Male Chastity

All posts tagged Male Chastity

On Sunday night, My Lady and I sat down together for a few drinks while watching some TV together. We probably should have prepared a little more for the drunkenness ahead, because in the past these types of “drinking nights” have led to weaknesses in ML’s resolve. In other words… when we get drunk together, we usually end up fucking no matter what the chastity situation is. Sometimes I’m a good boy and I hold back when ML denies me. Sometimes ML needs to feel it and she allows me to cum inside her. We felt that we had some added extra security, knowing that it was ML’s time of the month. Would this time be different? Well…

After a few drinks, kisses, and horny touches, My Lady began to tell me how badly she wanted to have a nice hard cock inside her. I told her I’d be happy to oblige, but I couldn’t unless she released me. At first she shook her head and told me that I should go get the strap on instead, but then she seemed to soften up a bit. She talked about how she really did miss my cock, the hardness of my shaft combined with the softness of my skin. Then I asked her the fateful question of the night…

“Would you be mad if you happened to pass out drunk, if I unlocked myself and fucked you?”

And she thought about it!

This comes back to a post ML wrote about whether or not she wants me to disobey her. We’ve talked about it before, and so I kinda already knew where she stood. But I had to ask anyway.

She responded with a long “Hmmmmm…”

Then she reached behind her neck and took the chain that holds my key off of her neck. I looked at her with a confused and excited face. “If you’re going to do it, I figured I’d start you off. But you gotta get me to drink more first.” She smiled at me. I jumped off the couch and poured her another glass of wine. While I was up, she also told me to get a porn DVD that we got for free with an online sex toy purchase.

WTF??? We’re going to watch porn together? I thought. But there was no way I was going to argue. I popped the DVD in and we started to watch.

We watched the first few scenes, and slowly both of us began to realize something – the movie wasn’t all that great. I mean, yeah, it was porn, so we were both getting horny… but it could have been so much better. The girls were obviously faking it (except for one girl-on-girl scene, one of the chicks was REALLY getting into it, you could tell!), and the guys were not even doing a good job with their dicks. I said casually to ML, “Man, I could fuck you so much better than that and make it look so much better.”

She whispered in my ear, “Oh yeah? Show me.” My eyes shot wide open. I asked if she was sure; she nodded. In an instant, the key was in my hand working on the security screw on my Jailbird. My cock sprang out and was fully hard in seconds.

So much for being locked in the cage 24/7 for two months!

I was ready to fuck her immediately, only one problem – the dreaded cycle. What to do? My Lady had a wonderful suggestion:

“Why don’t you just fuck my ass?”

Well then! Sounds like a plan to me!

I lubed us both up and slowly slid my cock into her tight ass. We both moaned loudly as I sunk in further. I was still wearing the ring of the Jailbird, so my cock was extra full and hard, and she definitely felt the difference. I fucked her ass slowly, making sure not to cum and ruin the ENTIRE chastity plan and start over at square one. But as we went on, the alcohol started to get my head swimming, which pushed my urge to cum at bay. Soon I was fucking her pretty hard in the ass, and she was loving it.

We stopped, and we planned to take a shower together. I stood up and ML went to get the DVD out of the player, which is located on a floor level compartment of our entertainment center. All of a sudden, the animal in me took over and I came up behind her and shoved my cock back into her ass. She moaned and squealed in that sexy “give it to me harder” way, so I did. HARD. FUCKING HARD. I pounder her until her face was pressed into the carpet. I pulled her hair as I thrusted into her. I slammed my cock into her as I spanked her ass and called her my anal fuck slut. And she loved every moment, asking for it harder and deeper. She really is an amazing woman. 🙂

After washing off in the shower together, we staggered into the living room to remove all evidence of our alchohol/porn fueled sex romp (just in case the kids woke up early the next morning, lol). We snuggled in bed together, sans clothes and sans cage. It was wonderful.

The next morning, we got out of bed. ML looks at me and seriously asks me, “Did you fuck my ass last night?”

“Uhhhh, yeah!” I replied. “You don’t…”

She shook her head.

She didn’t remember ANY of it! She remembered the drinking and porn parts, but drew a total blank on the ass fucking!* I told her that was fucking hot, and she smiled a huge smile at me. I put my cage back on before heading downstairs, the two month plan destroyed but the four month plan very much still in play. And I ended up getting something I was craving very badly, but still I’m denied and needing to cum bad.

*Note: when ML reads this post, it will probably be the first time she hears about what happened. I didn’t give her many details when she asked what happened. So, look for her in the comments. She may have some interesting things to say about being my “anal fuck slut” for a night!

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.

