Chastity Punishment Caption Gallery
frodosweetstuff
nerdynerdynerdynerd
vinetrria
thoechlingifs
medhist
PEENIE PETAL [Censored]Dress up your Sissy’s boi-bits in a beautiful frilly fluff of lace and
BITTERSWEET BOOK CLUB’S BOOK OF THE MONTH [Censored]The BitterSweet Book Club - A Club For The
AN UTTERLY PLEASURELESS CHASTITY EJACULATIONSissy cuckolds with baby-sized peepies MUST remain celib
“K” IS FOR… ‘KISSY BOY’Special thanks to Vancy (aka PixxxPerson) for
mistress-jenna-k:You’re in for it now!I’m gonna be honest…I absolutely am a brat someti
BULLSHITI try not to be bothered by it, but I’m finding it difficult to ignore my husband’s interest
Punishment for constant whining
ANY GIVEN SUNDAY - He used to watch football on Sundays, but now he has much more important things t
THE NATIONAL ASSOCIATION OPPOSED TO MALE SUFFRAGE - Somewhere in a parallel universe the roles have
HUBBIES WEEKEND PUNISHMENT DIAPERS™ [Bus Stop Ad] WELCOME TO YOUR WEEKEND! Hubbies Weekend Punishmen
laotk:Chastity FetishChastity is an amazing fetish. Most people think it’s some kind of punishment o
show-us-your-locked-cock:punishment
Just shiii… that’s your punishment…
femmified: The Right Decision
Quite a show
This is for big girls, not for sissies and diapergirls…
LESSONS IN NURSERY DISCIPLINE - Witness the look of sheer mortification as baby is told that it&rsqu
frenchdungeon: chien-de-nadya: exemplary punishment to the disobedient slave chastity …Mistress is l
‘SISSY SITTER’ MOCK MAGAZINE COVER [feat. Mommy Ellen] - He first reported to her for “counseling” a
Such a cute outfit right girls
Trochę poboli, ale pomoże męskiej szmacie się kontrolować ;3
HUBBIES WEEKEND PUNISHMENT DIAPERS™ [Poster] WELCOME TO YOUR WEEKEND! Hubbies Weekend Punishment Dia
24/7 Sissybaby - “Fully conditioned and regressed, he now enjoys his permanent status as a swe
MOMMY’S KISSY BOY - Mommy insists that her baby gives a warm smile and kisses to all her guest
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