It is hard to find a chastity device if you have a big penis. So after looking online this one looked promising, as it is wider than most models, however it’s not very long, so it will be like pouring 2 litres of water into a 1 litre bottle. It will be interesting to see on Monday if his cock fits in it. So into the bathroom he will go at the beginning of the session to find a bowl filled with ice to help him shrink it enough to fit in it, followed by a prolonged teasing session. If he gets aroused, it will be agonizing. So I will have to make the session as frustrating as I possibly can.