Category: Sissy Caption

Sissy Caption photo captions and gifs about cross-dressers (CD), Sissies, sissification, cock sucking or anal sex of sissies, tranies, beta Bois, bi-cuckolds, Pegging with a strapon

Accept-your-sissy-life-this-new-year
Posted in Sissy Caption

Accept Your Sissy Life This New Year 2021

Accept your sissy life this new year 2021 is a great new year resolution for feminine bois and crossdressers.

Merry-Christmas-to-all-the-Sissies
Posted in Sissy Caption

Merry Christmas to all the Sissies

Merry Christmas to all the Sissies. Crossdressers, girly bois or Trans doesn’t matter to us if you feel feminine we wish you will receive your girly gifts.

The-Perfect-Present-for-Sissy-on-Christmas
Posted in Sissy Caption

The Perfect Present for Sissy on Christmas

The Perfect Present for Sissy on Christmas is acceptance by an alpha man. Doesn’t matter if she is a sissy crossdresser or trans,

Sissy-Crossdresser-Wishing-Bigger-Dildos-for-Christmas
Posted in Gif Captions Sissy Caption

Sissy Crossdresser Wishing Bigger Dildos for Christmas

Sissy Crossdresser Wishing Bigger Dildos for Christmas represents a perfect gift for real sissies who want something more for their Boipussy / AssPussy.

Feminization-and-Decorating-Husband-with-Girly-clothes-on-Christmas
Posted in Sissy Caption

Feminization and Decorating Husband with Girly Clothes on Christmas

Feminization and Decorating Husband with Girly Clothes on Christmas is our Christmas special bonus for our sissy fans who just started their lifestyle.

Alpha-inserting-his-Sperm-into-a-sissy
Posted in Captions Sissy Caption

Top 10 Captions for Transformation of Sissy

Top 10 Captions for Transformation of Sissy involves the first anal penetration and first feminine feelings of a sissy into womanhood by her alpha.

Emasculated-Sissy-Paying-Rent-with-Anal-Sex
Posted in Gif Captions Sissy Caption

Emasculated Sissy Paying Rent with Anal Sex

Emasculated Sissy Paying Rent with Anal Sex is a mini gif story involving feminization and Erotic Verbal Humiliation of newly crossdresser sissy.

Asian-Sissy-Daily-Life-with-Girl-Uniform-Gif
Posted in Gif Captions Sissy Caption

Asian Sissy Daily Life with Girl Uniform Gif

Asian Sissy Daily Life with Girl Uniform Gif is a Sissy Hypno caption for sissies and crossdressers who need to be encouraged in their new life.

Locking-Up-feel-better-for-sissies
Posted in Captions Chastity Caption Sissy Caption

The Cutest Captions of Sissy in Chastity

The Cutest Captions of Sissy in Chastity is a collection of Hypno captions to convince sissies to lock up their clits and just get wet.

Locktober is coming for sissy bois
Posted in Captions Chastity Caption Sissy Caption

Locktober Special Captions For Sissies in Chastity

Locktober Special Captions For Sissies in Chastity Cage (Cock-Cage) is a collection of sissy chastity captions who want to stay locked and loaded in October.

Good-Gurl-Sissy-Cuckold
Posted in Sissy Caption

12 Feminization and Sissy Pegging Cartoon Captions

12 feminization and Sissy Pegging Cartoon Captions is a compilation of cartoon photos including forced feminization, Femdom, sissy cuckold life, and more.

Sissy-Crossdresser-husband-in-Cosplay-party-Caption
Posted in Captions Sissy Caption

Sissy Crossdresser husband in Cosplay party Caption

Sissy Crossdresser husband in Cosplay party Caption is a dream for every CD Sissy husband who wishes to get fucked and used by hung men all day.