Posts tagged cross-dressing

Gentle Sissy Playtime: Getting You Prepared – Part 1

Gentle Sissy Playtime: Getting You Prepared – Part 1 Everywhere my slutty eyes look, people are catering to hardcore sissy training. It’s wonderful! The way Mistresses mold you into the perfect little fuckholes for lecherous men of all body types is just dazzling to me.  But being a sissy is about more than transforming into a ravenous harlot, or rather, it is to some. I’m…

Read More

Sissy Boy, Mommy Helps Her Little Girlie Dress Part 2

Sissy Boy, Mommy Helps Her Little Girlie Dress Part 2 I went into my sissy boy, Jordan’s room, and searched until I found his penny loafers. Those would have to do for the moment. I went back into my room and Jordan was standing there naked just as he’d been told. I sat him down at my dressing table and with cream and tissues, cleaned…

Read More