[Note: This “internal dialogue” has elements that may be inappropriate for some readers]
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A male “chastity cup” as I see it has two faces. Which face you see is directly dependent on your arousal level at the time (i.e., whether or not you have an erection and the attendant sexual arousal feelings).
Let me explain….
Pleasant Face
The chastity cup always puts on a “pleasant” face when you are not aroused. After all, it is just a standard jockstrap with a hard cup. The cup nicely cradles your male junk very well since that is what is was designed to do. You can take direct blows to the most sensitive parts of your male anatomy without fear of damage. You know you cannot touch your junk and therefore you cannot ejaculate.
The cup feels good and can be worn almost indefinitely (all day if you care to). It can be sexually stimulating while wearing it. As long as you do not have an erection and are not aroused, all is well.
Mean Face
The chastity cup, however, puts on a “mean” face when you are aroused. The cup becomes a pseudo male bondage “torture” device designed to tease you, to give you as a male the most extreme feelings of sexual arousal imaginable, all without the possibility of ejaculation. You desire to have a wet dream or some kind of involuntary ejaculation or even just masturbate until you cum but eventually realize that that is not going to happen. All the while, you squirm and twist, rub and stimulate your cock within this f****g cup as best you can until your mind becomes focused on the one goal: to ejaculate. Since that is not going to happen in 20, 30 or more minutes while your erection continues, you are coaxed, tantalized and stimulated beyond your human endurance; thus, “torture” becomes the correct terminology here. Torture does not have to be painful. Quite the contrary, this form of sexual torture for a male is mostly mental and probably the most intensely satisfying but frustrating feeling imaginable. Only when it is supposed to end but doesn’t creates an intense internal struggle within whereby the male “battles” for control of a situation over which he no longer has any direct control, that is his release to an ejaculation.
When the erection and arousal eventually subside, the male is left sobbing and in a defeated state; he knows that this instrument of sexual torture was used on him, got the better of him and he is left a lesser man because of it. He is sexually demoralized and broken. And he has not ejaculated.
The cup is not your friend. You want it taken off and thrown away! F**k it! And f**k it again!
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These two extremes of a “chastity cup” are very real and correspond well to the feelings I experience while wearing one at night. It all depends on my arousal at the time. But as a comparison, after all, when it comes to sex and males, and my own experience, there are two men: one that is pleasant and wants to please you all the time and the other one that is mean, sexually aggressive, hostile, macho and demanding. And the one goal for him at the time is……ejaculation! Do you have two faces too? Are you a different man when you are aroused?
Touche’
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Source: https://www.aneros.com/blogs/a-chastity-cup-has-two-faces/