New game is causing him some problems... <wink>

Hi everyone,

Been a while since I have been to the mansion. Hubby and I are starting to spice up our Chastity play again. I found something that we are both having fun with <especially me> I thought I would share it. Chasity for us is much more fun for both of us when we can find things to do that keep us both engaged. I found a new game I am playing that goes like this.

It starts by unlocking him and lubing him up. I put on a video like the one below and his goal is he cannot cum during the timeframe of the video as I stroke him to the beat of the video. The whole process lasts about 6 min total and I do about 45 seconds of stroking with 30-second breaks.

He agreed he needed serious motivation to try to win. So we agreed on the following. First, I wanted to be able to say when it ends so we agreed that this would continue until he won at least one session. He didn't think it would be that difficult to do and was confident he could outlast me. This way he couldn't lose 6 times and say okay no more. <smile> Now I needed something to motivate him to not cum.

IF and it's a big IF... IF he can manage to not cum I will leave him out for 4 days straight and can have all the orgasms he wants any way he wants them from me. However, if he fails by cumming, I lock him RIGHT BACK UP AND the poor thing endures the following. <these were things he said would motivate him to not cum>

1. He gets gagged, blindfolded and restrained including some tight nipple clamps. <he hates those>
2. He gets 20 good hard swats on the rear end and they WILL hurt. He has to be motivated to try to resist cuming and this is serious motivation for him, he doesn't like getting spanked hard. (you may pick something you don't like for your motivation)
3. He has to make me cum with his tongue before anything but the gag comes off after his spanking! <so cute>
4. He remains locked in his loris and willing to lick me to an orgasm any time I want until I am ready to let him try his luck again. No sooner than 4 days to give his ass time to recover and no later than 7 days so he has to try again. The clock is always ticking. If he refuses at any time to give me an orgasm, I can start a session regardless of the time that has passed. Together we agreed these terms are serious motivation.

Here is an example of the beat too stroke too...

https://www.pornhub.com/view_video.php?viewkey=ph57fbfd388026c

I put on thigh high heels, leather corset etc to add to the challenge. He. like most men, is very visual and he loves how I look in this so it's sort of cheating but I like unfair advantages so I use them. <wink>

It's been 1 month and the poor thing has not won 1-time yet out of 5. I will say he got awful close this past session. I thought he just might win but that last beat is just too good, poor thing just couldn't hold out. <so cute> I am having so much fun with his punishments. <hehe> I never realized that part of me before but I like doing this.

Now, here is where it gets interesting. Since there are 30 second breaks sometimes he will just start to cum at a break and it completely ruins it. <hehe> it really frustrates him. Other times he gets a good strong orgasm.

The punishment is clearly working because he is lasting longer in an attempt to avoid cumming. I can tell he is getting worried it's going to be more challenging to stop this then he thought. lucky me but he agreed. <hehe>. He is going to outlast this sooner or later and I need a plan to keep it going for a little longer.

Any ideas to add to this from this great wonderful group of like-minded enthusiast???