It’s not cheating
When David set my June task to wear my butt plug for 50 hours i was concerned. He didn’t give me the task until the second week of June, so i was worried i wouldn’t have enough time to complete it. And i hadn’t worn the plug for consecutive days for quite some time. i wasn’t sure how multiple hours, several days in a row would work. But that was my challenge. And i think i rose to it. I’m now comfortable wearing the glass plug for extended hours. I’ve left the house with it in to do grocery shopping (one of my 101 Things). It is all together a more pleasant experience to put in and wear. i was doing so well that i finished my 50 hours early and Sir allowed me to start my July hours a few days before the month actually started.

This was a huge relief for me. i was worried about 100 hours in one month. Even wearing it every day for three hours per day wouldn’t be enough. And if i forgot a day or was excused from wearing it because i felt sick would really put me behind. So i started the month with eight hours already done. But yesterday i wasn’t really feeling well. i tried to put it in and just felt sick. i didn’t even last fifteen minutes. And then i started (in my usual anxious fashion) to start worrying about how i would make up that time.
Since my little accident with the glass plug David ordered me a new one and it arrived yesterday. i like my purple silicone one, but it just doesn’t feel as comfortable for longer amounts of time. So i had been doing my three hours and taking it out. But with the option of the glass plug back on the table, i considered something. What if i slept with it in? i hadn’t really thought about it before. But after i started weighing the options, I’m not sure why it hadn’t been there from the beginning.
So last night was my trial. Sir wanted me to take it out if it kept me up or if i woke up in the night in pain. It would be the longest i ever had it in, so i wasn’t sure. But it wasn’t a problem at all. 9 hours and i felt fine in the morning. In fact, it was kind of nice. Having my glass plug again was great. The flange is a lot smaller and smoother than my silicone plug, so moving around at night and sleeping on my back wasn’t a problem. i woke up, took it out and went on my way.