When you deem the timing appropriate, your man will need to be allowed a release. The timing of this is completely up to you but usually ranges between one week to two months. Once you determine timing, you will need to determine how you will let him have his orgasm. I'll go through each of the methods and their pros and cons for your relationship.
Pre-cum is one great way to tell how ready for an orgasm he is. Allow him to give you a massage or tease him for a bit. A man who is physically ready for release typically has a fairly steady stream of pre-cum leaking out of his cage. Thin, clear pre-cum typically means that his body does not need a release and I'd advise leaving him locked a bit longer. If it is thicker and white, he is ready for a release whenever you are ready to offer it. Again, the decision is completely yours and it can be today or next month. The consistency of his semen certainly has no relevance on when he should be released, that is solely up to your discretion. I typically base my decisions on his behavior, his attitude and a quick check of his pre-cum.
I discourage this one because I feel that sex and orgasm need to be separated to avoid accidents during the month. We typically have frequent sex during the week so I don't want his body getting confused about the appropriate time to release.
With this method, she doesn't have to touch him or provide any stimulation. In fact, she doesn't even have to be in the room! I've heard of sending him to the bathroom for a quick wank.
A twist to this would be allowing him to masturbate on something, perhaps onto the floor or while sitting on his knees in front of you. If it has been a while, it shouldn't take long for him to finish.
Allowing him to masturbate while you are doing something else such as watching TV or playing on your phone can be humiliating as well. Impatiently watching him and making comments about how long it is taking can be fun too.…
