Conversations in Chastity: The Frustration Grows

(The following is an excerpt from a text message conversation between Lady M and cagedmonkey the morning after an intense teasing session, which included multiple edges and a ruined orgasm inside the Jailbird!)

Lady M: Sleeping good, my love?

cagedmonkey: Yeah, pretty good… except for the fact that I want to hump the mattress, or you, or something… I’m fucking horny!!!

Lady: Oh, God that’s hot! I’d love for you to hump me!

cm: It’s actually beyond horny… my need for sex is almost painful, it’s so bad. And is it possible that my balls are even more swollen than they’ve been lately?

Lady: Maybe. I was rubbing them really good. I wanna feel them right now…

cm: I’m not even sure “horny” is the right word for it, anyway. “Horny” would indicate that I’m turned on or whatever. I sorta am, but that’s beside the point. Right now, I just need to fuck.

Lady: Hehe. ๐Ÿ™‚

cm: I just filled up the cage in like three seconds… I’m twitching and throbbing now for no reason other than I’m talking to you.

Lady: Omfg, that turns me on so much!

cm: It’s so fucking intense right now. I was DYING before! I wanted to cum so badly, for real! I didn’t want you to deny me any more, I just wanted to cum and I didn’t care how.

Lady: I loved every second of it.

cm: It was so hard to get myself to “cum” and it totally wasn’t worth it… fucking sucked that you ruined my o while I was still in the cage. So fucking frustrating, I nearly wanted to cry.

Lady: Awwww, my poor sweet boy.

cm: I can’t imagine making it another 6 months. I don’t even want to wait another day to get out of this cage!

Lady: I wish I could help you with that. ๐Ÿ˜‰

cm: Which part? lol

Lady: Any of it. ๐Ÿ™‚ Hehe

cm: Yeah, but you’re cumming as much as you want, you can fuck my cock when you want apparently, and you can get a big thick (albeit fake) cock in your pussy… all without unlocking me! So I don’t think your desire to help me is as pressing as my need to get out of this fucking cage and empty my balls with a good hard cum is. ๐Ÿ™‚

Lady: Yeah, I guess you’re right. ๐Ÿ™‚ Speaking of cumming as much as I want, I’ll be upstairs as soon as lunch is done. You better be ready for me to grind my pussy on your face until I cum nice and hard…

cm: Yes, ma’am.

The Long Awaited Orgasm… For Him… Ruined, Of Course

When I think about what happened yesterday, I can’t help but chuckle. After my little self imposed Tease & Denial trial I was extremely horny. I was, quite honestly, contemplating saying screw it to my “You aren’t getting out of that cage for one second till August”thing and getting myself some nice big thick cock in my pussy. I was aching to fuck cagedmonkey, aching to feel him inside me filling up my pussy and pounding away at me until I came nice and hard on his cock. Well… let’s just say, I don’t feel that way anymore hehe I’m good to go til August now! ๐Ÿ™‚

Yesterday morning I went up to do my morning visit and facesitting. When I walked in the bedroom cagedmonkey was softly snoring. I gently knelt on the bed, careful not to wake him too soon, and straddled his face. I just love the deep gasp that happens, practically in my pussy, as he realizes he’s buried in it. Without pause he began licking, tonguing and softly kissing my pussy and clit. It was not long before I was gyrating my hips back forth, rubbing my pussy from his nose to his chin, covering him in my pussy juices. I felt those waves of goodness surge up through me as I grabbed the wall in front of me and leaned against it hard, pushed down on to his face and my pussy muscles squeezed and gushed cum onto his face and in his mouth. Mmm I just love the feeling of his wet scruffy face and his goatee between my legs.

I backed myself down his chest and stomach to straddle his Jail Bird caged cock. I could honestly feel him bulging out of the cage with my sensitive pussy lips as I slid the cage between them. My pussy was so wet and gooey that it was like instant lube for the cage. I couldn’t help myself, I needed to fuck him so bad. Cage or not, I wanted to feel him, to have that close intimate moment with him. To look him in the eyes as I came hard on his cock and covered him in my cum.

At first I rubbed him over and over between my pussy lips, sliding back and forth on his cage as he moaned and whimpered. I positioned myself so that his cage was between my lips and the end of it was at my opening and looked him right in the eye as I slid him into me. I loved hearing his moan deepen as I took him inside me. I know, in the Jail Bird, that he can kinda feel it when he’s in me like that but not fully. I do think he was at the point, he began whimpering and begging for me to let him cum. He was practically crying for an orgasm. I know deep down he knew I wasn’t letting him out of the cage but, as bad off as he was, I don’t think it mattered.

