Cuckold Age Regression

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ENSLAVED SISSIES & MAIDS™ (MOCK) WARNING MESSAGEBEWARE! -  If You Dare Read This Magazine &helli

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

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

KEEP HIM SEXLESS AND SWEET - “Erections Are For Big Boys; Not Little Diapered Sissies!”W

ANATOMY OF A SISSYBABY - An Educational Diagram From The Sissy-Gynecological Institute Of Adultbaby

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

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

PRACTICE MAKES PERFECT! - Every day his Mommy makes him practice his ‘prancing routine’

Bluvelvet99: Bronze Age ClassicOriginally published March. 17, 2014Buddy Cop MovieYou were camping o

CUCKOLDING AGE REGRESSIONCumming August 19th!

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

DINNER TIME! - “Make ‘all-gone’ for Mommy!”Messy or not, I made the baby eat

LESSONS IN NURSERY DISCIPLINE - Witness the look of sheer mortification as baby is told that it&rsqu

‘SISSY SITTER’ MOCK MAGAZINE COVER [feat. Mommy Ellen] - He first reported to her for “counseling” a

I’m close to 1000 followers after losing my original Tumblr ages ago. Get me over 1000 and I

bobbyindiapers: If she diapers me I’ll never stop wetting the bed

You assumed the nudist resort would be full of middle aged men, and would just be a great chance to

“BLOUSED & PAMPERED”Mommy loves seeing me prance around in frilly anklet

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

‘THE CURIOUS CASE OF BENJAMIN BUTTONSTACK’ [Censored]…aka ‘The Grown Ma

CAUTION; SPILLED MILK! [Censored Version]Make Sure To Diaper Your Sissy Before Letting Him Read Book

fmatty:“Introducing… SAUCY [SISSY] WALKER; Ideal’s walking-flirting petticoat pun

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