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2014 Awaits…

Posted by cagedmonkey on September 5, 2014
Posted in: Male Chastity, Marriage, Sex. Tagged: , , , , , . Leave a Comment

Apologies for the lack of posts recently… don’t worry, I didn’t cum and forget about my posting duties! My Lady and I have been busy working on going through our stuff, tossing and packing appropriately, as we are scheduled to move at the end of the month. ML actually has a post she’s writing started as a draft… stay tuned. 😉 It’s a hectic time, but that doesn’t mean we haven’t had time to get naughty with each other.

So I’m currently locked up once again, with the cum I unloaded into ML’s ass representing my last orgasm of this year. Although, that’s what ML said back in July… that’s why we call it “maybe day” folks. Something tells me that she’s serious this time, though… she may even push me longer, I don’t know for sure.

After our last go around with 24/7 lockup, ML has decided that we most likely won’t be doing that very often – she loves playing with her toy too much! Maybe in the future when it feels right it’ll happen again, but she prefers locking and unlocking me on a whim. This is GREAT news for me! I was going crazy being trapped in that cage so long! I very much prefer nights like tonight, when ML unlocked me and we made love to each other. I worked hard to stay away from the edge, and since I came three days ago I was able to do a pretty good job for her. My Lady didn’t have an orgasm, although she said she really wasn’t liking for one and she just wanted to enjoy the feeling of me inside her. She did cum when I licked her pussy while I was on my knees before I left for work, though.

Ahhhhh, it’s so nice to be back to being used again! 🙂

Moment Savored

Posted by cagedmonkey on June 5, 2014
Posted in: Bondage, Chastity Device, Female Led Relationship, Male Chastity, Orgasm Denial, Sex. Tagged: , , , , , , , , , , , , , , , , , , , , , , , , , . 2 comments

Today I had my last orgasm of 2014.

Well, actually, I had three of them, but that’s beside the point. The point is that I won’t have another one for the rest of the year.

Thankfully, I knew this going in, so I was able to get really nice mental pictures of all of them. My first cum of the day was in the morning – before I went to sleep, My Lady came upstairs to “tuck me in.” She cuffed my hands to the bed, climbed on top of me and rode my cock until I was just about ready to explode. Then the stroked me the rest of the way while sliding a finger in and out of my asshole.  It sure helped me get to sleep, I can tell you that!

My second and third orgasms were pretty much back to back. ML once again gave me some anal stimulation during my orgasm, only this time it was a little bit more than her finger; she used Pearl on me and she allowed me to stroke myself to orgasm. That was a REALLY nice one! It has been a while since I stroked my own cock to orgasm, so I don’t know if that made it so great, or if it was Pearl giving me a little extra sumthin’ sumthin’, but it was a really good cum. The third was right afterwards – ML continued to stroke me right after my orgasm, giving me a little bit of POT for good measure. She got me close and then allowed me to jerk myself off again… it was my birthday, after all, and is there a better present than allowing your chaste male to masturbate? I didn’t think so! I made myself cum a third time, and I was nearly drained by the end of it. I think this was ML’s goal, because she promptly had me lock up in the Jailbird before I headed to work.

And so begins my 6-month-plus period of orgasm denial (ML has said that I might get an orgasm for Christmas, or perhaps I’ll have to wait until 2015, she isn’t sure). This is going to be a difficult test for me. Not only will my denial be the longest I’ve ever gone through (by far!), My Lady and I have discussed trying some things during this chastity period that will also set new benchmarks. She wants to keep me in the Revenge  for longer than I’ve been before, locking my cock away where I can’t even see it let alone touch it. She is also interested in attempting a longer period of denying my any erections at all, locking me in the Jailbird 24/7 for a full month. With the discovery of ML’s new favorite toy, going that long will be easier than it has been in the past.

Well, easier on her at least. It doesn’t get any easier for me no matter what happens. And I know that ML will be taking every opportunity to make things even more difficult for me, teasing me whenever possible. I can already see the excitement in her eyes, and we’ve barely just begun. But I have to admit… I’m excited about this, too. I’m exicted to see just how far I can push myself, and how much farther ML can push me after I break down.  🙂

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

Posted by cagedmonkey on February 17, 2014
Posted in: KeyHolder, Male Chastity, Sex, Tease & 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. 😉

Unexpected Out-Cums

Posted by cagedmonkey on January 20, 2014
Posted in: Advice, Male Chastity, Medical, Sex. 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.