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Chastity and orgasm denial discussion

member_b81db88828 · 2026-09-02T09:44:07.000Z · 0 replies

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2026-09-02T09:44:07.000Z #1

If you read my post about my Super Bowl bet with my wife, you would know that I won and she has to do something that she does not like to do to me. She likes oral only up to the time I explode. The bet was that she had to stay put until after I exploded. I offered her an alternative to the original bet which basically is that if she makes me have an orgasm before Valentine’s Day, the original bet is back on. In return, since I did win the bet, she has to tease me three times a week at a minimum any way she wants even if it is just making me watch her please herself. You see, I have been trying to test my chastity limit. Not planing on doing long term chastity but just trying to find how far I can go so that we can use it as a punishment for me when corporal punishment is not enough. I figure that once I my wife knows my limit she can add a week or more to it when she wants to punish me for bad behavior. The problem has been that my wife likes me to orgasm with her and since she is in charge, we have been doing what she wants to do and I really have not gone very long without an orgasm despite her not liking my behavior post orgasm. I have told her that I do not mind going longer and even reminded her of the consequences if she made me cum but she just goes ahead and makes me cum. I structured the alternative bet to encourage her to not let me cum because of the consequences will not be to her liking and we always honor our few bets a year which allow us to do things the other would not normally do. It is like a hall pass for sex.:) There is also something I have to do to her when I am not aroused which I rather not mention other than it takes a lot of love and willpower to do it. If I fail at that task, she gets to tack on another two weeks with the same conditions and special challenge. I am trying to test my limits and push them not only with chastity but also submission. She has a printed copy of the terms of our agreement and I am curious to see if she sticks with it. The way it is structured, it has bad consequences if either of us do not follow the terms we agreed to so we are both motivated to not make me have an orgasm for at least two weeks. My wife was concerned about me fooling her to have an orgasm by not acting like I usually do when I am near my orgasm. We talked about it and decided that she can have me locked up during the teasing sessions, not touch me at all and if she does touch me and I do not warn her in enough time about an impending orgasm, I do not get to have one for the rest of the month.. I am both excited and afraid as my previous experience with going 10 days without was very difficult for me and my wife. Since I had an orgasm last night, it will only be a little longer than my last long stint and I will be better prepared for dealing with it. The key seems to be to stay away from sexually stimulating things on the internet when I am bored. I found that if I kept myself busy, I did not think about sex so much. Things will be interesting for the next two week as my wife and I will be forced to abide by the no orgasm for me rules as the penalties for each of us are enough to keep us in line.:) I am hoping that this provides my wife with how her life would be if she denies me for longer periods of times and gets rid of any lingering feelings of guilt by not letting me cum. It should also get used to having her orgasms without giving me one. She already knows that a lot of edging and a little pain make me mimic the sounds of an orgasm and tensing of my body. Hopefully she will get used to alternate ways to get me to react as she wants and I get to test my limits and decide once and for all if I still want to pursue chastity for more than a few days at a time. This time we have no choice because there are penalties if either of us produce my orgasms and we always stick to the bets we make and have done so for a long time no matter what the consequences.:) My main concern is having two more weeks tacked on to my chasity and my wife’s concern is what she has to do if she makes me cum. My part is harder because hers would be over in a few minutes while mine goes on and on and on…

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