While I was riding his cage I looked him intently and simply said “do it, try to cum.” His eyes got big and his voice sounded as if he were sobbing and he asked “can I really?” I told him if he was really able to cum in that cage to go ahead. Haha poor guy tried so hard and did manage to… uhhh… have something that may have resembled an orgasm. He told me his cock surged, it tried to press against the bars, it tried to throb and push out cum but because of the cage nothing happened.

So there he was, covered in my cum, wishing he’d actually just cum rather than ruined a perfectly good orgasm. I climbed off of him and he lay there grunting, moaning and whimpering in the fetal position because he was now worse off than he was before the ruined orgasm. Awww my poor baby, hornier than ever with no real orgasm in sight… except mine! *giggle*

The Long Awaited Orgasm… For Her

The last few days have been interesting, to say the least., thanks to my My Lady’s self-imposed orgasm denial. ML began to feel the effects of the denial very quickly. Within a day she was already beginning to feel her level of horniness rise… which, if you consider the fact that she regularly cums 4-5 times a day, going stir crazy after a day isn’t particularly abnormal. Not only was she going without orgasms, but she also deprived herself of any penetration whatsoever. No toys, no fingers, not even my tongue was allowed to enter her pussy. The combination of those two denials really got to her.

By Thursday, her sexual obsessions were continuing to build, as shown in this text she sent me:

I gotta find something to do in order to keep my mind off all this sex stuff!

Hell no!ย  ๐Ÿ™‚ย  ML was only beginning to experience what I have been feeling for almost a month now – a near constant and frenzied need for sex. True, she is almost always wet and wanting sex, but it’s a completely different thing when the need hits you. It was finally getting to her, and it was showing. All of those times I would kiss her passionately, or grind up against her in the kitchen as the kids ate breakfast… actions that normalyl made ML moan softly were now producing louder and louder moans accompanied by sort-of-whimpering noises. And when I would grab her hips from behind and simulate fucking her doggy style, she would ram her ass back into me and her body would begin to shudder; I could swear she was fighting off one of those spontaneous orgasms she has from time to time.

Because of her denial, my role briefly changed from pleasing My Lady to teasing her. I didn’t stop licking her pussy, but I did always stop just short of making her cum. I started to get really good at edging her; several times I stopped all stimulation juuuuuust as she began to warn me of her approaching orgasm. There were times she had to work hard to keep herself from going over the edge, I got her so close. I was a fast learner, apparently.

Tonight, a mere four days after begging her own trial of orgasm denial, she couldn’t take it anymore. I was licking her pussy on the couch, bringing her to the very edge of orgasm over and over. After a particularly intense sequence where I edged her three times in a row and held her there with gentle licks on her clit with only the tip of my tongue, she finally broke down. She said that she needed to cum real bad, and either she needed an orgasm right then or else she “might just cry.” I couldn’t have that! I asked My Lady to tell me to make her cum.

To give her credit, she wrestled with the decision. I could tell she wanted to push herself more. She wanted to go farther. But she couldn’t; she had reached her limit. She grabbed the back of my head, pulled me into her pussy, and ordered me to make her pussy cum. And that’s exactly what I did.

It didn’t take long for her to cum, and she came fucking HARD. As I felt her pussy spasm under my tongue, her legs squeezed around my head and she lifted her hips off of the couch. I didn’t stop licking her clit forย a second, and her orgasm got even more intense as I continued. She was grunting and groaning loudly, trying hard to keep the sounds to a minimum but failing at the attempt. I waited for her orgasm to begin to subside so I could give her the other thing she was craving so badly.

She had the same idea as I did. “Finger my fucking pussy, God damn it,” she said through gritted teeth. My hand was already in position. I thrusted two fingers deep into her, spreading her pussy open wide for the first time in days. Her eyes shot open wide and she cried out. I felt her pussy squeezing me almost immediately, and it gripped me even harder as I began to thrust in deeper. She was cumming, flying head first into one of the most intense orgasms I have ever witnessed. Her face flushed a deep red as her orgasm started. Her body crunched up, abdominal muscles flexing as wave after wave of climax crashed into her body. Her eyes were having trouble focusing steady on any one thing; her eyes with would lock withย mine for a second before flying around wildly, nearly rolling back as the power of her orgasm pushed her to the edge of consciousness. Then, when an extremely intense shock of pleasure hit her, she actually stopped breathing for about thirty seconds. I had to remind her to keep breathing, although I’m not even sure she was able to hear me at all. Nevertheless, I held her tight and kept whispering “I got you” in her ear over and over, letting her know she was safe to take the ride as high as she wanted to.

