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In For The Long Haul (or How a Forced Ruined Orgasm Got Me Locked Up 24/7 For Over a Month)

Posted by cagedmonkey on June 10, 2014
Posted in: Bondage, Chastity Device, Discipline, Female Led Relationship, KeyHolder, Male Chastity, Orgasm Denial, Tease & Denial, Wife Led Marriage. Tagged: , , , , , , , , , , , , , , , , , , , . 2 comments

My Lady has been thoroughly enjoying teasing my cock over the past few days, knowing full well that my next orgasm will be many months from now. Today, she decided to continue her growing dominance over me by forcing my body to do her bidding.

I went upstairs to take a nap late in the morning to adjust my sleep schedule after the weekend, and ML followed me upstairs to tuck me in. Still looking to satisfy her bondage craving, she cuffed me to the bed and began stroking my cock as she kissed me; I was hard for her within a few seconds. ML then went and grabbed the wand vibrator from the side of the bed. She used an extra set of velco cuffs to secure the wand to the shaft of my cock. Then she hit the switch, sending powerful vibrations all over and through my cock. I moaned loudly and pushed my hips up into the air. It felt soooooo good.

ML petted my cock, her fingers feeling just as good, if not better than the vibrations from the wand. She leaned in close to me, and looked right into my eyes.

“I’m going downstairs. You better be a good boy and not spill your cum, otherwise I’m going to lock you up for a month and a half with absolutely NO time out.” Then she stood up and left the room. “See you in a while,” she said as she shut the door.

I knew right away that I was in trouble.

For starters, I already knew it was possible for the wand to force me into a ruined orgasm in this type of situation; it had happened before. It was only a matter of time before my body gave in to the incessant vibrations. I also knew by the look in ML’s eyes that she was dead serious; if I had an orgasm, I’d be in the cage until August most likely. Part of me wondered if ML set me up to fail, that she was using this as the opening to an extended 24/7 lockup we had discussed in the past. But, as always, I want to be a good boy for My Lady. So I tried to hold off. I took deep breaths, I let my mind wander to a number of different non-sexy subjects. And, miraculously, it seemed as though I was getting a handle on it. My cock was softening. I was going to make it!

Then, as my cock started to soften, the wand must have slipped just the tiniest fraction of an inch, sending sensations to a different area of my shaft… a much more sensitive area.

My cock was once again stiff in an instant. I could feel the vibrations flowing through my cock in waves. I tried as hard as I could to hold off, but I could feel the orgasm creeping up on me. Slowly, torturously it came nearer. I gave it one last effort, holding it back with all of my body. But it was no use.

I moaned loudly as my body gave in, my cock pouring cum out onto the bed sheets as it twitched against the wand. Much like the last time, the orgasm was by no means satisfying; I needed stroking on my shaft to give me a full orgasm. Instead, my cum-covered cock twitched helplessly against the wand, begging for more stimulation but receiving none. I moaned in frustration, knowing that not only would the ruined orgasm make my need to cum even worse, but that I also doomed myself to a month-plus of having no erections whatsoever.

My Lady came upstairs shortly after (she must have heard my moans). She acted as if she was disappointed in me – calling me a bad boy, disobeying his lady, getting messy when I shouldn’t.* Then she explained that she would uncuff me and I would immediately head downstairs, and put the cage on as I was taking a shower. “Make sure it’s comfortable,” she said, “because it’s not coming off for a LONG time!” I did as ordered, locking the Jailbird on my cock, wondering what it will feel like after a month and a half of not seeing or feeling my cock get fully hard. How frustrated will I be? How relieved will I be to get the cage off? Will I even survive it to find out the answers to these questions? I guess there’s nothing I can do but let time pass now.

