October 1, 2015
sissy dress

Training My Sissy

I’ve got something special planned for you tonight, so why don’t you start by coming over here and sitting on the bed? I’m going to make you […]
October 7, 2011

sissy boy Ginger

I asked Miss Scarlet if I could write a blog for her to post and she has agreed to let me post on Diaper Sissy. I’ve […]
July 5, 2011

sissy whore

I know of an adorable sissy slut who we’ll call Janine. Janine is not her real name, or his real name, but using the name Janine […]
March 8, 2011

Strapon Domination

Well now Mommy has had you removing the hair from your clit area for awhile now. You protested but that was quickly stopped by a thick […]
February 14, 2011

Sissy AB Training

We have a guest blogger today. A subbie in sissy training completed an assignment, part of which is to write a blog entry about his sissy […]