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

Turning-penis-to-Pussy-by-Halloween-magic
Posted in Captions Sissy Caption

Halloween Captions of The Horniest Sissy Husbands 2022

Halloween Captions of The Horniest Sissy Husbands 2022 includes some of the most tingling quotes with some explicit images for Bois.

Lock-your-clit-sissy
Posted in Chastity Caption Sissy Caption

The Most Explicit Sissy Captions for Locktober 2022

The Most Explicit Sissy Captions for Locktober 2022 includes quotes to encourage secret crossdressers to use Chastity Cage during this month.

Pimp-making-money-out-of-tied-up-slave-sissy
Posted in Captions Sissy Caption

The Cruelest Captions for Slave Sissy 2022

The Cruelest Captions for Slave Sissy 2022 includes 13 dirty captions for the secret sissies who are dreaming to get abused by alphas or mistress.

The-Best-Position-for-Sissy-Boi-Hole
Posted in Gif Captions Sissy Caption

The Most Hypnotastic 15 Sissy Gifs of 2022

The Most Hypnotastic 15 Sissy Gifs of 2022 includes many Hypno gifs from Sissy’s life, and desires to have sex with different positions.

Feminized-White-Boy-Marrying-Older-Black-Man
Posted in Captions Sissy Caption

Feminized White Boy Marrying Older Black Man

Feminized White Boy Marrying Older Black Man is an extreme feminization fantasy of rich families because of status.

Sissy-loves-conservative-and-religious-men-on-Easter
Posted in Sissy Caption

Cum Bunny Sissy on Easter 2022

Cum Bunny Sissy on Easter 2022 is a special post for the occasion of Easter this year for our sissy and trans followers.

Collared-and-barebacked-sissy-bitch
Posted in Captions Sissy Caption

The Most Explicit Sex Captions of Sissy 2022

The Most Explicit Sex Captions of Sissy 2022 includes 11 porn captions of crossdresser or trans sissies getting anal fucked.

Penetrated-Sissy-not-a-male
Posted in Gif Captions Sissy Caption

Sissy Gifs of Demasculation and Submission 2022

issy Gifs of Demasculation and Submission 2022 includes the best gifs of a crossdresser getting emasculated by penetration.

How-is-your-masculinity-today
Posted in Captions Sissy Caption

Hypnotic Cartoon Gifs of Sissy and Feminization 2022

Hypnotic Cartoon Gifs of Sissy and Feminization 2022 is a collection of gifs for Hypno, anal sex, and the happiness of feminized beta men.

Sissy-and-Girlfriend-Got-Fucked-by-3-Tgirls
Posted in Captions Sissy Caption

Sissy and Girlfriend Got Fucked By 3 Tgirls

Sissy and Girlfriend Got Fucked By 3 Tgirls is a crazy fantasy of a sissy crossdresser who wishes to be feminized. And then, got brutally gangbanged by trans women and eat all their cum.

Neighbor-Blackmailing-Crossdresser-Sissy-to-Have-Sex
Posted in Gif Captions Sissy Caption

Neighbor Blackmailing Crossdresser Sissy to Have Sex

Neighbor Blackmailing Crossdresser Sissy to Have Sex is a gif caption that I think is the secret fantasy of many shy sissies who are scared of exposing themselves.

Pink-and-Tight-Chastity-Perfect-for-Sissy
Posted in Captions Sissy Caption

10 Captions of Wife/Girlfriend Emasculated Sissy in Chastity

10 Captions of Wife/Girlfriend Emasculated Sissy in Chastity consists of some of the most humiliating captions of mistress convincing or exposing sissy’s Chastity Cage (Cock-Cage).