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[submissivesissysammywise]

Sissy Looking

Looking for sissy training. Obedient 29M. I have a cage and wand already ready to go. Please own me.

[queenmommy1]

Reblog if you’d wake up like this and just say "yes mistress 🙇🧎‍♂️

[missebabysitter]

oh hey baby! i didn't see you there!

what do you think of Miss E's new dress? there's a new club opening tonight and my friends and i are all going out!

oh my, someone really likes it, don't they? i love the little face you make when your little thingy gets excited and tries to break out of that cute little cage!

maybe someday you'll be "big" enough to go out with Miss E and the grown ups, but for now, why don't you go back to your blocks?

feat: Rose Hart

[adamanttributesimulacrum]

[sissysummeradventure]

I’m game. Ask away!

[deniedbetahusband4]

[deniedbetahusband4]

[bestboycaps]

Yes, ma’am

[blueballs-forever]

[bestboycaps]

[blueballs-forever]

[dogtanian069]

[slave-james1]

…..Because Mistress’s breasts are too perfect for a humble boy like me…..very good pet, you’re not going to just leave it on the floor, are you….?

[off04]

[slave-james1]

…..How’s “My” cock feeling now, jim ? No cumming…..you only edge when I say….

[mommyjaded]

Reblog if you want to be owned 🔐

[donutholecaptions]

[malechastitycaptions]

Just put it on. It will fit perfectly! 🔑😳

[shatteredmimicavenue]

[bowtomeslutx]

Reblog if you wanna be my chastity slave 24/7