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. 😉

So we ordered our Steelworxx Revenge mid January. Today I got an email to let us know it is being shipped! Now we just have to wait and see how long it takes the post office to get it to us!

So excited to see how cagedmonkey does in a mostly enclosed device. 🙂

(Okay, no kidding… “The Final Countdown” is actually playing as I’m writing this post! LOL)

Today is the day. Hopefully by the time you read this (or perhaps even as you are reading this!) I will be cumming in, on, and around My Lady’s body!

Later today, ML and I will be dropping off the kids for an overnight stay at a babysitter’s house, and we will be headed for a nearby hotel/casino for some gambling and our first overnight stay in a hotel without the children present. It promises to be a lot of fun, especially since My Lady has promised to unlock me and have tons and tons of loud, passionate sex with me! I cannot wait!

This feeling is equal parts amazing and nerve racking. It’s amazing because I really do NEED to cum at this point! In fact, tonight before I left for work, ML was teasing my cock in its cage and I was begging her to be unlocked. Any amount of time – an hour a few minutes even… I was desperate to be out of the cage. My desire to cum is even worse than the desire to get hard, but I needed at least one of the two. Finally having an orgasm after about a month of going without is going to be a relief like I have never felt before!

On the other hand… I know what is waiting for me after this weekend. My Lady has laid out the plans for me already – I will be locked 24/7 for two whole months until her birthday. No erections, no time out of the cage. My cock will be encased in steel until April. And looking past that, I will be denied orgasm for at least four months until my birthday in June. I have no idea how I will be able to get through it. Going one month was hard; going four months might just turn me into a desperate, begging, pleading puddle of need! It just might break me! But it is what My Lady wants, so it is what My Lady gets.

Oh yeah, did you notice, by the way… I said “at least four months”? Yes… I’m not even guaranteed an orgasm on my birthday! According to ML, if she is well satisfied (which I always make sure she is) and if she enjoys my desperation enough (which I assume she will, seeing how she reacted to my state during this period of denial), she may decide to extend my denial even further. Fireworks on July 4th? Possibly. Even farther than that? She didn’t rule it out. When I asked if I was going to cum again this year at all… even then, she was non-committal.

Looks like I better enjoy myself this weekend while I can. Who knows when I will get my next chance?

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…

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.

One thing that goes very well with Male Chastity is tease and orgasm denial. It is not a requirement but it’s a great technique. Having that cage around their cock controlling when and if a guy gets an erection makes it easy and fun to control when and if they will have an orgasm. 🙂

I don’t think I’m an easy person to take when it comes to tease and denial. I can get pretty intense. I have to say, I’m very impressed with cagedmonkey’s ability to hold out during my teasing. Yesterday, I spent the entire day controlling my big caged cock. Usually hubby spends his days unable to get an erection but yesterday I decided he would spend as much of the day as possible with a raging hard cock.

Every chance I got I would tease him, stroke him, grab him and rub on him to get him standing at attention. I was so turned on by teasing him that at one point I took him upstairs pushed him down on the bed, unbuttoned his jeans and pulled out that big hard cock. I climbed up top and edged him with my pussy over and over again. I was so sloppy wet and so turned on that I decided to make his eyes bug and I slid his big thick hard-on deep in my ass. Not gently, not slowly, I just slid it right in, all the way! I love hearing that gasp when I do something that shocks him! 🙂

So this sort of play continued as much as possible all day long. We even went out to dinner last night as a family. Before we went I told him that at some point during dinner I was going to tell him to go to the bathroom. He was to go, stroke himself to the edge and walk back with his huge bulging boner. I told him I’d feel it when he came back to the table and if it wasn’t hard enough he’d have to go back and do it better. So as soon as we finished our appetizer I leaned over and whispered, “Don’t you think you ought to use the bathroom before our meals come?” He responded, “yes, ma’am” and off he went.

When he came back to the table he was extremely hard and dripping precum already. I rubbed him under the table a few times through his pants and realized he had leaked through his boxers and jeans and got my hand wet and sticky! Now that’s a lot of precum! 🙂

Our night didn’t end there, hehe. Once we got the littles to bed I gave him almost an hour of straight stroking and teasing and ruined back to back orgasms for him. Then I continued stroking him even after he was begging me to stop because he was so tired! I giggled my ever so entertained little girl giggle the whole time, how fun!

Hey, be careful what you wish for, you might just get it way worse than you imagined! hehe 🙂

Being a wife and Keyholder can bring on a lot of confusing and conflicting feelings. Especially when it comes to whether or not we want to allow our sweet locked up boys to orgasm.

I noticed last night as cagedmonkey and I were messing around that I had this feeling of wanting him to be so horny for me that he would just take me. That’s all fine and dandy because I have such a devoted, good boy that I can take his hand and put it on the back of my head and he knows I want him to grab my hair, flip me on to the couch and slide into me. What he also knows is that I don’t want him to cum while having his way with me… and he won’t.

