Sissy Punishment Gallery

赤角灯 fingerstand pancia staedyhan lannisters-of-tarth

fmatty:‘THE CURIOUS CASE OF BENJAMIN BUTTONSTACK’ [Censored]…aka ‘The Grown Man with an Ever-Shrinki

fmatty:PEENIE PETAL [Censored]Dress up your Sissy’s boi-bits in a beautiful frilly fluff of lace and

fmatty:BUKKAKE SLUT: COVER ART [Ice-Cream Censored]COVER CAPTION: “The Hot-‘N-Sticky Soft-Serve That

fmatty:“K” IS FOR… ‘KISSY BOY’Special thanks to Vancy (aka PixxxPerson) for such wonderful artwork a

fmatty:“I’M A PETTICOAT PANSY!”*This image, along with my STAR letter to dear Aunt Frocks, can be fo

fmatty:fmatty: SPANKED INTO SISSYHOOD: ‘Baby-sulking’ doesn’t pay! See his terror as he gets spanked

fmatty:ANATOMY OF A SISSYBABY - An Educational Diagram From The Sissy-Gynecological Institute Of Adu

fmatty:PRACTICE MAKES PERFECT! - Every day his Mommy makes him practice his ‘prancing routine’ for t

fmatty:WHETHER HE MEANT TO OR NOT, POINTING AT MOMMY WILL EARN YOU A SPANKING!“Oh you bad bay-bee! P

fmatty:LESSONS IN NURSERY DISCIPLINE - Witness the look of sheer mortification as baby is told that

fmatty:HIGHCHAIR HUMILIATION TIME! - “Open wide! Here comes the strained peas choo-choo train!” Now

fmatty:‘SISSY SITTER’ MOCK MAGAZINE COVER [feat. Mommy Ellen] - He first reported to her for “counse

fmatty:MOMMY’S KISSY BOY - Mommy insists that her baby gives a warm smile and kisses to all her gues

fmatty:ANY GIVEN SUNDAY - He used to watch football on Sundays, but now he has much more important t

fmatty:24/7 Sissybaby - “Fully conditioned and regressed, he now enjoys his permanent status as a sw

fmatty:HUBBIES WEEKEND PUNISHMENT DIAPERS™ [Poster] WELCOME TO YOUR WEEKEND! Hubbies Weekend Punishm

fmatty:HUBBIES WEEKEND PUNISHMENT DIAPERS™ [Bus Stop Ad] WELCOME TO YOUR WEEKEND! Hubbies Weekend Pu

fmatty:Getting ‘CHEEKY’ in the Punishment Nursery - People often say he could benefit from a good ha

fmatty:Outtake image from MOMMY’S GARDEN FAIRY.*Original cation post here: fmatty.tumblr.com

fmatty:MOMMY’S GARDEN FAIRY - Weak and sexless beta-males undergoing ‘baby training’ need to spend l

my repost; I cleaned this image up from a magazine scan

fmatty:SISSY EASTER EGG HUNT! The big baby is being very careful to find every last egg otherwise sp

fmatty:“THE EMBARRASSMENT FILES: Dolly Show-and-Tell Time!” I am ‘encouraged’ to get a little fresh

fmatty:I’ve been properly exposed for being a “small-dicked failure of a man” who’s been demoted to

Prev Next