The Showcased Sissy
Because nothing trains sissy submission like being shown off to his wife’s new man.
Sissy
Romantic Dinner & Spanking
Just because you treat her well doesn’t mean she won’t discipline you!
Chaste and Schoolgirled
Kari Sweets used to be my teenage crush. Imagine going to a Catholic school with her… as a girl!
The Sissy Personal Trainer
For some reason I can’t get this to upload on imagefap, so here we go :)
Looks like fun, doesn’t it?
Fucking Jake
An old one I colored from a doujin… forgot which one.
Becoming Michelle
Look how smooth her sissy butt is! I’m so jealous >_<
Naughty or Nice? Christmas Chastity Captions
This is one of the first short stories I ever wrote, for a few Christmas ago. Good boymaids get unlocked on Christmas, bad maids must wait another year…
Really Cute Diapers
Found these super adorable training pants today from a company called WunderUnders. They’re for real babies though… but I wonder if they’re open to making them in custom sizes.
He Just Can’t Help Himself
…and this is why every good sissy needs a chastity cage. No exceptions.
