by Sissyville | Jun 6, 2018 | Ms Cindy, Sissy Assignments
← Previous Next → Home Sweet Home It’s a called a “grind” for a reason. So much of our adult lives are spent at labor for survival rather than our preferred labors of love. Even the word “grind” itself makes a man cringe like...
by Sissyville | Jun 1, 2018 | Ms Piper, Sissy Assignments
How far will you go to please your Mistress, sissy? Will you make your humiliation semi-permanent for her pleasure? What I’m talking about are sissy tan lines. I know you covet those sexy lines on a woman’s body that highlight her most desirable assets....
by Sissyville | May 18, 2018 | Ms Harper, Sissy Assignments
← previous next → Are you a pantie wearing sissy? If you’ve never tried wearing panties, I have exactly one question for you: why the fuck not?!!! There is nothing sexier in this world than a pantie wearing sissy. I am out, proud, and unashamed of my...
by Sissyville | May 14, 2018 | Ms Alexis, Sissy Assignments
Usually, when people think of the term Mistress, images of a glaring taskmaster come to mind. Just as every sissy has a different personality, the same can be said of a Mistress. Some ladies-in-training need a more aggressive female role model to shape them and guide...
by Sissyville | May 2, 2018 | Ms Piper, Sissy Assignments, Sissy Housewifery
Have you ever thought you missed your calling as an old-fashioned sissy housewife from the 1950s? Perfect hairdo, perfect lipstick, perfect outfit? There’s no room for slackness, sissy girl! Your Mistress doesn’t want to see you looking anything less than...
by Sissyville | Apr 23, 2018 | Anal, Ms Piper, Sissy Assignments, Sissy Training
So you want to please your Mistress Piper. What better way to please her than to give up control of your sissy fuck hole? (For the record, I’m talking about your downstairs fuck hole and not that pretty little-lipsticked mouth!) Anal training is an important...
