Sissy Training Assignments
Plan a mall day with Ms Cassandra
Hello, sissy boys and gurls. It's Mistress Cassandra here to liven up your world, and this assignment will allow you pretty little things to go out en femme and work your sexy little struts! Sissy Mall Assignment This will be a slurpie and selfie assignment. Gurls,...
Ms Olivia and the cuckold husband feminized
The story of the cuckold husband locked in chastity begins with his feminized sexual roleplay, posted on the Experienced Mistress. Now, what will this Mistress wife do with this husband locked in chastity? I’ve put him in sissy...
Prepare for summer with Ms Courtney
Summer is almost here, sissies! Choosing a Sissy Name This is going to be a very fun assignment to prepare you for summer! I want you to think of a sissy name, if you haven't already chosen one. Make sure it's a name you...
Ms. Delia’s Sissy Shopping Trip
To The Adult Toy Store Usually, I send you sissies out to the drugstore, the shoe store, or to the local lingerie store to buy yourself some pretty things. Of course we add in a little dose of sissy humiliation along the way, now don’t we? Well, today, I want you to...
Ms Alexis needs a proper sissy maid
You thought it was going to be easy at first, didn't you, sissy? I can't fault you for that. They all think it's going to be easy in the beginning. It must have been all that pink. Such a deceptive color, you know. It tends to lure you in with all its happy and...
Practicing in honor of Masturbation May
Happy Masturbation May! Everyone Masturbates, that's a fact of life. But, have you stopped to think about how much different it is for women than it is for men? Men jack off, they stroke their cocks. But women, and even sissies, don't have cocks. We have clits, and...
The FIRST Sissyville Assignments
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