Eventually, I could see it in her eyes that she was coming down. I smiled as I looked into her eyes and kissed her. Sheย barely kissed me back, most of her energy drained by the massive orgasm she had just endured. Her eyes were drowsy and she was yawning over and over, her body fighting to catch her breath. It was absolutely AMAZING. I was so happy that she was able to experience such an intense orgasm, especially after waiting for it for so long (at least, in her opinion).ย  ๐Ÿ˜‰

So, overall, the female orgasm denial experiment went pretty well, I think. ML handled the denial like a trooper, only giving in after I pushed her pretty hard. And damn, was that orgasm worth it! I hope she feels the same way I do and is willing to try this again in the future. Definitely not for a while, though; she needs time to recover from this!!!

Two Can Play at That Game!

There has been an interesting development in our T&D games this week.

My Lady has expressed some (tentative) interest in experiencing the locked side of chastity – she is willing to explore female chastity with me…. sometime in the unspecified future, according to her. ๐Ÿ™‚ The thought of me in a dominating role with her is intriguing, she admits, but even more interesting would be how absolutely insane batshit crazy horny we would be for each other if we were both locked and holding each others’ keys. ML would never be interested in a long term version of this, and neither would I; she will always be the ultimate keyholder for me. Even in a mutual chastity setting, if she really REALLY wanted out, I’d allow it. She’s the boss, after all.

After approximately two weeks of total 24/7 chastity, ML is beginning to long for her much desired PIV. Sure, she’s gotten plenty orgasms (either from my tongue, my fingers, or her magic wand),ย  but she is really missing my cock. Rather than cave with over a month away from her goal of pushing me to August, she decided to challenge herself a little. She decided to test herself to see just how much denial she could handle – two days ago, she enacted a self-imposed ban on orgasms and penetration of any kind!

And I will admit this right now… I’m having a lot of fun with it.ย  ๐Ÿ™‚

First off, I’ll say that it hasn’t really been about me dominating her, really. It’s more like ML is using me as a tool to tease herself and to see how much she can take. It’s less “YOU’LL CUM WHEN I ALLOW IT, YOU LITTLE SLUT” and more “Am I teasing you well, ma’am?” It may seem like a strange dynamic, but it’s working and we are having lots of fun so far.

Pleasing ML so often in so many ways has put me in tune with her body and her responses to stimulation. Up until now, I’ve used this info in order to please her as best I can. Now, I’m using the knowledge of her responses to keep her from cumming. She may be an expert at edging me, but I can do the exact same thing to her. To be honest, it’s actually a little more difficult considering that ML can literally think herself to an orgasmย (if only I could do that!!!). I have to be a little bit more careful in pushing her close to the edge, and I also have to rely on her not to deliberately make herself cum with only her mind. But she’s been playing the game the right way, and her pussy has almost been constantly wet since we started.

Edging ML sure is fun, but I might be enjoying teasing her with penetration even more. Before I left for work tonight, I was rubbing my fingers in between her pussy lips, spreading her wetness around. She was breathing heavy pretty quickly, and I could feel her hips pushing towards my hand. I pressed my fingers just the slightest bit more, almost pushing past her tight inner lips and into her pussy but juuuuuust not quite. ML began to whimper and moan, which is something I thought only I did when I was being teased.ย  ๐Ÿ™‚ย  Even hotter was what her pussy was doing – I could feel her pussy lips sort of grabbing at my finger and trying to pull me in! I could tell she was desperate to have anything inside her. I gave one last push with my hand before removing it from her pussy. ML growled in frustration and her body shuddered as she struggled to fight off one of her famous spontaneous cums.

I totally respect My Lady for trying this out and seeing what she is capable of. I know for a fact that she will never be able to last as long as I do without an orgasm; she just loves cumming too much! That’s a good thing, too, because I love making her cum. To be honest, I don’t know if she is going to make it to her goal of getting to the weekend without any cumming or penetration, but the fact that she is giving it a try is impressive enough for me.

Legs Spread, Rubbing My Wet Horny Pussy

I went upstairs to the bedroom, took off my sexy black panties and laid back on the bed. I started to rub my very horny pussy. I called down to hubby, “honey, come up here for a minute, I need help with something.”

He walked in the room to see me lying there legs spread, rubbing my wet pussy. Immediately he got into position and started licking my clit, slurping up my tasty pussy juices from bottom to top. God, I was so fucking horny. He swirled his tongue around my clit, kissed it and sucked it gently. He wiggled his head quickly side to side as he buried his face deeper in my pussy.

“God I want to fuck you so bad!” I whispered as I was breathing heavy. “I want to feel you in me, fucking me, ugh!”

