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The Substitute

Posted by cagedmonkey on October 7, 2017
Posted in: Male Chastity, Sex, Sex toy. Tagged: , , , , , . Leave a Comment

The extended lockup period that ML and I have been planning is looming on the horizon. Next Friday is our chastity anniversary, at which point My Lady plans to keep my cock locked in chastity 24/7 for the next six weeks at least. Although, at this point, I can’t really even be sure if it hasn’t already begun – my chastity cage hasn’t come off since my last post at the beginning of the month. Perhaps ML has been planning a true Locktober Plus this whole time and didn’t tell me.

She is certainly capable of such levels of deviousness.

Preparing for the long lockup has already begun: this morning, ML had me locate Adam from our toy storage so he will be at the ready when she needs him. She needs to reacquaint herself with his size and feel before she will be ready to use him during my time in chastity.

I was hoping to have one last feel of ML’s pussy on my cock before being locked in chastity for the long haul, but Adam’s presence makes me wonder if I’ve already had my last chance for a while and I didn’t even know it.

Locktober

Posted by cagedmonkey on October 1, 2017
Posted in: Ass Play, Male Chastity, Pegging. Tagged: , , , , . 3 comments

October is a popular month among chastity enthusiasts for celebrating their fetish. We didn’t exactly plan it out that way, but ML and I will be doing something special during October, also. It won’t be a full “Locktober” for me, as I will get about a two week stay on my sentence, but I will definitely make up that time on the back end and more.

ML and I have been considering trying another extended 24/7 chastity period, and we are going to give it another try. We’ve found it difficult to get past the month-ish mark in the past, but we really want to push it this time around.

Starting on October 13th (our “chastity anniversary”), I will wear my cock cage 24/7, day and night, all the time until Thanksgiving at the earliest. Yes… “at the earliest.” At Thanksgiving, we will take stock of things and see if we want to try to make it to Christmas at that point. So, very soon I will be going without a full erection from somewhere between 6 and 10 weeks.

Writing that it actually makes me realize just how insane I must be for wanting this.

We always run into two problems when we try to do extended 24/7 lockups: 

  1. I start to feel a little disconnected with my cock locked away for so long, I start needing more sexual attention.
  2. ML starts to miss the feeling of having her pussy filled up by my big fat cock… Those are her words, not mine, but who am I to argue?

So we’ve worked out a plan to address these problems as well as we can.

First, we are going to use toys more often in order to satisfy ML’s need for penetration; “Adam” is more than capable of filling in for my cock in that capacity. And for those times that ML wants to feel me between her legs as I fuck her, we either the Rode-Oh underwear or the strap on harness that I can use.

As far as my needs go, it’s not so easy to get me the sexual attention I need with my cock locked away in steel… but not impossible. We just need to do it in other ways. And, by process of elimination, a lot of that will involve doing various things to my ass.

I’m interested to see how intense my submissive feelings get when the only sex I can have involves my ass. When my cock is taken out of the equation and the only sexual pleasure I receive is through plugging/milking/pegging/etc., how deep will my acceptance of my role go? Will I begin to look forward to it, ask for it, beg for it, even want it? I’m honestly don’t know.

I really hope we can go the distance this time. I’m not really sure whether I mean I want to make it to Christmas when I say that, but I guess we will find it when we are at that point.

#ThanksGrandma

Posted by cagedmonkey on September 5, 2016
Posted in: Anal, Ass Play, Bondage, D/s, FemDom, Oral Sex, Orgasm Denial, Pictures, Sex, Spanking, Tease & Denial. Tagged: , , , , , , , . 3 comments

Grandma took the kids to her place for a sleepover last night, which gave ML and I the chance the relax and hang out around the house without any kids around.

Much nakedness ensued.

When the kids are away…

And also, much sex ensued.

Once ML had me unlock, she instructed me to put the small plug in. Then she decided that filling one hole wasn’t good enough – ML bent over the edge of the bed and wiggled her ass at me, telling me to fill up her pussy with my cock. I didn’t waste any time doing so, and I was moaning within seconds of entering her.

