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

Hotwife-Preparing-to-Have-Double-Date-with-Sissy-Cuckold
Posted in Cuckold Hotwife Caption Sissy Caption

Hotwife Preparing to Have Double Date with Sissy Cuckold

Hotwife Preparing to Have Double Date with Sissy Cuckold is a caption about a husband becoming a cuckold and then a sissy.

Beta-male-wish-for-Christmas
Posted in Femdom Caption Sissy Caption

Sissy Wishes for Christmas and New Year 2022

Sissy Wishes for Christmas and New Year 2022 includes some sexy quotes of mistress to turn you on during holidays while you suffer in chastity.

Merry-Christmas-and-Happy-New-Year-Cuckold-Club
Posted in Captions Sissy Caption

Merry Christmas and Happy New Year Cuckold Club

Merry Christmas and Happy New Year Cuckold Club. I wish all of you Cuck Wannabes can become Cuckolds and curious Boi become Sissy.

Boipussy-full-of-cum-in-public
Posted in Captions Gif Captions Sissy Caption

How is the Life of Sissy in 10 Gifs

How is the Life of Sissy in 10 Gifs include little moments that you may find yourself or life changes that may occur that we find pleasant

Learn-to-cum-like-a-sissy
Posted in Captions Gif Captions Sissy Caption

11 Life and Sex Tips in Gif for Newbie Sissies

11 Life and Sex Tips in Gif for Newbie Sissies and crossdressers who want to enjoy their sex life more and arouse their alpha men.

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.