Let Him Play - Where Is The Chastity Key?

Play this game when he is allowed to cum at the end of a chastity period.

1. Make him strip down so he is just wearing the cage, 
2. Blindfold him 
3. Shut him in a cupboard/wardrobe for about 5 minutes 
4. You put the key on the floor somewhere around the house
5. Once you have put the key down, let him out, still blindfolded and he is only allowed to crawl around the floor to find the key. 
6. If he finds it within 30 minutes in time, he can unlock himself and masturbate on to the floor. 
7. If he does not find it, then he must wait for the next opportunity at the end of the next chastity period. 

To make this more fun for you, you could sit on his back, riding him around, take some photos and videos of him or spank/cane him and put things on the floor that would be painful to crawl over.

Another idea would be to not actually put the key down, leaving it around your neck and allow him more time to try and find it, meaning he is crawling around pointlessly for your entertainment or his punishment