Two holes filled, and ML still wasn’t done. After getting my cock nice and lubed up with her pussy juice, ML told me that she wanted my cock in her ass. But first, she went to get “Adam” from the bedside drawer. ML pushed the big thick dildo into her pussy as I slowly slid my cock into her tight ass.

It was such an erotic moment – fucking ML with both of her holes filled, and having my ass plugged at the same time. I was working hard to fight the urge to cum as ML pushed her ass back against me.

Three holes filled? Still not enough for My Lady; luckily, her wand was within reach. I took over thrusting Adam into ML’s pussy as she used the wand on her clit. My Lady’s ass and pussy were being fucked balls deep by two thick cocks (one fake, one real), and the wand was vibrating her clit just the way she loves it. ML went absolutely crazy, screaming loudly as her sexual stimulation went into overdrive.

Her orgasm hit her hard and fast, making her entire body shudder. She tucked the wand between her legs just so she could hold herself up on the bed. I had to hold on tight just to make sure her pulsing pussy and ass didn’t squeeze me or Adam out. It was a hard, long, intense orgasm, and we both loved every minute of it.

Once we cleaned up and ML recovered from her orgasm, it was time to get a little more intense. With the kids out of the house and unable to interrupt, ML had me put the Bitch Tamer stockade together and get into position. I was locked into it on my hands and knees within moments.

My Lady started with her new favorite pasttime: spanking my ass until it’s red and stinging. ML sat on my back facing my ass and paddled hard, using a very effective overhand method, making me cry out and flinch in the stocks (as much as I could, of course). I could feel her warm pussy soaking my back with her juices. She rubbed herself against me as she spanked me harder, and I could tell she was getting more turned on with each swat.

I felt ML stand up and I watched as she walked over to the bed to grab Adam; her pussy apparently wasn’t fully satisfied earlier! She walked back around behind me and straddled me once again.

Then I felt an odd sensation: My Lady was pressing the base of the dildo down on me, doing her best to suction-cup it to my back. Then she began riding Adam on my back, bouncing her pussy up and down on the big fake cock as she paddled my ass.

Did I mention I was still plugged? Yeah, that, too…

I’m not sure if she came while fucking herself with Adam, mainly because I was dealing with the increasing pain from the spanking I was receiving. I was happy for the break when My Lady stood up and walked to the bed in front of me. She laid back on the bed and began fucking herself hard and deep with Adam, using the wand to get herself off quickly. There was no question about whether or not she came this time; I could clearly see her juices flowing around Adam and down her pussy to the bed below.

ML sat up with with Adam in her hand. Looking into my eyes and bringing Adam to my mouth, she said, “Be my good little slut and clean my pussy off of this cock.” I didn’t have much choice as she shoved the dildo into my mouth. I tasted her pussy juice all over it, and for a moment I got lost in enjoying her taste. Then she pushed Adam further down my throat – I gagged uncontrollably and she virtually fucked my mouth with the huge fake dick.

“Oooooh, you sound so slutty,” she moaned as she continued assaulting my mouth. “I bet you love tasting my pussy off of Adam, don’t you?” She reached down and began to stroke my rock hard cock. “See, I knew you loved it.” She stroked my cock to the same rhythm as she fucked my mouth. Despite choking repeatedly on Adam, I couldn’t fight my orgasm from approaching.

Each time ML edged me, she pushed Adam just the littlest bit farther down my throat before pulling him out, forcing me to gag even stronger. I couldn’t deny that deep down I was loving it – my cock was dripping precum almost constantly. Over and over ML edged me and choked me, and I couldn’t figure out whether I wanted her to continue and make me cum or stop and give me mercy.

My Lady stroked me hard and fast, so closer to the edge this time. I moaned loudly – well, as loudly as possible with a big fake cock down my throat – as I felt my orgasm approaching. But, as she always does, ML stopped at the last moment, leaving me throbbing and twitching on the edge or cumming.

