A while back I stumbled onto a tumblr website called the chastity challenge ( sorry I’m not tech savvy and can’t put the actual link up), essentially it is a game of random chance that determines the length of your time in chastity. You press a “random “ button and a caption pops up saying the length of your sentence or telling you how many more times to press the button. I played around with it a bit so I had a pretty good idea of what lengths of time could come up.
Eventually I ran the idea past Mistress and showed her the website and let her play around with it. She found it interesting and was willing to give it a try but not until after our anniversary.
So continuing from my last post it was while we were out for our night cap that Mistress instructed me to pull up the website. She told me she would only be pressing the random button once and what ever it said we were going to do, she went on to remind me that it was my idea and there should be no whining or complaining on my end. I agreed to her terms with a “yes Ma’am “ and she pressed the button, 10 weeks was the number that showed up. 10 weeks didn’t seem too bad to me since my record was 15 weeks, it wasn’t a walk in the park by any means but I had gone longer. Plus I needed to dig myself out of the hole to get back on track with the 10% rule, I had just had my 8th orgasm of the year and Mistress was only at 72 . Just in case you are wondering I keep spreadsheet of our numbers and how they were achieved.
The first month was almost a complete dry spell, I had only managed to get Mistress off once and she was constantly shooting down my advances and attempts at play time. The summer is a busy time for us and having a toddler doesn’t help the matters. September was a better month and I had finally got our numbers back on track. October 1st rolled around and I was scheduled to be set free, I found it rather ironic that my release date was randomly set for the start of Locktober. Mistress asked me how the last 10 weeks were for me and I said “ oh not too bad”, apparently she thought I wasn’t too phased by 10 weeks of chastity and denial and ordered me to get my iPad.
I knew exactly what she wanted me to do with my iPad so I pulled up the website and she ordered me to press random once, “ press random 15 more times” is what popped up. Mistresses mouth kind of dropped and than she broke in to laughter and wished me luck as she got a pen and paper. The numbers started off fairly low with barely double digit days and than a couple weeks popped up, I got lucky a few times with no penalty this time, than a month, next thing you know I was over 100 days with 2 random presses left. 6 weeks was my second last press, I was starting to get a bit worried about a 142 days on top of the 10 weeks I just served. My last press of the random button was “ divide your sentence by 10”, I got lucky there and dodged a big bullet!
I’m not gonna lie I was a bit disappointed that my sentence was reduced by that much but happier than a pig in poop that I didn’t have to go another 142 day on top of the 70 I just served. My mind was drifting towards setting a new record before I even completed my original 10 week sentence, that’s probably why I didn’t seem phased when Mistress asked me how it was. I had no idea of what she had in mind for me when she asked how it was for me so it’s not like I played it down by any means. I had 2 more weeks to serve and I was already trying to figure out how to extent it by another 3 weeks and 1 day to set a new record!
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