Category: Diapers

My weekend bondage boy told me he was up for any challenges and wanted to be bound as much as possible. After asking some more questions, I decided he would be the first for my bondage challenge. In December of 2011, I got to wear my straitjacket for 24 hours. No release until the time was up. It was a lot of fun doing it and I learned a lot. It was time for someone else to take the challenge. So, at 11pm on Wednesday, bondagesub82 was placed into my straitjacket. He was not to be released any earlier than 11pm Thursday. His first night was fairly “easy”. We went out to PECS Bar for a bit, had a late snack at a local Mexican restaurant, and then headed home. He was diapered for the evening and chained to my bed. He was handling it fairly well so far. The next day proved to be a lot more entertaining. He ate a couple meals bound in the jacket, stayed diapered most of the time as well. Leg irons were kept on for most of the time as well. He didn’t want them off! As the day progressed, he was getting sorer around his arms. I loosened the straps for a time and then made them tighter as it got closer to his finish. For the last hour, I had him blindfolded and gagged. Every ten or so minutes, I’d tell him it was only another hour until he’d be released. Mind games are fun when your boy doesn’t have any sense of time. At the 24 hour mark, I started to release him from the jacket. I congratulated him for a job well done. What was his reward for this challenge? More bondage of course! He was placed into my five point shackles for the remainder of the evening to “relax” for a while.