by Sissyville | Jan 19, 2025 | Sissy Assignments, Sissy Humiliation
A few years ago, I posted a pillow-humping blog where I described my first orgasm and how a pillow was the winning climax. That got me to thinking about dakimakura pillows, and how much fun it would be to have a sissy hump one for me under my guidance…. What the...
by Sissyville | Jul 7, 2018 | Ms Cassandra, Sissy Assignments
← Previous Next → Humiliation Assignment for Sissy Oh, sissy doll, this post is a double assignment; one, your adornment, the other, your humiliation. Now don’t get me wrong, I love Vitamin D and direct sunlight, but getting your tan on a very busy weekend...
by Sissyville | Jun 1, 2018 | Ms Piper, Sissy Assignments
← previous next → 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...
by Sissyville | Mar 14, 2018 | Humiliation, Ms Piper, Sissy Assignments
Oh, sissy, you’ve been a very bad girl! You’ve been caught with your hand in your panties again, and you know good girls don’t play with their clitty without permission! You try to hide your hard little sissy stick, but I don’t let you. I make...
by Sissyville | Feb 6, 2018 | Humiliation, Sissification, Sissy Assignments
There’s nothing like making your humiliated sissy go ultra-femme to keep her from getting too big for her britches. I suppose it can happen to just about any sissy–that dingle between her legs causing her to forget she’s not a man and never was....
