Sissyboy @sissyboy500 - Tumblr Blog

thefemininelife-deactivated2023

curiousaboutsissy

sissyboy500

I’m not paying anything

Where are you located hon?

South Carolina

yes please

YES PLEASE SIR

Fuckk yeah

Um, yes!

Fuck me hard and deep 🤤😈

sissyboy500

Absolutely

iluvpanties73

sissysamanthacumslut

Junior high. So around 12 or so

11-12

11-12

Think about 37-38.

14

Inside my boi pussy

Everyone deserves to live out their fantasy!! 🏳️‍⚧️

sissyboy500

Absolutely I live to please not be pleased

gayboy-proud

It reminds me how GAY I secretly am and I love it because I find it so HOT to be GAY. I'm doing my best to become as GAY as possible, because the more I am, the more HORNY it makes me. Telling how GAY I am turns me on. I love to say that I love dicks, I wanna say it more often as it makes me so proud and HORNY 😜. I find GAYSEX beautiful and nice to watch. I wanna prove how much I enjoy it with another guy in front of a girl... That would be my dream come true!

little-closet-sissy

Was a secret sissy crossdresser for like 8 years. Then one day a year ago, i was home alone and dressed up in bed. I fell asleep with my dress on and in the morning my vrother saw it. A couple days later everyone knew i dress up. Offcourse i denied it but since then i had multiple times that girls called me a faggot and i loved it.