Mistress and Sissy: A Dialogue. episode 19

Question for Sissy Dani: What are the most appropriate professions for a sissy who needs to earn a living in the workplace? What skill sets are required for these professions?

Sissy Dani replies:

Naturally, the first response that occurs is the one traditionally associated with sissies: Maid. A well-trained sissy will have all the requirements of a good ladies’ maid—poise, fashion sense and knowledge, cosmetics, etc. In addition, should her employer require it (and most will, I assume), a sissy can serve as a bedmate, providing sexual attention.

Along the same lines, a sissy can make her way in the world as an escort or “call girl”. She is, again, already well-versed in the sexual arts and is used to being seen as an object of desire and lust. Of course, unlike most in her profession, her primary clientele will be dominant women, seeking an evening’s companionship and entertainment—although, occasionally, a gay man may request her services when it is necessary for him to have a glamorous “feminine” date.

A sissy who is good at flirting can likely make a living as a cocktail waitress, especially at a bar or restaurant catering to a lesbian/domme clientele.

Carrying the theme a bit further, a sissy may be engaged as an exotic dancer or stripper, provided her body has been suitably “altered”. For this profession, some dance training is required and perhaps some acrobatics and gymnastics as well.

Some dommes may prefer to have their sissy hired out as a personal assistant in an office environment. This job may also demand certain “favors,” in which case, the sissy will serve as what I have termed a “sex-retary.” Often such an employee spends more time under the boss’s desk than next to it.

I have seen it suggested that a sissy may make an excellent governess, especially for young men who are destined to be feminized themselves. In this position, a sissy is not only a teacher, but a role model for her young charge.








Question for Mistress Amelia:
Is it ever proper for a sissy to appear in male attire?