While 99.999999% of the time I do not want him to, I really think there is this itty bitty part of me that wishes I could push him past the point of being a good boy. I said, I THINK! It really felt like it last night. I felt like I wished he was so horny he would disobey me. Of course if he did, he’d be punished for it because it would be cumming without permission but maybe part of me wants that? Maybe part of me wants him to disobey so I can punish him? I really DON’T want him to cum. However, there is this little part of me wants to know if I’m THAT irresistible. Could I possibly get him so horny that it pushes him so far as to not be the extremely devoted good boy that he is.

Perhaps just getting him to a begging, pleading, practically crying mess will satisfy my “am I irresistible?” feeling. It’s so frustrating because like I said I really don’t want him to but maybe I do want him to challenge me!

Anyway… I’m not sure what I really want but cagedmonkey and I talked about this very thing today because that’s what you do in a relationship. You talk, about everything! I told him how conflicting the feelings were but that the “don’t orgasm” feelings beat out the “disobey me” ones. We talked about how we could get to a point of, in the moment, letting him know that he had a choice to obey my rules or disobey them. Well really he always has that choice but if he disobeyed at any other time I would be extremely disappointed and probably get depressed and his punishment would be pretty severe. If there was that moment of me being like “well I wouldn’t be devastated if he was so so so bad that he just had to disobey me and take me” I would need to be able to let him know. If it was a moment like that where I let him know with a few choice words there would still be consequences but perhaps no where near as harsh as him making that decision on his own whim.

I’m telling you… if you ever think your wife, girlfriend, partner and Keyholder has an easy job, you are very mistaken! A lot of us get these conflicted feelings. That’s not to say everyone does but I’m sure a good amount of us do.

Time again for another round of “Mail Chastity” where we tackle the topics that are on your mind. As always, these are real questions from real readers. Feel free to email us with any questions you may have; your question just may be featured in our next Mail Chastity post!

Click on the contact page in the top left corner for email info, or simply just to see a great pic of My Lady’s beautiful breasts perfectly framing the key to my chastity cage.  😉

Q: Are there any medical concerns involved with being locked up so frequently?

Hmmmm….. good question. There are some medical issues that should be addressed when considering long term and/or frequent wearing of a chastity device. Most of these issues are not very severe if tended to.

The most common occurrence would be skin irritation where the cage sits, either around the scrotum or on the shaft of the penis. This can be avoided by using a properly fitting cage and proper lubrication to allow movement of the cage while walking. Skin irritation, if left unchecked, can lead to blisters and skin ulcers which risk being infected. You don’t want that.

Another common condition that is often seen with open-style devices (Birdcage/Jailbird/etc.) is edema, or localized swelling due to fluid buildup. This happens when the penile tissue expands into the open spaces of the cage. This isn’t the “hardon bulge” I’m talking about… that is completely normal, especially when your keyholder is deliberately turning you into a sex-crazed lunatic. Edema occurs when your erection goes away, but the swelling and fluid remain. This can be fixed by rubbing and massaging the area to promote circulation… just be careful not to enjoy it TOO much and piss off your keyholder! Edema, when not dealt with in time, can cause tissue damage and possible erectile dysfunction if it becomes serious enough.

The issues I have described in the linked posts were not related directly to wearing the chastity device. There were… ahem… other factors involved.

Q: How does chastity effect the day-to-day basis of your life?

To be honest, not all that much. The main difference is that I get crazy horny as time goes on. Duh. Other than that, the cage doesn’t get in the way much. I can play with my children without incident – I try to avoid having them sit on my lap, but they are old enough now where that’s not a big worry. Work is not a problem, even though my job requires frequent walks around the room, as well as sitting and standing. Other than the fact that I’m goddamn-motherfucking-all-batshit-flames-of-hell horny all the time, my life proceeds pretty much in a normal fashion.

Q: How do you decide what to post? Is it a joint effort?

My Lady does most of the posting on the blog, for two reasons. First, she is a major control freak… which she will freely admit, hence the FLR lifestyle. Second, she usually has the most time to post, given that she is a stay-at-home mom with a Galaxy Note 2 surgically attached to her hand. However, we both collaborate on what themes and ideas to post about. Very often, we will be discussing a particular aspect of our lifestyle, and either of us will say, “We should totally write a blog post about this.” She usually just beats me to the punch. We do really enjoy doing the “He Said, She Said” and “Conversations” posts… they are lots of fun, and they give our readers great insight on the types of conversations we have and that we consider necessary in order make this lifestyle run smoothly.