by Sissyville | Apr 12, 2025 | Submissive Sissy
Several people have asked this question recently: What is the Perfect Sissy? And, while I am generally unwilling to do something like a laundry list of things to define someone, I will say that are some qualities I look for in a fun sissy submissive and playmate. I...
by Sissyville | Mar 6, 2024 | Submissive Sissy
The plight of the submissive sissy is not a kind one. You’re all really rowing upstream against a current that just gets faster and deeper every day, aren’t you? Between pressure to be properly masculine with all that entails to concerns about your...
by Sissyville | Jan 11, 2023 | Ms Olivia, Sissy Training
Are you looking for ways to be a submissive sissy to your partner when she doesn’t even know? Most people call us because their partner doesn’t know, understand and/or like this side of you. That makes me sad. I adore feminization! You don’t have to be a...
by Sissyville | Feb 21, 2019 | Ms Olivia, Sissy Assignments
← Previous Next → … and is transformed into an even more submissive sissy for Mistress. A Mistress knows that a chastity cage is often the perfect way to transform any girly gurl into a fullbown (pun intended) submissive sissy. Ready for your...
by Sissyville | Jan 29, 2018 | Sissies, Sissy Acceptance, Sissy Assignments
I can think of nothing more frustrating than having to hide your true self from those closest to you. No wonder you needed to become my secret submissive sissy. It’s not enough to drag your panties out of that box in the basement for your infrequent sessions...