For a moment, I felt as though a ruined orgasm was inevitable. I couldn’t move, couldn’t do anything but hold on. Just as I felt I might avoid the frustration of a ruined orgasm, ML spanked my ass hard, causing my body to tense up. That one swat was enough to break my concentration, jolting my body into an unsatisfying ruined orgasm. Cum poured lazily out of my cock as I could only look down and watch. I must have looked pathetic, with my cock dribbling cum and my chin covered with drool. Pathetic, perhaps, but My Lady was loving it all. How could I tell? It was pretty obvious to me when she shoved her dripping wet pussy in my face, painting me with her delicious juices.

The kids have since returned from Grandma’s, and everything is back to normal… except for the fact that my cock still remembers every moment of this morning, and is so frustrated that it is almost painful. Bedtime is in just a few minutes, and ML is giving me that look. Is it possible that she’s STILL not done with me?

The Joy of My Lady’s Orgasm

Posted by cagedmonkey on June 14, 2014
Posted in: Female Led Relationship, Male Chastity, Marriage, Orgasm Denial, Sex, Tease & Denial, Wife Led Marriage. Tagged: , , , , , , , , , , , , , , , , , , , , . 3 comments

I am truly lucky to be blessed with a KH that not only seems to be horny all the time, but is also highly orgasmic. Whether I’m licking her pussy, fingering her, or playing with toys, I absolutely LOVE giving My Lady an orgasm. And I am very thankful for the multitude of opportunities I get to make it happen!

Take today for example. My Lady came upstairs to tuck me into bed this morning, and we began kissing and cuddling as we normally do. I could feel her excitement growing as my hands touched her all over; her body was pushing closer to mine and her breathing had gottern more rapid and deeper. Instinctively, I slid my hand between her legs and into her panties; they were absolutley flooded with her pussy juice. I rolled ML onto her back and began to rub her slippery pussy lips and her throbbing clit. It didn’t take long for her to start thrusting her hips up towards my hand. Soon I felt her body tense as she came, struggling to keep her moans quiet to avoid alerting the children downstairs of our naughty fun.

Later on, after the kids went to bed, ML and I shared a shower together. We were both heavily turned on once again, ML pressing her wet naked body against me, my cock straining against steel. I took the opportunity of being in the shower to give ML a nice, good squirting orgasm (always a favorite in the shower because of the lack of clean up needed). My Lady had also brought Adam into the shower with us, and after a good hard cum she wanted to be fucked. I used Adam to fuck her doggy style, holding the rubber dick where mine would be if it weren’t confined by the cage. I fucked her from behind nice and hard, my hips slapping against her ass as I drove deep into her. With no need to be quiet, ML moaned louder and louder until she squealed as she came all over the fake cock. My cock twitched in its cage in jealousy as I felt her pussy squirt some more pussy juice down our legs.

Then, just before it was time for me to leave for work, I had the chance to make My Lady cum again. This time, she was laying on the couch when she called me over as I was in the middle of getting dressed. She pulled me down and forced me to kiss her before demanding I finger her pussy until the same. I gladly obliged! I stood over her, looking into her eyes as I slid two fingers deep into her horny wet pussy. She moaned deeply as she maintained eye contact; it was so fucking intense! I fingered her deeply and firmly, just the way she likes it, and she was close to orgasm within minutes. Her body was writhing and tensing as her orgasm approached. She reached up, grabbed the back of my head, and pulled me down until our foreheads were touching. Then, My Lady looked directly in my eyes as her orgasm hit her. I could almost feel her sharing her intense pleasure with me, and I couldn’t help but moan in unison with her as her orgasm continued to flow through us both. She stood up on shaky legs and I stood up with a painfully constricted penis.

It really is a joy for me to be able to give My Lady such wonderful pleasures. One reason is because she looks God damn fucking sexy when she is cumming, but it’s not only that. My Lady and I share an incredible bond, a bond that is emotional and spiritual as well as physical in nature. ML understands that I will not be experiencing the pleasure of my own orgasm for quite some time, so she is gracious enough to share her pleasure with me through this bond. When she looks at me like she did on the couch, her eyes locked with mine as she reaches that height of pleasure that I cannot reach, I truly feel her giving me that energy. It is a special gift that I chersh every time, and it makes me want to give it right back to her over and over.

And over.

And over…. and over…..   🙂