Mistress and Sissy: A Dialogue, episode 13

Question for Sissy Dani:
What role does humiliation play in a sissy's development?

Dani responds:
Without humiliation, a male in female clothes is just a cross-dresser or female impersonator. But a submissive male who is embarrassed and humiliated by appearing in feminine attire and, moreover, is erotically aroused by his exposure, is a true sissy. The dominant woman who wants to turn her male into a sissy must know this and work to instill these feelings of inadequate masculinity in her subject.

In order to accomplish this, the domme should choose the most inappropriate female clothes. For instance, little girl dresses with lots of frills and bows can be a good choice. But, if she prefers her companion to have a more mature appearance, the classic look of a teen-age tease (short skirt, midriff-baring blouse) may be chosen. And, of course, the classic French maid uniform is always popular. Naturally, no matter the clothing style, it should always be obvious that the subject is male. That can be accomplished by maintaining a masculine hairstyle, by refusing to allow him to emulate a feminine bustline, by insisting he speak in a masculine tone, or by having his aroused cock always in evidence.

Alternatively, his false femininity can be identified by making his appearance a caricature of true girliness—overdone makeup, an obviously artificial bosom, “big hair,” extreme high heels—all of these will draw attention to the fact that this is not a real female and thus a subject for derision and humiliation.

As a final step, the dominant woman can insist that her sissy mate wear something that explicitly proclaims his humiliating status, such as a pin, necklace or bracelet with the word “sissy” emblazoned on it, or a pink collar, or even a purse that announces “I am a submissive sissy”.

All of these things can be introduced in stages, so that the sissy is slowly accustomed to his constant arousal from his perpetual humiliation.

A question for Mistress Amelia:
Is a male who has to be forced into femininity preferable to one who comes by it naturally?