“You taste so fucking good” he said. I could feel his lips moving against my slippery pussy as he spoke. I wanted to feel him inside me, sliding his big thick cock in and feeling it as my pussy gobbles it up and squeezes his shaft when he tries to pull back. I want to feel his cock fill my pussy up completely.

“Shove your tongue in my pussy, I’m going to cum nice and hard on your tongue. Fuck I love your slutty mouth!” I told him, as I grabbed the back of his head and pushed his face into my pussy hard. “Yeah I’m cumming right in your fucking mouth!”

I was breathing heavy, doing my best to contain my moans because the kids were watching cartoons downstairs. I told him I wasn’t done and I took his hand and put his fingers in my pussy. I started to rub my clit and, fuck, it felt so good to have his fingers in my pussy, to feel any part of him penetrating me. I needed more. I was getting so close but wanted more, needed more.

“Finger my ass,” I instructed. He easily slid a finger in my asshole, I gasped, “fuck that feels good. I want more.”

“Two?” He asked, surprised.

“More,” I managed to answer, I wanted to be filled up more.

“More?” He asked, even more surprised. He slid slid three fingers in my horny asshole. I was ready for more and told him I needed it and wanted it. He slipped in another and yet another. My asshole was so willing to accept all of his fingers. I continued to rub my clit as I moaned hard, but quietly in my throat. I certainly can’t alert the kids as to what’s going on. I rubbed faster across my super slippery clit, arching my back because it felt so fucking good.

“Fuck my ass, hard,” I demanded as I was about to cum. He must have felt me ready to erupt with a powerful orgasm and slid two fingers from his other hand into my pussy. Oh my fucking God, I thought, that feels so amazing! He was pounding my ass and my pussy, in and out, fucking me with his hands. I quickly smacked my hand over my own mouth to shut myself up, I wanted to scream out along with this massive orgasm. As I was cumming hubby leaned down, took the place of my hand and started licking my clit to finish off this unbelievable orgasm.

When I was finished clenching down on his hands, I couldn’t let him pull out just yet. My body wasn’t finished, isn’t finished. A minute or two later I told him to slowly slide out of me, once my body had calmed down from the full body reaction to that orgasm.

Now here I sit, writing this and reliving it, no where near feeling done today. Although that was a completely satisfying orgasm, I’m needing and wanting more, already.

Alternate Pleasure Centers – Activated!

She looks up at me, that sexy confident look in her eyes. She knows exactly what she is doing to me as her tongue snakes out and tickles my sensitive flesh. I whimper softly as she teases me with her tongue, smiling as my body begins to shudder. I moan loudly as she sucks me into her mouth, pulling gently with her lips.

I could easily be describing what it’s like getting a blowjob from My Lady, only this time I’m not. With my cock locked up 24/7 until the end of July, it will be quite a while before I feel ML’s wonderful mouth on my cock. What I described above is ML’s new favorite form of oral sex – licking and sucking my nipples.

Lately, I’ve been finding that, since my cock is unavailable to receieve the sexual pleasure sensations that my body craves, other areas have stepped up to provide these sensations. In layman’s terms… my nipples are hella fucking sensitive all of a sudden. It seems as if they are almost constantly hard, and I can feel them rub against my clothing. Sometimes at work, when I go to put a pen in my pocket, I accidentally graze my nipple through my shirt and it gives me a small full-body shudder. And it’s not just my nipples; my balls are also extremely tender from being so full and being stretched so often when the cage pulls on them.

Don’t think ML hasn’t noticed this. She now takes any opportunity to tease me with these newfound sensitive areas. She has already taken a liking to flicking them with her fingernails or pinching them through my shirt whever she gets the chance. And when she gets me alone (and shirtless), she loves using her mouth on them – licking, sucking, and even biting them – and watching my uncontrollable reactions. The intense sensations shoot down my chest and build right behind my throbbing cock, increasing my desperate need for release.

My Lady knows that teasing these areas of my body have a strong effect on my horniness. And when I say she takes any opportunity, I mean she takes any opportunity. This morning, ML went out for some errands while I slept. I woke up while she was still out; I checked my phone and found a text message fromย her waiting to be read:

When you get this, I want you to pinch your nipple with one hand and roll it between your fingers, massage your balls with the other. You’re going to do that for 7 mins… because that’s my favorite number!

I love it when she teases me from afar. ๐Ÿ™‚

It only took a few minutes before I was moaning and writhing in the bed. I took a moment to text her that I was awake and how it felt; she responded:

Love it!!! Since you stopped in the middle, now you have to start over. Hehe ๐Ÿ™‚

Serves me right for not following My Lady’s instructions to the letter!