Here are some playful ways of having him get his release or get close to it.
Penetration
My favorite way when I allow him to come is by penetrating me. I still make him wait as long as I can before I let him come and let him alternate between his penis and his mouth when he needs recovery time for his prized member.Leaking
After about 10 days to 2 weeks, his balls will be full of cum. This is an ideal period to let him leak once in a while. Leaking means you stroke him (or he gets to stroke) to the edge and then just that bit further to leak a little bit of cum. This will be substantially more than the usual precum, and relieve some of the pressure in his balls. He'll leak a few drops, and that's all he is allowed.
Half orgasm
A half orgasm, sometimes called ruined orgasm, is great because it releases some of his frustration without letting him come all the way. That way, he can recover much quicker to proper dopamine levels. It is also a delicious tease that involves him stroking just up until the moment of coming, then letting go of his penis and just letting his cum leak out without any further stimulation of his member.If you don't have much time you can let him half orgasm on his own this way, but since I only want his orgasms to be associated with me, I always make sure he half orgasms by my touch alone. I usually let him edge a while beforehand until his penis is really sensitive. He keeps at it until I am ready for him, then I have him tie his hands behind him or to the bedpost and take over stroking him. I let him tell me when he gets close and hold him off a couple of times, move my hand to the base of his penis for the final few strokes, then at long last let him come. As soon as he comes, I take my hand away, removing all stimulation. Neat to watch because of the way it bounces with each spurt. It also diminishes the sensation he achieves from his orgasm, allowing him to have his dopamine levels bounce back quicker.
As he is about to ejaculate, the thing he wants most in the world is stimulation to the head of the penis so make sure that nothing is touching it and that he is unable to wriggle into a position where he can hump something. It is best to have him firmly tied up for this procedure.
Full orgasm
I usually don't allow any full orgasms until we have penetrative sex, as I want that kind of pleasure to be only associated with me. You can let your man achieve a full orgasm on his own, but why give up the gain in how much he desires you to a quick jerk if you can use it to deepen the bond between the two of you so much more?
Dilemmas
Dilemmas are teases that allow him to reach full orgasm but have an ironic component in them that may lead him to forgo the orgasm by his own free will. The orgasm can be earned, but at a cost.To add to his delight I usually decide if he can come or not when facing a dilemma, although some dilemmas obviously don't allow me a choice. He chooses a dilemma by picking a card, he's written each one of them out for me on little note cards that I keep in my desk drawer, but if I don't like the dilemma (because there is no chance he can avoid orgasm for instance when I want him to stay chaste or because I don't have time to execute it) I can veto it.
Hot or not?
He must post a picture of his penis on a hotornot type of site of his choosing. He can use my computer to post it. If he gets at least a rating of 8, he gets to come or be teased in a manner of my choosing the next time I unlock him.Pounding the floor
I hogtie him with his arms and legs attached together behind his back, then leave him while I go watch my soap. I retrieve him after my program is done. If I allow him to come he has to do the effort of pounding the floor. Same if he wants to tease himself.Come outside
He is allowed to come if he willingly goes outside. To add to the spice, I tie his hands and elbows behind his back and blindfold him. I then lead him to a secluded part of the garden. If we had a bigger garden, I would lead him to the furthest point. Then I also tie his legs together. He is allowed to come and only then can return to the door. If I don't see him outside the door after the soap is done, I'll go get him.So close yet still so far
Have him set up the scene. He ties a vibrator to a low hanging position. For extra frustration I can decide if the vibrator must hang dangling from its cord to minimize the stimulation further, or if he can secure it against a firm surface (I rarely allow the latter, but it is a way to reward him for exceptional good behavior). As long as he sits on his knees, he can push his penis against the vibrator (we use a magic wand) and use its vibrations to stimulate himself. If he is allowed to orgasm, he can also try to achieve an orgasm this way.Have him tie nipple clamps to a point above his head (you can secure the clamps on a cord and secure them behind the door with the door sling.)
Have him attach the nipple clamps firmly to his nipples.
Tie his hands together but with a twist. Have him position his arms behind his back. have him turn his hands upwards, as close to his neck as possible. Now tie his wrists firmly together. This way, there is no chance for him to reach his penis with his hands.
In order to reach the vibrator, he will have to rip himself loose from the nipple clamps and endure some pain (his dragon to slay like a manly man). Then he can kneel and have his reward by letting his penis touch the vibrator.
I usually am a little bit cruel and set the vibrator to the lowest setting. If he is horny enough, it will make him come.
Then I go and watch my soap, this usually takes half an hour. I do go check on him during the second commercial, because if he hasn't freed himself yet from the nipple clamps they will need to come off. If that is the case, I switch off the vibrator, free him and stay in the room until he has put on his chastity device again (thank God for TIVO). If he has freed himself, I'll leave the room again and let him stimulate himself or, if he is allowed to orgasms, leave him to attempt to come before my soap has ended.
