SissyBoy NSFW GIFs and Nudes - Popular Posts

Media

88

Created

09/12/2024

I love to feminize boys into sissies.

u/rhileyhiles Clariceboaventura SissyBoy 9 months ago

881

Your roommates caught you in your girl clothes. You forgot your sissy body turns boys gay, but it was too late.

r/SissyCaptionStories

u/Seek8888 Longjumping Alps 850 SissyBoy 8 months ago

547

My bud was convinced he could impregnate a boy if he tried hard enough. He forced me to become a sissy slut so he could use me as his test subject without it being gay.

u/graviton20898 Melody fluffington SissyBoy 6 months ago

1114

Just one week will turn any boy into a leaky pathetic sissy.

r/SissyChastity

u/zsirblade Ssirblade SissyBoy 1 year ago

614

Straight boys should be careful of the Sissy Virus ;)

r/sissycaptions

u/giannalana SissyBoy 6 months ago

4913

My gf found my sissy clothes. I’ve been locked in chastity and forced to stay feminized since. She said she wont let me be a boy anymore.

r/ForcedFeminization

u/Artistic_Weight1834 SissyBoy 7 months ago

1558

My gf found my sissy clothes. I’ve been locked in chastity and forced to stay feminized since. She said she wont let me be a boy anymore.

I had the most huniliating experience after work 🥵🥵 Ive been chatting with an dominant bi guy who visited me, told me not to wear make-up. As soon i was worshipping His cock he started to tell what a cute sissy boy i am. Slapped me every time i tried to

u/Jemin444 SissyBoy 1 year ago

378

I had the most huniliating experience after work 🥵🥵 Ive been chatting with an dominant bi guy who visited me, told me not to wear make-up. As soon i was worshipping His cock he started to tell what a cute sissy boy i am. Slapped me every time i tried to

Caged and pretty before he gets dressed for another ✨big boy✨ day at work… he’ll be the sluttiest sissy in the office 💅🔐

r/ChastityCouples

u/KinkDifferently SissyBoy 1 year ago

973

Caged and pretty before he gets dressed for another ✨big boy✨ day at work… he’ll be the sluttiest sissy in the office 💅🔐

Being a boy hasn't worked out so well for you, don't you think you'll be better off as my sissy fuck doll?

u/Jadesjungles SissyBoy 1 year ago

1812

Being a boy hasn't worked out so well for you, don't you think you'll be better off as my sissy fuck doll?