without considering their true feelings about being powerless. Communication between the sub and keyholder about these feelings is important so both can find common ground to start on. If you don’t start off on the same page, resentment can build in the relationship. And resentment is a total turnoff.

Unexpected Out-Cums

Posted by JonMustWait on January 20, 2014
Posted in: Advice, Male Chastity. Tagged: , , , , , , , , , , , , , , . Leave a Comment

There were plenty of surprises this weekend, both welcome and unwelcome. I’ll start at the beginning.

My Lady and I had a great time at the casino celebrating our wedding anniversary. We somehow managed NOT to lose all of our money, so I’m chalking that up as a win. On our way out of the casino, we stopped by the roulette table for “The Spin.”

My Lady chose the spin, and the ball was flung around the wheel, ready to randomly choose my fate. The ball bounced down to the number slots as I looked on, and I could see the ball beginning to settle. It was rolling between 0 and 32, back and forth… it seemed like it was torturing me!! Then…..

The roulette spinner picked the ball up and spun it again! I don’t know why a respin was called for – perhaps there was an improper bet or whatever, I don’t know all the rules to these games – but she flung the ball again for a new trip around the wheel. ML and I waited for the spin to stop…. and finally it landed on….

Thirty.

Another THIRTY days of denial for me!

But wait, that’s not the end of our story….

[Warning: possible graphic language and descriptions ahead, proceed with caution]

When we got home and dispatched of the babysitter, ML and I began to get intimate. She was gracious enough to give me an anniversary present and allowed me to make love to her and cum inside her. It didn’t take long in the slightest. It was WONDERFUL to finally get release after so long. We came together as she slowly rode on top of me. We ended up falling asleep in each other’s arms. It was so great. ML decided on giving me a short chastity honeymoon – most likely covering the holiday weekend, giving us Sunday night to enjoy ourselves and I would be locked back up for work Monday night.

Last night ML wanted to start things off by having me masturbate and shoot a nice big load all over my stomach – and, conveniently get a video of it to torture me with when I couldn’t masturbate later (she can be evil sometimes, I love it!). I stroked myself and was ready to cum pretty quickly, and in no time my cock was shooting warm pink cum all over my stomach…

Wait….

What?

PINK CUM?!?!?

I wasn’t even fully done with my orgasm before I started thinking, “Oh fuck, something is seriously wrong here.” I cleaned the blood-tinged cum off of me, as well as a “clot-like” thing that was on my hand…

[Hey, you come to this blog looking for honesty and no bullshit posts about male chastity, so you’re getting it. This is what happened. I’m sorry if it grosses, but real is real].

… and I promptly started freaking out. Why am I cumming blood? What is wrong with me? Do I need to go to the hospital? Am I going to explain to a doctor what ML and I have been up to? And why is the idea of confessing to a doctor scarier to me than the fact that there’s actually blood in my semen?

So yeah, the whole spirit of the honeymoon kinda died right there.

Since last night, ML and I have done some research (to come in an ML post, most likely later today), and the research has been comforting. There was no full on BLOOD in the semen, just a little tinge. We have found that it is quite normal (WTFHOWCOULDTHISBENORMAL?!?!?) and it’s nothing to be majorly concerned about unless I’m in pain, the problem continues or gets worse. We’ve decided to take a small break from chastity, possibly around a week or so. During this week, ML will most likely allow me to cum a few times, in part to see what happens, as well as to help “flush the pipes” so to speak.

I wish I didn’t have to go so far as cumming blood to get a week of free orgasms, but there you have it.

Taking a Chance

Posted by JonMustWait on January 17, 2014
Posted in: Male Chastity, Tease/Orgasm Denial. Tagged: , , , , , , , , , , , , , . 3 comments

roulette_lg

To celebrate our anniversary this weekend, My Lady and I are taking a trip to a local casino for some gambling & drinking fun. She even set us up with a babysitter for the day so we can go and enjoy ourselves without the kids in tow. What a wonderful anniversary gift for BOTH of us!

Until, of course, I open my big mouth.

You see, part of our agreement is that I tell ML about any and all fantasies or ideas that I get that involve our sex life. ML has been struggling with the decision on whether or not to let me cum on our anniversary – she REALLY wants me to fill her up with a nice hot load of cum, but she also REALLY wants to push me further. She couldn’t decide. That’s when my kinky, creative brain kicked in and came up with an idea that she seems to like a helluva lot more than I probably will.

Here’s my idea – we are going to find the roulette table in the casino and choose one spin to dictate a number. That number will determine how many extra days will be added to my current stint of orgasm denial. Thanks to the zero and double zero spaces, I actually have a 1/19 (~5%) chance to cum that night. However, I also risk the possibility of having to go another thirty six days without an orgasm. Considering I am already approaching three weeks without an orgasm, the longest time since we’ve started our chastity lifestyle without cumming, adding another month-plus on the back end is going to be torture. I know what I’m rooting for. What My Lady is hoping for is a mystery to me…

Wish me luck!

I’m a Good Boy

Posted by JonMustWait on January 9, 2014
Posted in: Male Chastity, Wife Led Marriage. Tagged: , , , , , , , , , , , , , , , , . Leave a Comment

As you may have read in an earlier post, My Lady recently had shoulder surgery that has left her with pretty much only one functional arm for the next few weeks. I’ve been waiting on her hand and foot (and toes!) for a couple of days now; it has been rough working so hard for her, but thing are settling into a groove. She is starting to feel better, as well as slowly returning to her “insatiably horny and wet all day every day” status. 🙂

Over the past few days, I have realized that I truly am at peace when I am serving ML. Sexual service is obviously more exciting, however serving her in non-sexual ways also gives me an energy from within. Most importantly,  I thrive on her feedback; it was rough going when she was in pain and feeling terrible, but it is getting better as her mood is improving. I live to hear those words “such a good boy” escape those sexy lips.

I have spent most of the past week unlocked, however I have still been denied an orgasm (still cum-less in 2014!). As ML’s physical comfort has allowed, I have been pleasing her with my tongue, hands, and also with my cock. She has mentioned on quite a few occasions that I feel exceptionally large this week. While I’m not the type to figure out exactly why I’m receiving these AWESOME comments – what guy doesn’t want to hear they have a huge cock? – it may be due to the fact that the frequency of penetrative sex has been less leading up to now. All bragging aside, I have somehow managed to hold myself off from cumming during this time. I can’t count how many times I’ve WANTED to shoot my load of cum deep in her wet warm pussy, but so far I’ve been that “good boy” that I strive to be.

What exactly makes some of us sub males so dedicated to our keyholders that we are willing to be SO committed to our chastity and orgasm denial? Why do some men need anti-pullout features on their chastity devices, while others can fuck their KH without going over the edge?

I can’t speak for everyone, but for me it’s that I am fully focused on My Lady’s pleasure. She gets off on the control she has over me, and I get off on her controlling me. I know that she would be extremely disappointed if I were to cum without permission (unless she forced me to, but that’s a different story). For me, it’s about giving My Lady what she desires. And what she desires is a man who will allow himself to be denied indefinitely until she wants to please him, and who will serve her every need until that moment occurs.

She wants a good boy. And I want that to be me. 🙂