cagedmonkey: You hear stories here and there about guys who are locked in chastity long term, how they get so frustrated that they break down in tears. Yeah, right, I thought. I might get a little desperate, but it’s not going to be so bad to make me start crying. Well, I must admit that I was wayyyyyyy wrong.

ML called an audible today and deviated from her “progression plan” and instead left me unlocked for a good portion of the day. No rest for the weary, however; she stopped me multiple times during the day and told me to go somewhere private and stroke myself for the four minutes that her plan called for, obviously no cumming but also no stopping during those four minutes. Sometimes she would come and watch me if the kids were occupied, otherwise I was on the honor system. I somehow managed to keep my honor intact throughout all of this, but it really frustrated me deeply.

My body just did not want to accept that, even though I was going through all of the familiar motions of masturbation that had been so habitual in the past, I would not be experiencing the slowly-becoming-unfamiliar climax. It was difficult to refrain from cheating. SERIOUSLY. I wanted to cum. I needed to cum. And I was doing the one thing that my body was so used to doing in order to cum. But I wasn’t going to cum.

!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!!

If this happened once, it would have been bad enough. This happened at least six times during the day. I was a puddle of frustrated goo when ML instructed me to put the Jailbird back on. Once my cage was back on, she straddled me and began to rub her wet pussy against the imprisoned cock. She began to moan louder and louder, and I knew she was about to cum.

Then I completely lost it.

I began squirming and whimpering; it felt like she was taking my orgasm away from me (which was incorrect… she always owned it from the beginning). She leaned in close and asked me what was wrong. I couldn’t speak, I couldn’t do anything. I couldn’t cum. I did the only thing I could do. I started to cry. ML looked down and saw me sobbing, and something must have flipped a switch inside her because she immediately stood up and SHOVED her soaked pussy into my face. She covered my whole face with her pussy lips. I continued to whimper and cry, only this time right into her pussy. Amazingly, this triggered a HUGE orgasm for ML; she humped against me even harder, looking into my troubled eyes and taking every ounce of pleasure I could hope for and used it for herself. I could feel myself breaking, and she was playing with the pieces and having the time of her life.

As she came down, she could see that I was really in trouble. She looked at me with love and tenderness, and she asked me the perfect question for the situation: she asked if I needed to use my safeword. She did care, she was concerned that I was okay. And I was SOOOOO tempted to use it. I even asked her to promise that if I said it that I could cum, and she agreed. But I didn’t use it – I wasn’t in danger, I wasn’t in unbearable pain, I wasn’t scared or any of the other reasons I told myself I would only use my safeword for. My torment was not to end tonight.

My Lady was wonderful. She held me tight for some sweet aftercare. Then, I suddenly got this urge, this unyielding urge to service her. I gently pushed her back and began to lick her pussy like a madman, rubbing my tongue and chin all over her dripping pussy. She moaned and writhed on the couch as she came hard, but I wasn’t done and neither was she. She took my hand and guided it to her pussy, and I slid two fingers deep inside her. She gasped as a wave of pleasure hit her. I used my fingers on her firmly, but not roughly, and extremely deep. After just a few seconds, she thrusted her hips as high as she could off the couch and let out a powerful grunt. She was cumming harder than I had ever seen her cum before, and it wasn’t stopping. Her hips met the couch again, but her body continues to shake as the massive orgasm plowed through her body. Her attempts to keep quiet began to fail as her moans grew louder and louder until they blended together into a high pitched squeal. My God, I was in heaven. If I couldn’t cum, at least I could experience taking a part of giving My Lady an orgasm that was more than big enough for the both of us.

When she finally collapsed into the couch, she was exhausted. We looked at each other with amazement. What the fuck??? Did ML just have the best orgasm of her life because she made me break down and cry in frustration? It was undeniable – she got off on my suffering.

It was an incredible night, like nothing I had ever experienced before. Maybe Day cannot get here fast enough. I am still in dire need of an orgasm. My suffering gets worse every day as My Lady enjoys the control she wields over it. This is what I asked for. This is what the fantasy of enforced chastity is all about. And I wouldn’t change a damn thing. Because I know when I finally am allowed to have an orgasm, it will not be a decision that My Lady will take lightly. I will be truly deserving of such a gift.

Read Part 2 of He Said, She Said: The Breaking Point to experience it from ML’s point of view!