1st December 2025

Word of the day.

Sissy #Sissy

The name Sissy, comes from the word Sister and is a derogatory description depicting a man or boy who comes across as weak, cowardly or effeminate.

There are many lines pertaining to the sissy family, from Adult Baby, Drag, Sissy Maid and simply crossdressing as each tentacle is entwined with their own tendencies, fetishes and functions.

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Today’s Task

To start your Sissy journey, you will need to think of a persona of who you would like to portray online and in person. What kind of Sissy are you? Do not nail yourself down with such a big decision to start with, as there are many ‘categories’ to choose from and each one can cross over with others to create a more colourful and fantastic person that you are.

For starters, do you like to wear lingerie under your clothes or around the house in private? Do you fully dress as a woman? Are you classed as an Adult Baby, Cuckold, Femboy or Sissy Maid? Or do you want to step in to the spotlight and transform yourself in to a fabulous drag queen?

So for today, start thinking of a name you wish to call yourself and create an email account under that name. So if anyone wants to contact you, they can do that through that email. By doing so, this will keep your normal everyday email account and your new ‘play’ account separate. And don’t forget that you can create as many email accounts for each Sissy you wish to be.