*Note: My Lady did mention to me out-of-role later in the day that she meant for this to happen all along. She was most likely going to leave me up there until the wand ruined my orgasm no matter what. If I managed to hold off, thent he struggling I’d go through would be enough torture, but she REALLY wanted to lock me up 24/7 until our next vacation in August. I was very thankful she told me this. After all, I pride myself on being a good boy; knowing I was doomed from the start was somewhat comforting.  🙂

My Taste of Freedom

Posted by cagedmonkey on April 25, 2014
Posted in: Chastity Device, Male Chastity, Orgasm Denial, Sex, Tease & Denial. Tagged: , , , , , , , , , , , , , . 4 comments

Last night I had my first full erection in over two weeks. Oh… my…. GOD did it feel great! I never expected something as simple as my cock getting hard would be such a wonderful feeling, but I gotta admit that it was incredible. After being locked in the Jalbird for 24 hours a day for 17 days straight, just sitting there and seeing my hard cock was very fulfilling. I felt like a man again, sexually strong and powerful… at least, to a degree. My Lady still controlled my cock, allowed my cock to get hard, and also did not give me permission to cum. But I was willing to take what I could get!

And if just being able to get hard wasn’t enough, My Lady allowed me to feel the inside of her warm wet pussy with my cock. Holy fuck in heaven, it was so amazing. She was so fucking tight, she was squeezing me so hard. I warned ML that I couldn’t do much since I was basically on the edge of orgasm the moment my cock sank into her pussy. No problem for her, she was already cumming just from having my cock stretch her out for the first time in a long time. She also rubbed her clit to give herself an even bigger orgasm after that. I managed a few thrusts as she was cumming to help boost her high a little, but I still wasn’t able to do much.

It felt wonderful to finally be free and able to feel My Lady’s pussy with something other than my tongue, my fingers, or my caged cock. Flesh on flesh, there’s nothing like it. I am lucky that ML feels the same way, that she will always have a need to have me inside her and that no toy could ever take my place.

My freedom was short lived – I was back in the Jailbird within a half hour in order to get to work on time. My Lady plans on using the next month to tease me to the brink of insanity. She is very excited that she has now decided that she will be letting me out a lot more often during the month of May; without the protection of the cage, she can really let loose on teasing my cock. Will I be longing for the days that just passed, where I knew the limitations of ML’s teasing, and all I had to deal with was the crushing tightness of the steel around my throbbing shaft?

Sentenced to the Jailbird

Posted by cagedmonkey on April 8, 2014
Posted in: Chastity Device, Female Led Relationship, KeyHolder, Male Chastity, Orgasm Denial, Wife Led Marriage. Tagged: , , , , , , , , , , , , , , , , , , , . 4 comments

So the HUGE piece of news I teased in my last post was already spoiled by ML in her last post, unbeknownst to me: My Lady has decided to keep me in the Jailbird 24/7 until the May 4th. No removing the cage. Not even a cursory release for my poor cock. I will be locked up for the next 26 days straight.

624 hours.

37,440 minutes.

2,246,400 second.

Not like I’m counting or anything.

My Lady and I have talked about trying this for quite some time. When we were discussing it, it really turned me on. How would I respond to not having an erection for an entire month? How will I feel after it’s been so long since I’ve seen my cock get hard? How will it feel when my cock is finally free of the steel and can swell to its full size?

Now that it’s happening, it’s a little bit overwhelming. Although ML has caved in the past and given me mercy during some of these “extended” times or denial or lockup, I have a feeling she’s not going to crack so easily this time. She’s very curious about the reactions she can coax out of me. If I start getting desperate, she may just grow to love it. Who knows? Maybe I won’t even be getting out until my next Maybe Day in June? No clue. No control over it.

Right now, I’m a little stunned. I know for a fact I’m really going to miss my hardon. I like it when my cock gets hard. It feels nice. I’ve come to enjoy the feeling of my cock pressing against the steel cage, but it doesn’t compare to the feeling of my cock getting nice and thick and big when I’m turned on. The longest we’ve ever done a 24/7 lockup stint is ten days I think, and I started to get a little antsy near the end of that time. I went into what ML likes to call “bargaining mode,” which is when I start to try to make a deal with her in order to get just the tiniest need filled. For example, near the end of that ten day period, I was literally begging ML to give me a ruined orgasm, just so she’d let me out and touch me. Again: I begged My Lady to give me an utterly frustrating ruined orgasm just because I needed to get hard and be touched. This was after ten days. I wonder what My Lady will have me doing by the end of this run.