Chastity and orgasm denial discussion

Hello all, I need some guidance as I begin just my second continuous lock up this week. The first one lasted around two weeks. This time, I aim to stay locked until after Christmas. However, I play sports regularly, especially squash, which can be quite vigorous even when the weather is mild. Has anyone else dealt with this? Is it safe? I ordered two silicone chastity devices, hoping their softer and more flexible nature would help, but they haven’t arrived yet so I couldn’t test them out. We also have a couple of metal cages and a CB6k available if the silicone doesn’t work for me.